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Cheap flights from Chicago O'Hare Intl Airport to Regina from C$ 240

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Regina departing on 2/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago O'Hare Intl Airport to Regina

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
C$ 538WestJet
Fri, 28 Aug - Mon, 31 Aug
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
6:00 a.m. - 4:40 p.m.
YQR
-
ORD
9h 40m
1 stop
C$ 566WestJet
Wed, 2 Sep - Tue, 8 Sep
Multiple Airlines Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
Multiple Airlines Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
C$ 579Multiple Airlines
Sun, 16 Aug - Sun, 23 Aug
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
6:00 a.m. - 4:40 p.m.
YQR
-
ORD
9h 40m
1 stop
C$ 581WestJet
Wed, 12 Aug - Wed, 26 Aug
Multiple Airlines Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
Multiple Airlines Logo
5:45 a.m. - 1:22 p.m.
YQR
-
ORD
6h 37m
1 stop
C$ 583Multiple Airlines
Sat, 15 Aug - Sat, 22 Aug
Multiple Airlines Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
Multiple Airlines Logo
11:20 a.m. - 1:22 p.m.
YQR
-
ORD
25h 02m
2 stops
C$ 598Multiple Airlines
Fri, 14 Aug - Fri, 21 Aug
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
8:20 p.m. - 4:40 p.m.
YQR
-
ORD
19h 20m
2 stops
C$ 609WestJet
Wed, 12 Aug - Wed, 26 Aug
Multiple Airlines Logo
5:30 p.m. - 11:15 a.m.
ORD
-
YQR
18h 45m
2 stops
Multiple Airlines Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
C$ 613Multiple Airlines
Sun, 16 Aug - Sun, 23 Aug
Multiple Airlines Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
Multiple Airlines Logo
5:45 a.m. - 8:05 p.m.
YQR
-
ORD
13h 20m
2 stops
C$ 623Multiple Airlines
Mon, 17 Aug - Mon, 24 Aug
WestJet Logo
5:30 p.m. - 11:15 a.m.
ORD
-
YQR
18h 45m
2 stops
WestJet Logo
6:00 a.m. - 4:40 p.m.
YQR
-
ORD
9h 40m
1 stop
C$ 636WestJet
Wed, 2 Sep - Tue, 8 Sep

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Air Canada flights from Chicago O'Hare Intl Airport to Regina

Our best Air Canada deals on Chicago O'Hare Intl Airport to Regina flight tickets
Air Canada
17 Oct
ORD8:45 a.m.Chicago O'Hare Intl
11h 20m
2 stops
YQR7:05 p.m.Regina
20 Oct
YQR12:40 p.m.Regina
6h 08m
1 stop
ORD7:48 p.m.Chicago O'Hare Intl
C$ 656
Air Canada
17 Oct
ORD8:45 a.m.Chicago O'Hare Intl
11h 20m
2 stops
YQR7:05 p.m.Regina
20 Oct
YQR5:45 a.m.Regina
13h 27m
2 stops
ORD8:12 p.m.Chicago O'Hare Intl
C$ 667
Air Canada
17 Oct
ORD8:45 a.m.Chicago O'Hare Intl
11h 20m
2 stops
YQR7:05 p.m.Regina
20 Oct
YQR5:45 a.m.Regina
13h 27m
2 stops
ORD8:12 p.m.Chicago O'Hare Intl
C$ 669

WestJet flights from Chicago O'Hare Intl Airport to Regina

Our best WestJet deals on Chicago O'Hare Intl Airport to Regina flight tickets
WestJet
28 Aug
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
31 Aug
YQR8:35 a.m.Regina
7h 05m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 538
WestJet
2 Sep
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
8 Sep
YQR6:00 a.m.Regina
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 566
WestJet
12 Aug
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
26 Aug
YQR6:00 a.m.Regina
9h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 581

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 96,600 searches. Data last updated 5 July 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 28/8

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

1 stop8h 40m

Regina

Mon 31/8

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

1 stop7h 05m

C$ 538

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 2/9

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

1 stop8h 40m

Regina

Tue 8/9

6:00 a.m.-4:40 p.m.

1 stop9h 40m

C$ 566

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 16/8

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

1 stop8h 40m

Regina

Sun 23/8

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

1 stop8h 10m

C$ 579

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 12/8

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

1 stop8h 40m

Regina

Wed 26/8

6:00 a.m.-4:40 p.m.

1 stop9h 40m

C$ 581
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 15/8

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

1 stop8h 40m

Regina

Sat 22/8

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

1 stop6h 37m

C$ 583

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 14/8

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

1 stop8h 40m

Regina

Fri 21/8

11:20 a.m.-1:22 p.m.

2 stops25h 02m

C$ 598

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 12/8

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

1 stop8h 40m

Regina

Wed 26/8

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

2 stops19h 20m

C$ 609

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 16/8

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

2 stops18h 45m

Regina

Sun 23/8

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

1 stop8h 10m

C$ 613

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 17/8

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

1 stop8h 40m

Regina

Mon 24/8

5:45 a.m.-8:05 p.m.

2 stops13h 20m

C$ 623

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 2/9

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

2 stops18h 45m

Regina

Tue 8/9

6:00 a.m.-4:40 p.m.

1 stop9h 40m

C$ 636

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Regina from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Regina

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Regina?

What is the cheapest month to fly to Regina?

In general, May is the cheapest month to fly from Chicago O'Hare Intl Airport to Regina. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 0. If you’re not able to fly to Regina in May, then January is your next best option. Flight prices from Chicago O'Hare Intl Airport to Regina during January average around C$ 0.

When to book flights from Chicago O'Hare Intl Airport to Regina

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Regina according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Regina (ORD to YQR) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Regina

Fastest flight time

8h 40m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Regina takes 8h 40m
There are no direct flights from Chicago O'Hare Intl Airport to Regina. There are no popular flight routes from Chicago O'Hare Intl Airport to Regina.
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Regina

  • How far is Chicago O'Hare Intl to Regina by plane?

    The distance between Chicago O'Hare Intl and Regina is about 1586.9 km. A reasonable flight in good conditions will take 8h 40m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Regina Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Regina Airport are updated daily.

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Regina Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Regina Airport.

  • What documentation or ID do you need to fly to Regina Airport?

    The necessary travel and health documents for your Regina Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Regina?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Regina . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Regina with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Regina from Chicago with this policy.

How can momondo help me find flights from Chicago to Regina?

Once all potential Chicago to Regina flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Regina right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Regina, momondo offers a useful price alert feature which will track prices for flights to Regina from Chicago and alert you when they change.

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