How much is a flight from Chicago Midway to Windsor?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Windsor.

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Chicago Midway - Windsor route.

Airport options between Chicago and Windsor

Even for routes around 248 mi, using different airports might affect flight cost and travel time.

• Airports in Chicago: You can fly from 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in Windsor: Windsor is the only functioning airport.

Checking the average travel time to the airport can help you plan better. For some routes, changing your arrival or departure airport might also affect the price.

Plan your perfect flight from Chicago Midway to Windsor

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers like Delta, United, American, and more.

Other popular destinations

Planning a trip to Canada? Other frequent searches include: Calgary, Halifax, Montreal, Toronto, Vancouver.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.