What is the cheapest airline that flies from Chicago to Regina?

United Airlines is the most popular carrier operating from Chicago to Regina

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.

C$ 174 Cheap Flights from Chicago to Regina in 2025/26

1 adult

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Round-trip

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Cheap round-trip flights

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8:45 p.m. - 10:39 a.m.

ORD

YQR

13h 54m1 stop

5:00 a.m. - 7:45 p.m.

YQR

ORD

14h 45m1 stop

C$ 458Air Canada

Fri, 23 Jan - Sun, 25 Jan

8:45 p.m. - 10:39 a.m.

ORD

YQR

13h 54m1 stop

5:00 a.m. - 3:10 p.m.

YQR

ORD

10h 10m1 stop

C$ 459Air Canada

Fri, 23 Jan - Sun, 25 Jan

12:53 p.m. - 10:51 p.m.

ORD

YQR

9h 58m1 stop

10:45 a.m. - 9:15 p.m.

YQR

ORD

10h 30m1 stop

C$ 464United Airlines

Tue, 3 Feb - Tue, 10 Feb

8:45 p.m. - 10:39 a.m.

ORD

YQR

13h 54m1 stop

5:00 a.m. - 3:10 p.m.

YQR

ORD

10h 10m1 stop

C$ 527Air Canada

Fri, 23 Jan - Sun, 25 Jan

7:20 a.m. - 3:51 p.m.

ORD

YQR

32h 31m3 stops

4:25 p.m. - 10:04 p.m.

YQR

ORD

29h 39m3 stops

C$ 537Multiple Airlines

Tue, 3 Feb - Tue, 10 Feb

9:15 p.m. - 10:39 a.m.

ORD

YQR

13h 24m1 stop

5:00 a.m. - 6:55 p.m.

YQR

ORD

13h 55m2 stops

C$ 577Air Canada

Fri, 23 Jan - Sun, 25 Jan

12:30 p.m. - 1:55 a.m.

ORD

YQR

13h 25m2 stops

11:35 a.m. - 5:55 p.m.

YQR

ORD

6h 20m1 stop

C$ 610Delta

Tue, 3 Feb - Tue, 10 Feb

5:30 a.m. - 6:31 p.m.

ORD

YQR

13h 01m2 stops

11:35 a.m. - 9:05 p.m.

YQR

ORD

9h 30m2 stops

C$ 624Delta

Tue, 3 Feb - Tue, 10 Feb

5:32 p.m. - 1:15 a.m.

ORD

YQR

31h 43m2 stops

12:15 p.m. - 10:04 p.m.

YQR

ORD

33h 49m3 stops

C$ 628Multiple Airlines

Tue, 3 Feb - Tue, 10 Feb

9:15 p.m. - 10:39 a.m.

ORD

YQR

13h 24m1 stop

5:00 a.m. - 6:55 p.m.

YQR

ORD

13h 55m2 stops

C$ 644Air Canada

Fri, 23 Jan - Sun, 25 Jan

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets

Air Canada

23 Jan

ORD8:45 p.m.Chicago O'Hare Intl

13h 54m

1 stop

YQR10:39 a.m.Regina

25 Jan

YQR5:00 a.m.Regina

14h 45m

1 stop

ORD7:45 p.m.Chicago O'Hare Intl

C$ 458

Find similar

Air Canada

23 Jan

ORD8:45 p.m.Chicago O'Hare Intl

13h 54m

1 stop

YQR10:39 a.m.Regina

25 Jan

YQR5:00 a.m.Regina

10h 10m

1 stop

ORD3:10 p.m.Chicago O'Hare Intl

C$ 459

Find similar

Air Canada

23 Jan

ORD8:45 p.m.Chicago O'Hare Intl

13h 54m

1 stop

YQR10:39 a.m.Regina

25 Jan

YQR5:00 a.m.Regina

10h 10m

1 stop

ORD3:10 p.m.Chicago O'Hare Intl

C$ 527

Find similar

Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets

Delta

3 Feb

ORD12:30 p.m.Chicago O'Hare Intl

13h 25m

2 stops

YQR1:55 a.m.Regina

10 Feb

YQR11:35 a.m.Regina

6h 20m

1 stop

ORD5:55 p.m.Chicago O'Hare Intl

C$ 610

Find similar

Delta

3 Feb

ORD5:30 a.m.Chicago O'Hare Intl

13h 01m

2 stops

YQR6:31 p.m.Regina

10 Feb

YQR11:35 a.m.Regina

9h 30m

2 stops

ORD9:05 p.m.Chicago O'Hare Intl

C$ 624

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 23/1

8:45 p.m.-10:39 a.m.

1 stop13h 54m

Regina

Sun 25/1

5:00 a.m.-7:45 p.m.

1 stop14h 45m

C$ 458

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 23/1

8:45 p.m.-10:39 a.m.

1 stop13h 54m

Regina

Sun 25/1

5:00 a.m.-3:10 p.m.

1 stop10h 10m

C$ 459

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 3/2

12:53 p.m.-10:51 p.m.

1 stop9h 58m

Regina

Tue 10/2

10:45 a.m.-9:15 p.m.

1 stop10h 30m

C$ 464

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 23/1

8:45 p.m.-10:39 a.m.

1 stop13h 54m

Regina

Sun 25/1

5:00 a.m.-3:10 p.m.

1 stop10h 10m

C$ 527

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 3/2

7:20 a.m.-3:51 p.m.

3 stops32h 31m

Regina

Tue 10/2

4:25 p.m.-10:04 p.m.

3 stops29h 39m

C$ 537

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 23/1

9:15 p.m.-10:39 a.m.

1 stop13h 24m

Regina

Sun 25/1

5:00 a.m.-6:55 p.m.

2 stops13h 55m

C$ 577

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 3/2

12:30 p.m.-1:55 a.m.

2 stops13h 25m

Regina

Tue 10/2

11:35 a.m.-5:55 p.m.

1 stop6h 20m

C$ 610

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 3/2

5:30 a.m.-6:31 p.m.

2 stops13h 01m

Regina

Tue 10/2

11:35 a.m.-9:05 p.m.

2 stops9h 30m

C$ 624

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 3/2

5:32 p.m.-1:15 a.m.

2 stops31h 43m

Regina

Tue 10/2

12:15 p.m.-10:04 p.m.

3 stops33h 49m

C$ 628

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 23/1

9:15 p.m.-10:39 a.m.

1 stop13h 24m

Regina

Sun 25/1

5:00 a.m.-6:55 p.m.

2 stops13h 55m

C$ 644

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

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

Prices

Airlines

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

According to our data, the cheapest time of day to fly to Regina is in the afternoon. momondo users have found flights departing from Chicago to Regina in the afternoon for as low as C$ 610. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around C$ 912. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 58m
Direct flights	None

The fastest flight from Chicago to Regina takes 9h 58m

There are no direct flights from Chicago to Regina. There are no popular flight routes from Chicago to Regina.

Search flight deals

How far is Chicago to Regina by plane?
There are 1611.7 km between Chicago and Regina. Flights usually cover this in 9h 58m, 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.

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.