Our handmade S'mores are our most popular treat. The combination of hand-whipped marshmallows, Windy City Sweets signature chocolate and graham crackers - all generously dipped by hand by our chocolatiers - is sure to become one of your favorites. 4 S'mores per box, no one says you have to share. Available in milk chocolate and peanut butter flavors.
20 $
Oreo Crunchers
Oreo lovers this Windy City creation is for you! Handmade with white chocolate mixed with large Oreo cookie chunks and Oreo cookie crumbs. 4 mouthwatering crunches per box.
12 $
White Chocolate Almond Crunches
One of Windy City Sweet's original creations. Handmade with white chocolate, almond butter blended with chucks of roasted almonds and our secret recipe Windy City Crunches. 4 crunches per box.
12 $
Chocolate Bacon Crunches
Chocolate lovers and bacon lovers this is sweet for you to meet. The salty taste of bacon surrounded with the perfect sweetness of our Windy City Sweets signature chocolate makes the perfect sweet and salty combination. Available in milk chocolate and dark chocolate.
16 $
Chocolate Covered Sandwich Cookies
Our Chocolate Covered Sandwich Cookies are your favorite sandwich cookies covered in delicious chocolate, dark chocolate, chocolate mint, chocolate peanut butter, cookies and cream and chocolate espresso. Assortment of 6 cookies.
14 $
Chocolate Covered Twinkies
Chocolate Covered Twinkies taste as good as you dream they would taste. America's favorite treat Twinkies hand dipped in Windy City Sweets signature chocolate - two made with milk chocolate and one with dark chocolate. 3 Twinkies per box.
14 $
Chocolate Caramel Cashew Clusters
Our Cashew Clusters are made with fresh roasted pecans enrobed in creamy caramel and Windy City Sweets signature chocolate. 4 generous sized clusters per box. Available in milk chocolate and dark chocolate.
18 $
Chocolate Caramel Pecan Clusters
Our Pecan Clusters made with fresh roasted pecans enrobed in creamy caramel and Windy City Sweets signature chocolate. 4 generous size clusters per box. Available in milk chocolate and dark chocolate.
18 $
Chocolate Caramel Macadamia Nut Clusters
Our Macadamia Nut Clusters made with the highest quality macadamias enrobed in creamy caramel and Windy City Sweets signature chocolate. 4 generous sized clusters per box. Available in milk chocolate and dark chocolate.
18 $
Chocolate Covered Gummi Bears
One of our best sellers! Our softest, fruitiest Gummi Bears smothered in our delicious Windy City Sweets signature chocolate - yummy gummy! Available in 1/2 lb and 1 lb bag
13 $
Chocolate Covered Small Cinnamon Bears
Our Chocolate Covered Small Cinnamon Bears are dipped on with our delicious Windy City Sweets signature chocolate - were hot and sweet meet. Available in 1/2 lb. and 1 lb. bag.
12 $
Chocolate Covered Mini Cinnamon Grahams
Our Chocolate Mini Cinnamon Grahams are small graham crackers drenched in Windy City Sweets signature chocolate. 12 oz. bag.
12 $
Windy City Sampler
A collection of Windy City Sweets top-selling chocolate confections: 2 S'mores, 2 Chocolate Covered Oreos, 2 Chocolate Covered Pretzels, Oreo Crunches, Windy City Crunches, Chocolate Peanut Butter Ritz Snack, Milk Chocolate Sea Salt Caramel, White Chocolate Sea Salt, Dark Chocolate Sea Salt Caramel and 2 Caramel Nut Clusters.
37 $
Windy City Spectacular Sampler
A collection of Windy City Sweets top-selling chocolate confections: 2 S'mores, 2 Chocolate Covered Oreos, 2 Chocolate Covered Pretzels, Oreo Crunches, Windy City Crunches, Chocolate Peanut Butter Ritz Snack, Milk Chocolate Sea Salt Caramel, White Chocolate Sea Salt, Dark Chocolate Sea Salt Caramel, 2 Caramel Nut Clusters, Bacon Crunches, Broadway Crunches and a 1/2 lb of Windy City Fudge.
55 $
Famous Handmade Fudge
Handmade Chocolate Fudge
Windy City Sweets Famous Handmade Fudge! Our chocolate fudge is handmade on-site with our own Windy City Sweets signature chocolate and only natural ingredients. Sure to be the best fudge you have ever had! Available in 1 lb, 2 lb, and 3 lb boxes.
44 $
Handmade Vanilla Fudge
Windy City Sweets Famous Handmade Fudge! Our vanilla fudge, handmade on-site with all-natural ingredients. The smooth and rich texture delivers a real homemade taste. Just like your grandmother's homemade fudge! Available in 1 lb, 2 lb, and 3 lb sizes.
44 $
Handmade Chocolate and Vanilla Swirl Fudge
Windy City Sweets Famous Handmade Fudge! Our chocolate and vanilla swirl fudge is handmade on site with our own Windy City Sweets signature chocolate and made with only natural ingredients. It tastes as good as it looks! Available in 1 lb, 2 lb, and 3 lb boxes.
44 $
Handmade Peanut Butter Fudge
Windy City Sweets Famous Handmade Fudge! Our peanut butter fudge, handmade on-site with real peanut butter and all-natural ingredients. The smooth and rich texture delivers a real homemade taste. Just like your grandmother's homemade fudge! Available in 1 lb, 2 lb, and 3 lb boxes.
44 $
Handmade Chocolate Peanut Butter Fudge
Windy City Sweets Famous Handmade Fudge! Our chocolate peanut butter fudge is handmade on site with our own Windy City Sweets signature chocolate and real peanut butter. Smooth and rich, made with natural ingredients that deliver a real homemade taste. Just like your grandmother's homemade fudge! Available in 1 lb, 2 lb and 3 lb boxes.
44 $
Handmade Maple Nut Fudge
Windy City Sweets Famous Handmade Fudge! Our maple nut fudge is handmade on-site with all-natural ingredients. The smooth and rich texture delivers a real homemade taste. Just like your grandmother's homemade fudge! Available in 1 lb, 2 lb, and 3 lb boxes.
44 $
Handmade Chocolate Walnut Fudge
Windy City Sweets Famous Handmade Fudge! Our chocolate walnut fudge is handmade on-site with our own Windy City Sweets signature chocolate and fresh walnuts. Sure to be the best fudge you have ever eaten! Available in 1 lb, 2 lb, and 3 lb boxes.
44 $
Handmade Fudge Sampler
For the Fudge Lover! Handmade at Windy City Sweets with only natural ingredients so we guarantee our fudge to deliver the best taste of old fashion fudge. The 1 lbs box includes our most popular Chocolate Fudge and Chocolate and Vanilla Swirl Fudge. The 3 lb box includes all our flavors including chocolate, chocolate peanut butter, peanut butter, vanilla, maple nut, chocolate walnut and chocolate, and vanilla swirl.
44 $
Chocolate Covered Fruit
Chocolate Covered Apricots
Our Chocolate Covered Apricot Slices use only fresh apricot slices from Australia covered in our delicious Windy City Sweets signature dark chocolate. Available in 1/2 lb and 1 lb box.
30 $
Chocolate Covered Orange Peels
Our decadent Chocolate Covered Orange Peels use only fresh orange slices covered in delicious Windy City Sweets signature chocolate. This is one of the most succulent treats on earth and a perfect gift for you or for someone else. Available in milk chocolate and dark chocolate in 1/2 lb. or 1 lb.
30 $
Chocolate Covered Orange Slices
Our Chocolate Covered Orange Slices use only fresh orange slices from Australia covered in our delicious Windy City Sweets signature dark chocolate. Available in 1/2 lb and 1 lb box.
30 $
Chocolate Covered Pineapple Slices
Our Chocolate Covered Pineapple Slices use only fresh pineapple slices from Australia covered in our delicious Windy City Sweets signature dark chocolate. Available in 1/2 lb and 1 lb box.
30 $
Chocolate Covered Cordial Cherries
Our Chocolate Covered Cordial Cherries use only fresh whole cherries covered in our delicious Windy City Sweets signature chocolate. 1 lb box. Available in milk chocolate and dark chocolate.
30 $
Chocolate Covered Nuts
Chocolate Covered Peanuts
We use only fresh whole peanuts covered in our delicious Windy City Sweets signature chocolate. 1 lb bag. Available in milk chocolate and dark chocolate.
11 $
Chocolate Covered Raisins
Our Chocolate Covered Raisins use only tasty plump raisins covered in our delicious Windy City Sweets signature chocolate. 1 lb bag. Available in milk chocolate and dark chocolate.
11 $
Chocolate Covered Almonds
We use fresh whole almonds drenched in our decadent Windy City Sweets signature chocolate. 1 lb bag. Available in milk chocolate and dark chocolate.
15 $
Chocolate Covered Cashews
Our Chocolate Covered Cashews are made with the highest quality cashews drenched in delicious Windy City Sweets signature chocolate. 1 lb bag. Available in milk chocolate and dark chocolate.
16.5 $
Chocolate Covered Pecans
We use fresh whole pecans drenched in our decadent Windy City Sweets signature chocolate. 1 lb bag. Availabe in milk chocolate and dark chocolate.
15 $
Chocolate Covered Bridge Mix
Our Chocolate Covered Bridge Mix includes an assortment of nuts, malted milk balls and more drenched in our delicious Windy City Sweets signature chocolate. 1 lb bag. Availabe in milk chocolate and dark chocolate.
14.25 $
Chocolate Covered Fruit and Nut Bridge Mix
Our Chocolate Covered Fruit and Nut Bridge Mix includes an assortment of nuts, fruits, malted milk balls and more drenched in our delicious Windy City Sweets signature chocolate. 1 lb bag.
13 $
Chocolate Covered Macadamia Nuts
Our Chocolate Covered Macadamia Nuts are made with the highest quality macadamia nuts, drenched in our delicious Windy City Sweets signature chocolate. 1 lb bag. Availabe in milk chocolate and dark chocolate.
18 $
Double Dipped Chocolate Covered Peanuts
We use only fresh whole peanuts double dipped in our delicious Windy City Sweets signature chocolate. 1 lb bag. Availabe in milk chocolate and dark chocolate.
11 $
Chocolate Covered Pretzels
Chocolate Covered Pretzels
Our Chocolate Covered Pretzels are large-sized pretzels dipped in our Windy City Sweets signature chocolate. 6 pretzels per box.
12 $
Chocolate Covered Pretzels Smile Sampler
Our Chocolate Covered Pretzels Smile Sampler includes a sprinkle pretzel, toffee pretzel, peanut butter filled pretzel, caramel-filled pretzel and lots of smiles.
14 $
Chocolate Covered Pretzels Sampler
Our Chocolate Covered Pretzels are made with caramel, drenched in chocolate, dark chocolate, and white chocolate and topped off with a touch of sea salt. The perfect combination of sweet and salty. 4 pretzels per box.
18 $
Chocolate Covered Pretzel Rods
A fun way to eat a Pretzel! A large pretzel rod hand-dipped in Windy City Sweets signature chocolate - the perfect sweet and salty combination. Perfect for parties! 4 large pretzels.
9 $
Chocolate Sprinkle Covered Pretzel Rods
Make today a celebration! These pretzel rods are dipped in Windy City Sweets signature chocolate and made extra special with festive sprinkles. 4 pretzel rods included.
10 $
Chocolate Covered Mini Pretzels
Our Chocolate Covered Mini Pretzels are small-sized pretzels drenched in Windy City Sweets signature chocolate. The perfect size for snacking! 12 oz. bag.
10 $
Dark Chocolate Covered Mini Pretzels
Our Dark Chocolate Covered Mini Pretzels are small-sized pretzels drenched in Windy City Sweets signature dark chocolate. The perfect size for snacking! 12 oz. bag.
10 $
White Chocolate Covered Mini Pretzels
Our White Chocolate Covered Mini Pretzels are small-sized pretzels drenched in Windy City Sweets signature white chocolate. The perfect size for snacking! 12 oz. bag.
10 $
White Chocolate Covered Mini Pretzels
Our White Chocolate Covered Mini Pretzels are small-sized pretzels drenched in Windy City Sweets signature white chocolate. The perfect size for snacking! 12 oz bag.
10 $
Assorted Chocolate Covered Mini Pretzels
Our Assorted Chocolate Covered Mini Pretzels are small-sized pretzels drenched in Windy City Sweets signature chocolate, dark chocolate, and white chocolate. The perfect size for snacking! 12 oz. bag.
10 $
Yogurt Covered Mini Pretzels
Our Yogurt Covered Mini Pretzels are small-sized pretzels drenched in delicious yogurt. The perfect size for snacking! 12 oz. bag.
10 $
English Toffee
English Toffee
Our English Toffee is made with our delicious Windy City Sweets signature chocolate. Available in 1/2 lb. and 1 lb. box.
27 $
Dark English Toffee
Our English Dark Toffee is made with our delicious Windy City Sweets signature dark chocolate. Available in 1/2 lb. and 1 lb. box.
28 $
Gift Baskets and Tins
Windy City Sharing Gift Basket
Our Windy City Sweets Sharing Gift Basket is the perfect gift and includes a sampling of our finest quality nuts, one of a kind chocolate creations and colorful confections delivered in a festive gift basket.
30 $
Windy City Supreme Gift Basket
Our Windy City Sweets Supreme Gift Basket makes an excellent gift and includes a selection of the finest quality nuts, decadent one of kind chocolate creations and colorful confections delivered in a festive gift basket.
50 $
Windy City Special Gift Basket
Our Windy City Sweets Special Gift Basket is an impressive gift and includes a large selection of the finest quality nuts, decadent one of kind chocolate creations and colorful confections delivered in a festive gift basket.
100 $
Windy City Summit Gift Basket
Our Windy City Sweets Summit Gift Basket is the ultimate gift and includes a generous selection of the finest quality nuts, decadent one of kind chocolate creations and colorful confections delivered in a festive gift basket.
150 $
1 Lb. Gift Tin
15.33 $
2 Lb.Gift Tin
A 2 lb. containing four selections of your choice. Perfect for you to enjoy or to share as a gift!
24.16 $
3 Lb. Gift Tin
A 3 lb. tin containing four selections of your choice. Perfect for you to enjoy or to share as a gift!
34.98 $
Gourmet Chocolates and Truffles
Cheers! Truffles Flight Sampler
Say Cheers with the Windy City Sweets Cheers Truffle Box Flight. Perfect to celebrate a special occasion. Enjoy champagne, white caramel coffee, dark chocolate with sea salt, and milk chocolate truffles.
8 $
Sorbet Truffle Flight Sampler
Our Sorbet Truffle Box flight features four chocolate, fruity truffle combinations that melt in your mouth. Enjoy the perfect selection of key lime, lemon, orange, and black raspberry truffles.
8 $
Decadent Truffle Box -2 Piece
A perfect little treat! Windy City Sweets Small Truffle box features two of our most popular truffles in a beautiful gold box. A perfect little gift to say thanks or I was thinking of you. Windy City Sweet's most popular truffles are milk chocolate, dark chocolate, key lime, black raspberry, champagne, and Kahlua. 2 Truffles.
4 $
Decadent Truffle Box - 4 Piece
A perfect little treat! Windy City Sweets 4 Piece Truffle box features four of our most popular truffles in a beautiful gold box. A perfect little gift to say thanks or I was thinking of you. Windy City Sweet's most popular truffles are milk chocolate, dark chocolate, key lime, black raspberry, champagne, and Kahlua. 4 Truffles.
8 $
Decadent Truffle Box - 16 Piece
Perfect for any chocolate lover! - Windy City 16 Pieces Truffle Collection. Containing a variety of milk chocolate, dark chocolate, white chocolate, black raspberry, orange, lemon, hazelnut, champagne, coffee caramel, dark chocolate with sea salt, key lime, crème brûlée, aloha, and seasonal favorites.
24 $
Chocolate Celebrations Gift Box
A collection of fine gourmet chocolates containing milk and dark chocolate covered cremes and milk and dark covered caramels and with chocolate caramel nut patties.
48 $
Gourmet Nuts
Roasted Almonds
Our fresh and delicious whole almonds roasted to perfection. 1 lb bag (Unsalted and raw almonds can be ordered directly from our store - just call us.)
12 $
Roasted Cashews
Our fresh and delicious whole cashews roasted to perfection and lightly salted. 1 lb bag (Unsalted and raw cashews can be ordered directly from our store - just call us.)
18 $
Pecan Halves
Our fresh and delicious pecan halves in a 1lb bag. 1 lb bag.
19 $
Walnut Halves and Pieces
Our fresh and delicious walnut halves and pieces in a 1 Lb bag.
14 $
Deluxe Mixed Nuts
Our deluxe mixed nuts includes fresh and delicious cashews, almonds, pecans, Brazil nuts, and shelled pistachios. Something for every nut lover! 1 lb bag.
Our fresh and delicious pistachios in the shell grown in California. 1 lb bag.
15 $
Turkish Pistachios
Our fresh and delicious pistachios in the shell imported from Turkey. We've searched the globe and found the best pistachios. You can taste the difference. 1/2 lb bag.
18 $
Shelled Pistachios
Our fresh and delicious pistachios, out of the shell and ready to eat! 1/2 lb bag.
12 $
Gummi Candy
Gummi Bears
These Gummi Bears are chewy and full of fruit flavor. They are as tasty as much as they are adorable.
6 $
Sour Gummi Bears
These Sour Gummi Bears are chewy, fruity, fun and just the right amount of sour. They are as tasty as much as they are adorable.
6 $
Sour Gummi Worms
These Sour Gummi Worms are chewy, fruity, delicious and super sour.
6 $
Sour Fruit Salad Gummies
These Sour Fruit Salad Gummies are full of intense sour fruit flavor in the perfect bite-sized pieces. The perfect kind of fruit salad!
6 $
Sour Peach Gummi Rings
These sour peach Gummi Rings deliver the perfect peach flavor with just a bit of sour. The perfect circle of taste.
6 $
Sour Watermelon Gummi Slices
These Sour Watermelon Gummy Slices are the perfect blend of sweer and sour. Taste a slice of sweet sourness.
6 $
Sour Blue Raspberry Gummi Belts
These Sour Blue Raspberry Gummi Belts deliver a mouthful of sour with a burst of blueberry. Sour! Sour! Sour!
6 $
Sour Rainbow Gummi Belts
These Sour Rainbow Gummi Belts give you a burst of sour followed by an intense fruity flavor of strawberry, apple, raspberry, and tutti frutti. Taste the sour flavor of the rainbow!
6 $
Licorice Candy
Strawberry Licorice Laces
These Strawberry Licorice Laces are tasty and will make your mouth happy.
6 $
Malted Milk Balls
Chocolate Malted Milk Balls
Our Chocolate Covered Malted Milk Balls are larger than you expect, made of the highest quality malted milk balls drenched in our delicious Windy City Sweets signature chocolate. 1 lb bag.
10 $
Dark Chocolate Malted Milk Balls
Our Dark Chocolate Covered Malted Milk Balls are larger than you expect, made of the highest quality malted milk balls drenched in our delicious Windy City Sweets signature dark chocolate. 1 lb bag.
11 $
Mint Malted Milk Balls
Our Mint Chocolate Covered Malted Milk Balls are larger than you expect, made of the highest quality malted milk balls drenched in delicious mint-flavored chocolate. 1 lb bag.
14 $
Assorted Malted Milk Balls
Our Assorted Chocolate Covered Malted Milk Balls include delicious chocolate, dark chocolate, and chocolate mint. These are larger than you expect and made of the highest quality malted bills balls available. 1 lb bag.