CA $238 Cheap Flights from Chicago (ORD) to Winnipeg (YWG)

Popular airlines from Chicago O'Hare International Airport (ORD) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)

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Cheap flights from Chicago (ORD) to Winnipeg (YWG)

Prices were available within the past 7 days and start at CA $238 for one-way flights and CA $531 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
United
Delta
Air Canada
Delta
Delta
WestJet
Air Canada
Delta
Delta

Find the cheapest month to fly from Chicago (ORD) to Winnipeg (YWG)

September is typically the cheapest month to fly

From CA $415 - CA $1,013 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to Winnipeg (ORD - YWG) route information
Origin airport
O'Hare Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
CA $531
Distance
1130 km
Average flight time
2 hours 32 mins

Chicago to Winnipeg Flights

The easy way to book your flights from Chicago to Winnipeg 

With Expedia, it’s simple to find and book flights to Winnipeg from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are Air Canada, Avianca, Air New Zealand, United Airlines nonstop flights to Winnipeg James Armstrong Richardson Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Winnipeg today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Winnipeg James Armstrong Richardson Intl., YWG 

Sort your search results by price to find great deals on your flight from Chicago to Winnipeg—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Winnipeg from Chicago currently is just CA $531 rising to CA $575.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Winnipeg  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Winnipeg from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Winnipeg with Expedia today.

Frequently asked questions

How much is a flight from O'Hare Airport to Winnipeg Airport?
If you're travelling between ORD and YWG, round-trip flights start from CA $531. This figure is based on airfares available within the last 7 days on Expedia for flights departing within the next year, so don't delay. Book now and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
When it comes to cancellation fees, each airline has different terms and conditions. If you decide to cancel your trip, head to our Customer Service Portal.
How do I find cheap flights from ORD to Winnipeg James Armstrong Richardson Intl. Airport (YWG) that have flexible change policies?
Flights from O'Hare Airport to Winnipeg James Armstrong Richardson Intl. Airport (YWG) offering flexible change policies are available from several carriers. Simply use our "No change fees" filter during your search. You'll only need to pay the fare difference, without any additional fees to worry about.
How many hours is the flight from O'Hare Airport to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
The average flight between ORD and Winnipeg Airport is 5 hours and 13 minutes. If you get peckish on longer flights, pack some snacks or fruit in your carry-on luggage.
How far is the flight from ORD to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
You might not get through a whole movie on this flight — it's only 1,150 kilometres from Chicago to Winnipeg. Sit down, order a snack and you'll be there before long.
Which airlines fly direct from ORD to Winnipeg Airport?
Check out the deals on offer with United Airlines (UA) if you want to fly straight from O'Hare Intl. Airport (ORD) to YWG. This airline offers 30 flights monthly, so you're sure to find one that fits your schedule.
Are ORD to Winnipeg Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to nab an awesome last-minute deal from O'Hare Intl. Airport (ORD) to YWG, but it's also possible to miss out entirely! As many airlines release seats up to 12 months in advance, it's worth keeping an eye on fares early and being ready to pounce when you spot a good bargain. Expedia compares air carrier prices and updates flight deals often, so you can rest assured you're always getting the latest offers.

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