Chicago’s 18 Best Gift Basket Delivery Services for Every Occasion
After thoroughly exploring Chicago’s top gift basket and hamper delivery services, we’re thrilled to bring you our firsthand insights. We put each service to the test, sampling a variety of offerings from the city’s finest gifting specialists. Our evaluations covered everything from the uniqueness of their gift selections to shipping options, packaging quality, presentation, sustainability practices, and overall value for money. In our experience, these services didn’t disappoint. Whether for Thanksgiving, the holiday season, or any special occasion, they’ve proven themselves to be reliable, thoughtful choices for high-quality gifts. Dive into our findings and discover the best of Chicago’s gifting scene!
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The Best Gift Baskets for Every Occasion in Chicago:
1) Flowers for Dreams ($$): Best for Locally Crafted Gift Bundles
Blooming Local Charm: Handcrafted Gift Bundles with Fresh Flowers and Artisan Delights.
About Flowers for Dreams:
Starting as a college project, Flowers for Dreams has blossomed into a beloved local florist serving Chicago, Detroit, and Milwaukee. What sets them apart is their commitment to seasonal blooms and meaningful community impact, with a portion of each purchase supporting local charities.
In our in-depth Flowers for Dream review, we were especially impressed with their gift bundles. Each bundle pairs fresh, fragrant flowers with locally crafted items, adding a unique, thoughtful touch to every order.
Delivered by hand and bike across Chicagoland, Flowers for Dreams brings a sense of care and charm that feels deeply personal—perfect for those who appreciate beauty with a purpose.
Gift Basket Collections:
Flowers for Dreams takes their gifting to the next level by partnering with local makers to curate unique add-ons for their floral arrangements. These thoughtfully selected extras—from artisanal candles and handmade goods to small-batch treats—transform a signature bouquet into a complete, heartfelt gift that’s perfect for friends, family, and loved ones. Each item adds a local touch, making these bundles feel personal and uniquely tied to the community.
Highlights:
- Beautiful, handcrafted floral arrangements and chic gift pairings.
- Seasonally-inspired gifts produced by local makers.
Considerations:
- Closed on Sundays.
- Limited gift collections compared to elsewhere.
Price Range:
- $50 to $150+
Delivery Options:
- A local same-day gift delivery service is available throughout much of Chicagoland from Monday to Saturday each week.
2) Knack ($$): Best for Modern & Creative Gift Boxes
Distinctly Stylish: Unique Gift Collections for Every Occasion and Taste.
About Knack:
In our hands-on tests, Knack impressed us with their thoughtfully curated gift collections. Each one centers around artisanal products and distinctive items that feel meaningful for any occasion, whether it’s for friends, family, loved ones, or professional connections.
We especially appreciated their partnerships with independent Chicago merchants, which allow for a variety of unique, socially conscious, and sustainable gifts. Knack’s dedication to supporting local, ethical producers adds an extra layer of intention to each gift, making it feel like much more than a simple gesture.
Gift Basket Collections:
Knack offers a world of carefully crafted gift boxes that feel perfect for everyone—from moms and grandparents to partners and friends. Their selection covers an impressive range of interests, with categories like spa and beauty, teas and coffee, homeware, gourmet foods, and bar essentials, to name just a few.
If you’re feeling creative, they also let you build your own gift basket by mixing and matching from a wide array of treats. It’s a fun way to tailor each gift and make it truly personal, allowing you to create a thoughtful surprise that feels uniquely suited to the recipient.
Highlights:
- Unique, thoughtful, and handcrafted gift boxes are fully customizable based on taste preferences and budget considerations.
- Options for every gifting occasion imaginable.
- Lovely attention to detail and beautiful packaging.
Considerations:
- The amount of choice can be a little overwhelming.
- Gift sets are relatively modest for the price.
- Delivery may take a few days, so it’s worth ordering beforehand.
Price Range:
- $50 to $150+
Delivery Options:
- Depending on the size and scope of the gift basket you settle on, orders are typically processed and shipped throughout Chicago within 1 to 4 days.
3) Gourmet Gift Baskets ($$): Best for Classic Gift Baskets
Elegant Offerings: Premium Gift Baskets for Friends, Family, and Colleagues.
About Gourmet Gift Baskets:
Gourmet Gift Baskets has established itself as a go-to family-run retailer in the gift basket arena, boasting nearly 20 years of experience. They’re recognized for having one of the most extensive collections available, making them a reliable choice for personal gifting as well as more polished options for colleagues and corporate clients.
In our experience, their offerings are diverse and dependable, perfect for any occasion—from casual gifts for friends and family to sophisticated selections for business relationships. With such a broad range, you can count on finding something special that meets your needs.
Gift Basket Collections:
GGB offers a delightful array of options, including gourmet gift baskets, classic fruit hampers, creative snacks, artisan beer and wine selections, and even chocolate-inspired towers. There’s truly something for everyone, no matter the occasion.
What we love is their commitment to catering to various budgets. Prices start at around $50 for smaller, thoughtful baskets, while their signature series—packed with high-end gourmet items—can go up to $250 or more. This range ensures that whether you’re looking for a simple treat or an extravagant gift, you’ll find something that fits your needs beautifully.
For more, see our in-depth Gourmet Gift Baskets review.
Highlights:
- An incredible variety of gift baskets for every occasion and taste preference.
- Prices are generally very affordable.
Considerations:
- Expedited shipping options are expensive.
- Packaging could be more eco-friendly.
- No substitutions.
Price Range:
- $30 to $250+
Delivery Options:
- Gourmet Gift Baskets offer a range of shipping options throughout Chicago, including 3-day, 2-day, Overnight, and Saturday delivery.
4) Citarella ($$$): Best for Fresh Gourmet Gift Baskets
Sumptuous Gourmet: Luxurious Gift Baskets and Food Hampers.
About Citarella:
For over a century, this specialty food emporium has been crafting lavish gourmet gift baskets that are culinary works of art. Their baskets are packed with delectable treats that make any food lover’s heart skip a beat.
I’ve found Citarella’s gift baskets to be perfect for occasions like Thanksgiving, Christmas, housewarmings, or simply sending a thoughtful care package. Each one feels like a festive feast in a box, ready to bring joy and delicious flavors to friends and family. If you’re looking to delight the foodies in your life, Citarella is a tried-and-true choice that never disappoints.
Gift Basket Collections:
You’ll find everything from artisanal snacks and decadent confectionery to organic fruits and fragrant spices. Imagine oils and vinegars that could elevate any dish, freshly baked goods that feel like a warm hug, creamy cheeses, and savory charcuterie—it’s a food lover’s dream buffet.
Gift baskets start around $60, making it easy to find something special without stretching your wallet too much. But if you’re aiming to really dazzle someone, they have options soaring up to $300 and beyond. Perfect for the gourmet connoisseurs in your life who appreciate the finer things. Citarella truly offers a taste of culinary luxury that’s hard to resist.
Highlights:
- Lavish gourmet gift baskets.
- Stylish packaging and presentation are perfect for gifting.
- Options for lots of different taste preferences.
Considerations:
- No substitutions are available.
- Signature gift baskets can get very expensive.
- Delivery fees can add up quickly, particularly for weekend slots.
Price Range:
- $50 to $300+
Delivery Options:
- Standard and expedited shipping is available throughout Chicago and nationwide if you want to send further afield.
5) From You Flowers ($): Best for Cheap Gift Baskets in Chicago
Swift & Savvy: Fast and Affordable Gift Basket Delivery for Every Occasion
About From You Flowers:
For speedy and budget-friendly flower delivery in Chicago, From You Flowers has been a lifesaver for me more times than I can count. They’re not just about blooms, though—they offer a vast collection of gift baskets and hampers all year round.
What I really appreciate is how they team up with local florists and gift specialists, offering a rich variety of gift baskets that feel personal and thoughtful. Whether it’s for a birthday, anniversary, or just because, they’ve got you covered.
And let’s talk about their same-day delivery service—available seven days a week! Perfect for those “Oh no, I forgot!” moments. Their quick turnaround has saved me from many last-minute scrambles. It’s like having a florist on speed dial who always delivers with a smile.
Gift Basket Collections:
One thing I appreciate about From You Flowers is how effortless it is to find the perfect gift basket. You can sort by occasion or budget, which takes the guesswork out of shopping.
If you’re aiming for something thoughtful without stretching your wallet, their smaller baskets start around $40. And for an extra touch, they offer plenty of options to pair your gift with fresh, seasonal flower bouquets.
They seem to have every occasion under the sun covered—birthdays, anniversaries, housewarmings, new baby celebrations, wedding showers, Valentine’s Day, Mother’s Day, Thanksgiving, Christmas—you name it.
But here’s the cherry on top: their selection of blooming dish gardens and elegantly arranged garden baskets. With tropical plants, flowering orchids, succulents, and cacti, it’s like sending a slice of a botanical garden right to someone’s doorstep.
Highlights:
- Some of the cheapest gift baskets in Chicago.
- Same-day delivery is available on many gifts, seven days a week.
- There are lots of options to pair gift baskets with fresh flowers, cards, balloons, and more.
Considerations:
- Same-day gift basket delivery fees are expensive.
- No substitutions.
- Somewhat traditional gift collections.
Price Range:
- $25 to $75+.
Delivery Options:
- From You Flowers offers same-day, next-day, or specified-day gift basket delivery options throughout Chicago.
6) UrbanStems ($$): Best for Chic Bouquets & Stylish Gift Pairings
Contemporary Elegance: Sophisticated Gift Collections from a Trendy Florist.
About UrbanStems:
UrbanStems has quickly become one of my top picks for flower delivery in Chicago. They’re not just about pretty petals; they’re about creating moments. I sent one of their bouquets to a friend, and she told me it was like receiving a ray of sunshine on a cloudy day.
But flowers are just the tip of the iceberg. UrbanStems offers a range of thoughtfully crafted gift boxes throughout the year. From stylish bouquets and lush houseplants to weekly flower subscriptions, they make it easy to find the perfect gift.
They’ve got chic options for every occasion—birthdays, new baby celebrations, heartfelt thank-you notes, the holidays, Mother’s Day, Valentine’s Day, and more. If you’re looking to send a gift that leaves a lasting impression, UrbanStems is a fantastic choice.
Gift Basket Collections:
UrbanStems is like that friend who always nails the perfect gift. They combine spa goodies, gourmet chocolates, aromatic candles, and inventive cocktail and cocoa kits with lively succulents, air plants, and their signature floral arrangements. It’s a refreshing twist that brings together the best of pampering and plant life.
I love that they cater to various budgets. Whether you’re looking to send a small token of appreciation or make a grander gesture, they’ve got options ranging from around $30 up to $80. It’s a go-to spot for adding a splash of joy to someone’s day without overcomplicating things.
Highlights:
- On-trend and creative bouquets and gift pairings.
- Flowers should last for at least seven days or more.
- Lovely packaging throughout.
Considerations:
- Gift pairing options aren’t as extensive as elsewhere.
- More extensive flower arrangements can get pricey.
- No substitutions.
Price Range:
- $40 to $150+
Delivery Options:
- UrbanStems offers a same-day or specified-day gift delivery service throughout Chicago.
7) Wine Awesomeness ($$): Best for Wine Gift Sets
Exquisite Vintages: Hand-Picked Wine Gift Sets.
About Wine Awesomeness:
As someone with a soft spot for all things artisanal, Wine Awesomeness feels like a treasure trove waiting to be explored. They specialize in lovingly crafted wines from independent winemakers across the globe—bottles you won’t stumble upon in your local grocery aisle.
Each wine comes with its own story, weaving together the tales of passionate producers and the lands they cultivate. It’s like uncorking a narrative with every bottle. They also provide tasting notes and delicious recipes to pair with each wine, turning a simple pour into a full-fledged experience.
For those who appreciate the finer details, Wine Awesomeness offers a journey through vineyards near and far without leaving your home. It’s a delightful way to discover new favorites and indulge in the rich world of wine.
Gift Basket Collections:
Wine Awesomeness lives up to its name, especially for those who savor a good pour. They offer gift packs in sizes of 3, 4, 6, or even a full dozen bottles, with prices ranging from a friendly $49 to a more indulgent $149. In my experience, it’s like having a sommelier curate a personalized wine adventure just for you.
What sets them apart is the sheer variety. Whether you’re partial to crisp whites, bold reds, flirty rosés, or bubbly sparklings, they’ve got options aplenty. You can even mix and match if you’re feeling adventurous. Plus, the ability to select wines from specific vineyards and regions around the globe adds a delightful touch.
Highlights:
- Excellent variety of wines to pick from leading independent winemakers.
- Modern and stylish packaging and presentation throughout.
- There are lots of options to customize gift sets to specific taste preferences.
Considerations:
- Delivery fees can be expensive.
- No way to add cards or other gift items.
Price Range:
- $49 to $150+
Delivery Options:
- Wine Awesomeness delivers throughout Chicago. Please note that their delivery partners, UPS and FedEx, will require someone of legal drinking age to sign for delivery.
8) Augusta Food & Wine ($$$): Best for Bespoke Gourmet Gift Baskets
Epicurean Excellence: Top Local Food and Wine Merchants for Custom Gourmet Gifts.
About Augusta Food & Wine:
Nestled in Lincoln Square, Augusta is a haven for those who appreciate the finer things in life—myself included. As someone who adores the art of floristry, I find a kindred spirit in their dedication to quality and detail. Their wine collection feels like strolling through a vineyard without leaving the city, featuring both rare vintages and standout selections from renowned vineyards worldwide.
But Augusta doesn’t stop at wines. Their international cheeses are cut to order, and their array of artisan charcuterie, delectable sauces, preserves, sweet treats, oils, and vinegars transforms any ordinary meal into a culinary adventure.
I’ve spent countless hours wandering their aisles, discovering new flavors, and chatting with their knowledgeable staff. Whether you’re crafting a gourmet gift basket or simply indulging your own tastes, it’s the kind of place where every visit feels like a mini getaway for your senses.
Gift Basket Collections:
Let’s dive into Augusta’s gift baskets—starting at about $85, their standard basket is like a gastronomic symphony. Imagine selecting a fine bottle of wine, adding three exquisite cheeses, organic preserves, artisan crackers, freshly sliced charcuterie, olives, and a medley of gourmet sweets—all artfully arranged.
But here’s the icing on the cake: you can mix and match to your heart’s desire. Whether you’re nuts about cheese or have a sweet tooth that rivals a kid in a candy store, they’ll happily craft a basket that fits your whims and wallet.
In my experience, their flexibility turns gifting into a joy rather than a chore. Whether marking a special occasion or simply surprising someone just because, Augusta helps you create a gift that’s as personal as a handwritten note.
Highlights:
- Fully customizable gourmet gift baskets for every taste preference.
- A lavish selection of upmarket treats to pick from.
- Stylish presentation throughout.
Considerations:
- Be sure to order a few days ahead of major holidays.
- Larger gift baskets can get pricey.
Price Range:
- $85 to $200+
Delivery Options:
- Augusta delivers gift baskets throughout Chicago. Orders typically arrive within 2 to 3 days.
9) Milk Bar ($$): Best for Unique & Creative Sweet Treat Gift Boxes
Sweet Masterpieces: Famed Bakery Delivering Decadent and Creative Treats
About Milk Bar:
Milk Bar has been stirring up the dessert scene since 2008, and let me tell you, their confections are as delightful as a freshly picked bouquet.
In my tasting adventure, I was charmed by how they reinvent classic recipes with a modern twist. Imagine your favorite childhood treat, but with a surprise ingredient that makes it sing a new tune.
From lovingly crafted cakes and cookies to pies that could make anyone’s day sweeter, Milk Bar offers a smorgasbord of delights. Whether you’re celebrating a birthday, expressing gratitude, or just indulging in something sweet, their stylish gift arrangements feel like a feast and a festivity rolled into one.
Gift Basket Collections:
Throughout the year, Milk Bar rolls out a variety of gift collections. Think classic cookie tins starting at $46 or birthday boxes packed with truffles and their signature cakes from $72.
And let’s talk holidays. Their “Fall-iday” gift box is a seasonal treat featuring a 6-inch Pumpkin Dulce de Leche Cake, a dozen Pumpkin Dulce de Leche Truffles, and the iconic Milk Bar Pie—all for $120. Feeling festive? The wintry “Peppermint Bark Cake” starts at $54 and is sure to bring cheer to any gathering.
Highlights:
- A creative, unique variety of sweet treat gifts.
- Lots of creative gift options for Thanksgiving, Christmas, Valentine’s Day, and Mother’s Day.
Considerations:
- Your recipient needs a very sweet tooth!
- No substitutions.
- Delivery dates aren’t always available or flexible.
- The packaging could have been a little more robust.
Price Range:
- $20 to $100+
Delivery Options:
- Milk Bar delivers gift baskets throughout Chicago and ships six days a week (Monday through Saturday).
10) iGourmet ($$$): Best for Luxury Foodie Gift Baskets
Gourmet Grandeur: Luxury Food Hampers Featuring International Artisans
About igourmet:
With over a quarter-century of experience, iGourmet has become a staple in the gourmet gifting world across the United States. In my time exploring their offerings, I’ve found them to be a fantastic choice for just about any gifting occasion throughout the year, including corporate events and special celebrations.
Their selection is nothing short of impressive. It’s like taking a culinary tour around the globe without leaving your kitchen. From artisanal cheeses and charcuterie to exotic chocolates and fine wines, they offer a smorgasbord of gourmet delights that cater to diverse tastes.
If you’re aiming to send a gift that genuinely excites the palate and leaves a lasting impression, iGourmet is a go-to that won’t disappoint.
Gift Basket Collections:
iGourmet collaborates with a wide network of small and mid-sized artisan producers, pulling together an astounding array of upmarket goodies from every nook and cranny of the world. From rich cheeses and luxury snacks of Scandinavia to gourmet treasures from France, Italy, and Germany, it’s like gifting a world tour for the taste buds.
Their signature collections are thoughtfully organized by occasion, flavor preferences, and even country of origin, making it a breeze to find the perfect match. Whether you’re celebrating a birthday, thanking a corporate client, or simply wanting to spoil someone special, they’ve got options that fit the bill.
Prices kick off at around $50, which is quite the steal for the quality on offer. If you’re looking to go all out, their signature gift sets ranging from $100 to $200 are packed to the brim with gourmet delights that won’t disappoint.
In my book, iGourmet has become a go-to for those times when I want to send more than just a gift—I want to send an experience.
Highlights:
- Luxurious and premium gourmet gift baskets for numerous taste preferences.
- Excellent attention to detail.
- Stylish packaging and presentation.
Considerations:
- No substitutions.
- Overnight and express shipping is very expensive for perishable items.
Price Range:
- $70 to $150+
Delivery Options:
- Standard and expedited shipping is available throughout Chicago and nationwide if you’re looking to send further afield.
11) ProFlowers ($$): Best for Same-Day Gift Basket Delivery
Affordable Elegance: Stylish Gift Baskets for Every Occasion.
About ProFlowers:
ProFlowers has been a trusty companion in the online flower delivery scene for years. I’ve turned to them more times than I can count for stylish and affordable bouquets that hit the mark every time.
What sets them apart is their knack for teaming up with local florists and gifting specialists throughout Chicago. This means their gift basket collection isn’t just extensive—it’s infused with that unique Chicagoland flair we all love.
Their speedy same-day delivery across the city is a lifesaver, especially when you’re in a pinch (we’ve all had those last-minute gifting emergencies!).
Gift Basket Collections:
Their range of hampers is pretty impressive. From holiday gift baskets and fresh fruit assortments to spa sets, snack collections, baby gifts, and gourmet foodie hampers, there’s something for every celebration and taste bud.
Prices are friendly on the wallet, too. Smaller baskets start around $35, making thoughtful gifting accessible. If you’re looking to make a grander statement, options go up to about $100, offering more lavish arrangements.
In a world brimming with choices, ProFlowers simplifies the art of gifting. They’ve taken the guesswork out of the equation, making it easy to brighten someone’s day with just a few clicks.
Highlights:
- Lots of classic and traditional gift baskets are ready to go for numerous gifting occasions.
- Very affordable and convenient.
- Same-day delivery on many gift baskets throughout Chicago.
- There are lots of options to pair beautiful, fresh floral arrangements and other items with every gift basket.
Considerations:
- No substitutions.
- Better options for creative, unique, or bespoke gift baskets elsewhere.
Price Range:
- $30 to $80.
Delivery Options:
- ProFlowers offers a range of gift basket delivery options throughout Chicago. Orders are typically available to ship the same day or on a specified day of your choosing.
12) The Fruit Company ($$$): Best for Luxury Fruit Hampers
Fruity Feast: Lavish Hampers of Seasonal, Organic, and Tropical Produce.
About The Fruit Company:
When it comes to fruit baskets, The Fruit Company feels like finding the juiciest peach in the orchard. In our deep dive, they stood out as a top pick for classic fruit baskets and hampers. Their selection goes way beyond the usual suspects—you’ll discover seasonal fruits from premier domestic farms, vintage orchard collections, and even exotic varieties that add a splash of adventure to your fruit bowl.
What truly impressed me in our Fruit Company review is how they pair many of their baskets with artisanal cheeses and small-batch goodies. It’s like they’ve crafted a symphony of flavors, turning a simple gift into a gourmet experience. As someone who appreciates the art of thoughtful gifting, this attention to detail resonates with me.
Gift Basket Collections:
The Fruit Company creates fruit baskets suited for nearly any occasion you can imagine—birthdays, sincere thank-you gestures, care packages, expressions of sympathy, and more.
Their classic collections start at around $50, making it easy to send a meaningful gift without stretching your budget. If you’re aiming to make a grand statement, they offer deluxe and opulent hampers that go up to $300, perfect for indulging someone with something truly special.
Highlights:
- A vast selection of organic fruits and gourmet treats.
- Upmarket packaging and thoughtful touches throughout.
Considerations:
- Signature gift baskets are expensive for the number of items received.
- Pricey expedited delivery charges on perishable items.
Price Range:
- $50 to $300+
Delivery Options:
- The Fruit Company offers standard and expedited shipping options throughout Chicago.
13) Teleflora ($$): Best for Classic Floral Gift Baskets
Bloom & Bite: Gorgeous Flower Baskets and Food Hampers
About Teleflora:
When I think of connecting folks with beautiful blooms across the country, Teleflora springs to mind. They’ve woven together one of North America’s largest networks of independent local florists—it’s like having the entire Chicagoland floristry community at your fingertips.
What impresses me most is how their extensive network keeps prices reasonable without skimping on quality. There’s always a garden of options in their floral arrangements and gift collections, no matter the season.
Whether you’re celebrating a milestone or just want to brighten someone’s day, Teleflora offers a bouquet of choices to suit any occasion.
Gift Basket Collections:
At Teleflora, you’ll stumble upon a wide variety of food gift baskets and their signature blooming flower hampers. Whether you’re celebrating a milestone or sending a “just because” gesture, they’ve got you covered. It’s the ideal destination to find that thoughtful gift or to simply add a splash of floral joy to someone’s day.
For more, see our in-depth Teleflora review.
Highlights:
- Affordable and traditional gift baskets for every occasion.
- There are lots of options to pair fresh floral arrangements.
- Locally crafted and hand-delivered gifts.
Considerations:
- No substitutions are available.
- Same-day gift basket delivery fees are expensive.
- Better options elsewhere for more creative and bespoke gift baskets.
Price Range:
- $40 to $80+
Delivery Options:
- Teleflora offers a same-day, next-day, or specified-day gift basket delivery service throughout Chicago.
14) Eataly ($$$): Best for Gourmet Italian Gift Baskets
Italian Indulgence: Lavish Regional Gift Collections for the Foodie in Your Life.
About Eataly:
Eataly isn’t just a store; it’s a culinary journey. It’s where you can eat, shop, and immerse yourself in Italy’s rich food and agricultural traditions.
Sampling ingredients sourced from every corner of the country, I felt like I was traveling through the Italian countryside without leaving the city. If you’re willing to spend a little extra for an authentic gourmet experience, Eataly is worth every penny.
Gift Basket Collections:
If Italian cuisine makes your heart sing, Eataly is a must-visit treasure trove. They offer a mouthwatering array of bundles all year, perfect for gifting or treating yourself at home. From “Colazione all’Italiana” breakfast sets to the “Polenta 3 Ways” kit, there’s a delightful option for every foodie.
Prices are quite approachable, ranging from $50 to $150. Whether you’re planning a lavish spread or a simple indulgence, Eataly has something that fits the bill and brings a touch of Mediterranean flair to any occasion.
Highlights:
- Gourmet and upmarket regional delights from across Italy.
- There are lots of curated gift baskets and plenty of holiday specials each year.
Considerations:
- No same-day delivery options.
- Expensive when considering the price versus the amount of goods received.
- No substitutions.
Price Range:
- $50 to $150+
Delivery Options:
- Eataly delivers food gifting bundles throughout Chicago. Orders are typically delivered within 2 to 3 days.
15) Thoughtful Presence ($$): Best for Locally Crafted Gift Baskets
Chicago Charm: Hometown-Themed Gifts and Treats for Every Occasion.
About Thoughtful Presence:
Let me share a delightful find: Thoughtful Presence, the brainchild of Chicago natives Mary and Ken Babiez. This shop feels like a warm hug from the city itself, offering a charming collection of Chicago-themed gifts crafted by local artisans.
What I love is how they have something for just about every occasion you can think of. Birthdays, housewarmings, welcoming new babies, graduations, anniversaries—you name it. Even when you simply want to send a get-well wish or spread some holiday cheer, they’ve got you covered. It’s a treasure trove that makes gift-giving feel personal and thoughtful.
If you’re looking to support local talent and find a gift that truly resonates, Thoughtful Presence is a wonderful place to explore.
Gift Basket Collections:
From gourmet foods and fresh fruits to spa delights, sweet treats, and cozy tea and coffee collections, they seem to have thought of everything. Whether you’re celebrating Valentine’s Day, Mother’s Day, Thanksgiving, or Christmas, they’ve got something special up their sleeve.
One thing I appreciate is their consideration for different budgets. You can find charming gift sets under $50, perfect for a simple “thinking of you.” If you’re looking to make a grander gesture, their more lavish hampers go up to around $150 and are filled with gourmet and luxury items.
Highlights:
- One of the best Chicago-themed gift basket collections around.
- Options for most taste preferences and budget considerations.
Considerations:
- Packaging could be more eco-friendly.
- No same-day delivery options.
Price Range:
- $50 to $150+
Delivery Options:
- All gift baskets and hampers are shipped via UPS and are typically delivered within 5 to 7 days.
16) Goodies ($$$): Best for Candy Gift Baskets
Sweet Spot: Highland Park’s Beloved Gifting Shop for Decadent Treats.
About Goodies:
If you’ve got a sweet tooth—and let’s be honest, who doesn’t—Goodies in Highland Park is like walking into a candy wonderland.
For over 30 years, they’ve been the go-to spot in Chicagoland for gift baskets that make eyes light up and mouths water. Whether you’re shopping for family, friends, or that corporate client who’s hard to impress, Goodies has you covered with an epic array of chocolates, candies, and upscale treats.
Gift Basket Collections:
Goodies offers an extensive array of confectionery and candy gift baskets, and the variety of gifting vessels is both creative and fun. Think hampers, woven baskets, chocolate pizza boxes, sports fan mugs, and elegant boxed arrangements—all filled to the brim with chocolates and candy.
Prices start from around $30, making it easy to find a sweet surprise for any occasion. If you’re looking to pull out all the stops, they have grander baskets up to $150, packed with enough goodies to satisfy even the most voracious sweet tooth.
Highlights:
- Creative and unique gift basket presentations.
- There are all sorts of candy and treats to pick from.
- Custom candy can be tailored to an array of gifting occasions.
- Lots of holiday-themed specials throughout the year.
- Same-day delivery options are available Monday to Friday.
Considerations:
- Some substitutions may occur due to the perishable nature of chocolates.
- We found the general pricing to be on the premium side.
Price Range:
- $30 to $150+
Delivery Options:
- Goodies delivers throughout Chicago and also to the surrounding areas. Orders are typically delivered within 1 to 3 days.
17) 1800 Baskets ($): Best for Convenience
Budget Bliss: A Wide Array of Affordable Gift Baskets for Every Occasion.
About 1800 Baskets:
The 1-800 Baskets selection is vast, almost like wandering through a market brimming with delights you didn’t even know you wanted. From sweet treats to savory bites, they seem to have thought of everything.
What really stands out is their commitment to affordability without skimping on quality. And let’s talk about their speedy same-day delivery—it’s saved my bacon more than once.
In our detailed review of 1-800 Flowers, we found them to be a rock-solid choice for both gifting and adding a touch of warmth to your own home.
Gift Basket Collections:
What’s great is that you don’t have to empty your wallet to find something special. Many of their gift baskets start at under $50, making it easier to spread joy without overspending.
Whether it’s for a birthday, anniversary, or just because, 1-800 Baskets offers dependable options that make gift-giving a breeze throughout the year.
Highlights:
- Options for countless gifting occasions and taste preferences.
- Very affordable gift baskets.
- Same-day delivery on many gift baskets throughout Chicago.
- There are lots of options to pair beautiful, fresh floral arrangements and other items with every gift basket.
Considerations:
- No substitutions.
- Packaging could be more eco-friendly.
- Expedited delivery fees can add up.
Price Range:
- $30 to $80+.
Delivery Options:
- Same-day, next-day, or specified-day gift basket delivery is available throughout Chicago.
18) Man Crates ($$): Best for Creative Gifts For The Guys
Manly Delights: Gift Baskets for Every Occasion Year-Round.
About Man Crates:
These folks have nailed the art of creating gifts that genuinely excite the men in our lives. Forget the usual socks and ties; Man Crates offers something with a bit more grit.
Imagine an assortment of hearty snacks, beef jerky that packs a punch, and grilling gear that would make any backyard chef beam with pride. They’ve got sports memorabilia that brings back the glory days and beer and whiskey-making kits for the aspiring brewmasters among us.
It’s like they’ve bottled up the essence of manliness and sealed it—often literally—in a crate that requires a crowbar to open. If you’re scratching your head over what to get your dad, brother, or that friend who’s impossible to shop for, Man Crates might just be the ticket. Their gifts are bold, memorable, and a refreshing departure from the ordinary.
Gift Basket Collections:
They specialize in crafting gift sets that tap into the core passions of the men in our lives. Think hearty snacks that satisfy more than just hunger, top-notch grilling tools for the backyard chef, and sports memorabilia that brings back the glory days. They even have beer and whiskey-making kits—now that’s a hobby waiting to happen!
Man Crates brings a playful twist to gifting, making it memorable and just a tad mischievous. It’s a delightful way to celebrate the men we appreciate, with gifts that speak to their interests and ignite a sense of fun.
A signature ‘Man Crate’ starts from around $40, with many options going up to $100 or more, depending on size and scope.
Highlights:
- Speedy gift basket delivery options throughout Chicago.
- Man-friendly gift baskets for every occasion.
- Options for every taste preference imaginable.
- Some of the most creative gift basket presentations around.
Considerations:
- Packaging could be more eco-friendly.
- You’re paying as much for the package as you are for the individual goods received.
Price Range:
- $40 to $150+
Delivery Options:
- Most Man Crates typically ship within 1 to 2 days, and they deliver throughout Chicago. Nationwide delivery is also available if you’re looking to send further afield.
Compare the Best Gift Baskets in Chicago:
| SHOP NOW: | BEST FOR: | PRICE: | DELIVERY: |
| 1) Flowers for Dreams | Best for Locally Crafted Gift Bundles | $$ | 1 to 2 days |
| 2) Knack | Best for Modern & Creative Gift Boxes | $$ | 2 to 4 days |
| 3) Gourmet Gift Baskets | Best for Classic Gift Baskets | $$ | 1 to 2 days |
| 4) Citarella | Best for Speciality Gourmet Gift Baskets | $$$ | 2 to 4 days |
| 5) From You Flowers | Best for Affordable Gift Baskets | $ | 1 to 2 days |
| 6) UrbanStems | Best for On-trend Bouquets & Chic Gift Pairings | $$ | 1 to 2 days |
| 7) Wine Awesomeness | Best for Wine Gift Baskets | $$$ | 2 to 4 days |
| 8) Augusta Food & Wine | Best for Wine & Gourmet Gifts | $$$ | 2 to 4 days |
| 9) Milk Bar | Best for Unique Sweet Treat Gift Boxes | $$ | 2 to 4 days |
| 10) igourmet | Best for Luxury Foodie Gift Baskets | $$$ | 2 to 4 days |
| 11) ProFlowers | Best for Same Day Gift Basket Delivery | $$ | 1 to 2 days |
| 12) The Fruit Company | Best for Classic Fruit Hampers | $$$ | 2 to 4 days |
| 13) Teleflora | Best for Classic Gift Baskets | $$ | 1 to 2 days |
| 14) Eataly | Best for Artisanal Italian Food Hampers | $$$ | 2 to 4 days |
| 15) Thoughtful Presence | Best for Locally Crafted Gift Baskets | $$ | 2 to 4 days |
| 16) Goodies | Best for Candy Gift Baskets | $$$ | 2 to 4 days |
| 17) 1800 Baskets | Best for Convenience | $ | 1 to 2 days |
| 18) Man Crates | Best for Creative Gifts For The Guys | $$ | 2 to 4 days |
About the Author:
Andrew Gaumond is the Editorial Director at Petal Republic and a passionate content creator around all things flowers, houseplants, and gifts.
Andrew has trained professionally in the floristry industry and has personally hand-tested 100s of floral arrangements and gift baskets from various floristry studios and gift delivery services throughout the United States.
For this gift basket delivery guide in Chicago, Illinois, Andrew consulted our first-hand product reviews, consolidated verified brand and service reviews, and factored in recommendations from readers and other editorial staff members at Petal Republic.
Andrew was very impressed with the gift basket collections in Chicago from Flowers for Dreams, Thoughtful Presence, Goodies, and Augusta Food & Wines, and also felt Gourmet Gift Baskets, Gift Tree, UrbanStems, Citarella, Milk Bar, and Mouth offered excellent value for money and great customer service for numerous gift basket occasions throughout the year.
How Petal Republic Picks and Tests the Best Gift Baskets in Chicago:
Our fundamental mission at Petal Republic is to showcase exceptional floristry and gifting specialists across a global network of cities where we live and work. Here are the key criteria we judged against for this local guide to the best gift baskets in Chicago:
- Gift Basket Design & Presentation: gift basket creativity, style, and artistry are paramount to us. We strived to uncover exceptional florists and gift delivery specialists in Chicago, curating unique, personalized, and compelling gift collections.
- Value for Money: We looked to showcase gift basket merchants offering value for money in relation to the respective prices of the products included in their gift collections.
- Contents: Gift Baskets often feature an array of different pre-packaged product items. We assessed the individual merits of each and the overall quality of the entire gift basket.
- Shopping and delivery: we looked for the best customer experience. In particular, websites and shopping channels serving Chicago that are easy to navigate, have smooth and straightforward purchase functions, clearly represent what the customer will receive on screen, and provide choice and flexibility with ordering and delivery.
- Arrival Times: we looked for gift basket delivery services that offered various shipping options across Chicago, including same-day, next-day, or specified-day gift delivery services.
- Customer feedback: based on our own shopping experiences, speaking to other recent customers directly, recommendations and opinions from industry experts, as well as consolidating broader reviews and benchmarks about the best gift baskets in Chicago across social media and other channels.
- Sustainability: gift delivery in Chicago, like any industry, has a responsibility to improve and promote sustainable business practices. Accordingly, we embrace those who are instigating change and working to make the planet a better, cleaner place today and in the future.
For more, see our Editorial Code of Conduct.
Wrapping Up – The Best Gift Baskets in Chicago
Chicago is home to an excellent variety of gift basket delivery services for numerous occasions throughout the year. In our tests, we felt Flowers for Dreams, Thoughtful Presence, Goodies, Augusta Food & Wines, ProFlowers, Knack, From You Flowers, and Gourmet Gift Baskets really stood for their extensive collections, affordable price points, and speedy gift basket delivery options in Chicago. For more premium gift baskets, Gift Tree, Williams Sonoma, The Fruit Company, and UrbanStems were also very dependable options for special occasions and the Holidays.
Andrew is the Editorial Director at Petal Republic. He holds a BSc degree in Plant Sciences and has trained professionally at leading floristry schools in London and Paris. In amongst overseeing a global editorial team, Andrew's a passionate content creator around all things flowers, floral design, gardening, and houseplants.