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 November 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.

$102 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

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 10:51 pmORD-YQR

15h 51m1 stop

10:45 am - 5:04 pmYQR-ORD

6h 19m1 stop

$305United Airlines

Find Deal

Sat, Jan 10 - Sat, Jan 17

6:51 pm - 4:15 pmORD-YQR

21h 24m1 stop

4:25 pm - 7:36 pmYQR-ORD

27h 11m2 stops

$318Multiple Airlines

Find Deal

Sat, Jan 10 - Sat, Jan 17

1:47 pm - 1:56 amORD-YQR

12h 09m2 stops

7:05 am - 8:54 pmYQR-ORD

37h 49m3 stops

$418Multiple Airlines

Find Deal

Wed, Jan 28 - Tue, Feb 3

12:30 pm - 6:17 pmORD-YQR

5h 47m1 stop

11:45 am - 11:56 pmYQR-ORD

12h 11m2 stops

$424Delta

Find Deal

Wed, Jan 28 - Tue, Feb 3

6:50 am - 6:17 pmORD-YQR

11h 27m2 stops

11:45 am - 11:59 pmYQR-ORD

12h 14m2 stops

$430Delta

Find Deal

Sat, Jan 10 - Sat, Jan 17

12:15 pm - 6:21 pmORD-YQR

7h 06m1 stop

11:45 am - 7:59 pmYQR-ORD

7h 14m1 stop

$436Delta

Find Deal

Wed, Apr 1 - Sun, Apr 5

1:47 pm - 10:32 amORD-YQR

20h 45m3 stops

7:05 am - 11:46 pmYQR-ORD

40h 41m3 stops

$439Multiple Airlines

Find Deal

Wed, Jan 28 - Tue, Feb 3

8:55 am - 6:21 pmORD-YQR

10h 26m1 stop

11:45 am - 7:59 pmYQR-ORD

7h 14m1 stop

$488Delta

Find Deal

Wed, Apr 1 - Sun, Apr 5

5:39 pm - 6:21 pmORD-YQR

25h 42m2 stops

11:45 am - 7:59 pmYQR-ORD

7h 14m1 stop

$498Delta

Find Deal

Wed, Apr 1 - Sun, Apr 5

7:00 am - 1:40 pmORD-YQR

30h 40m3 stops

9:45 pm - 11:46 pmYQR-ORD

26h 01m3 stops

$509Multiple Airlines

Find Deal

Sat, Jan 10 - Sat, Jan 17

United Airlines flights from Chicago to Regina

Our best United Airlines deals on Chicago to Regina flight tickets

United Airlines

Jan 10

ORD7:00 amChicago O'Hare Intl

15h 51m

1 stop

YQR10:51 pmRegina

Jan 17

YQR10:45 amRegina

6h 19m

1 stop

ORD5:04 pmChicago O'Hare Intl

$305

Find similar

United Airlines

Dec 30

ORD3:42 pmChicago O'Hare Intl

7h 09m

1 stop

YQR10:51 pmRegina

Jan 2

YQR10:53 amRegina

8h 02m

1 stop

ORD6:55 pmChicago O'Hare Intl

$731

Find similar

Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets

Delta

Jan 28

ORD12:30 pmChicago O'Hare Intl

5h 47m

1 stop

YQR6:17 pmRegina

Feb 3

YQR11:45 amRegina

12h 11m

2 stops

ORD11:56 pmChicago O'Hare Intl

$424

Find similar

Delta

Jan 10

ORD6:50 amChicago O'Hare Intl

11h 27m

2 stops

YQR6:17 pmRegina

Jan 17

YQR11:45 amRegina

12h 14m

2 stops

ORD11:59 pmChicago O'Hare Intl

$430

Find similar

Delta

Apr 1

ORD12:15 pmChicago O'Hare Intl

7h 06m

1 stop

YQR6:21 pmRegina

Apr 5

YQR11:45 amRegina

7h 14m

1 stop

ORD7:59 pmChicago O'Hare Intl

$436

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/10

7:00 am-10:51 pm

1 stop15h 51m

Regina

Sat 1/17

10:45 am-5:04 pm

1 stop6h 19m

$305

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/10

6:51 pm-4:15 pm

1 stop21h 24m

Regina

Sat 1/17

4:25 pm-7:36 pm

2 stops27h 11m

$318

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 1/28

1:47 pm-1:56 am

2 stops12h 09m

Regina

Tue 2/3

7:05 am-8:54 pm

3 stops37h 49m

$418

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 1/28

12:30 pm-6:17 pm

1 stop5h 47m

Regina

Tue 2/3

11:45 am-11:56 pm

2 stops12h 11m

$424

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/10

6:50 am-6:17 pm

2 stops11h 27m

Regina

Sat 1/17

11:45 am-11:59 pm

2 stops12h 14m

$430

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 4/1

12:15 pm-6:21 pm

1 stop7h 06m

Regina

Sun 4/5

11:45 am-7:59 pm

1 stop7h 14m

$436

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 1/28

1:47 pm-10:32 am

3 stops20h 45m

Regina

Tue 2/3

7:05 am-11:46 pm

3 stops40h 41m

$439

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 4/1

8:55 am-6:21 pm

1 stop10h 26m

Regina

Sun 4/5

11:45 am-7:59 pm

1 stop7h 14m

$488

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 4/1

5:39 pm-6:21 pm

2 stops25h 42m

Regina

Sun 4/5

11:45 am-7:59 pm

1 stop7h 14m

$498

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/10

7:00 am-1:40 pm

3 stops30h 40m

Regina

Sat 1/17

9:45 pm-11:46 pm

3 stops26h 01m

$509

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

Fastest flight time	8h 11m
Direct flights	None

The fastest flight from Chicago to Regina takes 8h 11m

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 5h 47m 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 November 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 9,046 reviews		Search United Airlines flights
WestJet	PriceFrom $328	Free Cancellation	Rating 7.2 3,173 reviews		Search WestJet flights

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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?

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.