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 is 1 flight from Winnipeg to Chicago per day from 4 different airlines.

What safety measures are being taken by airlines flying from Winnipeg to Chicago to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially-distanced seating (for a limited time) will work towards keeping travellers safer while flying from Winnipeg to Chicago. Policies will vary by airline.

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$ 614 on Cheapflights?

Yes, there are multiple flights from Winnipeg to Chicago for under C$ 614. The cheapest flight booked recently is on Delta for just C$ 559, but on average you can expect to pay C$ 850.

Are there direct flights from Winnipeg to Chicago for under C$ 614 on Cheapflights?

There are no direct flights from Winnipeg to Chicago, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

What days are direct flights available from Winnipeg to Chicago?

Direct flights can be found on the following days: Sunday, Monday, Friday, Saturday.

How many flights depart from Winnipeg to Chicago on average per day?

Travellers can expect 1 flight from Winnipeg to Chicago on average per day.
Morning (6am - Noon) - 100% of flight departures

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 Delta, Air Canada, and WestJet fly from Winnipeg to Chicago in about 5h 12m. The time it takes to get you to your destination can typically vary by up to 6h 58m. Airlines will cover a distance of 1141 km. 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$ 559, 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 Air Canada and WestJet - these airlines can fly you to your destination from C$ 567 and C$ 734, respectively.

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

The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as C$ 310. However, be on the lookout for offers from Delta and Aer Lingus, as they are both options that can get you from Winnipeg to Chicago for a low price.