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Cheap flights from Chicago O'Hare Intl Airport to Regina from C$ 158

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 30/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
10 Apr — 17 Apr1
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 11 March 2026.

Mon 11/58:20 p.m.
ORD
-
YQR
1 stop13h 42m
Air Canada
Mon 18/55:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Deal found 8/3C$ 479
Thu 23/47:13 p.m.
ORD
-
YQR
1 stop24h 08m
Multiple Airlines
Thu 30/47:00 a.m.
YQR
-
ORD
1 stop8h 40m
Multiple Airlines
Deal found 9/3C$ 483
Fri 19/68:40 p.m.
ORD
-
YQR
1 stop13h 25m
Air Canada
Sun 21/65:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Deal found 9/3C$ 508
Mon 11/55:11 a.m.
ORD
-
YQR
2 stops13h 09m
Multiple Airlines
Mon 18/57:00 a.m.
YQR
-
ORD
1 stop8h 40m
Multiple Airlines
Deal found 8/3C$ 531
Mon 11/52:00 p.m.
ORD
-
YQR
2 stops12h 10m
Delta
Mon 18/57:00 a.m.
YQR
-
ORD
2 stops12h 14m
Delta
Deal found 8/3C$ 595
Fri 24/42:20 p.m.
ORD
-
YQR
1 stop21h 24m
WestJet
Fri 1/58:20 p.m.
YQR
-
ORD
2 stops43h 20m
WestJet
Deal found 10/3C$ 608
Fri 12/61:55 p.m.
ORD
-
YQR
2 stops20h 07m
Air Canada
Mon 15/65:45 a.m.
YQR
-
ORD
1 stop6h 40m
Air Canada
Deal found 7/3C$ 629
Mon 22/68:40 p.m.
ORD
-
YQR
1 stop13h 25m
Air Canada
Mon 29/65:45 a.m.
YQR
-
ORD
1 stop6h 37m
Air Canada
Deal found 11/3C$ 649
Wed 29/47:10 a.m.
ORD
-
YQR
2 stops15h 20m
United Airlines
Sat 2/59:45 a.m.
YQR
-
ORD
1 stop8h 19m
United Airlines
Deal found 11/3C$ 656

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 11 March 2026.

Round-trip from

C$ 479

One-way from

C$ 158

Popular in

February

Cheapest in

July

Average price

C$ 1,172
Air Canada
  • Air Canada
  • 29/4-2/5
  • 2 total stops
  • 22h 32m total
  • Chicago to Regina
Search Deals
WestJet
  • WestJet
  • 30/5
  • 1 total stop
  • 8h 40m total
  • Chicago to Regina
Search Deals
Highest demand for flights based on searches. 43% potential increase in price (C$ 804 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease (C$ 108 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 11 March 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

Fri 24/4

2:05 p.m.-9:30 p.m.

1 stop8h 25m

Regina

Fri 1/5

9:45 a.m.-10:58 p.m.

1 stop12h 13m

C$ 508
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 12/6

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

1 stop10h 12m

Regina

Mon 15/6

5:45 a.m.-1:25 p.m.

1 stop6h 40m

C$ 508

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

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

1 stop13h 25m

Regina

Sun 21/6

5:45 a.m.-1:22 p.m.

1 stop6h 37m

C$ 508

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 11/5

2:00 p.m.-1:10 a.m.

2 stops12h 10m

Regina

Mon 18/5

7:00 a.m.-8:14 p.m.

2 stops12h 14m

C$ 595

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 29/4

7:10 a.m.-9:30 p.m.

2 stops15h 20m

Regina

Sat 2/5

9:45 a.m.-7:04 p.m.

1 stop8h 19m

C$ 656

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 29/4

4:15 p.m.-10:27 p.m.

1 stop7h 12m

Regina

Sat 2/5

5:45 a.m.-8:08 p.m.

2 stops13h 23m

C$ 671
Cheapest one-way
Quickest one-way

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 5/5

1:43 p.m.-9:30 p.m.

1 stop8h 47m

C$ 189

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 2/6

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

2 stops18h 45m

C$ 204

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 30/5

8:45 a.m.-7:07 p.m.

2 stops11h 22m

C$ 205

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 4/5

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

2 stops18h 45m

C$ 209

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 17 resultsSorted by cheapest first
1
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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.

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 52m. 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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