Cheap Flights From O'Hare Intl. (ORD) To Winnipeg James Armstrong Richardson Intl. (YWG)

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Cheapest Flights from Chicago (ORD) to Winnipeg (YWG)

The cheapest flights to Winnipeg James Armstrong Richardson Intl. found within the past 7 days were CA $568 round trip and CA $221 one way. Prices and availability subject to change. Additional terms may apply.

Mon, Mar 2 - Fri, Mar 6
ORD
Chicago
YWG
Winnipeg
CA $568 Roundtrip, found 1 day ago
CA $568
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Mar 2 from Chicago to Winnipeg, returning Fri, Mar 6, priced at CA $568 found 1 day ago
Fri, Mar 13 - Mon, Mar 16
ORD
Chicago
YWG
Winnipeg
CA $574 Roundtrip, found 1 day ago
CA $574
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Mar 13 from Chicago to Winnipeg, returning Mon, Mar 16, priced at CA $574 found 1 day ago
Mon, Mar 2 - Fri, Mar 6
ORD
Chicago
YWG
Winnipeg
CA $585 Roundtrip, found 1 day ago
CA $585
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Mar 2 from Chicago to Winnipeg, returning Fri, Mar 6, priced at CA $585 found 1 day ago
Fri, Mar 13 - Wed, Mar 18
ORD
Chicago
YWG
Winnipeg
CA $598 Roundtrip, found 4 days ago
CA $598
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Mar 13 from Chicago to Winnipeg, returning Wed, Mar 18, priced at CA $598 found 4 days ago
Fri, Mar 13 - Mon, Mar 16
ORD
Chicago
YWG
Winnipeg
CA $632 Roundtrip, found 1 day ago
CA $632
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Mar 13 from Chicago to Winnipeg, returning Mon, Mar 16, priced at CA $632 found 1 day ago
Thu, Mar 12 - Mon, Mar 16
ORD
Chicago
YWG
Winnipeg
CA $643 Roundtrip, found 6 days ago
CA $643
Roundtrip
found 6 days ago
Select WestJet flight, departing Thu, Mar 12 from Chicago to Winnipeg, returning Mon, Mar 16, priced at CA $643 found 6 days ago
Mon, Mar 2 - Fri, Mar 6
ORD
Chicago
YWG
Winnipeg
CA $645 Roundtrip, found 1 day ago
CA $645
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Mar 2 from Chicago to Winnipeg, returning Fri, Mar 6, priced at CA $645 found 1 day ago
Fri, Mar 13 - Tue, Mar 17
ORD
Chicago
YWG
Winnipeg
CA $646 Roundtrip, found 3 days ago
CA $646
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Mar 13 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $646 found 3 days ago
Sat, Feb 28 - Mon, Mar 2
ORD
Chicago
YWG
Winnipeg
CA $662 Roundtrip, found 1 day ago
CA $662
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat, Feb 28 from Chicago to Winnipeg, returning Mon, Mar 2, priced at CA $662 found 1 day ago
Fri, Mar 27 - Tue, Mar 31
ORD
Chicago
YWG
Winnipeg
CA $665 Roundtrip, found 4 days ago
CA $665
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Mar 27 from Chicago to Winnipeg, returning Tue, Mar 31, priced at CA $665 found 4 days ago

Frequently asked questions

Are there direct flights from O'Hare Airport to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Air Canada, United Airlines and WestJet will fly you to Winnipeg from Chicago with one stopover. Unfortunately, there are no direct flights between O'Hare Airport and Winnipeg Airport just yet.
What airlines fly from O'Hare Airport to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
When traveling from ORD to YWG, it's best to plan ahead — no direct flights are currently available. Booking well in advance should help you find the ideal price and route.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago (ORD) today with the cheap prices from Travelocity!

Popular Flight Routes from Winnipeg (YWG)

Travelers at YWG love to visit these top cities. Roam to the top destinations from Winnipeg(YWG) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.