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 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.

$95 Cheap Flights from Chicago to Regina (CHI-YQR) in 2025

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Find the cheapest flights from Chicago to Regina (CHI-YQR)

Round-trip

One-way

Cheap round-trip flights

5:30 pm - 1:17 amORD-YQR

8h 47m1 stop

5:10 am - 1:35 pmYQR-ORD

7h 25m1 stop

$198WestJet

Find Deal

Thu, Oct 23 - Sun, Oct 26

10:53 am - 9:36 pmORD-YQR

11h 43m1 stop

5:00 am - 1:01 pmYQR-ORD

7h 01m1 stop

$235

Find Deal

Wed, Oct 22 - Wed, Oct 29

5:30 pm - 5:01 pmORD-YQR

24h 31m2 stops

5:10 am - 1:35 pmYQR-ORD

7h 25m1 stop

$238WestJet

Find Deal

Thu, Oct 23 - Sun, Oct 26

1:55 pm - 10:51 pmORD-YQR

8h 56m1 stop

10:45 am - 4:58 pmYQR-ORD

6h 13m1 stop

$239United Airlines

Find Deal

Thu, Nov 6 - Tue, Nov 11

2:53 pm - 9:36 pmORD-YQR

7h 43m1 stop

5:00 am - 8:00 pmYQR-ORD

14h 00m2 stops

$240

Find Deal

Wed, Oct 22 - Wed, Oct 29

5:30 pm - 5:01 pmORD-YQR

24h 31m2 stops

5:10 pm - 1:35 pmYQR-ORD

19h 25m2 stops

$258WestJet

Find Deal

Thu, Oct 23 - Sun, Oct 26

8:15 pm - 10:39 amORD-YQR

14h 24m1 stop

5:00 am - 8:00 pmYQR-ORD

15h 00m2 stops

$266Air Canada

Find Deal

Thu, Nov 6 - Tue, Nov 11

12:50 pm - 10:39 amORD-YQR

21h 49m2 stops

5:00 am - 8:00 pmYQR-ORD

15h 00m2 stops

$305Air Canada

Find Deal

Thu, Nov 6 - Tue, Nov 11

5:30 pm - 8:05 amORD-YQR

15h 35m1 stop

10:15 am - 11:53 pmYQR-ORD

36h 38m2 stops

$306

Find Deal

Mon, Sep 29 - Mon, Oct 6

7:10 am - 4:41 pmORD-YQR

10h 31m2 stops

11:45 am - 11:58 pmYQR-ORD

11h 13m2 stops

$366Delta

Find Deal

Wed, Oct 22 - Wed, Oct 29

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets

WestJet

Oct 23

ORD5:30 pmChicago O'Hare Intl

8h 47m

1 stop

YQR1:17 amRegina

Oct 26

YQR5:10 amRegina

7h 25m

1 stop

ORD1:35 pmChicago O'Hare Intl

$198

Find similar

WestJet

Oct 23

ORD5:30 pmChicago O'Hare Intl

24h 31m

2 stops

YQR5:01 pmRegina

Oct 26

YQR5:10 amRegina

7h 25m

1 stop

ORD1:35 pmChicago O'Hare Intl

$238

Find similar

WestJet

Oct 23

ORD5:30 pmChicago O'Hare Intl

24h 31m

2 stops

YQR5:01 pmRegina

Oct 26

YQR5:10 pmRegina

19h 25m

2 stops

ORD1:35 pmChicago O'Hare Intl

$258

Find similar

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets

Air Canada

Nov 6

ORD8:15 pmChicago O'Hare Intl

14h 24m

1 stop

YQR10:39 amRegina

Nov 11

YQR5:00 amRegina

15h 00m

2 stops

ORD8:00 pmChicago O'Hare Intl

$266

Find similar

Air Canada

Nov 6

ORD12:50 pmChicago O'Hare Intl

21h 49m

2 stops

YQR10:39 amRegina

Nov 11

YQR5:00 amRegina

15h 00m

2 stops

ORD8:00 pmChicago O'Hare Intl

$305

Find similar

Air Canada

Sep 12

ORD3:45 pmChicago O'Hare Intl

9h 41m

1 stop

YQR12:26 amRegina

Sep 15

YQR7:15 pmRegina

15h 48m

1 stop

ORD12:03 pmChicago O'Hare Intl

$582

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/23

5:30 pm-1:17 am

1 stop8h 47m

Regina

Sun 10/26

5:10 am-1:35 pm

1 stop7h 25m

$198

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 10/22

10:53 am-9:36 pm

1 stop11h 43m

Regina

Wed 10/29

5:00 am-1:01 pm

1 stop7h 01m

$235

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/23

5:30 pm-5:01 pm

2 stops24h 31m

Regina

Sun 10/26

5:10 am-1:35 pm

1 stop7h 25m

$238

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 11/6

1:55 pm-10:51 pm

1 stop8h 56m

Regina

Tue 11/11

10:45 am-4:58 pm

1 stop6h 13m

$239

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 10/22

2:53 pm-9:36 pm

1 stop7h 43m

Regina

Wed 10/29

5:00 am-8:00 pm

2 stops14h 00m

$240

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/23

5:30 pm-5:01 pm

2 stops24h 31m

Regina

Sun 10/26

5:10 pm-1:35 pm

2 stops19h 25m

$258

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

$266

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 11/6

12:50 pm-10:39 am

2 stops21h 49m

Regina

Tue 11/11

5:00 am-8:00 pm

2 stops15h 00m

$305

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 9/29

5:30 pm-8:05 am

1 stop15h 35m

Regina

Mon 10/6

10:15 am-11:53 pm

2 stops36h 38m

$306

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 10/22

7:10 am-4:41 pm

2 stops10h 31m

Regina

Wed 10/29

11:45 am-11:58 pm

2 stops11h 13m

$366

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 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 31m 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 Delta, representing 50% of all bookings. The subsequent popular airline is WestJet at 50%.

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 8,937 reviews		Search United Airlines flights
WestJet	PriceFrom $330	Free Cancellation	Rating 7.2 3,082 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.