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Cheap flights from Chicago O'Hare Intl Airport to Regina from C$ 238

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 7/8. 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

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
7:00 a.m. - 4:40 p.m.
YQR
-
ORD
8h 40m
1 stop
C$ 451WestJet
Tue, 2 Jun - Mon, 8 Jun
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$ 453WestJet
Wed, 27 May - Fri, 29 May
United Airlines Logo
6:00 a.m. - 9:30 p.m.
ORD
-
YQR
16h 30m
1 stop
United Airlines Logo
9:45 a.m. - 10:49 p.m.
YQR
-
ORD
12h 04m
1 stop
C$ 473United Airlines
Wed, 27 May - Fri, 29 May
Multiple Airlines Logo
8:19 p.m. - 5:20 p.m.
ORD
-
YQR
22h 01m
1 stop
Multiple Airlines Logo
7:00 a.m. - 5:24 p.m.
YQR
-
ORD
9h 24m
2 stops
C$ 485Multiple Airlines
Thu, 11 Jun - Wed, 1 Jul
Multiple Airlines Logo
8:19 p.m. - 5:20 p.m.
ORD
-
YQR
22h 01m
1 stop
Multiple Airlines Logo
10:45 a.m. - 5:24 p.m.
YQR
-
ORD
5h 39m
1 stop
C$ 488Multiple Airlines
Thu, 11 Jun - Wed, 1 Jul
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
11:50 a.m. - 4:40 p.m.
YQR
-
ORD
27h 50m
2 stops
C$ 528WestJet
Tue, 2 Jun - Mon, 8 Jun
Multiple Airlines Logo
9:37 p.m. - 5:20 p.m.
ORD
-
YQR
20h 43m
2 stops
Multiple Airlines Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
C$ 535Multiple Airlines
Tue, 26 May - Mon, 1 Jun
Multiple Airlines Logo
6:25 p.m. - 5:20 p.m.
ORD
-
YQR
23h 55m
1 stop
Multiple Airlines Logo
10:45 a.m. - 7:09 p.m.
YQR
-
ORD
7h 24m
1 stop
C$ 550Multiple Airlines
Thu, 18 Jun - Sun, 21 Jun
Multiple Airlines Logo
9:37 p.m. - 5:20 p.m.
ORD
-
YQR
20h 43m
2 stops
Multiple Airlines Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
C$ 554Multiple Airlines
Wed, 27 May - Mon, 1 Jun
Air Canada Logo
8:35 p.m. - 9:02 a.m.
ORD
-
YQR
13h 27m
1 stop
Air Canada Logo
5:45 a.m. - 8:08 p.m.
YQR
-
ORD
13h 23m
2 stops
C$ 556Air Canada
Wed, 27 May - Fri, 29 May

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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
2 Jun
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
8 Jun
YQR7:00 a.m.Regina
8h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 451
WestJet
27 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
29 May
YQR8:35 a.m.Regina
7h 05m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 453
WestJet
2 Jun
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
8 Jun
YQR11:50 a.m.Regina
27h 50m
2 stops
ORD4:40 p.m.Chicago O'Hare Intl
C$ 528

United Airlines flights from Chicago O'Hare Intl Airport to Regina

Our best United Airlines deals on Chicago O'Hare Intl Airport to Regina flight tickets
United Airlines
27 May
ORD6:00 a.m.Chicago O'Hare Intl
16h 30m
1 stop
YQR9:30 p.m.Regina
29 May
YQR9:45 a.m.Regina
12h 04m
1 stop
ORD10:49 p.m.Chicago O'Hare Intl
C$ 473
United Airlines
27 May
ORD7:05 a.m.Chicago O'Hare Intl
15h 25m
1 stop
YQR9:30 p.m.Regina
1 Jun
YQR9:45 a.m.Regina
8h 06m
1 stop
ORD6:51 p.m.Chicago O'Hare Intl
C$ 648
United Airlines
27 May
ORD6:00 a.m.Chicago O'Hare Intl
16h 30m
1 stop
YQR9:30 p.m.Regina
29 May
YQR9:45 a.m.Regina
8h 06m
1 stop
ORD6:51 p.m.Chicago O'Hare Intl
C$ 678

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 6 May 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

Tue 2/6

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

1 stop8h 40m

Regina

Mon 8/6

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

1 stop8h 40m

C$ 451
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

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

1 stop8h 40m

Regina

Fri 29/5

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

1 stop7h 05m

C$ 453

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

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

1 stop16h 30m

Regina

Fri 29/5

9:45 a.m.-10:49 p.m.

1 stop12h 04m

C$ 473

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 11/6

8:19 p.m.-5:20 p.m.

1 stop22h 01m

Regina

Wed 1/7

7:00 a.m.-5:24 p.m.

2 stops9h 24m

C$ 485

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 11/6

8:19 p.m.-5:20 p.m.

1 stop22h 01m

Regina

Wed 1/7

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

1 stop5h 39m

C$ 488

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 2/6

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

1 stop8h 40m

Regina

Mon 8/6

11:50 a.m.-4:40 p.m.

2 stops27h 50m

C$ 528

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 26/5

9:37 p.m.-5:20 p.m.

2 stops20h 43m

Regina

Mon 1/6

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

1 stop7h 05m

C$ 535

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 18/6

6:25 p.m.-5:20 p.m.

1 stop23h 55m

Regina

Sun 21/6

10:45 a.m.-7:09 p.m.

1 stop7h 24m

C$ 550

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

9:37 p.m.-5:20 p.m.

2 stops20h 43m

Regina

Mon 1/6

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

1 stop7h 05m

C$ 554

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

8:35 p.m.-9:02 a.m.

1 stop13h 27m

Regina

Fri 29/5

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

2 stops13h 23m

C$ 556

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 cheapest month to fly to Regina?

In general, January 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 January, then May is your next best option. Flight prices from Chicago O'Hare Intl Airport to Regina during May average around C$ 424.

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

5h 50m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Regina takes 5h 50m
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 5h 50m.

  • 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.

Travelling to a place near Regina?

Book flights to Regina if you plan to visit one of these locations
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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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