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Cheap flights from Regina to Chicago from C$ 306

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. - 2:52 p.m.YQR  Regina-ORD Chicago O'Hare Intl
9h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:55 p.m. - 10:43 a.m.ORD  Chicago O'Hare Intl-YQR Regina
13h 48m1 stop Toronto Pearson Intl
C$ 604Air Canada
Tue, 1 Dec - Wed, 16 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
8:55 p.m. - 10:43 a.m.ORD  Chicago O'Hare Intl-YQR Regina
13h 48m1 stop Toronto Pearson Intl
C$ 625Air Canada
Tue, 1 Dec - Wed, 16 Dec
Delta Logo
11:50 a.m. - 11:57 p.m.YQR  Regina-ORD Chicago O'Hare Intl
12h 07m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
Delta Logo
8:29 a.m. - 1:20 a.m.ORD  Chicago O'Hare Intl-YQR Regina
16h 51m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 717Delta
Mon, 2 Nov - Fri, 6 Nov
Multiple Airlines Logo
10:45 a.m. - 7:44 a.m.YQR  Regina-ORD Chicago O'Hare Intl
20h 59m2 stops Denver Intl Minneapolis St Paul
Multiple Airlines Logo
1:30 p.m. - 10:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
9h 10m1 stop Denver Intl
C$ 719Multiple Airlines
Mon, 2 Nov - Fri, 6 Nov
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
7:15 a.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YQR Regina
16h 12m2 stops Minneapolis St Paul Toronto Pearson Intl
C$ 749United Airlines
Tue, 1 Dec - Wed, 16 Dec
Air Canada Logo
5:00 a.m. - 7:58 p.m.YQR  Regina-ORD Chicago O'Hare Intl
14h 58m1 stop Toronto Pearson Intl
Air Canada Logo
1:30 p.m. - 10:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
9h 10m1 stop Denver Intl
C$ 758Air Canada
Mon, 2 Nov - Fri, 6 Nov
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
10:30 a.m. - 10:40 p.m.ORD  Chicago O'Hare Intl-YQR Regina
12h 10m2 stops Minneapolis St Paul Denver Intl
C$ 774United Airlines
Mon, 2 Nov - Fri, 6 Nov
Multiple Airlines Logo
4:25 p.m. - 11:40 a.m.YQR  Regina-ORD Chicago O'Hare Intl
19h 15m3 stops Calgary Ottawa Toronto Island
Multiple Airlines Logo
12:20 p.m. - 1:20 a.m.ORD  Chicago O'Hare Intl-YQR Regina
13h 00m3 stops Toronto Island Ottawa Calgary
C$ 1,182Multiple Airlines
Tue, 1 Dec - Wed, 16 Dec

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Air Canada flights from Regina to Chicago

Our best Air Canada deals on Regina to Chicago flight tickets
Air Canada
1 Dec
YQR5:00 a.m.Regina
9h 52m
2 stops
ORD2:52 p.m.Chicago O'Hare Intl
16 Dec
ORD8:55 p.m.Chicago O'Hare Intl
13h 48m
1 stop
YQR10:43 a.m.Regina
C$ 604
Air Canada
1 Dec
YQR5:00 a.m.Regina
10h 38m
1 stop
ORD3:38 p.m.Chicago O'Hare Intl
16 Dec
ORD8:55 p.m.Chicago O'Hare Intl
13h 48m
1 stop
YQR10:43 a.m.Regina
C$ 625
Air Canada
2 Nov
YQR5:00 a.m.Regina
14h 58m
1 stop
ORD7:58 p.m.Chicago O'Hare Intl
6 Nov
ORD1:30 p.m.Chicago O'Hare Intl
9h 10m
1 stop
YQR10:40 p.m.Regina
C$ 758

United Airlines flights from Regina to Chicago

Our best United Airlines deals on Regina to Chicago flight tickets
United Airlines
1 Dec
YQR10:45 a.m.Regina
23h 00m
2 stops
ORD9:45 a.m.Chicago O'Hare Intl
16 Dec
ORD7:15 a.m.Chicago O'Hare Intl
16h 12m
2 stops
YQR11:27 p.m.Regina
C$ 749
United Airlines
2 Nov
YQR10:45 a.m.Regina
23h 00m
2 stops
ORD9:45 a.m.Chicago O'Hare Intl
6 Nov
ORD10:30 a.m.Chicago O'Hare Intl
12h 10m
2 stops
YQR10:40 p.m.Regina
C$ 774

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
Quickest round-trip

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Tue 1/12

5:00 a.m.-2:52 p.m.

2 stops9h 52m

Chicago O'Hare Intl

Wed 16/12

8:55 p.m.-10:43 a.m.

1 stop13h 48m

C$ 604

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Tue 1/12

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

1 stop10h 38m

Chicago O'Hare Intl

Wed 16/12

8:55 p.m.-10:43 a.m.

1 stop13h 48m

C$ 625

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Mon 2/11

11:50 a.m.-11:57 p.m.

2 stops12h 07m

Chicago O'Hare Intl

Fri 6/11

8:29 a.m.-1:20 a.m.

2 stops16h 51m

C$ 717

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Mon 2/11

10:45 a.m.-7:44 a.m.

2 stops20h 59m

Chicago O'Hare Intl

Fri 6/11

1:30 p.m.-10:40 p.m.

1 stop9h 10m

C$ 719

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Tue 1/12

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

2 stops23h 00m

Chicago O'Hare Intl

Wed 16/12

7:15 a.m.-11:27 p.m.

2 stops16h 12m

C$ 749

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Mon 2/11

5:00 a.m.-7:58 p.m.

1 stop14h 58m

Chicago O'Hare Intl

Fri 6/11

1:30 p.m.-10:40 p.m.

1 stop9h 10m

C$ 758

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Mon 2/11

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

2 stops23h 00m

Chicago O'Hare Intl

Fri 6/11

10:30 a.m.-10:40 p.m.

2 stops12h 10m

C$ 774

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Tue 1/12

4:25 p.m.-11:40 a.m.

3 stops19h 15m

Chicago O'Hare Intl

Wed 16/12

12:20 p.m.-1:20 a.m.

3 stops13h 00m

C$ 1,182
Cheapest one-way

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Sat 31/10

4:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 306

ReginaChicago

YQR Regina - ORD Chicago O'Hare Intl

YQRORD

Regina

Sat 31/10

4:00 a.m.-1:13 p.m.

1 stop8h 13m

C$ 313

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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 June is another great option to travel to Chicago, with average flight prices from Regina averaging around C$ 620.

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$ 306

Fastest flight time

6h 45m

Direct flights

None
The best one-way flight to Chicago from Regina in the past 72 hours is C$ 306. The best round-trip flight deal from Regina to Chicago found on momondo in the last 72 hours is C$ 604.
The fastest flight from Regina to Chicago takes 6h 45m
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 6h 45m.

  • 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$ 439Free CancellationRating
7.4
10,282 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
Benton Harbor
Hammond
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?

Price alerts on flights to Chicago from Regina are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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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