Find out what a flight from Chicago to Windsor might cost

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

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Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

Are there alternative airports near Chicago and Windsor?

The two cities are about 244 mi 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.

Choose the right flight for your trip from Chicago to Windsor

Jetcost helps you tailor your flight search based on what matters to you — flight length, budget, airline, or agency. Whether you prefer round-trip or one-way, direct or with stopovers, you’ll see options from eDreams, Expedia, and more.

Other popular destinations

Flying to Canada? Many users also explore: Calgary, Montreal, Quebec, Toronto, Vancouver.

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