Cheap flights from Chicago to Winnipeg

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How much is a flight from Chicago to Winnipeg?

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

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

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Airport options between Chicago and Winnipeg

Even for routes around 1161 km, using different airports might affect flight cost and travel time.

  • Airports in Chicago: You can fly from 3 airports in Chicago - Midway, O'Hare, Rockford.
  • Airports in Winnipeg: Winnipeg is the only functioning airport.

Checking the average travel time to the airport can help you plan better. For some routes, changing your arrival or departure airport might also affect the price.

Flights from Chicago to Winnipeg

Plan your perfect flight from Chicago to Winnipeg

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers and more.

Other popular destinations

Planning a trip to Canada? Other frequent searches include: Calgary, Montreal, Quebec, Toronto, Vancouver.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.
Frequently Asked Questions

Frequently asked questions about flights from Chicago to Winnipeg.

How much does an airline ticket from Chicago to Winnipeg cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago to Winnipeg.

How far is Chicago from Winnipeg?

Chicago is about 1161 km from Winnipeg.

What are the airports in Winnipeg?

Winnipeg has one airport: Winnipeg.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Canada?

The most popular cities in Canada according to our users' searches are: Calgary, Montreal, Quebec, Toronto, Vancouver.

When should I book a flight from Chicago to Winnipeg?

This information is not available at the moment.

What is the cheapest month to fly from Chicago to Winnipeg?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to Winnipeg?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to Winnipeg?

This information is not available at the moment.