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

WestJet 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 refresh daily.

How many operators does momondo search for flights from Chicago to Regina Airport?

As of September 2025, there are 2 operators available to choose from 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.

$144 Cheap Flights from Chicago to Regina in 2025/26

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Find the cheapest flights from Chicago to Regina

Round-trip

One-way

Last minute

Cheap round-trip flights

1:55 pm - 9:51 pmORD-YQR

8h 56m1 stop

5:00 am - 1:01 pmYQR-ORD

8h 01m1 stop

$222United Airlines

Find Deal

Thu, Oct 30 - Tue, Nov 4

7:10 am - 9:36 pmORD-YQR

15h 26m1 stop

11:25 am - 7:24 pmYQR-ORD

6h 59m1 stop

$237United Airlines

Find Deal

Wed, Oct 8 - Wed, Oct 15

6:28 pm - 9:39 amORD-YQR

16h 11m1 stop

5:00 am - 12:05 pmYQR-ORD

7h 05m1 stop

$248United Airlines

Find Deal

Thu, Oct 30 - Tue, Nov 4

6:28 pm - 10:39 amORD-YQR

16h 11m1 stop

10:45 am - 8:58 pmYQR-ORD

10h 13m1 stop

$251United Airlines

Find Deal

Thu, Nov 6 - Tue, Nov 11

8:15 pm - 10:39 amORD-YQR

14h 24m1 stop

5:00 am - 8:00 pmYQR-ORD

15h 00m2 stops

$253Air Canada

Find Deal

Thu, Nov 6 - Tue, Nov 11

2:20 pm - 10:45 amORD-YQR

21h 25m1 stop

4:25 pm - 6:25 amYQR-ORD

14h 00m2 stops

$275

Find Deal

Thu, Oct 30 - Tue, Nov 4

12:50 pm - 9:39 amORD-YQR

21h 49m2 stops

5:00 am - 1:01 pmYQR-ORD

8h 01m1 stop

$286Air Canada

Find Deal

Thu, Oct 30 - Tue, Nov 4

2:20 pm - 8:08 pmORD-YQR

6h 48m1 stop

7:05 am - 6:25 amYQR-ORD

23h 20m3 stops

$288

Find Deal

Thu, Oct 30 - Tue, Nov 4

10:30 am - 11:01 pmORD-YQR

13h 31m2 stops

6:00 am - 8:23 pmYQR-ORD

13h 23m2 stops

$393Delta

Find Deal

Wed, Oct 8 - Wed, Oct 15

5:20 am - 6:20 pmORD-YQR

14h 00m2 stops

11:45 am - 11:58 pmYQR-ORD

12h 13m2 stops

$611Delta

Find Deal

Thu, Oct 30 - Tue, Nov 4

United Airlines flights from Chicago to Regina

Our best United Airlines deals on Chicago to Regina flight tickets

United Airlines

Oct 30

ORD1:55 pmChicago O'Hare Intl

8h 56m

1 stop

YQR9:51 pmRegina

Nov 4

YQR5:00 amRegina

8h 01m

1 stop

ORD1:01 pmChicago O'Hare Intl

$222

Find similar

United Airlines

Oct 8

ORD7:10 amChicago O'Hare Intl

15h 26m

1 stop

YQR9:36 pmRegina

Oct 15

YQR11:25 amRegina

6h 59m

1 stop

ORD7:24 pmChicago O'Hare Intl

$237

Find similar

United Airlines

Oct 30

ORD6:28 pmChicago O'Hare Intl

16h 11m

1 stop

YQR9:39 amRegina

Nov 4

YQR5:00 amRegina

7h 05m

1 stop

ORD12:05 pmChicago O'Hare Intl

$248

Find similar

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets

WestJet

Sep 20

ORD1:40 pmChicago O'Hare Intl

20h 50m

1 stop

YQR9:30 amRegina

Oct 4

YQR11:45 amRegina

27h 58m

1 stop

ORD4:43 pmChicago O'Hare Intl

$675

Find similar

WestJet

Sep 22

ORD5:30 pmChicago O'Hare Intl

41h 00m

2 stops

YQR9:30 amRegina

Sep 26

YQR10:15 amRegina

5h 32m

1 stop

ORD4:47 pmChicago O'Hare Intl

$745

Find similar

WestJet

Sep 22

ORD5:30 pmChicago O'Hare Intl

17h 00m

2 stops

YQR9:30 amRegina

Sep 26

YQR5:30 pmRegina

18h 09m

1 stop

ORD12:39 pmChicago O'Hare Intl

$767

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/30

1:55 pm-9:51 pm

1 stop8h 56m

Regina

Tue 11/4

5:00 am-1:01 pm

1 stop8h 01m

$222

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 10/8

7:10 am-9:36 pm

1 stop15h 26m

Regina

Wed 10/15

11:25 am-7:24 pm

1 stop6h 59m

$237

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/30

6:28 pm-9:39 am

1 stop16h 11m

Regina

Tue 11/4

5:00 am-12:05 pm

1 stop7h 05m

$248

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 11/6

6:28 pm-10:39 am

1 stop16h 11m

Regina

Tue 11/11

10:45 am-8:58 pm

1 stop10h 13m

$251

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 11/6

8:15 pm-10:39 am

1 stop14h 24m

Regina

Tue 11/11

5:00 am-8:00 pm

2 stops15h 00m

$253

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/30

2:20 pm-10:45 am

1 stop21h 25m

Regina

Tue 11/4

4:25 pm-6:25 am

2 stops14h 00m

$275

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/30

12:50 pm-9:39 am

2 stops21h 49m

Regina

Tue 11/4

5:00 am-1:01 pm

1 stop8h 01m

$286

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/30

2:20 pm-8:08 pm

1 stop6h 48m

Regina

Tue 11/4

7:05 am-6:25 am

3 stops23h 20m

$288

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 10/8

10:30 am-11:01 pm

2 stops13h 31m

Regina

Wed 10/15

6:00 am-8:23 pm

2 stops13h 23m

$393

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/30

5:20 am-6:20 pm

2 stops14h 00m

Regina

Tue 11/4

11:45 am-11:58 pm

2 stops12h 13m

$611

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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 day to depart on your flight to Regina?

The cheapest day to depart from Chicago to Regina is on a Wednesday when prices can be found for as low as $348. Flights from Chicago to Regina on a Sunday will generally be more expensive and average around $1,034. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

The cheapest time of day to fly to Regina is in the afternoon when flights can be purchased for as low as $283. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $576 on average. Flights to Regina from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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.

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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 48m 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?
As of September 2025, there are 2 operators available to choose from 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.
What is the most popular airline from Chicago to Regina?
momondo data reveals that the most frequently booked airline on the route from Chicago to Regina is WestJet, representing 52% of all bookings. The subsequent popular airline is Delta at 48%.

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 Airlines	PriceFrom $284	Free Cancellation	Rating 7.4 8,929 reviews		Search United Airlines flights
WestJet	PriceFrom $328	Free Cancellation	Rating 7.2 3,091 reviews		Search WestJet flights

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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.