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Cheap flights from Chicago O'Hare Intl Airport to Regina from C$ 308

This is the cheapest round-trip 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 3/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Regina

Cheap round-trip flights

WestJet Logo
5:30 p.m. - 1:17 a.m.ORD-YQR
8h 47m1 stop
WestJet Logo
6:55 a.m. - 4:43 p.m.YQR-ORD
8h 48m1 stop
C$ 308WestJet
Find Deal
vie., 3 oct. - dom., 5 oct.
WestJet Logo
5:30 p.m. - 4:54 p.m.ORD-YQR
24h 24m2 stops
WestJet Logo
6:55 a.m. - 4:43 p.m.YQR-ORD
8h 48m1 stop
C$ 330WestJet
Find Deal
vie., 10 oct. - lun., 13 oct.
WestJet Logo
1:40 p.m. - 4:54 p.m.ORD-YQR
28h 14m1 stop
WestJet Logo
6:55 a.m. - 4:43 p.m.YQR-ORD
8h 48m1 stop
C$ 334WestJet
Find Deal
sáb., 11 oct. - lun., 13 oct.
WestJet Logo
5:30 p.m. - 9:30 a.m.ORD-YQR
17h 00m2 stops
WestJet Logo
6:55 a.m. - 4:43 p.m.YQR-ORD
8h 48m1 stop
C$ 354WestJet
Find Deal
sáb., 11 oct. - lun., 13 oct.
Logo
5:30 p.m. - 11:01 p.m.ORD-YQR
6h 31m1 stop
Logo
11:45 a.m. - 11:59 p.m.YQR-ORD
11h 14m2 stops
C$ 409
Find Deal
mié., 3 sep. - dom., 7 sep.
Logo
5:30 p.m. - 1:06 a.m.ORD-YQR
8h 36m1 stop
Logo
6:55 a.m. - 10:40 p.m.YQR-ORD
14h 45m2 stops
C$ 415
Find Deal
mié., 3 sep. - lun., 8 sep.
Air Canada Logo
12:00 p.m. - 6:13 p.m.ORD-YQR
7h 13m1 stop
Air Canada Logo
11:25 a.m. - 7:29 p.m.YQR-ORD
7h 04m1 stop
C$ 447Air Canada
Find Deal
mar., 23 sep. - mié., 1 oct.
United Airlines Logo
2:53 p.m. - 9:36 p.m.ORD-YQR
7h 43m1 stop
United Airlines Logo
9:45 a.m. - 10:42 p.m.YQR-ORD
11h 57m1 stop
C$ 450United Airlines
Find Deal
mar., 2 sep. - lun., 8 sep.
Air Canada Logo
8:40 a.m. - 6:13 p.m.ORD-YQR
10h 33m2 stops
Air Canada Logo
11:20 a.m. - 7:29 p.m.YQR-ORD
7h 09m1 stop
C$ 455Air Canada
Find Deal
mar., 23 sep. - mar., 30 sep.
Delta Logo
9:10 a.m. - 4:41 p.m.ORD-YQR
8h 31m2 stops
Delta Logo
10:15 a.m. - 5:04 p.m.YQR-ORD
5h 49m1 stop
C$ 616Delta
Find Deal
mié., 24 sep. - mié., 1 oct.

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
23 Sep
ORD12:00 p.m.Chicago O'Hare Intl
7h 13m
1 stop
YQR6:13 p.m.Regina
1 Oct
YQR11:25 a.m.Regina
7h 04m
1 stop
ORD7:29 p.m.Chicago O'Hare Intl
C$ 447
Find similar
Air Canada
23 Sep
ORD8:40 a.m.Chicago O'Hare Intl
10h 33m
2 stops
YQR6:13 p.m.Regina
30 Sep
YQR11:20 a.m.Regina
7h 09m
1 stop
ORD7:29 p.m.Chicago O'Hare Intl
C$ 455
Find similar
Air Canada
23 Sep
ORD12:00 p.m.Chicago O'Hare Intl
7h 13m
1 stop
YQR6:13 p.m.Regina
29 Sep
YQR7:15 p.m.Regina
13h 36m
2 stops
ORD9:51 a.m.Chicago O'Hare Intl
C$ 487
Find similar

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
3 Oct
ORD5:30 p.m.Chicago O'Hare Intl
8h 47m
1 stop
YQR1:17 a.m.Regina
5 Oct
YQR6:55 a.m.Regina
8h 48m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
C$ 308
Find similar
WestJet
10 Oct
ORD5:30 p.m.Chicago O'Hare Intl
24h 24m
2 stops
YQR4:54 p.m.Regina
13 Oct
YQR6:55 a.m.Regina
8h 48m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
C$ 330
Find similar
WestJet
11 Oct
ORD1:40 p.m.Chicago O'Hare Intl
28h 14m
1 stop
YQR4:54 p.m.Regina
13 Oct
YQR6:55 a.m.Regina
8h 48m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
C$ 334
Find similar

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 7 agosto 2025.
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

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

vie. 3/10

5:30 p.m.-1:17 a.m.

1 stop8h 47m

Regina

dom. 5/10

6:55 a.m.-4:43 p.m.

1 stop8h 48m

C$ 308

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

vie. 10/10

5:30 p.m.-4:54 p.m.

2 stops24h 24m

Regina

lun. 13/10

6:55 a.m.-4:43 p.m.

1 stop8h 48m

C$ 330

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

sáb. 11/10

1:40 p.m.-4:54 p.m.

1 stop28h 14m

Regina

lun. 13/10

6:55 a.m.-4:43 p.m.

1 stop8h 48m

C$ 334

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

sáb. 11/10

5:30 p.m.-9:30 a.m.

2 stops17h 00m

Regina

lun. 13/10

6:55 a.m.-4:43 p.m.

1 stop8h 48m

C$ 354

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mié. 3/9

5:30 p.m.-11:01 p.m.

1 stop6h 31m

Regina

dom. 7/9

11:45 a.m.-11:59 p.m.

2 stops11h 14m

C$ 409

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mié. 3/9

5:30 p.m.-1:06 a.m.

1 stop8h 36m

Regina

lun. 8/9

6:55 a.m.-10:40 p.m.

2 stops14h 45m

C$ 415

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mar. 23/9

12:00 p.m.-6:13 p.m.

1 stop7h 13m

Regina

mié. 1/10

11:25 a.m.-7:29 p.m.

1 stop7h 04m

C$ 447

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mar. 2/9

2:53 p.m.-9:36 p.m.

1 stop7h 43m

Regina

lun. 8/9

9:45 a.m.-10:42 p.m.

1 stop11h 57m

C$ 450

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mar. 23/9

8:40 a.m.-6:13 p.m.

2 stops10h 33m

Regina

mar. 30/9

11:20 a.m.-7:29 p.m.

1 stop7h 09m

C$ 455

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mié. 24/9

9:10 a.m.-4:41 p.m.

2 stops8h 31m

Regina

mié. 1/10

10:15 a.m.-5:04 p.m.

1 stop5h 49m

C$ 616

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest time of day to depart on your flight to Regina?

According to our data, the cheapest time of day to fly to Regina is in the afternoon. momondo users have found flights departing from Chicago O'Hare Intl Airport to Regina in the afternoon for as low as C$ 609. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around C$ 909. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Best price found

C$ 323

Fastest flight time

6h 31m

Direct flights

None

Airports in Regina

1 airport
The best one-way flight to Regina from Chicago O'Hare Intl Airport in the past 72 hours is C$ 323. The best round-trip flight deal from Chicago O'Hare Intl Airport to Regina found on momondo in the last 72 hours is C$ 308.
The fastest flight from Chicago O'Hare Intl Airport to Regina takes 6h 31m
There are no direct flights from Chicago O'Hare Intl Airport to Regina. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Regina Airport.
There is 1 airport near Regina: Regina (YQR)
Search flight deals

  • 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 6h 31m.

  • 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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