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 December 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.

$125 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

Enter your travel dates to find the best prices.

3:55 pm - 11:19 pm

ORD

YQR

7h 24m1 stop

5:00 am - 1:01 pm

YQR

ORD

8h 01m1 stop

$313Air Canada

Sat, Jan 10 - Tue, Jan 13

3:55 pm - 11:19 pm

ORD

YQR

7h 24m1 stop

5:00 am - 2:55 pm

YQR

ORD

9h 55m2 stops

$321Air Canada

Sat, Jan 10 - Wed, Jan 14

6:51 pm - 4:15 pm

ORD

YQR

21h 24m1 stop

9:45 pm - 12:08 pm

YQR

ORD

14h 23m2 stops

$334Multiple Airlines

Sat, Jan 10 - Tue, Jan 13

2:20 pm - 12:23 am

ORD

YQR

10h 03m1 stop

11:45 am - 10:44 pm

YQR

ORD

34h 59m2 stops

$335Multiple Airlines

Fri, Jan 9 - Wed, Jan 14

8:45 pm - 10:39 am

ORD

YQR

13h 54m1 stop

5:00 am - 1:01 pm

YQR

ORD

8h 01m1 stop

$336Air Canada

Fri, Jan 9 - Tue, Jan 13

2:20 pm - 12:23 am

ORD

YQR

10h 03m1 stop

7:20 pm - 12:08 pm

YQR

ORD

16h 48m2 stops

$353Multiple Airlines

Fri, Jan 9 - Tue, Jan 13

8:40 pm - 10:39 am

ORD

YQR

13h 59m1 stop

5:00 am - 1:01 pm

YQR

ORD

7h 01m1 stop

$358Air Canada

Wed, Mar 4 - Sun, Mar 8

7:57 pm - 3:25 pm

ORD

YQR

43h 28m2 stops

6:10 am - 1:35 pm

YQR

ORD

7h 25m1 stop

$362Multiple Airlines

Tue, Jan 6 - Mon, Jan 12

2:20 pm - 12:23 am

ORD

YQR

10h 03m1 stop

11:45 am - 12:42 am

YQR

ORD

12h 57m2 stops

$368Multiple Airlines

Fri, Jan 9 - Sun, Jan 11

6:15 am - 3:25 pm

ORD

YQR

9h 10m1 stop

11:45 am - 10:44 pm

YQR

ORD

34h 59m2 stops

$371Multiple Airlines

Thu, Jan 8 - Wed, Jan 14

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets

Air Canada

Jan 10

ORD3:55 pmChicago O'Hare Intl

7h 24m

1 stop

YQR11:19 pmRegina

Jan 13

YQR5:00 amRegina

8h 01m

1 stop

ORD1:01 pmChicago O'Hare Intl

$313

Find similar

Air Canada

Jan 10

ORD3:55 pmChicago O'Hare Intl

7h 24m

1 stop

YQR11:19 pmRegina

Jan 14

YQR5:00 amRegina

9h 55m

2 stops

ORD2:55 pmChicago O'Hare Intl

$321

Find similar

Air Canada

Jan 9

ORD8:45 pmChicago O'Hare Intl

13h 54m

1 stop

YQR10:39 amRegina

Jan 13

YQR5:00 amRegina

8h 01m

1 stop

ORD1:01 pmChicago O'Hare Intl

$336

Find similar

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets

WestJet

Jan 9

ORD2:20 pmChicago O'Hare Intl

44h 12m

2 stops

YQR10:32 amRegina

Jan 12

YQR6:10 amRegina

7h 25m

1 stop

ORD1:35 pmChicago O'Hare Intl

$380

Find similar

WestJet

Jan 9

ORD2:20 pmChicago O'Hare Intl

10h 03m

1 stop

YQR12:23 amRegina

Jan 11

YQR9:45 pmRegina

15h 50m

1 stop

ORD1:35 pmChicago O'Hare Intl

$465

Find similar

WestJet

Jan 8

ORD12:00 pmChicago O'Hare Intl

37h 17m

2 stops

YQR1:17 amRegina

Jan 12

YQR6:10 amRegina

7h 25m

1 stop

ORD1:35 pmChicago O'Hare Intl

$485

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/10

3:55 pm-11:19 pm

1 stop7h 24m

Regina

Tue 1/13

5:00 am-1:01 pm

1 stop8h 01m

$313

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/10

3:55 pm-11:19 pm

1 stop7h 24m

Regina

Wed 1/14

5:00 am-2:55 pm

2 stops9h 55m

$321

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/10

6:51 pm-4:15 pm

1 stop21h 24m

Regina

Tue 1/13

9:45 pm-12:08 pm

2 stops14h 23m

$334

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/9

2:20 pm-12:23 am

1 stop10h 03m

Regina

Wed 1/14

11:45 am-10:44 pm

2 stops34h 59m

$335

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/9

8:45 pm-10:39 am

1 stop13h 54m

Regina

Tue 1/13

5:00 am-1:01 pm

1 stop8h 01m

$336

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/9

2:20 pm-12:23 am

1 stop10h 03m

Regina

Tue 1/13

7:20 pm-12:08 pm

2 stops16h 48m

$353

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 3/4

8:40 pm-10:39 am

1 stop13h 59m

Regina

Sun 3/8

5:00 am-1:01 pm

1 stop7h 01m

$358

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 1/6

7:57 pm-3:25 pm

2 stops43h 28m

Regina

Mon 1/12

6:10 am-1:35 pm

1 stop7h 25m

$362

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/9

2:20 pm-12:23 am

1 stop10h 03m

Regina

Sun 1/11

11:45 am-12:42 am

2 stops12h 57m

$368

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 1/8

6:15 am-3:25 pm

1 stop9h 10m

Regina

Wed 1/14

11:45 am-10:44 pm

2 stops34h 59m

$371

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

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 15m
Direct flights	None

The fastest flight from Chicago to Regina takes 8h 15m

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 8h 15m 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 December 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 52% of all bookings. The subsequent popular airline is WestJet 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 9,095 reviews		Search United Airlines flights
WestJet	PriceFrom $328	Free Cancellation	Rating 7.2 3,194 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.