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Cheap flights from Chicago O'Hare Intl Airport to Regina from $253

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 1/4. 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
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
2:20 pm - 12:18 am
ORD
-
YQR
9h 58m1 stop
WestJet Logo
7:20 pm - 1:35 pm
YQR
-
ORD
17h 15m1 stop
$297WestJet
Fri, Mar 6 - Sun, Mar 8
WestJet Logo
2:20 pm - 11:41 am
ORD
-
YQR
21h 21m1 stop
WestJet Logo
10:05 am - 1:35 pm
YQR
-
ORD
26h 30m2 stops
$315WestJet
Fri, Mar 6 - Sun, Mar 8
Multiple Airlines Logo
2:00 pm - 11:19 pm
ORD
-
YQR
9h 19m1 stop
Multiple Airlines Logo
6:10 pm - 1:35 pm
YQR
-
ORD
19h 25m2 stops
$359Multiple Airlines
Thu, Feb 5 - Thu, Feb 12
Multiple Airlines Logo
2:00 pm - 11:19 pm
ORD
-
YQR
9h 19m1 stop
Multiple Airlines Logo
2:10 pm - 1:35 pm
YQR
-
ORD
23h 25m1 stop
$362Multiple Airlines
Thu, Feb 5 - Thu, Feb 12
Air Canada Logo
8:45 pm - 10:39 am
ORD
-
YQR
13h 54m1 stop
Air Canada Logo
5:00 am - 3:10 pm
YQR
-
ORD
10h 10m1 stop
$382Air Canada
Fri, Jan 23 - Sun, Jan 25
Air Canada Logo
8:45 pm - 10:39 am
ORD
-
YQR
13h 54m1 stop
Air Canada Logo
5:00 am - 3:10 pm
YQR
-
ORD
10h 10m1 stop
$393Air Canada
Fri, Jan 23 - Sun, Jan 25
Multiple Airlines Logo
8:43 pm - 1:15 am
ORD
-
YQR
28h 32m2 stops
Multiple Airlines Logo
6:10 pm - 1:35 pm
YQR
-
ORD
19h 25m2 stops
$461Multiple Airlines
Thu, Feb 5 - Thu, Feb 12
Air Canada Logo
9:15 pm - 10:39 am
ORD
-
YQR
13h 24m1 stop
Air Canada Logo
5:00 am - 6:55 pm
YQR
-
ORD
13h 55m2 stops
$467Air Canada
Fri, Jan 23 - Sun, Jan 25
WestJet Logo
2:20 pm - 9:32 am
ORD
-
YQR
43h 12m2 stops
WestJet Logo
5:10 pm - 1:35 pm
YQR
-
ORD
19h 25m2 stops
$475WestJet
Fri, Mar 6 - Sun, Mar 8
Air Canada Logo
9:15 pm - 10:39 am
ORD
-
YQR
13h 24m1 stop
Air Canada Logo
5:00 am - 6:55 pm
YQR
-
ORD
13h 55m2 stops
$478Air Canada
Fri, Jan 23 - Sun, Jan 25

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
Jan 23
ORD8:45 pmChicago O'Hare Intl
13h 54m
1 stop
YQR10:39 amRegina
Jan 25
YQR5:00 amRegina
10h 10m
1 stop
ORD3:10 pmChicago O'Hare Intl
$382
Find similar
Air Canada
Jan 23
ORD8:45 pmChicago O'Hare Intl
13h 54m
1 stop
YQR10:39 amRegina
Jan 25
YQR5:00 amRegina
10h 10m
1 stop
ORD3:10 pmChicago O'Hare Intl
$393
Find similar
Air Canada
Jan 23
ORD9:15 pmChicago O'Hare Intl
13h 24m
1 stop
YQR10:39 amRegina
Jan 25
YQR5:00 amRegina
13h 55m
2 stops
ORD6:55 pmChicago O'Hare Intl
$467
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
Mar 6
ORD2:20 pmChicago O'Hare Intl
9h 58m
1 stop
YQR12:18 amRegina
Mar 8
YQR7:20 pmRegina
17h 15m
1 stop
ORD1:35 pmChicago O'Hare Intl
$297
Find similar
WestJet
Mar 6
ORD2:20 pmChicago O'Hare Intl
21h 21m
1 stop
YQR11:41 amRegina
Mar 8
YQR10:05 amRegina
26h 30m
2 stops
ORD1:35 pmChicago O'Hare Intl
$315
Find similar
WestJet
Mar 6
ORD2:20 pmChicago O'Hare Intl
43h 12m
2 stops
YQR9:32 amRegina
Mar 8
YQR5:10 pmRegina
19h 25m
2 stops
ORD1:35 pmChicago O'Hare Intl
$475
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 832,500 searches. Data last updated December 23, 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

Fri 3/6

2:20 pm-12:18 am

1 stop9h 58m

Regina

Sun 3/8

7:20 pm-1:35 pm

1 stop17h 15m

$297

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 3/6

2:20 pm-11:41 am

1 stop21h 21m

Regina

Sun 3/8

10:05 am-1:35 pm

2 stops26h 30m

$315

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 2/5

2:00 pm-11:19 pm

1 stop9h 19m

Regina

Thu 2/12

6:10 pm-1:35 pm

2 stops19h 25m

$359

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 2/5

2:00 pm-11:19 pm

1 stop9h 19m

Regina

Thu 2/12

2:10 pm-1:35 pm

1 stop23h 25m

$362

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/23

8:45 pm-10:39 am

1 stop13h 54m

Regina

Sun 1/25

5:00 am-3:10 pm

1 stop10h 10m

$382

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/23

8:45 pm-10:39 am

1 stop13h 54m

Regina

Sun 1/25

5:00 am-3:10 pm

1 stop10h 10m

$393

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 2/5

8:43 pm-1:15 am

2 stops28h 32m

Regina

Thu 2/12

6:10 pm-1:35 pm

2 stops19h 25m

$461

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/23

9:15 pm-10:39 am

1 stop13h 24m

Regina

Sun 1/25

5:00 am-6:55 pm

2 stops13h 55m

$467

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 3/6

2:20 pm-9:32 am

2 stops43h 12m

Regina

Sun 3/8

5:10 pm-1:35 pm

2 stops19h 25m

$475

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/23

9:15 pm-10:39 am

1 stop13h 24m

Regina

Sun 1/25

5:00 am-6:55 pm

2 stops13h 55m

$478

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 cheapest day to depart on your flight to Regina?

The cheapest day to depart from Chicago O'Hare Intl Airport to Regina is on a Wednesday when prices can be found for as low as $348. Flights from Chicago O'Hare Intl Airport to Regina on a Sunday will generally be more expensive and average around $1,034. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Regina?

The cheapest time of day to fly to Regina is in the afternoon when flights can be purchased for as low as $283. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $576 on average. Flights to Regina from Chicago O'Hare Intl Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 15m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Regina takes 8h 15m
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 8h 15m, 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
9,107 reviews
Search United Airlines flights
WestJetPriceFrom $328Free CancellationRating
7.2
3,216 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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