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Cheap flights from Chicago O'Hare Intl Airport to Regina from C$ 282

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 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
9 Jul — 16 Jul1
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 9 June 2026.

Mon 20/75:30 p.m.
ORD
-
YQR
1 stop8h 40m
Multiple Airlines
Mon 27/710:45 a.m.
YQR
-
ORD
1 stop5h 39m
Multiple Airlines
Deal found 8/6C$ 600
Sun 5/79:50 a.m.
ORD
-
YQR
1 stop10h 20m
Air Canada
Sun 12/75:45 a.m.
YQR
-
ORD
1 stop6h 37m
Air Canada
Deal found 7/6C$ 745
Wed 22/712:24 p.m.
ORD
-
YQR
1 stop5h 56m
Multiple Airlines
Wed 29/710:45 a.m.
YQR
-
ORD
2 stops33h 07m
Multiple Airlines
Deal found 7/6C$ 777
Fri 24/712:20 p.m.
ORD
-
YQR
3 stops13h 50m
Multiple Airlines
Fri 31/710:45 a.m.
YQR
-
ORD
1 stop7h 39m
Multiple Airlines
Deal found 8/6C$ 782
Sun 8/119:50 a.m.
ORD
-
YQR
1 stop13h 29m
Air Canada
Thu 12/116:00 a.m.
YQR
-
ORD
1 stop6h 56m
Air Canada
Deal found 8/6C$ 833
Wed 12/85:30 p.m.
ORD
-
YQR
1 stop8h 40m
Multiple Airlines
Wed 19/86:00 a.m.
YQR
-
ORD
2 stops23h 19m
Multiple Airlines
Deal found 6/6C$ 835

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 9 June 2026.

Round-trip from

C$ 600

One-way from

C$ 282

Popular in

February

Cheapest in

October

Average price

C$ 1,047
20/7-27/7
  • 20/7-27/7
  • 2 total stops
  • 14h 19m total
  • Chicago to Regina
Search Deals
Air Canada
  • Air Canada
  • 29/10
  • 1 total stop
  • 9h 19m total
  • Chicago to Regina
Search Deals
Highest demand for flights based on searches. 36% potential increase in price (C$ 718 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 112 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 9 June 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
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 20/7

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

1 stop8h 40m

Regina

Mon 27/7

10:45 a.m.-5:24 p.m.

1 stop5h 39m

C$ 600

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 24/7

6:19 p.m.-7:45 p.m.

2 stops26h 26m

Regina

Fri 31/7

10:45 a.m.-7:24 p.m.

1 stop7h 39m

C$ 831

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 8/11

8:00 a.m.-11:19 p.m.

1 stop15h 19m

Regina

Thu 12/11

6:00 a.m.-2:56 p.m.

1 stop8h 56m

C$ 870

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 12/8

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

1 stop8h 40m

Regina

Wed 19/8

9:05 p.m.-5:29 p.m.

3 stops19h 24m

C$ 872

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 3/7

6:00 a.m.-9:30 p.m.

1 stop16h 30m

Regina

Sun 19/7

9:45 a.m.-12:44 a.m.

1 stop13h 59m

C$ 890

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 2/7

4:12 p.m.-9:30 p.m.

1 stop6h 18m

Regina

Sun 19/7

9:45 a.m.-12:44 a.m.

1 stop13h 59m

C$ 890

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 22/7

1:30 p.m.-9:30 p.m.

1 stop9h 00m

Regina

Wed 29/7

9:45 a.m.-12:44 a.m.

1 stop13h 59m

C$ 890
Cheapest one-way

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 29/10

2:00 p.m.-10:19 p.m.

1 stop9h 19m

C$ 282

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 5/7

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

1 stop8h 40m

C$ 319

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 29/10

2:20 p.m.-9:30 a.m.

2 stops20h 10m

C$ 322

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

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 15h 19m. Fly via Air Canada to get the fastest option. Airlines will cover a distance of 1588 km.

  • 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

Travelling to a place near Regina?

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

Fly with Cheapflights

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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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