How much is a flight from Chicago Midway to Winnipeg?

Depending on when you travel and how far in advance you book, fares between Chicago and Winnipeg can differ a lot.

Select your dates to check current offers.

Low-cost airlines offer competitive fares, but often add charges for extra services. Keep that in mind when planning your trip. Also, midweek departures may offer better deals than weekends.

Which airports serve Chicago and Winnipeg?

When planning a trip of about 1163 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Winnipeg: The only active airport in Winnipeg is Winnipeg.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Match your flight search to your preferences: Chicago Midway – Winnipeg

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.