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Cheap flights from Regina to Chicago from C$ 380

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Regina to Chicago departing on 9/1. 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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Find the cheapest flights from Regina to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Regina to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Regina to Chicago.

Cheap last-minute flights

Planning a quick getaway from Regina to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Regina to Chicago

Find recent round-trip train or bus tickets from Regina to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:45 a.m. - 1:11 p.m.YQR-ORD
6h 26m1 stop
7:19 a.m. - 11:18 p.m.ORD-YQR
15h 59m1 stop
C$ 466United Airlines
Find Deal
Fri, 29 Nov - Fri, 6 Dec
6:45 a.m. - 6:36 p.m.YQR-ORD
11h 51m2 stops
7:19 a.m. - 2:48 p.m.ORD-YQR
7h 29m1 stop
C$ 592Air Canada
Find Deal
Fri, 29 Nov - Fri, 6 Dec
6:45 a.m. - 6:36 p.m.YQR-ORD
11h 51m2 stops
12:00 p.m. - 11:18 p.m.ORD-YQR
11h 18m2 stops
C$ 649Air Canada
Find Deal
Fri, 29 Nov - Fri, 6 Dec
11:45 a.m. - 11:58 p.m.YQR-ORD
12h 13m2 stops
10:05 a.m. - 5:36 p.m.ORD-YQR
7h 31m1 stop
C$ 706Delta
Find Deal
Tue, 17 Dec - Sat, 21 Dec
11:45 a.m. - 11:58 p.m.YQR-ORD
12h 13m2 stops
10:05 a.m. - 5:36 p.m.ORD-YQR
7h 31m1 stop
C$ 707Delta
Find Deal
Tue, 17 Dec - Sat, 21 Dec
11:45 a.m. - 7:45 p.m.YQR-ORD
8h 00m1 stop
10:05 a.m. - 5:36 p.m.ORD-YQR
7h 31m1 stop
C$ 738Delta
Find Deal
Tue, 17 Dec - Sat, 21 Dec
11:45 a.m. - 8:28 p.m.YQR-ORD
8h 43m2 stops
10:05 a.m. - 5:36 p.m.ORD-YQR
7h 31m1 stop
C$ 765Delta
Find Deal
Tue, 17 Dec - Sun, 22 Dec
5:00 a.m. - 9:46 p.m.YQR-MDW
16h 46m2 stops
7:14 p.m. - 5:36 p.m.MDW-YQR
22h 22m1 stop
C$ 804WestJet
Find Deal
Fri, 29 Nov - Fri, 6 Dec
11:45 a.m. - 1:31 p.m.YQR-MDW
25h 46m1 stop
12:10 p.m. - 3:50 p.m.MDW-YQR
27h 40m2 stops
C$ 827WestJet
Find Deal
Tue, 17 Dec - Sat, 21 Dec
6:20 a.m. - 9:50 a.m.YQR-MDW
27h 30m2 stops
12:10 p.m. - 5:35 p.m.MDW-YQR
29h 25m2 stops
C$ 835WestJet
Find Deal
Tue, 17 Dec - Sat, 21 Dec
6:00 a.m. - 6:00 a.m.YQR-ORD
24h 00m2 stops
C$ 380United Airlines
Find Deal
Thu, 9 Jan
6:45 a.m. - 1:11 p.m.YQR-ORD
6h 26m1 stop
C$ 416United Airlines
Find Deal
Thu, 9 Jan

Delta flights from Regina to Chicago

Our best Delta deals on Regina to Chicago flight tickets
Delta
17 Dec
YQR11:45 a.m.Regina
12h 13m
2 stops
ORD11:58 p.m.Chicago O'Hare Intl
21 Dec
ORD10:05 a.m.Chicago O'Hare Intl
7h 31m
1 stop
YQR5:36 p.m.Regina
Delta
17 Dec
YQR11:45 a.m.Regina
12h 13m
2 stops
ORD11:58 p.m.Chicago O'Hare Intl
21 Dec
ORD10:05 a.m.Chicago O'Hare Intl
7h 31m
1 stop
YQR5:36 p.m.Regina
Delta
17 Dec
YQR11:45 a.m.Regina
8h 00m
1 stop
ORD7:45 p.m.Chicago O'Hare Intl
21 Dec
ORD10:05 a.m.Chicago O'Hare Intl
7h 31m
1 stop
YQR5:36 p.m.Regina

Air Canada flights from Regina to Chicago

Our best Air Canada deals on Regina to Chicago flight tickets
Air Canada
29 Nov
YQR6:45 a.m.Regina
11h 51m
2 stops
ORD6:36 p.m.Chicago O'Hare Intl
6 Dec
ORD7:19 a.m.Chicago O'Hare Intl
7h 29m
1 stop
YQR2:48 p.m.Regina
Air Canada
29 Nov
YQR6:45 a.m.Regina
11h 51m
2 stops
ORD6:36 p.m.Chicago O'Hare Intl
6 Dec
ORD12:00 p.m.Chicago O'Hare Intl
11h 18m
2 stops
YQR11:18 p.m.Regina
Air Canada
17 Dec
YQR6:45 a.m.Regina
11h 54m
2 stops
ORD6:39 p.m.Chicago O'Hare Intl
21 Dec
ORD11:35 a.m.Chicago O'Hare Intl
11h 43m
2 stops
YQR11:18 p.m.Regina
C$ 1,457
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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 typical price of a round-trip flight between Regina and Chicago?

What is the cheapest month to fly from Regina to Chicago?

February. The cheapest time of year to fly to Chicago from Regina is February. The most expensive is October.

What is the cheapest day to depart Regina for Chicago?

Saturday. The cheapest day of the week is typically Saturday. The most expensive is typically Sunday

When is the cheapest time to fly from Regina to Chicago?

In the evening. Regina to Chicago flights are approximately 7% more expensive in the morning than in the evening

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

Air Canada. Air Canada and WestJet are the most popular carriers operating from Regina to Chicago

What is the cheapest Regina to Chicago flight route?

Regina - Chicago Midway. Fly from Regina to Chicago Midway for the best Regina - Chicago flight prices

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$ 380

Fastest flight time

6h 26m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Regina in the past 72 hours is C$ 380. The best round-trip flight deal from Regina to Chicago found on momondo in the last 72 hours is C$ 466.
The fastest flight from Regina to Chicago takes 6h 26m
There are no direct flights from Regina to Chicago. Popular non-direct routes for this connection are Regina Airport - Chicago Midway Airport and Regina Airport - Chicago O'Hare Intl Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 26m.

  • 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
Air CanadaPriceFrom C$ 399Free CancellationRating
7.0
8,095 reviews
Search Air Canada flights
WestJetPriceFrom C$ 406Free CancellationRating
7.3
2,804 reviews
Search WestJet flights

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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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago