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Cheap flights from Chicago O'Hare Intl Airport to Regina from $160

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 5/5. 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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0 bags

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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 pm - 11:20 pm
ORD
-
YQR
6h 50m
1 stop
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
$243WestJet
Wed, May 27 - Sat, May 30
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
$282WestJet
Wed, May 27 - Sat, May 30
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
WestJet Logo
7:00 am - 4:40 pm
YQR
-
ORD
8h 40m
1 stop
$283WestJet
Wed, May 27 - Sat, May 30
WestJet Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
WestJet Logo
8:20 pm - 4:40 pm
YQR
-
ORD
19h 20m
2 stops
$342WestJet
Wed, May 27 - Sat, May 30
Multiple Airlines Logo
7:30 am - 6:31 pm
ORD
-
YQR
12h 01m
1 stop
Multiple Airlines Logo
8:45 pm - 1:35 pm
YQR
-
ORD
15h 50m
1 stop
$364Multiple Airlines
Sun, Mar 22 - Sun, Mar 29
Air Canada Logo
8:45 am - 7:07 pm
ORD
-
YQR
11h 22m
2 stops
Air Canada Logo
5:45 am - 8:08 pm
YQR
-
ORD
13h 23m
2 stops
$388Air Canada
Wed, May 27 - Sat, May 30
WestJet Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
9:00 pm - 4:43 pm
YQR
-
ORD
18h 43m
1 stop
$415WestJet
Fri, Jun 19 - Sun, Jun 21
Multiple Airlines Logo
7:30 am - 8:10 pm
ORD
-
YQR
13h 40m
3 stops
Multiple Airlines Logo
7:20 pm - 1:35 pm
YQR
-
ORD
17h 15m
1 stop
$421Multiple Airlines
Sun, Mar 22 - Sun, Mar 29
WestJet Logo
5:30 pm - 7:45 pm
ORD
-
YQR
27h 15m
2 stops
WestJet Logo
9:00 pm - 4:43 pm
YQR
-
ORD
18h 43m
1 stop
$458WestJet
Fri, Jun 19 - Sun, Jun 21
Multiple Airlines Logo
7:30 am - 6:31 pm
ORD
-
YQR
12h 01m
1 stop
Multiple Airlines Logo
6:00 am - 9:26 pm
YQR
-
ORD
14h 26m
2 stops
$459Multiple Airlines
Sun, Mar 22 - Sun, Mar 29

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
May 27
ORD5:30 pmChicago O'Hare Intl
6h 50m
1 stop
YQR11:20 pmRegina
May 30
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$243
WestJet
May 27
ORD5:30 pmChicago O'Hare Intl
18h 45m
2 stops
YQR11:15 amRegina
May 30
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$282
WestJet
May 27
ORD5:30 pmChicago O'Hare Intl
18h 45m
2 stops
YQR11:15 amRegina
May 30
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$283

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
May 27
ORD8:45 amChicago O'Hare Intl
11h 22m
2 stops
YQR7:07 pmRegina
May 30
YQR5:45 amRegina
13h 23m
2 stops
ORD8:08 pmChicago O'Hare Intl
$388
Air Canada
Apr 9
ORD6:40 pmChicago O'Hare Intl
15h 52m
1 stop
YQR9:32 amRegina
Apr 13
YQR5:00 amRegina
7h 05m
1 stop
ORD1:05 pmChicago O'Hare Intl
$573
Air Canada
Apr 9
ORD6:40 pmChicago O'Hare Intl
15h 52m
1 stop
YQR9:32 amRegina
Apr 13
YQR5:00 amRegina
7h 05m
1 stop
ORD1:05 pmChicago O'Hare Intl
$574

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 832,500 searches. Data last updated February 5, 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

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 5/27

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Sat 5/30

7:00 am-4:40 pm

1 stop8h 40m

$243

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 5/27

5:30 pm-11:15 am

2 stops18h 45m

Regina

Sat 5/30

7:00 am-4:40 pm

1 stop8h 40m

$282

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 5/27

5:30 pm-11:15 am

2 stops18h 45m

Regina

Sat 5/30

7:00 am-4:40 pm

1 stop8h 40m

$283

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 5/27

5:30 pm-11:15 am

2 stops18h 45m

Regina

Sat 5/30

8:20 pm-4:40 pm

2 stops19h 20m

$342

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 3/22

7:30 am-6:31 pm

1 stop12h 01m

Regina

Sun 3/29

8:45 pm-1:35 pm

1 stop15h 50m

$364

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 5/27

8:45 am-7:07 pm

2 stops11h 22m

Regina

Sat 5/30

5:45 am-8:08 pm

2 stops13h 23m

$388

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 6/19

5:30 pm-1:10 am

1 stop8h 40m

Regina

Sun 6/21

9:00 pm-4:43 pm

1 stop18h 43m

$415

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 3/22

7:30 am-8:10 pm

3 stops13h 40m

Regina

Sun 3/29

7:20 pm-1:35 pm

1 stop17h 15m

$421

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 6/19

5:30 pm-7:45 pm

2 stops27h 15m

Regina

Sun 6/21

9:00 pm-4:43 pm

1 stop18h 43m

$458

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 3/22

7:30 am-6:31 pm

1 stop12h 01m

Regina

Sun 3/29

6:00 am-9:26 pm

2 stops14h 26m

$459

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 airline that flies from Chicago O'Hare Intl to Regina?

United Airlines, Air Canada, and WestJet are the most popular carriers operating from Chicago O'Hare Intl to Regina

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

7h 55m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Regina takes 7h 55m
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

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

    The distance between Chicago O'Hare Intl and Regina is about 986.1 mi. Flights usually cover this in 7h 55m, depending on flying conditions and air traffic around both airports.

  • 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 refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Regina Airport?

  • 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 required travel and health documents for your Regina Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Regina Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago O'Hare Intl Airport to Regina?

Best airlines flying from Chicago O'Hare Intl Airport to Regina

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Regina with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $284Free CancellationRating
7.4
9,241 reviews
Search United Airlines flights
WestJetPriceFrom $328Free CancellationRating
7.2
3,255 reviews
Search WestJet flights

Traveling to a place near Regina?

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Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Regina. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Chicago to Regina flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Regina from Chicago.

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

Of course. momondo tracks the price of Chicago to Regina flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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