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 $547 round trip and CA $246 one way. Prices and availability subject to change. Additional terms may apply.

Mon, Apr 27 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $547 Roundtrip, found 3 hours ago
CA $547
Roundtrip
found 3 hours ago
Select WestJet flight, departing Mon, Apr 27 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $547 found 3 hours ago
Tue, May 26 - Fri, May 29
ORD
Chicago
YWG
Winnipeg
CA $550 Roundtrip, found 3 days ago
CA $550
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, May 26 from Chicago to Winnipeg, returning Fri, May 29, priced at CA $550 found 3 days ago
Thu, Apr 30 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $554 Roundtrip, found 3 hours ago
CA $554
Roundtrip
found 3 hours ago
Select WestJet flight, departing Thu, Apr 30 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $554 found 3 hours ago
Thu, Apr 30 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $561 Roundtrip, found 3 hours ago
CA $561
Roundtrip
found 3 hours ago
Select WestJet flight, departing Thu, Apr 30 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $561 found 3 hours ago
Tue, May 26 - Fri, May 29
ORD
Chicago
YWG
Winnipeg
CA $564 Roundtrip, found 3 days ago
CA $564
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, May 26 from Chicago to Winnipeg, returning Fri, May 29, priced at CA $564 found 3 days ago
Mon, Apr 27 - Thu, Apr 30
ORD
Chicago
YWG
Winnipeg
CA $575 Roundtrip, found 5 days ago
CA $575
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon, Apr 27 from Chicago to Winnipeg, returning Thu, Apr 30, priced at CA $575 found 5 days ago
Fri, Apr 24 - Mon, Apr 27
ORD
Chicago
YWG
Winnipeg
CA $587 Roundtrip, found 4 days ago
CA $587
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Apr 24 from Chicago to Winnipeg, returning Mon, Apr 27, priced at CA $587 found 4 days ago
Fri, May 29 - Thu, Jun 4
ORD
Chicago
YWG
Winnipeg
CA $589 Roundtrip, found 1 day ago
CA $589
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, May 29 from Chicago to Winnipeg, returning Thu, Jun 4, priced at CA $589 found 1 day ago
Mon, Apr 27 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $591 Roundtrip, found 3 hours ago
CA $591
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Apr 27 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $591 found 3 hours ago
Fri, May 1 - Fri, May 8
ORD
Chicago
YWG
Winnipeg
CA $597 Roundtrip, found 5 days ago
CA $597
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, May 1 from Chicago to Winnipeg, returning Fri, May 8, priced at CA $597 found 5 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.