Best of 15 pumpkin desserts in Streeterville
Indulge in the flavors of the season with pumpkin desserts in Streeterville. This Chicago neighborhood offers a variety of cafes and bakeries featuring pumpkin-infused treats, from classic pies and tarts to innovative cupcakes and pastries. Explore the sweet side of Streeterville with these must-try pumpkin desserts. Satisfy your sweet tooth with the delightful pumpkin desserts that Streeterville has to offer.
- 1. Sprinkles Chicago in Streeterville
- 2. The Bakery Box
- 3. Pierrot Gourmet at The Peninsula
- 4. Sweet Mandy B's Bakery in Streeterville
- 5. Molly's Cupcakes
- 6. Sprinkles Chicago ATM in Streeterville
- 7. The Original Rainbow Cone
- 8. Paris Baguette
- 9. Ben & Jerry's
- 10. Jeni's Splendid Ice Creams
- 11. Snow Dragon Shavery
- 12. Ghirardelli Ice Cream & Chocolate Shop
- 13. The Original Rainbow Cone - Navy Pier
- 14. Kilwins Chicago - Navy Pier
- 15. Baskin-Robbins
1. Sprinkles Chicago in Streeterville
Uses locally-sourced, organic pumpkins; Offers vegan and gluten-free options; Decorated in a whimsical, playful style; Perfect for families and kids; Cozy and welcoming atmosphere

The pumpkin cupcakes offered by this establishment are a standout during the autumn months. These cupcakes are well-known for their delicious flavor and freshness. It's clear that a lot of care goes into making them.
The seasonal pumpkin dessert is another excellent choice. It features a perfect balance of flavors that will satisfy your taste buds. The dessert is not overly sweet, which makes it even more enjoyable. Both the cupcakes and the pumpkin dessert are must-tries for anyone looking for a festive and tasty treat during the fall season.
TOPICS
- American Cuisine
- Personal Celebrations
- Vegetarian Options
2. The Bakery Box
Cozy atmosphere, Friendly service, Freshly baked goods

The Bakery Box is known for its delicious pumpkin pie. Fresh and full of flavor, the pie has just the right amount of sweetness to satisfy any sweet tooth. The pumpkin desserts at this bakery are a standout, offering a perfect balance of spices and sugar. They are a must-try for anyone who loves pumpkin-flavored treats.
The pumpkin pie at The Bakery Box is one of the best I have ever tasted. Its freshness and flavor are unmatched, and the level of sweetness is just right. The bakery's pumpkin desserts are equally impressive, offering a delightful combination of spices and sweetness that is sure to please. These pumpkin treats are a must-try for any pumpkin lover.
TOPICS
- American Cuisine
- Cheap Eats
3. Pierrot Gourmet at The Peninsula
Artisanal French bakery and cafe located in The Peninsula hotel

The pumpkin cheesecake at this location is truly exceptional. Its creamy and rich texture, combined with the delightful pumpkin flavor, makes it a standout dessert. Visitors during the fall season should not miss out on the opportunity to try this treat.
The pumpkin desserts in general at this establishment are a highlight. They are bursting with flavor and are a perfect choice for anyone who enjoys pumpkin-based sweets. Whether you're a pumpkin enthusiast or simply looking to try something new, these desserts are sure to satisfy.
TOPICS
- Personal Celebrations
- Mediterranean Cuisine
- Mid-Range
4. Sweet Mandy B's Bakery in Streeterville
Offers custom cakes and desserts for special events, Allergy-friendly options available

Sweet Mandy B's offers exceptional pumpkin baked goods that are sure to delight. Their pumpkin cupcakes are a standout, perfectly spiced and incredibly moist. The bakery also excels in creating delicious pumpkin pies. The pie crust is consistently flaky and complements the rich, flavorful pumpkin filling.
Visitors to Sweet Mandy B's will be impressed by the quality of their pumpkin-flavored items. The cupcakes are a must-try, with a perfect balance of spices and moist consistency that makes them a customer favorite. Similarly, the pumpkin pie is a testament to the bakery's commitment to quality, offering a mouthwatering combination of flaky crust and rich, savory pumpkin filling. Both options are sure to leave a lasting impression.
TOPICS
- Italian Cuisine
- Budget-Friendly Eats
- Downtown Spots
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5. Molly's Cupcakes
Customizable cupcakes, creative decorations, community-oriented

The pumpkin desserts offered are truly delectable, with the pumpkin spice cupcake standing out as a must-try. Its delightful flavor and perfect spicing make it a crowd favorite. Another standout is the pumpkin pie cupcake, which is equally delicious. Its flawless spicing and moist texture make it a memorable treat.
In summary, the pumpkin desserts are a highlight of the menu, particularly the pumpkin spice cupcake and the pumpkin pie cupcake. Both options feature impressive flavor profiles and quality, with their spicing and moisture levels hitting just the right notes.
TOPICS
- Personal Celebrations
- American Cuisine
- Mid-Range
- Downtown Spots
6. Sprinkles Chicago ATM in Streeterville
Seasonal pumpkin desserts offered, Gluten-free and vegan options available

The pumpkin cupcake from the ATM was a pleasant and exciting discovery. Its delightful spices and moist texture made for a satisfying treat. The quality of the cupcake left a positive impression, and it is certain to be purchased again in the future.
Sprinkles, known for their delicious baked goods, did not fail to deliver with their pumpkin cupcake. This particular pumpkin dessert was fresh and lived up to the high expectations associated with the brand. Pumpkin desserts are a personal favorite, and this one certainly did not disappoint.
TOPICS
- Celebrations
- Italian Cuisine
- Happy Hours
7. The Original Rainbow Cone

TOPICS
- Italian Cuisine
- Downtown Spots
- Breakfast
- Vegan Options
8. Paris Baguette
Freshly baked goods, Cozy and modern atmosphere, Friendly service

Paris Baguette's fall menu features an array of pumpkin-flavored items to celebrate the season. Standouts include the Pumpkin Danish, made with a buttery, flaky pastry and filled with pumpkin custard, then drizzled with icing. Another highlight is the Maple Oatmilk Latte made with Califia Farms oatmilk.
On September 4, customers can buy all their favorite pumpkin treats at Paris Baguette, such as the Pumpkin King Cream Donut, a soft donut filled with pumpkin custard cream and topped with powdered sugar. Also available is the Pumpkin Spiced Latte, prepared with espresso, pumpkin puree, and milk of the customer's choice, finished with a light dusting of cinnamon.
TOPICS
- Social Gatherings
- Italian Cuisine
- Downtown Spots
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9. Ben & Jerry's
Creative flavors, Scoop shop only exclusive deals

Guests at Navy Pier have recommended taking precautions against cross contamination by asking for a clean scoop when ordering the Berry Mango smoothie. This popular drink is a favorite among visitors who enjoy sipping on it while exploring the pier.
To ensure the best taste and safety, guests are advised to request a fresh and clean scoop before their Berry Mango smoothie is prepared. This smoothie is a delicious and refreshing choice for those looking to enjoy a sweet treat while taking in the sights and sounds of Navy Pier.
TOPICS
- American Cuisine
- Cheap Eats
- Holiday Celebrations
10. Jeni's Splendid Ice Creams
Handcrafted ice creams using local and seasonal ingredients

The Pumpkin Seed & Rye Cookie flavor is a standout option that combines nutty pumpkin seeds with a soft rye cookie crumble. This unique combination creates a delicious and indulgent taste experience. The roasted pumpkin seed cream is rich and decadent, while the rye cookie crumble adds a delightful texture.
If you're looking to try something new and exciting, the Pumpkin Seed & Rye Cookie flavor is not to be missed. The combination of flavors and textures is sure to satisfy your taste buds. The roasted pumpkin seed cream is a real highlight, with its nutty and aromatic taste. Meanwhile, the soft rye cookie crumble provides a pleasant contrast, adding a touch of sweetness and a satisfying crunch.
TOPICS
- American Cuisine
- Vegan Options
- Mid-Range
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11. Snow Dragon Shavery
Seasonal rotating menu with various toppings and syrups

Snow Dragon Shavery is a fantastic destination for families and individuals seeking a enjoyable dessert experience. The atmosphere is inviting and enjoyable, making it a great place to relax and indulge in a sweet treat.
The menu at Snow Dragon Shavery features unique and delicious offerings, such as their nitro cereal puff balls and mint chocolate chip ice cream sandwiches with macaron cookies. They also provide a range of other frozen treats, ensuring something for everyone to enjoy. Whether you're in the mood for something creamy, fruity, or crunchy, Snow Dragon Shavery has got you covered.
TOPICS
- Fusion Cuisine
- Downtown Spots
- Breakfast
- Dinner
12. Ghirardelli Ice Cream & Chocolate Shop
Handmade chocolate and ice cream, historic brand

The pumpkin spice sundae offered a delicious taste experience, making it an ideal choice for the fall season. The combination of pumpkin and traditional sundae ingredients created a unique and satisfying flavor.
TOPICS
- Personal Celebrations
- American Cuisine
- Vegetarian Options
- Weekend Dining
15. Baskin-Robbins
Features a wide range of ice cream flavors and toppings, along with seasonal specials

Pumpkin pie ice cream is a must-try during the fall season due to its amazing taste and delightful seasonal flavors. The ice cream features a perfect blend of pumpkin and spices, creating a creamy and indulgent treat that is sure to satisfy.
Made with high-quality ingredients, the pumpkin ice cream stands out for its richness and well-balanced flavor profile. The spices used in the ice cream add a hint of warmth and complexity, making it a perfect treat to enjoy on a cool autumn day. Whether served on its own or as a delicious addition to a holiday dessert spread, this pumpkin pie ice cream is sure to impress.
TOPICS
- American Cuisine
- Cheap Eats
- Downtown Spots
- Dinner