

The 68 top-rated desserts in Bridgeport, Chicago, ranked by flavor score.
The top choice is desserts (all varieties) at Runaway Cow (608 W 31st St), with a flavor score of 93 out of 100 from 73 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
Crispy, fluffy funnel cake topped with creamy soft serve, generous toppings like cookie dough and strawberries, creates a delicious treat.
Funnel cake topped with soft serve ice cream, hot fudge, and fresh toppings like Oreos and pecans earns rave reviews for its deliciousness.
Italian ice, especially the mango and strawberry flavors, is consistently praised for its refreshing taste and generous portions.
Desserts are a standout feature, with reviewers highlighting their homemade quality and deliciousness, perfect for topping off a meal.
You can crown one per category, so choose wisely.