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 $299 round trip and CA $238 one way. Prices and availability subject to change. Additional terms may apply.

Sat, May 30 - Wed, Jun 3
YQR
Regina
ORD
Chicago
CA $299 Roundtrip, just found
CA $299
Roundtrip
just found
Select WestJet flight, departing Sat, May 30 from Regina to Chicago, returning Wed, Jun 3, priced at CA $299 just found
Fri, Feb 27 - Fri, Mar 6
YQR
Regina
ORD
Chicago
CA $318 Roundtrip, found 2 hours ago
CA $318
Roundtrip
found 2 hours ago
Select WestJet flight, departing Fri, Feb 27 from Regina to Chicago, returning Fri, Mar 6, priced at CA $318 found 2 hours ago
Sat, May 30 - Wed, Jun 3
YQR
Regina
ORD
Chicago
CA $358 Roundtrip, just found
CA $358
Roundtrip
just found
Select WestJet flight, departing Sat, May 30 from Regina to Chicago, returning Wed, Jun 3, priced at CA $358 just found
Fri, Feb 27 - Fri, Mar 6
YQR
Regina
ORD
Chicago
CA $377 Roundtrip, found 2 hours ago
CA $377
Roundtrip
found 2 hours ago
Select WestJet flight, departing Fri, Feb 27 from Regina to Chicago, returning Fri, Mar 6, priced at CA $377 found 2 hours ago
Sat, May 30 - Wed, Jun 3
YQR
Regina
ORD
Chicago
CA $397 Roundtrip, just found
CA $397
Roundtrip
just found
Select WestJet flight, departing Sat, May 30 from Regina to Chicago, returning Wed, Jun 3, priced at CA $397 just found
Thu, Jun 4 - Mon, Jun 8
YQR
Regina
ORD
Chicago
CA $414 Roundtrip, found 12 hours ago
CA $414
Roundtrip
found 12 hours ago
Select WestJet flight, departing Thu, Jun 4 from Regina to Chicago, returning Mon, Jun 8, priced at CA $414 found 12 hours ago
Sat, May 30 - Sat, Jun 6
YQR
Regina
ORD
Chicago
CA $415 Roundtrip, found 3 days ago
CA $415
Roundtrip
found 3 days ago
Select WestJet flight, departing Sat, May 30 from Regina to Chicago, returning Sat, Jun 6, priced at CA $415 found 3 days ago
Sat, May 30 - Wed, Jun 3
YQR
Regina
ORD
Chicago
CA $456 Roundtrip, just found
CA $456
Roundtrip
just found
Select WestJet flight, departing Sat, May 30 from Regina to Chicago, returning Wed, Jun 3, priced at CA $456 just found
Thu, Apr 30 - Mon, May 4
YQR
Regina
ORD
Chicago
CA $469 Roundtrip, found 5 days ago
CA $469
Roundtrip
found 5 days ago
Select WestJet flight, departing Thu, Apr 30 from Regina to Chicago, returning Mon, May 4, priced at CA $469 found 5 days ago
Thu, Jun 4 - Mon, Jun 8
YQR
Regina
ORD
Chicago
CA $473 Roundtrip, found 12 hours ago
CA $473
Roundtrip
found 12 hours ago
Select WestJet flight, departing Thu, Jun 4 from Regina to Chicago, returning Mon, Jun 8, priced at CA $473 found 12 hours ago

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was CA $1,229, price is now CA $974 per person
CA $974
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Price was CA $1,354, price is now CA $1,121 per person
CA $1,121
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Price was CA $1,226, price is now CA $1,033 per person
CA $1,033
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Price was CA $1,342, price is now CA $1,132 per person
CA $1,132
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Price was CA $1,181, price is now CA $1,008 per person
CA $1,008
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
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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.