Flight prices from Chicago O'Hare to Winnipeg

There’s no fixed price — fares between Chicago and Winnipeg can vary a lot by day or time.

Choose a date to explore the best fares now.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

Is there more than one airport in Chicago or Winnipeg?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Winnipeg: Winnipeg is the only airport in operation.

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near Winnipeg as well.

Adjust your flight filters for Chicago O'Hare – Winnipeg

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Other popular destinations

Planning a trip to Canada? These cities are popular too: Calgary, Montreal, Quebec, Toronto, Vancouver.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.