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Cheap flights from Chicago to Regina from $189

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
7:25 am - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
11h 15m2 stops Denver Intl Minneapolis St Paul
Multiple Airlines Logo
11:50 am - 10:23 amYQR  Regina-ORD Chicago O'Hare Intl
22h 33m1 stop Minneapolis St Paul
$430Multiple Airlines
Mon, Dec 14 - Mon, Dec 21
Multiple Airlines Logo
11:38 am - 3:10 pmORD  Chicago O'Hare Intl-YQR Regina
27h 32m1 stop Phoenix Sky Harbor Intl
Multiple Airlines Logo
11:50 am - 10:23 amYQR  Regina-ORD Chicago O'Hare Intl
22h 33m1 stop Minneapolis St Paul
$498Multiple Airlines
Mon, Dec 14 - Mon, Dec 21
Multiple Airlines Logo
4:36 pm - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
26h 04m2 stops Dallas/Fort Worth Minneapolis St Paul
Multiple Airlines Logo
9:10 pm - 6:30 pmYQR  Regina-ORD Chicago O'Hare Intl
21h 20m3 stops Calgary Saskatoon Minneapolis St Paul
$529Multiple Airlines
Tue, Nov 17 - Wed, Nov 18
Multiple Airlines Logo
4:36 pm - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
26h 04m2 stops Dallas/Fort Worth Minneapolis St Paul
Multiple Airlines Logo
7:25 pm - 4:15 pmYQR  Regina-ORD Chicago O'Hare Intl
20h 50m3 stops Calgary Edmonton Minneapolis St Paul
$540Multiple Airlines
Tue, Nov 17 - Thu, Nov 19
Multiple Airlines Logo
7:25 am - 3:10 pmORD  Chicago O'Hare Intl-YQR Regina
31h 45m2 stops Denver Intl Phoenix Sky Harbor Intl
Multiple Airlines Logo
6:45 am - 6:55 pmYQR  Regina-ORD Chicago O'Hare Intl
12h 10m2 stops Calgary Phoenix Sky Harbor Intl
$548Multiple Airlines
Mon, Dec 14 - Mon, Dec 21
Multiple Airlines Logo
4:36 pm - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
26h 04m2 stops Dallas/Fort Worth Minneapolis St Paul
Multiple Airlines Logo
11:50 am - 6:30 pmYQR  Regina-ORD Chicago O'Hare Intl
6h 40m1 stop Minneapolis St Paul
$549Multiple Airlines
Tue, Nov 17 - Thu, Nov 19
Multiple Airlines Logo
7:25 am - 3:10 pmORD  Chicago O'Hare Intl-YQR Regina
31h 45m2 stops Denver Intl Phoenix Sky Harbor Intl
Multiple Airlines Logo
5:35 am - 12:26 amYQR  Regina-ORD Chicago O'Hare Intl
18h 51m3 stops Calgary Phoenix Sky Harbor Intl Denver Intl
$552Multiple Airlines
Mon, Dec 14 - Mon, Dec 21
Multiple Airlines Logo
9:51 am - 6:40 pmORD  Chicago O'Hare Intl-YQR Regina
32h 49m3 stops Orlando Denver Intl Minneapolis St Paul
Multiple Airlines Logo
9:10 pm - 6:30 pmYQR  Regina-ORD Chicago O'Hare Intl
21h 20m3 stops Calgary Saskatoon Minneapolis St Paul
$558Multiple Airlines
Tue, Nov 17 - Wed, Nov 18
United Airlines Logo
1:30 pm - 10:40 pmORD  Chicago O'Hare Intl-YQR Regina
9h 10m1 stop Denver Intl
United Airlines Logo
10:45 am - 7:28 pmYQR  Regina-ORD Chicago O'Hare Intl
8h 43m1 stop Denver Intl
$593United Airlines
Fri, Nov 27 - Tue, Dec 1
United Airlines Logo
7:00 am - 10:40 pmORD  Chicago O'Hare Intl-YQR Regina
15h 40m1 stop Denver Intl
United Airlines Logo
10:45 am - 6:38 pmYQR  Regina-ORD Chicago O'Hare Intl
7h 53m1 stop Denver Intl
$620United Airlines
Fri, Nov 20 - Mon, Nov 23

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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 27
ORD4:30 pmChicago O'Hare Intl
6h 57m
1 stop
YQR11:27 pmRegina
Dec 1
YQR5:00 amRegina
14h 52m
2 stops
ORD7:52 pmChicago O'Hare Intl
$582
Air Canada
Nov 27
ORD4:30 pmChicago O'Hare Intl
6h 57m
1 stop
YQR11:27 pmRegina
Dec 1
YQR5:00 amRegina
10h 38m
1 stop
ORD3:38 pmChicago O'Hare Intl
$597
Air Canada
Nov 27
ORD4:30 pmChicago O'Hare Intl
6h 57m
1 stop
YQR11:27 pmRegina
Dec 1
YQR5:00 amRegina
14h 52m
2 stops
ORD7:52 pmChicago O'Hare Intl
$603

Delta flights from Chicago to Regina

Our best Delta deals on Chicago to Regina flight tickets
Delta
Nov 19
ORD6:49 amChicago O'Hare Intl
11h 51m
2 stops
YQR6:40 pmRegina
Nov 23
YQR5:35 amRegina
9h 20m
2 stops
ORD2:55 pmChicago O'Hare Intl
$784
Delta
Nov 19
ORD8:04 amChicago O'Hare Intl
10h 36m
2 stops
YQR6:40 pmRegina
Nov 24
YQR7:00 amRegina
13h 17m
2 stops
ORD8:17 pmChicago O'Hare Intl
$792
Delta
Nov 19
ORD5:30 amChicago O'Hare Intl
13h 10m
2 stops
YQR6:40 pmRegina
Nov 24
YQR7:00 amRegina
13h 17m
2 stops
ORD8:17 pmChicago O'Hare Intl
$793

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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Price

Cheapest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 12/14

7:25 am-6:40 pm

2 stops11h 15m

Regina

Mon 12/21

11:50 am-10:23 am

1 stop22h 33m

$430

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 12/14

11:38 am-3:10 pm

1 stop27h 32m

Regina

Mon 12/21

11:50 am-10:23 am

1 stop22h 33m

$498

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 11/17

4:36 pm-6:40 pm

2 stops26h 04m

Regina

Wed 11/18

9:10 pm-6:30 pm

3 stops21h 20m

$529

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 11/17

4:36 pm-6:40 pm

2 stops26h 04m

Regina

Thu 11/19

7:25 pm-4:15 pm

3 stops20h 50m

$540

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 12/14

7:25 am-3:10 pm

2 stops31h 45m

Regina

Mon 12/21

6:45 am-6:55 pm

2 stops12h 10m

$548

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 11/17

4:36 pm-6:40 pm

2 stops26h 04m

Regina

Thu 11/19

11:50 am-6:30 pm

1 stop6h 40m

$549

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Mon 12/14

7:25 am-3:10 pm

2 stops31h 45m

Regina

Mon 12/21

5:35 am-12:26 am

3 stops18h 51m

$552

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Tue 11/17

9:51 am-6:40 pm

3 stops32h 49m

Regina

Wed 11/18

9:10 pm-6:30 pm

3 stops21h 20m

$558
Quickest round-trip

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Fri 11/27

1:30 pm-10:40 pm

1 stop9h 10m

Regina

Tue 12/1

10:45 am-7:28 pm

1 stop8h 43m

$593

ChicagoRegina

ORD Chicago O'Hare Intl - YQR Regina

ORDYQR

Chicago O'Hare Intl

Fri 11/20

7:00 am-10:40 pm

1 stop15h 40m

Regina

Mon 11/23

10:45 am-6:38 pm

1 stop7h 53m

$620

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?

Air Canada and United Airlines 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

$189

Fastest flight time

6h 02m

Direct flights

None
The best one-way flight to Regina from Chicago in the past 72 hours is $189. The best round-trip flight deal from Chicago to Regina found on momondo in the last 72 hours is $430.
The fastest flight from Chicago to Regina takes 6h 02m
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 02m 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
United AirlinesPriceFrom $213Free CancellationRating
7.3
10,451 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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