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Cheap flights from Regina to Chicago from C$ 286

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Regina to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
5:00 a.m. - 1:13 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
C$ 635Air Canada
Tue, 15 Dec - Thu, 7 Jan
Air Canada Logo
5:00 a.m. - 1:13 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
Air Canada Logo
4:40 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 47m1 stop Toronto Pearson Intl
C$ 635Air Canada
Tue, 24 Nov - Sat, 28 Nov
Multiple Airlines Logo
10:45 a.m. - 6:50 p.m.YQR  Regina-ORD Chicago O'Hare Intl
8h 05m1 stop Denver Intl
Multiple Airlines Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
C$ 635Multiple Airlines
Mon, 25 Jan - Fri, 29 Jan
Multiple Airlines Logo
11:50 a.m. - 12:54 a.m.YQR  Regina-ORD Chicago O'Hare Intl
37h 04m2 stops Minneapolis St Paul Denver Intl
Multiple Airlines Logo
11:45 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 55m1 stop Minneapolis St Paul
C$ 652Multiple Airlines
Thu, 10 Dec - Thu, 17 Dec
Air Canada Logo
5:00 a.m. - 3:38 p.m.YQR  Regina-ORD Chicago O'Hare Intl
10h 38m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
C$ 669Air Canada
Thu, 10 Dec - Mon, 25 Jan
Multiple Airlines Logo
11:50 a.m. - 10:46 a.m.YQR  Regina-ORD Chicago O'Hare Intl
22h 56m1 stop Minneapolis St Paul
Multiple Airlines Logo
11:45 a.m. - 6:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 55m1 stop Minneapolis St Paul
C$ 677Multiple Airlines
Thu, 10 Dec - Thu, 17 Dec
Air Canada Logo
5:00 a.m. - 3:38 p.m.YQR  Regina-ORD Chicago O'Hare Intl
10h 38m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
C$ 691Air Canada
Thu, 10 Dec - Mon, 25 Jan
Air Canada Logo
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
Air Canada Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
C$ 716Air Canada
Tue, 15 Dec - Thu, 7 Jan
United Airlines Logo
10:45 a.m. - 9:45 a.m.YQR  Regina-ORD Chicago O'Hare Intl
23h 00m2 stops Denver Intl Minneapolis St Paul
United Airlines Logo
4:30 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
6h 57m1 stop Toronto Pearson Intl
C$ 732United Airlines
Thu, 10 Dec - Mon, 25 Jan
United Airlines Logo
10:45 a.m. - 11:58 p.m.YQR  Regina-ORD Chicago O'Hare Intl
13h 13m1 stop Denver Intl
United Airlines Logo
8:21 p.m. - 10:57 p.m.ORD  Chicago O'Hare Intl-YQR Regina
26h 36m2 stops Minneapolis St Paul Denver Intl
C$ 743United Airlines
Mon, 25 Jan - Fri, 29 Jan

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United Airlines flights from Regina to Chicago

Our best United Airlines deals on Regina to Chicago flight tickets
United Airlines
10 Dec
YQR10:45 a.m.Regina
23h 00m
2 stops
ORD9:45 a.m.Chicago O'Hare Intl
25 Jan
ORD4:30 p.m.Chicago O'Hare Intl
6h 57m
1 stop
YQR11:27 p.m.Regina
C$ 732
United Airlines
25 Jan
YQR10:45 a.m.Regina
13h 13m
1 stop
ORD11:58 p.m.Chicago O'Hare Intl
29 Jan
ORD8:21 p.m.Chicago O'Hare Intl
26h 36m
2 stops
YQR10:57 p.m.Regina
C$ 743
United Airlines
10 Dec
YQR10:45 a.m.Regina
23h 00m
2 stops
ORD9:45 a.m.Chicago O'Hare Intl
25 Jan
ORD7:11 a.m.Chicago O'Hare Intl
15h 46m
2 stops
YQR10:57 p.m.Regina
C$ 750

WestJet flights from Regina to Chicago

Our best WestJet deals on Regina to Chicago flight tickets
WestJet
10 Nov
YQR8:15 a.m.Regina
13h 32m
2 stops
ORD9:47 p.m.Chicago O'Hare Intl
18 Nov
ORD7:05 a.m.Chicago O'Hare Intl
18h 15m
2 stops
YQR1:20 a.m.Regina
C$ 1,489
WestJet
10 Nov
YQR11:50 a.m.Regina
27h 05m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
18 Nov
ORD7:05 a.m.Chicago O'Hare Intl
18h 15m
2 stops
YQR1:20 a.m.Regina
C$ 1,494
WestJet
10 Nov
YQR11:50 a.m.Regina
27h 05m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
18 Nov
ORD6:23 a.m.Chicago O'Hare Intl
12h 17m
1 stop
YQR6:40 p.m.Regina
C$ 1,507

momondo Fare Finder

 
Use the filters below to find and compare flights from Regina to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Tue 15/12

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

1 stop8h 13m

Chicago O'Hare Intl

Thu 7/1

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 635
Quickest round-trip

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Tue 24/11

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

1 stop8h 13m

Chicago O'Hare Intl

Sat 28/11

4:40 p.m.-11:27 p.m.

1 stop6h 47m

C$ 635

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Mon 25/1

10:45 a.m.-6:50 p.m.

1 stop8h 05m

Chicago O'Hare Intl

Fri 29/1

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 635

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 10/12

11:50 a.m.-12:54 a.m.

2 stops37h 04m

Chicago O'Hare Intl

Thu 17/12

11:45 a.m.-6:40 p.m.

1 stop6h 55m

C$ 652

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 10/12

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

1 stop10h 38m

Chicago O'Hare Intl

Mon 25/1

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 669

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 10/12

11:50 a.m.-10:46 a.m.

1 stop22h 56m

Chicago O'Hare Intl

Thu 17/12

11:45 a.m.-6:40 p.m.

1 stop6h 55m

C$ 677

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 10/12

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

1 stop10h 38m

Chicago O'Hare Intl

Mon 25/1

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 691

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Tue 15/12

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

2 stops10h 02m

Chicago O'Hare Intl

Thu 7/1

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 716

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Thu 10/12

10:45 a.m.-9:45 a.m.

2 stops23h 00m

Chicago O'Hare Intl

Mon 25/1

4:30 p.m.-11:27 p.m.

1 stop6h 57m

C$ 732

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Mon 25/1

10:45 a.m.-11:58 p.m.

1 stop13h 13m

Chicago O'Hare Intl

Fri 29/1

8:21 p.m.-10:57 p.m.

2 stops26h 36m

C$ 743

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Regina to Chicago

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 month to fly to Chicago?

The month of November is another great option to travel to Chicago, with average flight prices from Regina averaging around C$ 633.

When to book flights from Regina to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Regina to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Find info about flight duration, direct flights, and airports for your flight from Regina to Chicago

Best price found

C$ 286

Fastest flight time

8h 05m

Direct flights

None
The best one-way flight to Chicago from Regina in the past 72 hours is C$ 286. The best round-trip flight deal from Regina to Chicago found on momondo in the last 72 hours is C$ 635.
The fastest flight from Regina to Chicago takes 8h 05m
There are no direct flights from Regina to Chicago. There are no popular flight routes from Regina to Chicago.
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Frequently asked questions about flying from Regina to Chicago

  • How far is Regina to Chicago by plane?

    The distance between Regina and Chicago is about 1611.7 km. By plane, this route typically takes 8h 05m.

  • When did momondo last update prices for flights from Regina Airport to Chicago?

    Prices for flights from Regina Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Regina Airport to Chicago?

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

    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 Regina Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Regina to Chicago?

Best airlines flying from Regina to Chicago

Compare and see reviews for airlines that fly from Regina to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 430Free CancellationRating
7.3
10,451 reviews
Search United Airlines flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Munster
Valparaiso
Portage

Why use momondo?

Why should I use momondo to find a flight deal from Regina to Chicago?

It is quick and easy to find Regina to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Regina to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Regina to Chicago flights to just show those with flexible booking policies.

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

Once all potential Regina to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport