How much is a flight from Chicago 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 - Windsor route.

Which airports are most convenient between Chicago and Windsor?

Whether it’s cost or connection time, the right airport combination can make a difference.

• Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in Windsor: Windsor is the only functioning airport for now.

In some cases, flying into a secondary airport can also reduce transfer costs. Connections from multiple airports give you more flight options and airlines.

Plan your perfect flight from Chicago 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 Ryanair, British Airways, Easyjet, and more.

Other popular destinations

Planning a trip to Canada? Other frequent searches include: Calgary, Montreal, Quebec, 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.