How much is a flight from Chicago to Windsor?

There’s no fixed price — fares between Chicago and Windsor can vary a lot by day or time.

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

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Flights between Chicago and Windsor: which airports can you choose?

The distance between Chicago and Windsor is about 393 km. Checking alternative airports can help lower the total cost of your trip.

• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.
• Airports in Windsor: Currently, the only available airport in Windsor is Windsor.

Choosing airports with fast connections to the city center can cut down total travel time. You can compare all flights from Chicago airports to find the best option.

Match your flight search to your preferences: Chicago – Windsor

Jetcost makes it easy to find the right flight. Set filters for flight time, price, number of stops, and preferred airline. You’ll see offers from the best airlines and travel agencies.

Other popular destinations

Thinking about traveling to Canada? Other users also viewed: Calgary, Montreal, Quebec, Toronto, Vancouver.

Don’t forget to check change or cancellation policies, especially if your plans aren’t final. For a more targeted search, you can also set price limits directly in the filters.