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Cheap flights from Chicago to Regina from $237

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.
Air Canada Logo
8:40 pm - 10:43 amORD  Chicago O'Hare Intl-YQR Regina
14h 03m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$508Air Canada
Fri, Nov 20 - Tue, Nov 24
Air Canada Logo
10:15 am - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
13h 12m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$508Air Canada
Wed, Nov 18 - Tue, Nov 24
Air Canada Logo
8:45 am - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
14h 42m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$508Air Canada
Thu, Nov 19 - Tue, Nov 24
Air Canada Logo
10:15 am - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
13h 12m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$508Air Canada
Thu, Nov 19 - Mon, Nov 23
Air Canada Logo
8:45 am - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
14h 42m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 3:02 pmYQR  Regina-ORD Chicago O'Hare Intl
10h 02m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$516Air Canada
Thu, Nov 19 - Tue, Nov 24
Multiple Airlines Logo
6:16 am - 11:40 pmMDW  Chicago Midway-YQR Regina
17h 24m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:10 pm - 1:33 pmYQR  Regina-MDW Chicago Midway
16h 23m2 stops Calgary Atlanta Hartsfield-Jackson
$594Multiple Airlines
Thu, Nov 12 - Thu, Nov 19
Multiple Airlines Logo
6:16 am - 7:40 amMDW  Chicago Midway-YQR Regina
25h 24m3 stops Atlanta Hartsfield-Jackson Calgary Edmonton
Multiple Airlines Logo
9:10 pm - 1:33 pmYQR  Regina-MDW Chicago Midway
16h 23m2 stops Calgary Atlanta Hartsfield-Jackson
$634Multiple Airlines
Thu, Nov 12 - Thu, Nov 19
Delta Logo
10:34 am - 6:40 pmMDW  Chicago Midway-YQR Regina
8h 06m1 stop Minneapolis St Paul
Delta Logo
5:35 am - 4:39 pmYQR  Regina-MDW Chicago Midway
11h 04m2 stops Calgary Minneapolis St Paul
$664Delta
Sat, Nov 14 - Sat, Nov 21
Delta Logo
6:00 am - 6:40 pmMDW  Chicago Midway-YQR Regina
12h 40m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
5:35 am - 4:39 pmYQR  Regina-MDW Chicago Midway
11h 04m2 stops Calgary Minneapolis St Paul
$674Delta
Sat, Nov 14 - Sat, Nov 21
Delta Logo
10:34 am - 6:40 pmMDW  Chicago Midway-YQR Regina
8h 06m1 stop Minneapolis St Paul
Delta Logo
5:35 am - 4:39 pmYQR  Regina-MDW Chicago Midway
11h 04m2 stops Calgary Minneapolis St Paul
$806Delta
Thu, Nov 12 - Thu, Nov 19

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Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets
Delta
Nov 18
ORD6:49 amChicago O'Hare Intl
11h 51m
2 stops
YQR6:40 pmRegina
Nov 24
YQR7:00 amRegina
13h 17m
2 stops
ORD8:17 pmChicago O'Hare Intl
$607
Delta
Nov 14
MDW10:34 amChicago Midway
8h 06m
1 stop
YQR6:40 pmRegina
Nov 21
YQR5:35 amRegina
11h 04m
2 stops
MDW4:39 pmChicago Midway
$664
Delta
Nov 14
ORD6:49 amChicago O'Hare Intl
11h 51m
2 stops
YQR6:40 pmRegina
Nov 21
YQR5:35 amRegina
9h 20m
2 stops
ORD2:55 pmChicago O'Hare Intl
$674

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
Nov 19
ORD8:45 amChicago O'Hare Intl
14h 42m
1 stop
YQR11:27 pmRegina
Nov 24
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$508
Air Canada
Nov 18
ORD3:40 pmChicago O'Hare Intl
19h 03m
2 stops
YQR10:43 amRegina
Nov 24
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$516
Air Canada
Nov 19
ORD8:45 amChicago O'Hare Intl
14h 42m
1 stop
YQR11:27 pmRegina
Nov 24
YQR5:00 amRegina
10h 02m
2 stops
ORD3:02 pmChicago O'Hare Intl
$517

momondo Fare Finder

 
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

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Fri 11/20

8:40 pm-10:43 am

1 stop14h 03m

Regina

Tue 11/24

5:00 am-1:13 pm

1 stop8h 13m

$508

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Wed 11/18

10:15 am-11:27 pm

1 stop13h 12m

Regina

Tue 11/24

5:00 am-1:13 pm

1 stop8h 13m

$508

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 11/19

8:45 am-11:27 pm

1 stop14h 42m

Regina

Tue 11/24

5:00 am-1:13 pm

1 stop8h 13m

$508

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 11/19

10:15 am-11:27 pm

1 stop13h 12m

Regina

Mon 11/23

5:00 am-1:13 pm

1 stop8h 13m

$508

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 11/19

8:45 am-11:27 pm

1 stop14h 42m

Regina

Tue 11/24

5:00 am-3:02 pm

2 stops10h 02m

$516

ChicagoRegina

MDW Chicago Midway - YQR Regina

MDWYQR

Chicago Midway

Thu 11/12

6:16 am-11:40 pm

2 stops17h 24m

Regina

Thu 11/19

9:10 pm-1:33 pm

2 stops16h 23m

$594

ChicagoRegina

MDW Chicago Midway - YQR Regina

MDWYQR

Chicago Midway

Thu 11/12

6:16 am-7:40 am

3 stops25h 24m

Regina

Thu 11/19

9:10 pm-1:33 pm

2 stops16h 23m

$634
Quickest round-trip

ChicagoRegina

MDW Chicago Midway - YQR Regina

MDWYQR

Chicago Midway

Sat 11/14

10:34 am-6:40 pm

1 stop8h 06m

Regina

Sat 11/21

5:35 am-4:39 pm

2 stops11h 04m

$664

ChicagoRegina

MDW Chicago Midway - YQR Regina

MDWYQR

Chicago Midway

Sat 11/14

6:00 am-6:40 pm

2 stops12h 40m

Regina

Sat 11/21

5:35 am-4:39 pm

2 stops11h 04m

$674

ChicagoRegina

MDW Chicago Midway - YQR Regina

MDWYQR

Chicago Midway

Thu 11/12

10:34 am-6:40 pm

1 stop8h 06m

Regina

Thu 11/19

5:35 am-4:39 pm

2 stops11h 04m

$806

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 airline that flies from Chicago to Regina?

Air Canada, Delta, and United Airlines are the most popular carriers operating from Chicago to Regina

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

Best Price Found

$237

Fastest flight time

6h 21m

Direct flights

None
The best one-way flight to Regina from Chicago in the past 72 hours is $237. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is $508.
The fastest flight from Chicago to Regina takes 6h 21m
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 6h 21m 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
United AirlinesPriceFrom $213Free CancellationRating
7.4
10,261 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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