Windy City Express offers Drinks, Sides & Hot Dogs And Polishes across 52 menu items, with prices from $1.59 to $33.39. Browse the full Windy City Express menu with current prices — budget picks like the $1.59 Water — updated September 2026.
Windy City Express Menu: Frequently Asked Questions
Common
questions about the menu, pricing, and dining options.
What is on the Windy City Express menu?
Windy City Express offers 52 menu items across Other and other categories. Browse the full menu above to see everything available, including portion sizes and category breakdowns.
How much does Windy City Express food cost?
Menu prices at Windy City Express range from $1.59 for the most affordable options up to $33.39 for premium items. The full price breakdown is shown in the menu table above. Looking for the cheapest options? Visit the Windy City Express cheapest items guide.
What are the cheapest items at Windy City Express?
For the lowest-cost meal options at Windy City Express, visit the dedicated Windy City Express cheapest menu items guide — every item sorted from the lowest to highest price so you can quickly find budget-friendly food starting at just $1.59.
