Cheap flights from Winnipeg to Chicago

Flight FAQs

From Winnipeg to Chicago

What airport do you fly from for flights from Winnipeg to Chicago?

If you book a flight to Chicago from Winnipeg, you will be flying from Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 7.3 km from the centre of Winnipeg. There are 0 flights from Winnipeg to Chicago per day from 4 different airlines.

Which airlines flying from Winnipeg to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, Delta, and Air Canada flying from Winnipeg to Chicago have implemented new flexible cancellation policies.

Can I find flights from Winnipeg to Chicago for under C$ 628 on Cheapflights?

Yes, there are multiple flights from Winnipeg to Chicago for under C$ 628. The cheapest flight booked recently is on Delta for just C$ 504, but on average you can expect to pay C$ 577.

Are there direct flights from Winnipeg to Chicago for under C$ 628 on Cheapflights?

Cheapflights has 2 direct flights from Winnipeg to Chicago under C$ 628. A good price for a direct flight from Winnipeg to Chicago is less than C$ 699.

Are there last-minute flights available from Winnipeg to Chicago for under C$ 1,257?

There are currently 12+ open flights from Winnipeg to Chicago within the next 7 days for less than C$ 1,257.

Is Winnipeg weather warmer or cooler than Chicago?

With an average temperature of 29 °C, peak weather can be found in July. As a traveller, expect to see changes in flight prices during that period. The temperatures in Chicago are hotter than in Winnipeg.

How long is the flight from Winnipeg to Chicago?

Airlines like United Airlines, Delta, and Air Canada fly from Winnipeg to Chicago in about 2h 13m. The time it takes to get you to your destination can typically vary by up to 5h 07m. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

What are the cheapest airlines to flying from Winnipeg to Chicago round-trip?

Currently priced at C$ 504, Delta will fly you from Winnipeg to Chicago and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Air Canada - these airlines can fly you to your destination from C$ 511 and C$ 518, respectively. These flights start at 7% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Winnipeg to Chicago one-way?

The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as C$ 327. However, be on the lookout for offers from Air Canada and United Airlines, as they are both options that can get you from Winnipeg to Chicago for a low price.