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.

Exploring all airports near Chicago and Windsor

Checking all the airports available in the area can give you more departure and arrival options for your trip.

• Airports in Chicago: 3 different airports operate in Chicago - Midway, O'Hare, Rockford.
• Airports in Windsor: Windsor is the only option available right now.

Looking at expected traffic to the airport can help avoid surprises on departure day. On busy routes, flying from a quieter airport might also save you money.

Filter and compare flights from Chicago to Windsor

Jetcost helps you manage complex searches with simple filters. Sort by airline, duration, number of stops, or even time windows for outbound and return flights.

Other popular destinations

Want more ideas for your trip to Canada? Check these: Calgary, Montreal, Quebec, Toronto, Vancouver.

Advanced filters help you skip long layovers or inconvenient times. The “airlines” filter is handy if you want to collect miles or prefer a certain onboard experience.