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$ 342 Cheap Flights from Chicago to Regina in 2026/27

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.

8:45 a.m. - 11:27 p.m.ORD Chicago O'Hare Intl-YQR Regina

14h 42m1 stop Toronto Pearson Intl

5:00 a.m. - 1:13 p.m.YQR Regina-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

C$ 721Air Canada

Thu, 19 Nov - Tue, 24 Nov

3:40 p.m. - 10:43 a.m.ORD Chicago O'Hare Intl-YQR Regina

19h 03m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

5:00 a.m. - 1:13 p.m.YQR Regina-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

C$ 733Air Canada

Wed, 18 Nov - Tue, 24 Nov

8:45 a.m. - 11:27 p.m.ORD Chicago O'Hare Intl-YQR Regina

14h 42m1 stop Toronto Pearson Intl

5:00 a.m. - 3:02 p.m.YQR Regina-ORD Chicago O'Hare Intl

10h 02m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

C$ 734Air Canada

Thu, 19 Nov - Tue, 24 Nov

6:00 a.m. - 11:40 p.m.ORD Chicago O'Hare Intl-YQR Regina

17h 40m3 stops Baltimore/Washington Atlanta Hartsfield-Jackson Calgary

11:50 a.m. - 6:30 p.m.YQR Regina-ORD Chicago O'Hare Intl

6h 40m1 stop Minneapolis St Paul

C$ 744Multiple Airlines

Thu, 12 Nov - Thu, 19 Nov

7:05 a.m. - 11:27 p.m.ORD Chicago O'Hare Intl-YQR Regina

16h 22m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

5:00 a.m. - 7:52 p.m.YQR Regina-ORD Chicago O'Hare Intl

14h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

C$ 746Air Canada

Thu, 19 Nov - Tue, 24 Nov

6:30 a.m. - 6:40 p.m.ORD Chicago O'Hare Intl-YQR Regina

12h 10m2 stops Denver Intl Minneapolis St Paul

11:50 a.m. - 10:41 a.m.YQR Regina-ORD Chicago O'Hare Intl

22h 51m1 stop Minneapolis St Paul

C$ 747Multiple Airlines

Sat, 14 Nov - Sat, 21 Nov

7:40 p.m. - 6:40 p.m.ORD Chicago O'Hare Intl-YQR Regina

23h 00m1 stop Minneapolis St Paul

7:45 p.m. - 10:30 a.m.YQR Regina-ORD Chicago O'Hare Intl

38h 45m2 stops Edmonton Phoenix Sky Harbor Intl

C$ 751Multiple Airlines

Thu, 12 Nov - Thu, 19 Nov

8:45 a.m. - 11:27 p.m.ORD Chicago O'Hare Intl-YQR Regina

14h 42m1 stop Toronto Pearson Intl

5:00 a.m. - 3:38 p.m.YQR Regina-ORD Chicago O'Hare Intl

10h 38m1 stop Toronto Pearson Intl

C$ 755Air Canada

Thu, 19 Nov - Wed, 25 Nov

8:40 p.m. - 10:43 a.m.ORD Chicago O'Hare Intl-YQR Regina

14h 03m1 stop Toronto Pearson Intl

5:00 a.m. - 1:13 p.m.YQR Regina-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

C$ 763Air Canada

Sat, 14 Nov - Sat, 21 Nov

8:40 p.m. - 10:43 a.m.ORD Chicago O'Hare Intl-YQR Regina

14h 03m1 stop Toronto Pearson Intl

5:00 a.m. - 1:13 p.m.YQR Regina-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

C$ 765Air Canada

Fri, 20 Nov - Tue, 24 Nov

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Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets

Delta

18 Nov

ORD6:49 a.m.Chicago O'Hare Intl

11h 51m

2 stops

YQR6:40 p.m.Regina

24 Nov

YQR7:00 a.m.Regina

13h 17m

2 stops

ORD8:17 p.m.Chicago O'Hare Intl

C$ 862

Delta

14 Nov

ORD6:49 a.m.Chicago O'Hare Intl

11h 51m

2 stops

YQR6:40 p.m.Regina

21 Nov

YQR5:35 a.m.Regina

9h 20m

2 stops

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

C$ 957

Delta

18 Nov

ORD6:49 a.m.Chicago O'Hare Intl

11h 51m

2 stops

YQR6:40 p.m.Regina

24 Nov

YQR7:00 a.m.Regina

13h 17m

2 stops

ORD8:17 p.m.Chicago O'Hare Intl

C$ 968

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets

Air Canada

19 Nov

ORD8:45 a.m.Chicago O'Hare Intl

14h 42m

1 stop

YQR11:27 p.m.Regina

24 Nov

YQR5:00 a.m.Regina

8h 13m

1 stop

ORD1:13 p.m.Chicago O'Hare Intl

C$ 721

Air Canada

18 Nov

ORD3:40 p.m.Chicago O'Hare Intl

19h 03m

2 stops

YQR10:43 a.m.Regina

24 Nov

YQR5:00 a.m.Regina

8h 13m

1 stop

ORD1:13 p.m.Chicago O'Hare Intl

C$ 733

Air Canada

19 Nov

ORD8:45 a.m.Chicago O'Hare Intl

14h 42m

1 stop

YQR11:27 p.m.Regina

24 Nov

YQR5:00 a.m.Regina

10h 02m

2 stops

ORD3:02 p.m.Chicago O'Hare Intl

C$ 734

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 19/11

8:45 a.m.-11:27 p.m.

1 stop14h 42m

Regina

Tue 24/11

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 721

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Wed 18/11

3:40 p.m.-10:43 a.m.

2 stops19h 03m

Regina

Tue 24/11

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 733

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 19/11

8:45 a.m.-11:27 p.m.

1 stop14h 42m

Regina

Tue 24/11

5:00 a.m.-3:02 p.m.

2 stops10h 02m

C$ 734

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 12/11

6:00 a.m.-11:40 p.m.

3 stops17h 40m

Regina

Thu 19/11

11:50 a.m.-6:30 p.m.

1 stop6h 40m

C$ 744

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 19/11

7:05 a.m.-11:27 p.m.

2 stops16h 22m

Regina

Tue 24/11

5:00 a.m.-7:52 p.m.

2 stops14h 52m

C$ 746

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sat 14/11

6:30 a.m.-6:40 p.m.

2 stops12h 10m

Regina

Sat 21/11

11:50 a.m.-10:41 a.m.

1 stop22h 51m

C$ 747

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 12/11

7:40 p.m.-6:40 p.m.

1 stop23h 00m

Regina

Thu 19/11

7:45 p.m.-10:30 a.m.

2 stops38h 45m

C$ 751

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 19/11

8:45 a.m.-11:27 p.m.

1 stop14h 42m

Regina

Wed 25/11

5:00 a.m.-3:38 p.m.

1 stop10h 38m

C$ 755

Quickest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sat 14/11

8:40 p.m.-10:43 a.m.

1 stop14h 03m

Regina

Sat 21/11

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 763

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Fri 20/11

8:40 p.m.-10:43 a.m.

1 stop14h 03m

Regina

Tue 24/11

5:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 765

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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?

Air Canada, Delta, and United Airlines 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

Best price found	C$ 342
Fastest flight time	7h 06m
Direct flights	None

The best one-way flight to Regina from Chicago in the past 72 hours is C$ 342. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is C$ 721.

The fastest flight from Chicago to Regina takes 7h 06m

There are no direct flights from Chicago to Regina. There are no popular flight routes from Chicago to Regina.

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Frequently asked questions about flying from Chicago to Regina

How far is Chicago to Regina by plane?
There are 1611.7 km between Chicago and Regina. Flights usually cover this in 7h 06m, 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.

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Cheap flights from Chicago to Regina from C$ 342

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Regina departing on 14/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets

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How to get the cheapest flight ticket from Chicago to Regina

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Cheap Chicago to Regina (CHI to YQR) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Regina

Travelling to a place near Regina?

Why use momondo?

An easier way to manage your Regina trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Canada

Airports servicing Saskatchewan

Cabin classes currently available on flights to Regina

List of cabin classes available on flights landing in Regina. Availability may vary depending on flight origin and airline.

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