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Cheap flights from Chicago to Regina from $234

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
9:55 am - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
8h 45m1 stop Minneapolis St Paul
Multiple Airlines Logo
11:50 am - 10:00 pmYQR  Regina-ORD Chicago O'Hare Intl
10h 10m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$542Multiple Airlines
Sat, Nov 28 - Sat, Dec 5
Multiple Airlines Logo
8:10 pm - 9:05 pmORD  Chicago O'Hare Intl-YQR Regina
24h 55m2 stops Minneapolis St Paul Edmonton
Multiple Airlines Logo
11:50 am - 6:50 pmYQR  Regina-ORD Chicago O'Hare Intl
7h 00m1 stop Minneapolis St Paul
$554Multiple Airlines
Sun, Dec 27 - Sun, Jan 3
Multiple Airlines Logo
8:10 pm - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
22h 30m1 stop Minneapolis St Paul
Multiple Airlines Logo
11:50 am - 6:50 pmYQR  Regina-ORD Chicago O'Hare Intl
7h 00m1 stop Minneapolis St Paul
$555Multiple Airlines
Sun, Dec 27 - Sun, Jan 3
Multiple Airlines Logo
3:55 pm - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
26h 45m3 stops Atlanta Hartsfield-Jackson Dallas/Fort Worth Minneapolis St Paul
Multiple Airlines Logo
11:30 am - 7:54 amYQR  Regina-ORD Chicago O'Hare Intl
20h 24m3 stops Calgary Phoenix Sky Harbor Intl Dallas/Fort Worth
$586Multiple Airlines
Tue, Dec 1 - Thu, Dec 3
Multiple Airlines Logo
10:55 am - 5:39 pmORD  Chicago O'Hare Intl-YQR Regina
6h 44m1 stop Denver Intl
Multiple Airlines Logo
5:00 am - 1:13 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
$606Multiple Airlines
Thu, Nov 26 - Thu, Dec 3
Air Canada Logo
4:30 pm - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 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
$609Air Canada
Wed, Feb 24 - Sat, Feb 27
Air Canada Logo
4:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 47m1 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
$610Air Canada
Sat, Nov 28 - Sat, Dec 5
Air Canada Logo
4:30 pm - 11:27 pmORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 am - 7:52 pmYQR  Regina-ORD Chicago O'Hare Intl
14h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$618Air Canada
Wed, Feb 24 - Sat, Feb 27
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
$634Air Canada
Thu, Nov 26 - Thu, Dec 3
Multiple Airlines Logo
6:21 am - 3:50 pmORD  Chicago O'Hare Intl-YQR Regina
33h 29m3 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl Calgary
Multiple Airlines Logo
9:10 pm - 5:40 pmYQR  Regina-ORD Chicago O'Hare Intl
20h 30m2 stops Calgary Toronto Pearson Intl
$637Multiple Airlines
Tue, Dec 1 - Thu, Dec 3

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Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
Feb 24
ORD4:30 pmChicago O'Hare Intl
6h 57m
1 stop
YQR11:27 pmRegina
Feb 27
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$609
Air Canada
Nov 28
ORD4:40 pmChicago O'Hare Intl
6h 47m
1 stop
YQR11:27 pmRegina
Dec 5
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$610
Air Canada
Feb 24
ORD4:30 pmChicago O'Hare Intl
6h 57m
1 stop
YQR11:27 pmRegina
Feb 27
YQR5:00 amRegina
14h 52m
2 stops
ORD7:52 pmChicago O'Hare Intl
$618

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets
WestJet
Dec 1
ORD6:20 amChicago O'Hare Intl
12h 20m
1 stop
YQR6:40 pmRegina
Dec 3
YQR8:15 amRegina
13h 41m
2 stops
ORD9:56 pmChicago O'Hare Intl
$727
WestJet
Nov 26
ORD10:45 amChicago O'Hare Intl
14h 35m
2 stops
YQR1:20 amRegina
Dec 3
YQR9:10 pmRegina
19h 56m
2 stops
ORD5:06 pmChicago O'Hare Intl
$782
WestJet
Feb 24
ORD1:29 pmChicago O'Hare Intl
11h 51m
2 stops
YQR1:20 amRegina
Feb 27
YQR7:00 amRegina
13h 37m
2 stops
ORD8:37 pmChicago O'Hare Intl
$798

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Regina that are best for you.

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Route

Depart

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Price

Cheapest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sat 11/28

9:55 am-6:40 pm

1 stop8h 45m

Regina

Sat 12/5

11:50 am-10:00 pm

2 stops10h 10m

$542

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sun 12/27

8:10 pm-9:05 pm

2 stops24h 55m

Regina

Sun 1/3

11:50 am-6:50 pm

1 stop7h 00m

$554

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sun 12/27

8:10 pm-6:40 pm

1 stop22h 30m

Regina

Sun 1/3

11:50 am-6:50 pm

1 stop7h 00m

$555

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 12/1

3:55 pm-6:40 pm

3 stops26h 45m

Regina

Thu 12/3

11:30 am-7:54 am

3 stops20h 24m

$586
Quickest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 11/26

10:55 am-5:39 pm

1 stop6h 44m

Regina

Thu 12/3

5:00 am-1:13 pm

1 stop8h 13m

$606

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Wed 2/24

4:30 pm-11:27 pm

1 stop6h 57m

Regina

Sat 2/27

5:00 am-1:13 pm

1 stop8h 13m

$609

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sat 11/28

4:40 pm-11:27 pm

1 stop6h 47m

Regina

Sat 12/5

5:00 am-1:13 pm

1 stop8h 13m

$610

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Wed 2/24

4:30 pm-11:27 pm

1 stop6h 57m

Regina

Sat 2/27

5:00 am-7:52 pm

2 stops14h 52m

$618

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 11/26

8:40 pm-10:43 am

1 stop14h 03m

Regina

Thu 12/3

5:00 am-1:13 pm

1 stop8h 13m

$634

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 12/1

6:21 am-3:50 pm

3 stops33h 29m

Regina

Thu 12/3

9:10 pm-5:40 pm

2 stops20h 30m

$637

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 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

Which airport is the most popular layover for flights between Chicago and Regina?

Denver (DEN) was the most common stop: 57% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Regina?

Flights via Calgary (YYC) offer the lowest average round-trip price of $502.

Which layover airport has the shortest travel time from Chicago to Regina?

Flights connecting via Toronto (YYZ) have the shortest average one-way travel time: 8h 22m.

Which layover airport has the shortest connection time from Chicago to Regina?

Toronto (YYZ) has the shortest average layover time for this route: 2h 25m.

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

$234

Fastest flight time

6h 57m

Direct flights

None
The best one-way flight to Regina from Chicago in the past 72 hours is $234. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is $542.
The fastest flight from Chicago to Regina takes 6h 57m
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 57m 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
7.3
10,486 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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