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Cheap flights from Chicago to Regina from $187

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Regina

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
Multiple Airlines Logo
10:45 am - 6:43 pmYQR  Regina-ORD Chicago O'Hare Intl
6h 58m1 stop Minneapolis St Paul
$407Multiple Airlines
Thu, Oct 1 - Thu, Oct 8
Multiple Airlines Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
Multiple Airlines Logo
6:00 am - 12:24 amYQR  Regina-ORD Chicago O'Hare Intl
17h 24m2 stops Calgary Denver Intl
$416Multiple Airlines
Mon, Oct 5 - Mon, Oct 12
Multiple Airlines Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
Multiple Airlines Logo
7:00 am - 12:59 amYQR  Regina-ORD Chicago O'Hare Intl
16h 59m2 stops Calgary Phoenix Sky Harbor Intl
$425Multiple Airlines
Mon, Oct 5 - Mon, Oct 12
Multiple Airlines Logo
5:30 pm - 11:55 amORD  Chicago O'Hare Intl-YQR Regina
19h 25m2 stops Calgary Vancouver Intl
Multiple Airlines Logo
10:45 am - 6:43 pmYQR  Regina-ORD Chicago O'Hare Intl
6h 58m1 stop Minneapolis St Paul
$430Multiple Airlines
Thu, Oct 1 - Thu, Oct 8
Delta Logo
8:25 am - 5:20 pmORD  Chicago O'Hare Intl-YQR Regina
9h 55m1 stop Minneapolis St Paul
Delta Logo
10:45 am - 9:33 pmYQR  Regina-ORD Chicago O'Hare Intl
9h 48m1 stop Minneapolis St Paul
$520Delta
Sat, Sep 19 - Fri, Sep 25
Delta Logo
1:55 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
12h 15m2 stops Detroit Metropolitan Wayne County Calgary
Delta Logo
7:00 am - 8:30 pmYQR  Regina-ORD Chicago O'Hare Intl
12h 30m2 stops Calgary Detroit Metropolitan Wayne County
$531Delta
Tue, Oct 6 - Tue, Oct 13
United Airlines Logo
5:55 am - 9:30 pmORD  Chicago O'Hare Intl-YQR Regina
16h 35m1 stop Denver Intl
United Airlines Logo
5:45 am - 1:23 pmYQR  Regina-ORD Chicago O'Hare Intl
6h 38m1 stop Toronto Pearson Intl
$574United Airlines
Thu, Sep 17 - Sun, Sep 20
United Airlines Logo
10:30 am - 10:40 pmORD  Chicago O'Hare Intl-YQR Regina
12h 10m2 stops Minneapolis St Paul Denver Intl
United Airlines Logo
10:45 am - 7:44 amYQR  Regina-ORD Chicago O'Hare Intl
20h 59m2 stops Denver Intl Minneapolis St Paul
$626United Airlines
Fri, Nov 20 - Wed, Nov 25
Delta Logo
8:55 am - 5:20 pmORD  Chicago O'Hare Intl-YQR Regina
9h 25m2 stops Detroit Metropolitan Wayne County Minneapolis St Paul
Delta Logo
10:45 am - 8:30 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 45m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County
$831Delta
Sat, Sep 19 - Fri, Sep 25
Delta Logo
5:30 am - 5:20 pmORD  Chicago O'Hare Intl-YQR Regina
12h 50m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
8:35 am - 9:33 pmYQR  Regina-ORD Chicago O'Hare Intl
11h 58m2 stops Calgary Minneapolis St Paul
$949Delta
Wed, Sep 16 - Sun, Sep 20

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Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
Nov 20
ORD8:50 pmChicago O'Hare Intl
13h 53m
1 stop
YQR10:43 amRegina
Nov 25
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$490
Air Canada
Nov 20
ORD8:50 pmChicago O'Hare Intl
13h 53m
1 stop
YQR10:43 amRegina
Nov 25
YQR5:00 amRegina
9h 52m
2 stops
ORD2:52 pmChicago O'Hare Intl
$498
Air Canada
Nov 20
ORD8:50 pmChicago O'Hare Intl
13h 53m
1 stop
YQR10:43 amRegina
Nov 25
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$552

WestJet flights from Chicago to Regina

Our best WestJet deals on Chicago to Regina flight tickets
WestJet
Oct 6
ORD5:30 pmChicago O'Hare Intl
8h 40m
1 stop
YQR1:10 amRegina
Oct 12
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$504
WestJet
Sep 15
ORD5:30 pmChicago O'Hare Intl
8h 40m
1 stop
YQR1:10 amRegina
Sep 18
YQR8:35 amRegina
7h 05m
1 stop
ORD4:40 pmChicago O'Hare Intl
$505
WestJet
Sep 15
ORD5:30 pmChicago O'Hare Intl
18h 45m
2 stops
YQR11:15 amRegina
Sep 18
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$550

momondo Fare Finder

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

Fly from

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Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 10/1

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Thu 10/8

10:45 am-6:43 pm

1 stop6h 58m

$407

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 10/5

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/12

6:00 am-12:24 am

2 stops17h 24m

$416

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 10/5

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Mon 10/12

7:00 am-12:59 am

2 stops16h 59m

$425

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 10/1

5:30 pm-11:55 am

2 stops19h 25m

Regina

Thu 10/8

10:45 am-6:43 pm

1 stop6h 58m

$430

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sat 9/19

8:25 am-5:20 pm

1 stop9h 55m

Regina

Fri 9/25

10:45 am-9:33 pm

1 stop9h 48m

$520

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 10/6

1:55 pm-1:10 am

2 stops12h 15m

Regina

Tue 10/13

7:00 am-8:30 pm

2 stops12h 30m

$531

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 9/17

5:55 am-9:30 pm

1 stop16h 35m

Regina

Sun 9/20

5:45 am-1:23 pm

1 stop6h 38m

$574

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Fri 11/20

10:30 am-10:40 pm

2 stops12h 10m

Regina

Wed 11/25

10:45 am-7:44 am

2 stops20h 59m

$626

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Sat 9/19

8:55 am-5:20 pm

2 stops9h 25m

Regina

Fri 9/25

10:45 am-8:30 pm

2 stops8h 45m

$831

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Wed 9/16

5:30 am-5:20 pm

2 stops12h 50m

Regina

Sun 9/20

8:35 am-9:33 pm

2 stops11h 58m

$949

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Regina from

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 month to fly to Regina?

The month of January is another great option to travel to Regina, with average flight prices from Chicago averaging around $0.

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

$187

Fastest flight time

6h 50m

Direct flights

None
The best one-way flight to Regina from Chicago in the past 72 hours is $187. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is $407.
The fastest flight from Chicago to Regina takes 6h 50m
There are no direct flights from Chicago to Regina. There are no popular flight routes from Chicago to Regina.
Search flight deals

Frequently asked questions about flying from Chicago to Regina

  • How far is Chicago to Regina by plane?

    The straight-line distance from Chicago to Regina is 1001.4 mi. Typically, this will take 6h 50m by plane in normal conditions.

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

    Prices for flights from Chicago to Regina Airport refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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.

Best airlines flying from Chicago to Regina

Compare and see reviews for airlines that fly from Chicago to Regina with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $137Free CancellationRating
7.8
8,517 reviews
Search Delta flights
United AirlinesPriceFrom $213Free CancellationRating
7.4
10,112 reviews
Search United Airlines flights

Traveling to a place near Regina?

Book flights to Regina if you plan to visit one of these locations
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?

Flights from Chicago to Regina with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo helps you find the best flight between Chicago and Regina by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Regina, momondo offers a useful price alert feature which will track prices for flights to Regina from Chicago and alert you when they change.

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