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Cheap flights from Chicago to Regina from $202

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 to Regina departing on 7/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Regina

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
Multiple Airlines Logo
10:45 am - 5:24 pm
YQR
-
ORD
5h 39m
1 stop
$430Multiple Airlines
Mon, Jul 20 - Mon, Jul 27
Multiple Airlines Logo
5:30 pm - 1:10 am
ORD
-
YQR
8h 40m
1 stop
Multiple Airlines Logo
10:45 am - 5:24 pm
YQR
-
ORD
5h 39m
1 stop
$470Multiple Airlines
Mon, Jul 20 - Mon, Jul 27
United Airlines Logo
1:30 pm - 9:30 pm
ORD
-
YQR
9h 00m
1 stop
United Airlines Logo
9:45 am - 12:44 am
YQR
-
ORD
13h 59m
1 stop
$505United Airlines
Thu, Jul 16 - Thu, Jul 23
Multiple Airlines Logo
5:30 pm - 11:15 am
ORD
-
YQR
18h 45m
2 stops
Multiple Airlines Logo
10:45 am - 5:24 pm
YQR
-
ORD
5h 39m
1 stop
$513Multiple Airlines
Mon, Jul 20 - Mon, Jul 27
Air Canada Logo
8:40 pm - 9:05 am
ORD
-
YQR
13h 25m
1 stop
Air Canada Logo
5:45 am - 2:55 pm
YQR
-
ORD
8h 10m
1 stop
$531Air Canada
Fri, Jul 3 - Mon, Jul 20
Air Canada Logo
9:50 am - 7:10 pm
ORD
-
YQR
10h 20m
1 stop
Air Canada Logo
5:45 am - 1:22 pm
YQR
-
ORD
6h 37m
1 stop
$534Air Canada
Sun, Jul 5 - Sun, Jul 12
Multiple Airlines Logo
5:30 pm - 11:55 am
ORD
-
YQR
19h 25m
2 stops
Multiple Airlines Logo
10:45 am - 5:24 pm
YQR
-
ORD
5h 39m
1 stop
$535Multiple Airlines
Mon, Jul 20 - Mon, Jul 27
Air Canada Logo
3:40 pm - 9:05 am
ORD
-
YQR
18h 25m
2 stops
Air Canada Logo
5:45 am - 2:55 pm
YQR
-
ORD
8h 10m
1 stop
$539Air Canada
Fri, Jul 3 - Mon, Jul 20
United Airlines Logo
4:12 pm - 9:30 pm
ORD
-
YQR
6h 18m
1 stop
United Airlines Logo
9:45 am - 6:46 pm
YQR
-
ORD
8h 01m
1 stop
$550United Airlines
Fri, Jul 3 - Sun, Jul 19
Multiple Airlines Logo
12:24 pm - 5:20 pm
ORD
-
YQR
5h 56m
1 stop
Multiple Airlines Logo
10:45 am - 8:52 pm
YQR
-
ORD
33h 07m
2 stops
$557Multiple Airlines
Wed, Jul 22 - Wed, Jul 29

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United Airlines flights from Chicago to Regina

Our best United Airlines deals on Chicago to Regina flight tickets
United Airlines
Jul 16
ORD1:30 pmChicago O'Hare Intl
9h 00m
1 stop
YQR9:30 pmRegina
Jul 23
YQR9:45 amRegina
13h 59m
1 stop
ORD12:44 amChicago O'Hare Intl
$505
United Airlines
Jul 3
ORD4:12 pmChicago O'Hare Intl
6h 18m
1 stop
YQR9:30 pmRegina
Jul 19
YQR9:45 amRegina
8h 01m
1 stop
ORD6:46 pmChicago O'Hare Intl
$550
United Airlines
Jul 3
ORD1:30 pmChicago O'Hare Intl
9h 00m
1 stop
YQR9:30 pmRegina
Jul 20
YQR2:15 pmRegina
6h 50m
1 stop
ORD10:05 pmChicago O'Hare Intl
$589

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
Jul 3
ORD8:40 pmChicago O'Hare Intl
13h 25m
1 stop
YQR9:05 amRegina
Jul 20
YQR5:45 amRegina
8h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
$531
Air Canada
Jul 5
ORD9:50 amChicago O'Hare Intl
10h 20m
1 stop
YQR7:10 pmRegina
Jul 12
YQR5:45 amRegina
6h 37m
1 stop
ORD1:22 pmChicago O'Hare Intl
$534
Air Canada
Jul 3
ORD3:40 pmChicago O'Hare Intl
18h 25m
2 stops
YQR9:05 amRegina
Jul 20
YQR5:45 amRegina
8h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
$539

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 June 10, 2026.
Use the filters below to find and compare flights from Chicago to Regina that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 7/20

5:30 pm-1:10 am

1 stop8h 40m

Regina

Mon 7/27

10:45 am-5:24 pm

1 stop5h 39m

$430

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 7/20

5:30 pm-1:10 am

1 stop8h 40m

Regina

Mon 7/27

10:45 am-5:24 pm

1 stop5h 39m

$470

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 7/16

1:30 pm-9:30 pm

1 stop9h 00m

Regina

Thu 7/23

9:45 am-12:44 am

1 stop13h 59m

$505

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 7/20

5:30 pm-11:15 am

2 stops18h 45m

Regina

Mon 7/27

10:45 am-5:24 pm

1 stop5h 39m

$513

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 7/3

8:40 pm-9:05 am

1 stop13h 25m

Regina

Mon 7/20

5:45 am-2:55 pm

1 stop8h 10m

$531

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 7/5

9:50 am-7:10 pm

1 stop10h 20m

Regina

Sun 7/12

5:45 am-1:22 pm

1 stop6h 37m

$534

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 7/20

5:30 pm-11:55 am

2 stops19h 25m

Regina

Mon 7/27

10:45 am-5:24 pm

1 stop5h 39m

$535

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 7/3

3:40 pm-9:05 am

2 stops18h 25m

Regina

Mon 7/20

5:45 am-2:55 pm

1 stop8h 10m

$539

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 7/3

4:12 pm-9:30 pm

1 stop6h 18m

Regina

Sun 7/19

9:45 am-6:46 pm

1 stop8h 01m

$550

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 7/22

12:24 pm-5:20 pm

1 stop5h 56m

Regina

Wed 7/29

10:45 am-8:52 pm

2 stops33h 07m

$557

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 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?

The month of January is another great option to travel to Regina, with average flight prices from Chicago averaging around $0.

When to book flights from Chicago to Regina

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

Cheap Chicago to Regina (CHI to YQR) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Regina

Fastest flight time

9h 00m

Direct flights

None
The fastest flight from Chicago to Regina takes 9h 00m
There are no direct flights from Chicago to Regina. There are no popular flight routes from Chicago to Regina.
Search flight deals

Frequently asked questions about flying from Chicago to Regina

  • How far is Chicago to Regina by plane?

    The straight-line distance from Chicago to Regina is 1001.4 mi. Typically, this will take 9h 00m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Regina Airport?

    Prices for flights from Chicago to Regina Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Regina Airport?

  • How old do you have to be to fly from Chicago 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 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.

Best airlines flying from Chicago to Regina

Compare and see reviews for airlines that fly from Chicago to Regina with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $137Free CancellationRating
7.9
8,396 reviews
Search Delta flights
United AirlinesPriceFrom $213Free CancellationRating
7.4
9,804 reviews
Search United Airlines flights

Traveling to a place near Regina?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Regina for you.

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

Flights from Chicago to Regina with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo helps you find the best flight between Chicago and Regina by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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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Fri 7/10
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