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Cheap flights from Chicago O'Hare Intl Airport to Regina from C$ 293

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 24/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
25 May — 1 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from O'Hare Intl to Regina

Enter your travel dates to find the best prices.

Cheapest flights from O'Hare Intl to Regina
Explore the most affordable flight options available from O'Hare Intl to Regina. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 April 2026.

Wed 27/55:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Thu 28/57:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Deal found 22/4C$ 370
Wed 27/55:30 p.m.
ORD
-
YQR
1 stop6h 50m
WestJet
Fri 29/57:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Deal found 20/4C$ 434
Mon 8/67:09 p.m.
ORD
-
YQR
1 stop23h 11m
Multiple Airlines
Mon 15/610:45 a.m.
YQR
-
ORD
1 stop5h 44m
Multiple Airlines
Deal found 23/4C$ 531
Fri 5/66:25 p.m.
ORD
-
YQR
1 stop23h 55m
Multiple Airlines
Fri 12/610:45 a.m.
YQR
-
ORD
1 stop5h 39m
Multiple Airlines
Deal found 21/4C$ 569
Sun 24/58:42 a.m.
ORD
-
YQR
1 stop9h 38m
Delta
Sun 31/510:45 a.m.
YQR
-
ORD
1 stop7h 35m
Delta
Deal found 25/4C$ 584

Find flight deals from O'Hare Intl to Regina

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Regina (YQR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 25 April 2026.

Round-trip from

C$ 370

One-way from

C$ 293

Popular in

February

Cheapest in

May

Average price

C$ 966
WestJet
  • WestJet
  • 27/5-28/5
  • 2 total stops
  • 17h 20m total
  • Chicago to Regina
Search Deals
Air Canada
  • Air Canada
  • 24/6
  • 1 total stop
  • 13h 25m total
  • Chicago to Regina
Search Deals
Highest demand for flights based on searches. 40% potential increase in price (C$ 761 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease (C$ 104 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Regina that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 25 April 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Regina that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

5:30 p.m.-1:10 a.m.

1 stop8h 40m

Regina

Fri 29/5

11:50 a.m.-4:40 p.m.

2 stops27h 50m

C$ 519

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 18/6

8:40 p.m.-9:05 a.m.

1 stop13h 25m

Regina

Sun 21/6

5:45 a.m.-2:55 p.m.

1 stop8h 10m

C$ 586

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 24/5

7:00 a.m.-5:20 p.m.

2 stops11h 20m

Regina

Sun 31/5

10:45 a.m.-7:20 p.m.

1 stop7h 35m

C$ 598

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

5:30 p.m.-11:15 a.m.

2 stops18h 45m

Regina

Thu 28/5

8:20 p.m.-4:40 p.m.

2 stops19h 20m

C$ 602

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 8/6

7:09 p.m.-5:20 p.m.

1 stop23h 11m

Regina

Mon 15/6

10:45 a.m.-8:43 p.m.

2 stops32h 58m

C$ 635

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 4/6

9:55 a.m.-7:07 p.m.

1 stop10h 12m

Regina

Mon 8/6

2:25 p.m.-10:18 a.m.

2 stops18h 53m

C$ 639
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 18/6

8:36 a.m.-5:20 p.m.

1 stop9h 44m

Regina

Sun 21/6

10:45 a.m.-7:31 p.m.

1 stop7h 46m

C$ 658

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 23/6

8:40 p.m.-9:05 a.m.

1 stop13h 25m

Regina

Tue 30/6

5:45 a.m.-1:23 p.m.

1 stop6h 38m

C$ 660

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

7:01 a.m.-5:20 p.m.

2 stops11h 19m

Regina

Sun 21/6

10:45 a.m.-7:31 p.m.

1 stop7h 46m

C$ 671

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

5:30 p.m.-11:15 a.m.

2 stops18h 45m

Regina

Thu 28/5

9:05 p.m.-10:14 p.m.

3 stops24h 09m

C$ 713

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/4

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

Best time to book a flight from O'Hare Intl to Regina

Have a flexible travel schedule? Discover the best time to fly to Regina from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Regina

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Regina?

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Regina. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Regina from Chicago O'Hare Intl?

    Most people fly into Regina (YQR) if they book a flight to Regina from Chicago O'Hare Intl. On average, Regina has 0 inbound flights from Chicago O'Hare Intl per day from 0 airlines. Regina is conveniently located just 4.0 km from Regina’s city centre.

  • How long is the flight from Chicago O'Hare Intl Airport to Regina?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Regina in 8h 40m. Fly via WestJet, Air Canada, or Delta to get the fastest option. Airlines will cover a distance of 1588 km. This flight may include one or multiple stops.

  • Can I find deals for flights from O'Hare Intl to Regina that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Regina flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Regina?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Regina.

  • Can I find deals for business class flights from O'Hare Intl to Regina?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Regina by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Book flights to Regina if you plan to visit one of these locations
Moose Jaw

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Alternative routes for O'Hare Intl to Regina

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O'Hare Intl to Saskatoon flights

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How does Cheapflights help users find flights from O'Hare Intl to Regina?

Cheapflights makes it easy to find O'Hare Intl to Regina flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from O'Hare Intl to Regina?

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Can Cheapflights find flights from O'Hare Intl to Regina with no change fees?

Yes, we can. To see specific flights from O'Hare Intl to Regina with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from O'Hare Intl to Regina become cheaper?

Yes, Cheapflights offers price alerts on O'Hare Intl to Regina flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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