How much should you expect to spend for a flight from Chicago O'Hare to Windsor?

Flight prices from Chicago to Windsor change depending on demand and time of booking.

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

Studies show that flying midweek — like on a Tuesday or Wednesday — can be cheaper than weekend flights. Still, airfares change frequently, so check updated prices on Jetcost.

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.

Customize your flight from Chicago O'Hare to Windsor

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from Ryanair, Easyjet, British Airways, Expedia, eDreams, and more.

Other popular destinations

Thinking about Canada? You might also consider: Calgary, Montreal, Quebec, Toronto, Vancouver.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.