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

United Airlines and WestJet are the most popular carriers 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 are updated daily.

How old do you have to be to fly from Chicago to Regina Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for 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.

C$ 255 Cheap Flights from Chicago to Regina in 2025

1 adult

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Find the cheapest flights from Chicago to Regina

Round-trip

One-way

Cheap round-trip flights

5:30 p.m. - 1:06 a.m.ORD-YQR

8h 36m1 stop

6:55 a.m. - 4:43 p.m.YQR-ORD

8h 48m1 stop

C$ 393WestJet

Find Deal

Mon, 6 Oct - Sun, 12 Oct

3:55 p.m. - 11:19 p.m.ORD-YQR

7h 24m1 stop

5:00 a.m. - 1:01 p.m.YQR-ORD

8h 01m1 stop

C$ 475Air Canada

Find Deal

Thu, 6 Nov - Tue, 11 Nov

3:55 p.m. - 11:19 p.m.ORD-YQR

7h 24m1 stop

5:00 a.m. - 2:55 p.m.YQR-ORD

9h 55m2 stops

C$ 482Air Canada

Find Deal

Thu, 6 Nov - Tue, 11 Nov

5:30 p.m. - 11:01 p.m.ORD-YQR

6h 31m1 stop

5:30 p.m. - 4:43 p.m.YQR-ORD

22h 13m2 stops

C$ 555WestJet

Find Deal

Mon, 6 Oct - Sun, 12 Oct

7:25 a.m. - 10:51 p.m.ORD-YQR

15h 26m2 stops

5:00 a.m. - 6:55 p.m.YQR-ORD

13h 55m2 stops

C$ 641

Find Deal

Wed, 12 Nov - Wed, 19 Nov

5:30 p.m. - 9:30 a.m.ORD-YQR

17h 00m2 stops

5:30 p.m. - 4:43 p.m.YQR-ORD

22h 13m2 stops

C$ 642WestJet

Find Deal

Mon, 6 Oct - Sun, 12 Oct

7:25 a.m. - 10:51 p.m.ORD-YQR

15h 26m2 stops

10:45 a.m. - 11:36 a.m.YQR-ORD

24h 51m2 stops

C$ 675United Airlines

Find Deal

Thu, 6 Nov - Tue, 11 Nov

8:30 p.m. - 12:23 a.m.ORD-YQR

27h 53m3 stops

7:05 a.m. - 6:25 a.m.YQR-ORD

23h 20m3 stops

C$ 677

Find Deal

Wed, 12 Nov - Wed, 19 Nov

7:35 a.m. - 10:05 a.m.ORD-YQR

26h 30m2 stops

7:05 a.m. - 6:25 a.m.YQR-ORD

23h 20m3 stops

C$ 685

Find Deal

Wed, 12 Nov - Wed, 19 Nov

6:08 a.m. - 9:08 p.m.ORD-YQR

15h 00m2 stops

11:45 a.m. - 9:46 p.m.YQR-ORD

10h 01m2 stops

C$ 994Delta

Find Deal

Thu, 6 Nov - Tue, 11 Nov

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets

Air Canada

6 Nov

ORD3:55 p.m.Chicago O'Hare Intl

7h 24m

1 stop

YQR11:19 p.m.Regina

11 Nov

YQR5:00 a.m.Regina

8h 01m

1 stop

ORD1:01 p.m.Chicago O'Hare Intl

C$ 475

Find similar

Air Canada

6 Nov

ORD3:55 p.m.Chicago O'Hare Intl

7h 24m

1 stop

YQR11:19 p.m.Regina

11 Nov

YQR5:00 a.m.Regina

9h 55m

2 stops

ORD2:55 p.m.Chicago O'Hare Intl

C$ 482

Find similar

Air Canada

6 Nov

ORD3:55 p.m.Chicago O'Hare Intl

7h 24m

1 stop

YQR11:19 p.m.Regina

11 Nov

YQR5:00 a.m.Regina

8h 01m

1 stop

ORD1:01 p.m.Chicago O'Hare Intl

C$ 714

Find similar

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets

WestJet

6 Oct

ORD5:30 p.m.Chicago O'Hare Intl

8h 36m

1 stop

YQR1:06 a.m.Regina

12 Oct

YQR6:55 a.m.Regina

8h 48m

1 stop

ORD4:43 p.m.Chicago O'Hare Intl

C$ 393

Find similar

WestJet

6 Oct

ORD5:30 p.m.Chicago O'Hare Intl

6h 31m

1 stop

YQR11:01 p.m.Regina

12 Oct

YQR5:30 p.m.Regina

22h 13m

2 stops

ORD4:43 p.m.Chicago O'Hare Intl

C$ 555

Find similar

WestJet

6 Oct

ORD5:30 p.m.Chicago O'Hare Intl

17h 00m

2 stops

YQR9:30 a.m.Regina

12 Oct

YQR5:30 p.m.Regina

22h 13m

2 stops

ORD4:43 p.m.Chicago O'Hare Intl

C$ 642

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 6/10

5:30 p.m.-1:06 a.m.

1 stop8h 36m

Regina

Sun 12/10

6:55 a.m.-4:43 p.m.

1 stop8h 48m

C$ 393

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 6/11

3:55 p.m.-11:19 p.m.

1 stop7h 24m

Regina

Tue 11/11

5:00 a.m.-1:01 p.m.

1 stop8h 01m

C$ 475

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 6/11

3:55 p.m.-11:19 p.m.

1 stop7h 24m

Regina

Tue 11/11

5:00 a.m.-2:55 p.m.

2 stops9h 55m

C$ 482

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 6/10

5:30 p.m.-11:01 p.m.

1 stop6h 31m

Regina

Sun 12/10

5:30 p.m.-4:43 p.m.

2 stops22h 13m

C$ 555

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 12/11

7:25 a.m.-10:51 p.m.

2 stops15h 26m

Regina

Wed 19/11

5:00 a.m.-6:55 p.m.

2 stops13h 55m

C$ 641

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 6/10

5:30 p.m.-9:30 a.m.

2 stops17h 00m

Regina

Sun 12/10

5:30 p.m.-4:43 p.m.

2 stops22h 13m

C$ 642

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 6/11

7:25 a.m.-10:51 p.m.

2 stops15h 26m

Regina

Tue 11/11

10:45 a.m.-11:36 a.m.

2 stops24h 51m

C$ 675

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 12/11

8:30 p.m.-12:23 a.m.

3 stops27h 53m

Regina

Wed 19/11

7:05 a.m.-6:25 a.m.

3 stops23h 20m

C$ 677

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 12/11

7:35 a.m.-10:05 a.m.

2 stops26h 30m

Regina

Wed 19/11

7:05 a.m.-6:25 a.m.

3 stops23h 20m

C$ 685

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 6/11

6:08 a.m.-9:08 p.m.

2 stops15h 00m

Regina

Tue 11/11

11:45 a.m.-9:46 p.m.

2 stops10h 01m

C$ 994

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 time of day to depart on your flight to Regina?

According to our data, the cheapest time of day to fly to Regina is in the afternoon. momondo users have found flights departing from Chicago to Regina in the afternoon for as low as C$ 612. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around C$ 915. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Best price found	C$ 255
Fastest flight time	6h 31m
Direct flights	None
Airports in Regina	1 airport

The best one-way flight to Regina from Chicago in the past 72 hours is C$ 255. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is C$ 393.

The fastest flight from Chicago to Regina takes 6h 31m

There are no direct flights from Chicago to Regina. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Regina Airport.

There is 1 airport near Regina: Regina (YQR)

Search flight deals

How far is Chicago to Regina by plane?
There are 1611.7 km between Chicago and Regina. Flights usually cover this in 6h 31m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Regina Airport?
Prices for flights from Chicago to Regina Airport are updated daily.
How old do you have to be to fly from Chicago to Regina Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for 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.

Moose Jaw

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?

Yes. All flights to Regina from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Regina?

momondo provides multiple filters to help you find the best flight to Regina from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Regina right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Regina from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.