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 $681 round trip and CA $346 one way. Prices and availability subject to change. Additional terms may apply.

Mon, Sep 21 - Fri, Sep 25
ORD
Chicago
YWG
Winnipeg
CA $681 Roundtrip, found 6 days ago
CA $681
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Sep 21 from Chicago to Winnipeg, returning Fri, Sep 25, priced at CA $681 found 6 days ago
Mon, Sep 21 - Fri, Sep 25
ORD
Chicago
YWG
Winnipeg
CA $706 Roundtrip, found 6 days ago
CA $706
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Sep 21 from Chicago to Winnipeg, returning Fri, Sep 25, priced at CA $706 found 6 days ago
Mon, Sep 21 - Fri, Sep 25
ORD
Chicago
YWG
Winnipeg
CA $722 Roundtrip, found 6 days ago
CA $722
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Sep 21 from Chicago to Winnipeg, returning Fri, Sep 25, priced at CA $722 found 6 days ago
Mon, Oct 19 - Thu, Oct 22
ORD
Chicago
YWG
Winnipeg
CA $735 Roundtrip, found 1 day ago
CA $735
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Oct 19 from Chicago to Winnipeg, returning Thu, Oct 22, priced at CA $735 found 1 day ago
Mon, Sep 21 - Fri, Sep 25
ORD
Chicago
YWG
Winnipeg
CA $738 Roundtrip, found 6 days ago
CA $738
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Sep 21 from Chicago to Winnipeg, returning Fri, Sep 25, priced at CA $738 found 6 days ago
Mon, Oct 19 - Thu, Oct 22
ORD
Chicago
YWG
Winnipeg
CA $743 Roundtrip, found 1 day ago
CA $743
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Mon, Oct 19 from Chicago to Winnipeg, returning Thu, Oct 22, priced at CA $743 found 1 day ago
Mon, Sep 21 - Fri, Sep 25
ORD
Chicago
YWG
Winnipeg
CA $743 Roundtrip, found 6 days ago
CA $743
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Sep 21 from Chicago to Winnipeg, returning Fri, Sep 25, priced at CA $743 found 6 days ago
Fri, Oct 16 - Sun, Oct 18
ORD
Chicago
YWG
Winnipeg
CA $748 Roundtrip, found 2 hours ago
CA $748
Roundtrip
found 2 hours ago
Select WestJet flight, departing Fri, Oct 16 from Chicago to Winnipeg, returning Sun, Oct 18, priced at CA $748 found 2 hours ago
Tue, Sep 1 - Thu, Sep 10
ORD
Chicago
YWG
Winnipeg
CA $753 Roundtrip, found 20 hours ago
CA $753
Roundtrip
found 20 hours ago
Select WestJet flight, departing Tue, Sep 1 from Chicago to Winnipeg, returning Thu, Sep 10, priced at CA $753 found 20 hours ago
Thu, Sep 3 - Wed, Sep 9
ORD
Chicago
YWG
Winnipeg
CA $755 Roundtrip, found 3 days ago
CA $755
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Sep 3 from Chicago to Winnipeg, returning Wed, Sep 9, priced at CA $755 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.