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 January 2026, 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.

$159 Cheap Flights from Chicago to Regina in 2026

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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.

5:30 pm - 1:07 am

ORD

YQR

8h 37m

1 stop

11:45 am - 4:43 pm

YQR

ORD

27h 58m

1 stop

$375WestJet

Fri, Jun 19 - Sun, Jun 21

5:30 pm - 11:02 pm

ORD

YQR

6h 32m

1 stop

10:05 am - 4:43 pm

YQR

ORD

29h 38m

2 stops

$391WestJet

Fri, Jun 19 - Sun, Jun 21

8:40 pm - 10:39 am

ORD

YQR

13h 59m

1 stop

5:00 am - 1:01 pm

YQR

ORD

7h 01m

1 stop

$394Air Canada

Wed, Mar 4 - Wed, Mar 11

8:20 pm - 9:32 am

ORD

YQR

14h 12m

1 stop

5:00 am - 7:50 pm

YQR

ORD

13h 50m

2 stops

$403Air Canada

Thu, Apr 9 - Mon, Apr 13

5:30 pm - 9:30 am

ORD

YQR

17h 00m

2 stops

5:30 pm - 4:43 pm

YQR

ORD

22h 13m

2 stops

$411WestJet

Fri, Jun 19 - Sun, Jun 21

12:50 pm - 9:32 am

ORD

YQR

21h 42m

2 stops

5:00 am - 1:00 pm

YQR

ORD

7h 00m

1 stop

$433Air Canada

Thu, Apr 9 - Mon, Apr 13

7:00 am - 1:15 am

ORD

YQR

18h 15m

2 stops

8:45 pm - 1:35 pm

YQR

ORD

15h 50m

1 stop

$439Multiple Airlines

Thu, Mar 5 - Thu, Mar 12

12:50 pm - 9:32 am

ORD

YQR

21h 42m

2 stops

5:00 am - 7:50 pm

YQR

ORD

13h 50m

2 stops

$441Air Canada

Thu, Apr 9 - Mon, Apr 13

5:57 pm - 9:32 am

ORD

YQR

16h 35m

1 stop

5:00 am - 1:00 pm

YQR

ORD

7h 00m

1 stop

$470Air Canada

Thu, Apr 9 - Mon, Apr 13

12:29 pm - 6:31 pm

ORD

YQR

6h 02m

1 stop

11:35 am - 11:54 pm

YQR

ORD

11h 19m

2 stops

$479Delta

Wed, Mar 4 - Wed, Mar 11

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets

Air Canada

Mar 4

ORD8:40 pmChicago O'Hare Intl

13h 59m

1 stop

YQR10:39 amRegina

Mar 11

YQR5:00 amRegina

7h 01m

1 stop

ORD1:01 pmChicago O'Hare Intl

$394

Air Canada

Apr 9

ORD8:20 pmChicago O'Hare Intl

14h 12m

1 stop

YQR9:32 amRegina

Apr 13

YQR5:00 amRegina

13h 50m

2 stops

ORD7:50 pmChicago O'Hare Intl

$403

Air Canada

Apr 9

ORD12:50 pmChicago O'Hare Intl

21h 42m

2 stops

YQR9:32 amRegina

Apr 13

YQR5:00 amRegina

7h 00m

1 stop

ORD1:00 pmChicago O'Hare Intl

$433

Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets

Delta

Mar 4

ORD12:29 pmChicago O'Hare Intl

6h 02m

1 stop

YQR6:31 pmRegina

Mar 11

YQR11:35 amRegina

11h 19m

2 stops

ORD11:54 pmChicago O'Hare Intl

$479

Delta

Mar 4

ORD6:30 amChicago O'Hare Intl

12h 01m

2 stops

YQR6:31 pmRegina

Mar 11

YQR11:35 amRegina

11h 19m

2 stops

ORD11:54 pmChicago O'Hare Intl

$484

Delta

Mar 5

ORD6:30 amChicago O'Hare Intl

12h 01m

2 stops

YQR6:31 pmRegina

Mar 12

YQR11:35 amRegina

11h 19m

2 stops

ORD11:54 pmChicago O'Hare Intl

$963

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 6/19

5:30 pm-1:07 am

1 stop8h 37m

Regina

Sun 6/21

11:45 am-4:43 pm

1 stop27h 58m

$375

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 6/19

5:30 pm-11:02 pm

1 stop6h 32m

Regina

Sun 6/21

10:05 am-4:43 pm

2 stops29h 38m

$391

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 3/4

8:40 pm-10:39 am

1 stop13h 59m

Regina

Wed 3/11

5:00 am-1:01 pm

1 stop7h 01m

$394

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 4/9

8:20 pm-9:32 am

1 stop14h 12m

Regina

Mon 4/13

5:00 am-7:50 pm

2 stops13h 50m

$403

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 6/19

5:30 pm-9:30 am

2 stops17h 00m

Regina

Sun 6/21

5:30 pm-4:43 pm

2 stops22h 13m

$411

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 4/9

12:50 pm-9:32 am

2 stops21h 42m

Regina

Mon 4/13

5:00 am-1:00 pm

1 stop7h 00m

$433

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 3/5

7:00 am-1:15 am

2 stops18h 15m

Regina

Thu 3/12

8:45 pm-1:35 pm

1 stop15h 50m

$439

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 4/9

12:50 pm-9:32 am

2 stops21h 42m

Regina

Mon 4/13

5:00 am-7:50 pm

2 stops13h 50m

$441

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 4/9

5:57 pm-9:32 am

1 stop16h 35m

Regina

Mon 4/13

5:00 am-1:00 pm

1 stop7h 00m

$470

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 3/4

12:29 pm-6:31 pm

1 stop6h 02m

Regina

Wed 3/11

11:35 am-11:54 pm

2 stops11h 19m

$479

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 airline that flies from Chicago to Regina?

United Airlines and Air Canada are the most popular carriers operating from Chicago to Regina

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 18m
Direct flights	None

The fastest flight from Chicago to Regina takes 8h 18m

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 18m 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 January 2026, 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 9,179 reviews		Search United Airlines flights
WestJet	PriceFrom $328	Free Cancellation	Rating 7.2 3,246 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.