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 $447 round trip and CA $217 one way. Prices and availability subject to change. Additional terms may apply.

Sun, May 3 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $447 Roundtrip, found 2 days ago
CA $447
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, May 3 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $447 found 2 days ago
Fri, Jun 5 - Tue, Jun 9
ORD
Chicago
YWG
Winnipeg
CA $461 Roundtrip, found 6 days ago
CA $461
Roundtrip
found 6 days ago
Select WestJet flight, departing Fri, Jun 5 from Chicago to Winnipeg, returning Tue, Jun 9, priced at CA $461 found 6 days ago
Sun, May 3 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $469 Roundtrip, found 2 days ago
CA $469
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, May 3 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $469 found 2 days ago
Fri, May 1 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $474 Roundtrip, found 3 days ago
CA $474
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, May 1 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $474 found 3 days ago
Mon, Apr 27 - Thu, Apr 30
ORD
Chicago
YWG
Winnipeg
CA $487 Roundtrip, found 9 hours ago
CA $487
Roundtrip
found 9 hours ago
Select WestJet flight, departing Mon, Apr 27 from Chicago to Winnipeg, returning Thu, Apr 30, priced at CA $487 found 9 hours ago
Sun, Apr 26 - Wed, Apr 29
ORD
Chicago
YWG
Winnipeg
CA $513 Roundtrip, found 4 hours ago
CA $513
Roundtrip
found 4 hours ago
Select WestJet flight, departing Sun, Apr 26 from Chicago to Winnipeg, returning Wed, Apr 29, priced at CA $513 found 4 hours ago
Sun, May 3 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $519 Roundtrip, found 2 days ago
CA $519
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, May 3 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $519 found 2 days ago
Fri, Apr 24 - Sun, Apr 26
ORD
Chicago
YWG
Winnipeg
CA $524 Roundtrip, found 8 hours ago
CA $524
Roundtrip
found 8 hours ago
Select WestJet flight, departing Fri, Apr 24 from Chicago to Winnipeg, returning Sun, Apr 26, priced at CA $524 found 8 hours ago
Fri, Apr 24 - Fri, May 1
ORD
Chicago
YWG
Winnipeg
CA $531 Roundtrip, found 8 hours ago
CA $531
Roundtrip
found 8 hours ago
Select WestJet flight, departing Fri, Apr 24 from Chicago to Winnipeg, returning Fri, May 1, priced at CA $531 found 8 hours ago
Fri, May 1 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $534 Roundtrip, found 3 days ago
CA $534
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, May 1 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $534 found 3 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.

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*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.