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 $434 round trip and CA $259 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Oct 2 - Mon, Oct 5
YQR
Regina
ORD
Chicago
CA $434 Roundtrip, found 1 day ago
CA $434
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Oct 2 from Regina to Chicago, returning Mon, Oct 5, priced at CA $434 found 1 day ago
Fri, Oct 2 - Mon, Oct 5
YQR
Regina
ORD
Chicago
CA $493 Roundtrip, found 1 day ago
CA $493
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Oct 2 from Regina to Chicago, returning Mon, Oct 5, priced at CA $493 found 1 day ago
Thu, Oct 15 - Sun, Oct 18
YQR
Regina
ORD
Chicago
CA $510 Roundtrip, found 3 days ago
CA $510
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Oct 15 from Regina to Chicago, returning Sun, Oct 18, priced at CA $510 found 3 days ago
Thu, Oct 15 - Sun, Oct 18
YQR
Regina
ORD
Chicago
CA $568 Roundtrip, found 3 days ago
CA $568
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Oct 15 from Regina to Chicago, returning Sun, Oct 18, priced at CA $568 found 3 days ago
Thu, Sep 17 - Sun, Sep 20
YQR
Regina
ORD
Chicago
CA $735 Roundtrip, found 5 days ago
CA $735
Roundtrip
found 5 days ago
Select WestJet flight, departing Thu, Sep 17 from Regina to Chicago, returning Sun, Sep 20, priced at CA $735 found 5 days ago
Fri, Oct 2 - Mon, Oct 5
YQR
Regina
ORD
Chicago
CA $793 Roundtrip, found 1 day ago
CA $793
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Oct 2 from Regina to Chicago, returning Mon, Oct 5, priced at CA $793 found 1 day ago
Thu, Sep 17 - Sun, Sep 20
YQR
Regina
ORD
Chicago
CA $801 Roundtrip, found 5 days ago
CA $801
Roundtrip
found 5 days ago
Select WestJet flight, departing Thu, Sep 17 from Regina to Chicago, returning Sun, Sep 20, priced at CA $801 found 5 days ago
Thu, Oct 1 - Sun, Oct 4
YQR
Regina
ORD
Chicago
CA $821 Roundtrip, found 4 days ago
CA $821
Roundtrip
found 4 days ago
Select WestJet flight, departing Thu, Oct 1 from Regina to Chicago, returning Sun, Oct 4, priced at CA $821 found 4 days ago
Thu, Sep 17 - Sun, Sep 20
YQR
Regina
ORD
Chicago
CA $835 Roundtrip, found 5 days ago
CA $835
Roundtrip
found 5 days ago
Select WestJet flight, departing Thu, Sep 17 from Regina to Chicago, returning Sun, Sep 20, priced at CA $835 found 5 days ago
Sun, Sep 20 - Thu, Oct 8
YQR
Regina
ORD
Chicago
CA $846 Roundtrip, found 3 days ago
CA $846
Roundtrip
found 3 days ago
Select WestJet flight, departing Sun, Sep 20 from Regina to Chicago, returning Thu, Oct 8, priced at CA $846 found 3 days ago

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

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Price was CA $2,155, price is now CA $1,554 per person
CA $1,554
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was CA $5,078, price is now CA $3,021 per person
CA $3,021
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Price was CA $3,955, price is now CA $2,694 per person
CA $2,694
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was CA $3,622, price is now CA $2,640 per person
CA $2,640
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Price was CA $3,538, price is now CA $2,598 per person
CA $2,598
per person
Oct 8 - Oct 13
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.

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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.