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Cheap flights from Chicago to Regina from $148

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.
WestJet Logo
5:30 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
8h 40m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$269WestJet
Tue, Oct 6 - Mon, Oct 12
WestJet Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$279WestJet
Fri, Oct 2 - Tue, Oct 6
WestJet Logo
5:30 pm - 11:20 pmORD  Chicago O'Hare Intl-YQR Regina
6h 50m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$279WestJet
Mon, Sep 28 - Tue, Oct 6
WestJet Logo
5:30 pm - 1:10 amORD  Chicago O'Hare Intl-YQR Regina
8h 40m1 stop Calgary
WestJet Logo
7:00 am - 4:40 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
$279WestJet
Thu, Oct 1 - Tue, Oct 6
United Airlines Logo
1:30 pm - 9:30 pmORD  Chicago O'Hare Intl-YQR Regina
9h 00m1 stop Denver Intl
United Airlines Logo
9:45 am - 11:59 pmYQR  Regina-ORD Chicago O'Hare Intl
13h 14m1 stop Denver Intl
$354United Airlines
Fri, Oct 23 - Thu, Oct 29
United Airlines Logo
5:55 am - 9:30 pmORD  Chicago O'Hare Intl-YQR Regina
16h 35m1 stop Denver Intl
United Airlines Logo
9:45 am - 11:59 pmYQR  Regina-ORD Chicago O'Hare Intl
13h 14m1 stop Denver Intl
$374United Airlines
Thu, Sep 17 - Sun, Sep 20
Delta Logo
12:29 pm - 5:20 pmORD  Chicago O'Hare Intl-YQR Regina
5h 51m1 stop Minneapolis St Paul
Delta Logo
10:45 am - 7:33 pmYQR  Regina-ORD Chicago O'Hare Intl
7h 48m1 stop Minneapolis St Paul
$423Delta
Mon, Sep 28 - Fri, Oct 2
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
$468United Airlines
Thu, Sep 17 - Sun, Sep 20
Delta Logo
5:30 am - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
13h 10m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
11:50 am - 11:54 pmYQR  Regina-ORD Chicago O'Hare Intl
12h 04m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$470Delta
Thu, Nov 19 - Mon, Nov 23
Delta Logo
6:49 am - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
11h 51m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
7:00 am - 8:17 pmYQR  Regina-ORD Chicago O'Hare Intl
13h 17m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
$478Delta
Thu, Nov 19 - Tue, Nov 24

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Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets
Delta
Nov 19
ORD5:30 amChicago O'Hare Intl
13h 10m
2 stops
YQR6:40 pmRegina
Nov 23
YQR11:50 amRegina
12h 04m
2 stops
ORD11:54 pmChicago O'Hare Intl
$470
Delta
Nov 19
ORD5:30 amChicago O'Hare Intl
13h 10m
2 stops
YQR6:40 pmRegina
Nov 25
YQR7:00 amRegina
13h 17m
2 stops
ORD8:17 pmChicago O'Hare Intl
$479
Delta
Sep 9
ORD6:24 pmChicago O'Hare Intl
23h 56m
1 stop
YQR5:20 pmRegina
Sep 15
YQR7:00 amRegina
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
$670

Air Canada flights from Chicago to Regina

Our best Air Canada deals on Chicago to Regina flight tickets
Air Canada
Nov 19
ORD8:45 amChicago O'Hare Intl
14h 42m
1 stop
YQR11:27 pmRegina
Nov 24
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$369
Air Canada
Nov 19
ORD8:45 amChicago O'Hare Intl
14h 42m
1 stop
YQR11:27 pmRegina
Nov 24
YQR5:00 amRegina
9h 52m
2 stops
ORD2:52 pmChicago O'Hare Intl
$378
Air Canada
Nov 19
ORD8:45 amChicago O'Hare Intl
14h 42m
1 stop
YQR11:27 pmRegina
Nov 25
YQR5:00 amRegina
8h 13m
1 stop
ORD1:13 pmChicago O'Hare Intl
$423

momondo Fare Finder

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

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Depart

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Price

Cheapest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 10/6

5:30 pm-1:10 am

1 stop8h 40m

Regina

Mon 10/12

7:00 am-4:40 pm

1 stop8h 40m

$269

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Fri 10/2

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Tue 10/6

7:00 am-4:40 pm

1 stop8h 40m

$279

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

5:30 pm-11:20 pm

1 stop6h 50m

Regina

Tue 10/6

7:00 am-4:40 pm

1 stop8h 40m

$279

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 10/1

5:30 pm-1:10 am

1 stop8h 40m

Regina

Tue 10/6

7:00 am-4:40 pm

1 stop8h 40m

$279

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Fri 10/23

1:30 pm-9:30 pm

1 stop9h 00m

Regina

Thu 10/29

9:45 am-11:59 pm

1 stop13h 14m

$354

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

9:45 am-11:59 pm

1 stop13h 14m

$374
Quickest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 9/28

12:29 pm-5:20 pm

1 stop5h 51m

Regina

Fri 10/2

10:45 am-7:33 pm

1 stop7h 48m

$423

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

$468

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 11/19

5:30 am-6:40 pm

2 stops13h 10m

Regina

Mon 11/23

11:50 am-11:54 pm

2 stops12h 04m

$470

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Thu 11/19

6:49 am-6:40 pm

2 stops11h 51m

Regina

Tue 11/24

7:00 am-8:17 pm

2 stops13h 17m

$478

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 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 airline that flies from Chicago to Regina?

United Airlines and Delta 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

$148

Fastest flight time

8h 40m

Direct flights

None
The best one-way flight to Regina from Chicago in the past 72 hours is $148. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is $269.
The fastest flight from Chicago to Regina takes 8h 40m
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 8h 40m 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
8,573 reviews
Search Delta flights
United AirlinesPriceFrom $213Free CancellationRating
7.4
10,171 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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