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Cheap flights from Regina to Chicago O'Hare Intl Airport from C$ 291

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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
23 Aug — 30 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Regina to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Regina to O'Hare Intl
Explore the most affordable flight options available from Regina to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 24 July 2026.

Fri 11/97:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Mon 21/95:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 23/7C$ 480
Fri 25/97:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Mon 28/95:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 24/7C$ 486
Tue 15/912:40 p.m.
YQR
-
ORD
1 stop6h 08m
Air Canada
Sat 19/98:45 a.m.
ORD
-
YQR
2 stops11h 20m
Air Canada
Deal found 20/7C$ 517
Sun 25/1010:45 a.m.
YQR
-
ORD
1 stop12h 14m
United Airlines
Sat 7/113:56 p.m.
ORD
-
YQR
1 stop6h 44m
United Airlines
Deal found 24/7C$ 548
Fri 25/97:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Sun 27/95:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 24/7C$ 556
Mon 26/1010:45 a.m.
YQR
-
ORD
1 stop8h 20m
United Airlines
Fri 6/117:00 a.m.
ORD
-
YQR
1 stop15h 40m
United Airlines
Deal found 24/7C$ 562
Wed 28/104:00 a.m.
YQR
-
ORD
2 stops9h 52m
Air Canada
Wed 4/118:50 p.m.
ORD
-
YQR
1 stop13h 53m
Air Canada
Deal found 24/7C$ 573
Thu 24/94:15 p.m.
YQR
-
ORD
1 stop23h 25m
WestJet
Mon 28/95:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 24/7C$ 579
Tue 8/99:45 a.m.
YQR
-
ORD
1 stop12h 01m
United Airlines
Sat 12/94:26 p.m.
ORD
-
YQR
1 stop6h 04m
United Airlines
Deal found 20/7C$ 580
Thu 24/911:40 a.m.
YQR
-
ORD
1 stop28h 00m
WestJet
Sun 27/95:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 24/7C$ 581

Find flight deals from Regina to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Regina (YQR) to O'Hare Intl (ORD). 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 24 July 2026.

Round-trip from

C$ 480

One-way from

C$ 291

Popular in

December

Cheapest in

February

Average price

C$ 969
WestJet
  • WestJet
  • 11/9-21/9
  • 2 total stops
  • 17h 20m total
  • Regina to Chicago
Search Deals
WestJet
  • WestJet
  • 10/10
  • 1 total stop
  • 18h 35m total
  • Regina to Chicago
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (C$ 488 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 63 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Regina to O'Hare Intl 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 24 July 2026.
Use the filters below to find and compare flights from Regina to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 15/9

12:40 p.m.-7:48 p.m.

1 stop6h 08m

Chicago O'Hare Intl

Sat 19/9

8:45 a.m.-7:05 p.m.

2 stops11h 20m

C$ 517

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 8/9

9:45 a.m.-10:46 p.m.

1 stop12h 01m

Chicago O'Hare Intl

Sat 12/9

4:26 p.m.-9:30 p.m.

1 stop6h 04m

C$ 580

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 5/9

9:45 a.m.-8:22 p.m.

1 stop9h 37m

Chicago O'Hare Intl

Sat 12/9

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

1 stop9h 00m

C$ 588

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 18/10

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Sat 31/10

6:45 a.m.-6:21 p.m.

2 stops12h 36m

C$ 612

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 22/10

8:35 a.m.-4:40 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Tue 27/10

7:10 a.m.-6:21 p.m.

2 stops12h 11m

C$ 612

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 19/8

5:45 a.m.-2:50 p.m.

1 stop8h 05m

Chicago O'Hare Intl

Sat 5/9

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

1 stop13h 25m

C$ 636
Cheapest one-way

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 10/9

7:00 a.m.-4:40 p.m.

1 stop8h 40m

C$ 293

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 10/10

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

2 stops19h 20m

C$ 300
Quickest one-way

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 3/9

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

1 stop6h 37m

C$ 317

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 10/10

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

1 stop6h 38m

C$ 328

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/7

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Regina 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 Regina to O'Hare Intl. 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 from for flights from Regina to Chicago O'Hare Intl?

    Most people fly from Regina (YQR) if they book a flight from Regina to Chicago O'Hare Intl. On average, Regina has 0 outbound flights to 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 Regina to Chicago O'Hare Intl Airport?

    Airlines like Air Canada and United Airlines fly from Regina to Chicago O'Hare Intl Airport in about 6h 08m. The time it takes to get you to your destination can typically vary by up to 5h 53m. Airlines will cover a distance of 1588 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Regina to O'Hare Intl 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Northbrook
Evanston
Des Plaines
Downers Grove
Elk Grove Village
Racine
Bolingbrook
Naperville
Schaumburg

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Regina to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Saskatoon to O'Hare Intl flights
Saskatoon to Midway flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Cheapflights helps you search for flights from Regina to O'Hare Intl via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Regina to O'Hare Intl.

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

Certainly. Search results for flights to O'Hare Intl from Regina shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Not ready to book yet? You can track prices for flights from Regina to O'Hare Intl on Cheapflights with our Price Alert feature and get notified when better prices are available.

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