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Cheap flights from Chicago to Regina from C$ 771

1 adult
1 adult, Economy, 0 bags

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 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
8h 45m1 stop Minneapolis St Paul
Multiple Airlines Logo
11:50 a.m. - 10:00 p.m.YQR  Regina-ORD Chicago O'Hare Intl
10h 10m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
C$ 771Multiple Airlines
Sat, 28 Nov - Sat, 5 Dec
Multiple Airlines Logo
3:55 p.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
26h 45m3 stops Atlanta Hartsfield-Jackson Dallas/Fort Worth Minneapolis St Paul
Multiple Airlines Logo
11:30 a.m. - 7:54 a.m.YQR  Regina-ORD Chicago O'Hare Intl
20h 24m3 stops Calgary Phoenix Sky Harbor Intl Dallas/Fort Worth
C$ 834Multiple Airlines
Tue, 1 Dec - Thu, 3 Dec
Multiple Airlines Logo
10:55 a.m. - 5:39 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 44m1 stop Denver Intl
Multiple Airlines Logo
5:00 a.m. - 1:13 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
C$ 862Multiple Airlines
Thu, 26 Nov - Thu, 3 Dec
Air Canada Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 a.m. - 1:13 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
C$ 866Air Canada
Wed, 24 Feb - Sat, 27 Feb
Air Canada Logo
4:40 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 47m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 a.m. - 1:13 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
C$ 868Air Canada
Sat, 28 Nov - Sat, 5 Dec
Air Canada Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 a.m. - 7:52 p.m.YQR  Regina-ORD Chicago O'Hare Intl
14h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
C$ 879Air Canada
Wed, 24 Feb - Sat, 27 Feb
Air Canada Logo
8:40 p.m. - 10:43 a.m.ORD  Chicago O'Hare Intl-YQR Regina
14h 03m1 stop Toronto Pearson Intl
Air Canada Logo
5:00 a.m. - 1:13 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
C$ 902Air Canada
Thu, 26 Nov - Thu, 3 Dec
Multiple Airlines Logo
6:21 a.m. - 3:50 p.m.ORD  Chicago O'Hare Intl-YQR Regina
33h 29m3 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl Calgary
Multiple Airlines Logo
9:10 p.m. - 5:40 p.m.YQR  Regina-ORD Chicago O'Hare Intl
20h 30m2 stops Calgary Toronto Pearson Intl
C$ 906Multiple Airlines
Tue, 1 Dec - Thu, 3 Dec
Multiple Airlines Logo
5:15 a.m. - 1:20 a.m.ORD  Chicago O'Hare Intl-YQR Regina
20h 05m3 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl Calgary
Multiple Airlines Logo
4:25 p.m. - 1:29 p.m.YQR  Regina-ORD Chicago O'Hare Intl
21h 04m2 stops Calgary Phoenix Sky Harbor Intl
C$ 912Multiple Airlines
Thu, 26 Nov - Thu, 3 Dec
Air Canada Logo
3:40 p.m. - 10:43 a.m.ORD  Chicago O'Hare Intl-YQR Regina
19h 03m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
5:00 a.m. - 1:13 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
C$ 913Air Canada
Thu, 26 Nov - Thu, 3 Dec

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Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
24 Feb
ORD4:30 p.m.Chicago O'Hare Intl
6h 57m
1 stop
YQR11:27 p.m.Regina
27 Feb
YQR5:00 a.m.Regina
8h 13m
1 stop
ORD1:13 p.m.Chicago O'Hare Intl
C$ 866
Air Canada
28 Nov
ORD4:40 p.m.Chicago O'Hare Intl
6h 47m
1 stop
YQR11:27 p.m.Regina
5 Dec
YQR5:00 a.m.Regina
8h 13m
1 stop
ORD1:13 p.m.Chicago O'Hare Intl
C$ 868
Air Canada
24 Feb
ORD4:30 p.m.Chicago O'Hare Intl
6h 57m
1 stop
YQR11:27 p.m.Regina
27 Feb
YQR5:00 a.m.Regina
14h 52m
2 stops
ORD7:52 p.m.Chicago O'Hare Intl
C$ 879

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets
WestJet
1 Dec
ORD6:20 a.m.Chicago O'Hare Intl
12h 20m
1 stop
YQR6:40 p.m.Regina
3 Dec
YQR8:15 a.m.Regina
13h 41m
2 stops
ORD9:56 p.m.Chicago O'Hare Intl
C$ 1,034
WestJet
26 Nov
ORD10:45 a.m.Chicago O'Hare Intl
14h 35m
2 stops
YQR1:20 a.m.Regina
3 Dec
YQR9:10 p.m.Regina
19h 56m
2 stops
ORD5:06 p.m.Chicago O'Hare Intl
C$ 1,112
WestJet
24 Feb
ORD1:29 p.m.Chicago O'Hare Intl
11h 51m
2 stops
YQR1:20 a.m.Regina
27 Feb
YQR7:00 a.m.Regina
13h 31m
2 stops
ORD8:31 p.m.Chicago O'Hare Intl
C$ 1,169

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

Sat 28/11

9:55 a.m.-6:40 p.m.

1 stop8h 45m

Regina

Sat 5/12

11:50 a.m.-10:00 p.m.

2 stops10h 10m

C$ 771

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 1/12

3:55 p.m.-6:40 p.m.

3 stops26h 45m

Regina

Thu 3/12

11:30 a.m.-7:54 a.m.

3 stops20h 24m

C$ 834
Quickest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 26/11

10:55 a.m.-5:39 p.m.

1 stop6h 44m

Regina

Thu 3/12

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 862

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Wed 24/2

4:30 p.m.-11:27 p.m.

1 stop6h 57m

Regina

Sat 27/2

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 866

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sat 28/11

4:40 p.m.-11:27 p.m.

1 stop6h 47m

Regina

Sat 5/12

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 868

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Wed 24/2

4:30 p.m.-11:27 p.m.

1 stop6h 57m

Regina

Sat 27/2

5:00 a.m.-7:52 p.m.

2 stops14h 52m

C$ 879

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 26/11

8:40 p.m.-10:43 a.m.

1 stop14h 03m

Regina

Thu 3/12

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 902

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 1/12

6:21 a.m.-3:50 p.m.

3 stops33h 29m

Regina

Thu 3/12

9:10 p.m.-5:40 p.m.

2 stops20h 30m

C$ 906

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 26/11

5:15 a.m.-1:20 a.m.

3 stops20h 05m

Regina

Thu 3/12

4:25 p.m.-1:29 p.m.

2 stops21h 04m

C$ 912

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 26/11

3:40 p.m.-10:43 a.m.

2 stops19h 03m

Regina

Thu 3/12

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 913

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

C$ 771

Fastest flight time

9h 10m

Direct flights

None
The best flight deal from Chicago to Regina found on momondo in the last 72 hours is C$ 771
The fastest flight from Chicago to Regina takes 9h 10m
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?

    There are 1611.7 km between Chicago and Regina. Flights usually cover this in 9h 10m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago to Regina Airport are updated daily.

  • How old do you have to be to fly from Chicago to Regina Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for 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.

Frequently asked questions about flying from Chicago to Regina

  • How do I get Price Alerts for flights from Chicago to Regina?

    Price Alerts will notify you by email when the price for flights to Regina from Chicago decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Chicago to Regina with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

Travelling 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?

Yes. All flights to Regina from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Regina from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Regina from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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