Cheap Flights From Regina Intl. (YQR) To O'Hare Intl. (ORD)

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Cheapest Flights from Regina (YQR) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $275 round trip and CA $164 one way. Prices and availability subject to change. Additional terms may apply.

Mon, Oct 27 - Thu, Oct 30
YQR
Regina
ORD
Chicago
CA $275 Roundtrip, found 9 hours ago
CA $275
Roundtrip
found 9 hours ago
Select WestJet flight, departing Mon, Oct 27 from Regina to Chicago, returning Thu, Oct 30, priced at CA $275 found 9 hours ago
Thu, Oct 23 - Thu, Oct 30
YQR
Regina
ORD
Chicago
CA $282 Roundtrip, found 1 day ago
CA $282
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Oct 23 from Regina to Chicago, returning Thu, Oct 30, priced at CA $282 found 1 day ago
Sun, Oct 12 - Fri, Oct 17
YQR
Regina
ORD
Chicago
CA $290 Roundtrip, found 2 days ago
CA $290
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, Oct 12 from Regina to Chicago, returning Fri, Oct 17, priced at CA $290 found 2 days ago
Mon, Oct 27 - Thu, Oct 30
YQR
Regina
ORD
Chicago
CA $329 Roundtrip, found 9 hours ago
CA $329
Roundtrip
found 9 hours ago
Select WestJet flight, departing Mon, Oct 27 from Regina to Chicago, returning Thu, Oct 30, priced at CA $329 found 9 hours ago
Mon, Nov 17 - Fri, Nov 21
YQR
Regina
ORD
Chicago
CA $330 Roundtrip, found 2 days ago
CA $330
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Nov 17 from Regina to Chicago, returning Fri, Nov 21, priced at CA $330 found 2 days ago
Thu, Oct 23 - Thu, Oct 30
YQR
Regina
ORD
Chicago
CA $336 Roundtrip, found 1 day ago
CA $336
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Oct 23 from Regina to Chicago, returning Thu, Oct 30, priced at CA $336 found 1 day ago
Thu, Oct 23 - Thu, Oct 30
YQR
Regina
ORD
Chicago
CA $373 Roundtrip, found 1 day ago
CA $373
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Oct 23 from Regina to Chicago, returning Thu, Oct 30, priced at CA $373 found 1 day ago
Fri, Oct 24 - Mon, Oct 27
YQR
Regina
ORD
Chicago
CA $409 Roundtrip, found 3 days ago
CA $409
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Oct 24 from Regina to Chicago, returning Mon, Oct 27, priced at CA $409 found 3 days ago
Fri, Oct 24 - Sun, Oct 26
YQR
Regina
ORD
Chicago
CA $409 Roundtrip, found 2 days ago
CA $409
Roundtrip
found 2 days ago
Select WestJet flight, departing Fri, Oct 24 from Regina to Chicago, returning Sun, Oct 26, priced at CA $409 found 2 days ago
Fri, Oct 24 - Mon, Oct 27
YQR
Regina
ORD
Chicago
CA $463 Roundtrip, found 3 days ago
CA $463
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Oct 24 from Regina to Chicago, returning Mon, Oct 27, priced at CA $463 found 3 days ago

Frequently asked questions

What airlines fly from Regina Airport to O'Hare Airport?
When traveling from Regina Intl. Airport (YQR) to ORD, it's best to plan ahead — no direct flights are currently available. Booking well in advance should help you get the most convenient route and price.
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 Regina (YQR)

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

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!

*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.