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

WestJet, United Airlines, and Air Canada are the most popular carriers 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$ 120 Cheap Flights from Chicago to Regina in 2025/26

1 adult

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Find the cheapest flights from Chicago to Regina

Round-trip

One-way

Last minute

Cheap round-trip flights

7:10 a.m. - 9:51 p.m.ORD-YQR

15h 41m1 stop

10:45 a.m. - 10:50 p.m.YQR-ORD

12h 05m1 stop

C$ 311United Airlines

Find Deal

ven., 31 oct. - ven., 7 nov.

6:28 p.m. - 10:39 a.m.ORD-YQR

16h 11m1 stop

10:45 a.m. - 8:58 p.m.YQR-ORD

10h 13m1 stop

C$ 345United Airlines

Find Deal

jeu., 6 nov. - mar., 11 nov.

12:50 p.m. - 9:39 a.m.ORD-YQR

21h 49m2 stops

5:00 a.m. - 1:01 p.m.YQR-ORD

8h 01m1 stop

C$ 393Air Canada

Find Deal

jeu., 30 oct. - mar., 4 nov.

6:28 p.m. - 10:39 a.m.ORD-YQR

16h 11m1 stop

10:45 a.m. - 11:36 a.m.YQR-ORD

24h 51m2 stops

C$ 410United Airlines

Find Deal

jeu., 6 nov. - mar., 11 nov.

7:10 a.m. - 1:28 p.m.ORD-YQR

7h 18m1 stop

2:25 p.m. - 10:07 p.m.YQR-ORD

6h 42m1 stop

C$ 432Air Canada

Find Deal

mer., 8 oct. - mer., 15 oct.

2:20 p.m. - 10:32 a.m.ORD-YQR

44h 12m2 stops

11:45 a.m. - 7:08 p.m.YQR-ORD

7h 23m1 stop

C$ 433Multiple Airlines

Find Deal

ven., 12 déc. - jeu., 18 déc.

9:20 p.m. - 9:39 a.m.ORD-YQR

13h 19m1 stop

5:00 a.m. - 1:01 p.m.YQR-ORD

8h 01m1 stop

C$ 444Air Canada

Find Deal

jeu., 30 oct. - mar., 4 nov.

7:39 p.m. - 6:17 p.m.ORD-YQR

23h 38m1 stop

7:00 a.m. - 3:08 p.m.YQR-ORD

32h 08m2 stops

C$ 480Multiple Airlines

Find Deal

ven., 31 oct. - ven., 7 nov.

8:57 a.m. - 4:41 p.m.ORD-YQR

8h 44m1 stop

6:00 a.m. - 8:23 p.m.YQR-ORD

13h 23m2 stops

C$ 534Delta

Find Deal

mer., 8 oct. - mer., 15 oct.

10:30 a.m. - 11:59 p.m.ORD-YQR

14h 29m2 stops

6:00 a.m. - 8:23 p.m.YQR-ORD

13h 23m2 stops

C$ 582Delta

Find Deal

mer., 8 oct. - mer., 15 oct.

United Airlines flights from Chicago to Regina

Our best United Airlines deals on Chicago to Regina flight tickets

United Airlines

31 Oct

ORD7:10 a.m.Chicago O'Hare Intl

15h 41m

1 stop

YQR9:51 p.m.Regina

7 Nov

YQR10:45 a.m.Regina

12h 05m

1 stop

ORD10:50 p.m.Chicago O'Hare Intl

C$ 311

Find similar

United Airlines

6 Nov

ORD6:28 p.m.Chicago O'Hare Intl

16h 11m

1 stop

YQR10:39 a.m.Regina

11 Nov

YQR10:45 a.m.Regina

10h 13m

1 stop

ORD8:58 p.m.Chicago O'Hare Intl

C$ 345

Find similar

United Airlines

6 Nov

ORD6:28 p.m.Chicago O'Hare Intl

16h 11m

1 stop

YQR10:39 a.m.Regina

11 Nov

YQR10:45 a.m.Regina

24h 51m

2 stops

ORD11:36 a.m.Chicago O'Hare Intl

C$ 410

Find similar

Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets

Delta

8 Oct

ORD8:57 a.m.Chicago O'Hare Intl

8h 44m

1 stop

YQR4:41 p.m.Regina

15 Oct

YQR6:00 a.m.Regina

13h 23m

2 stops

ORD8:23 p.m.Chicago O'Hare Intl

C$ 534

Find similar

Delta

8 Oct

ORD10:30 a.m.Chicago O'Hare Intl

14h 29m

2 stops

YQR11:59 p.m.Regina

15 Oct

YQR6:00 a.m.Regina

13h 23m

2 stops

ORD8:23 p.m.Chicago O'Hare Intl

C$ 582

Find similar

Delta

30 Oct

ORD5:20 a.m.Chicago O'Hare Intl

14h 00m

2 stops

YQR6:20 p.m.Regina

4 Nov

YQR11:45 a.m.Regina

12h 13m

2 stops

ORD11:58 p.m.Chicago O'Hare Intl

C$ 841

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

ven. 31/10

7:10 a.m.-9:51 p.m.

1 stop15h 41m

Regina

ven. 7/11

10:45 a.m.-10:50 p.m.

1 stop12h 05m

C$ 311

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

jeu. 6/11

6:28 p.m.-10:39 a.m.

1 stop16h 11m

Regina

mar. 11/11

10:45 a.m.-8:58 p.m.

1 stop10h 13m

C$ 345

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

jeu. 30/10

12:50 p.m.-9:39 a.m.

2 stops21h 49m

Regina

mar. 4/11

5:00 a.m.-1:01 p.m.

1 stop8h 01m

C$ 393

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

jeu. 6/11

6:28 p.m.-10:39 a.m.

1 stop16h 11m

Regina

mar. 11/11

10:45 a.m.-11:36 a.m.

2 stops24h 51m

C$ 410

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mer. 8/10

7:10 a.m.-1:28 p.m.

1 stop7h 18m

Regina

mer. 15/10

2:25 p.m.-10:07 p.m.

1 stop6h 42m

C$ 432

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

ven. 12/12

2:20 p.m.-10:32 a.m.

2 stops44h 12m

Regina

jeu. 18/12

11:45 a.m.-7:08 p.m.

1 stop7h 23m

C$ 433

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

jeu. 30/10

9:20 p.m.-9:39 a.m.

1 stop13h 19m

Regina

mar. 4/11

5:00 a.m.-1:01 p.m.

1 stop8h 01m

C$ 444

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

ven. 31/10

7:39 p.m.-6:17 p.m.

1 stop23h 38m

Regina

ven. 7/11

7:00 a.m.-3:08 p.m.

2 stops32h 08m

C$ 480

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mer. 8/10

8:57 a.m.-4:41 p.m.

1 stop8h 44m

Regina

mer. 15/10

6:00 a.m.-8:23 p.m.

2 stops13h 23m

C$ 534

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mer. 8/10

10:30 a.m.-11:59 p.m.

2 stops14h 29m

Regina

mer. 15/10

6:00 a.m.-8:23 p.m.

2 stops13h 23m

C$ 582

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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$ 609. 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$ 909. 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

Direct flights	None

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 6h 48m, 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.