How much is a flight from Chicago O'Hare 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!

Are there alternative airports near Chicago and Windsor?

The two cities are about 409 km apart. Looking beyond the main airport might reveal better options.

• Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in Windsor: Only Windsor is active at the moment.

Many smaller airports are connected by direct buses or shuttles, often at low cost. If Windsor has more than one airport, you can pick the most convenient for your destination.

Flight filters for the route Chicago O'Hare – Windsor

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to Canada are often searched alongside: Calgary, Montreal, Quebec, Toronto, Vancouver.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.