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Cheap flights from Illinois to Regina from C$ 431

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Regina departing on 1/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Illinois to Regina

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 p.m. - 11:20 p.m.
ORD
-
YQR
6h 50m
1 stop
WestJet Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
C$ 431WestJet
Fri, 1 May - Sun, 3 May
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
8:35 a.m. - 4:40 p.m.
YQR
-
ORD
7h 05m
1 stop
C$ 443WestJet
Tue, 16 Jun - Tue, 23 Jun
WestJet Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
WestJet Logo
7:00 p.m. - 4:40 p.m.
YQR
-
ORD
20h 40m
1 stop
C$ 494WestJet
Tue, 16 Jun - Mon, 22 Jun
Delta Logo
5:30 p.m. - 1:10 a.m.
ORD
-
YQR
8h 40m
1 stop
Delta Logo
10:45 a.m. - 5:02 p.m.
YQR
-
ORD
5h 17m
1 stop
C$ 564Delta
Tue, 16 Jun - Wed, 24 Jun
United Airlines Logo
2:20 p.m. - 9:30 p.m.
ORD
-
YQR
8h 10m
1 stop
United Airlines Logo
9:45 a.m. - 11:57 p.m.
YQR
-
ORD
13h 12m
1 stop
C$ 568United Airlines
Tue, 5 May - Sat, 9 May
Delta Logo
8:36 a.m. - 5:20 p.m.
ORD
-
YQR
9h 44m
1 stop
Delta Logo
10:45 a.m. - 7:31 p.m.
YQR
-
ORD
7h 46m
1 stop
C$ 571Delta
Sat, 13 Jun - Wed, 24 Jun
Delta Logo
11:30 a.m. - 1:10 a.m.
ORD
-
YQR
14h 40m
2 stops
Delta Logo
10:45 a.m. - 5:02 p.m.
YQR
-
ORD
5h 17m
1 stop
C$ 578Delta
Tue, 16 Jun - Wed, 24 Jun
Air Canada Logo
8:45 a.m. - 7:07 p.m.
ORD
-
YQR
11h 22m
2 stops
Air Canada Logo
5:45 a.m. - 2:55 p.m.
YQR
-
ORD
8h 10m
1 stop
C$ 582Air Canada
Tue, 5 May - Sat, 9 May
Delta Logo
12:46 p.m. - 5:20 p.m.
ORD
-
YQR
5h 34m
1 stop
Delta Logo
10:45 a.m. - 8:31 p.m.
YQR
-
ORD
8h 46m
2 stops
C$ 585Delta
Sat, 13 Jun - Wed, 24 Jun
Delta Logo
8:36 a.m. - 5:20 p.m.
ORD
-
YQR
9h 44m
1 stop
Delta Logo
6:00 a.m. - 6:29 p.m.
YQR
-
ORD
11h 29m
2 stops
C$ 589Delta
Sat, 13 Jun - Tue, 23 Jun

Air Canada flights from Illinois to Regina

Our best Air Canada deals on Illinois to Regina flight tickets
Air Canada
5 May
ORD8:45 a.m.Chicago O'Hare Intl
11h 22m
2 stops
YQR7:07 p.m.Regina
9 May
YQR5:45 a.m.Regina
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
C$ 582
Air Canada
5 May
ORD8:45 a.m.Chicago O'Hare Intl
11h 22m
2 stops
YQR7:07 p.m.Regina
9 May
YQR5:45 a.m.Regina
13h 23m
2 stops
ORD8:08 p.m.Chicago O'Hare Intl
C$ 594
Air Canada
29 Apr
ORD6:40 p.m.Chicago O'Hare Intl
15h 52m
1 stop
YQR9:32 a.m.Regina
3 May
YQR5:45 a.m.Regina
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
C$ 604

WestJet flights from Illinois to Regina

Our best WestJet deals on Illinois to Regina flight tickets
WestJet
16 Jun
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
23 Jun
YQR8:35 a.m.Regina
7h 05m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 443
WestJet
16 Jun
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR1:10 a.m.Regina
22 Jun
YQR7:00 p.m.Regina
20h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 494
WestJet
12 Jun
ORD5:30 p.m.Chicago O'Hare Intl
6h 50m
1 stop
YQR11:20 p.m.Regina
23 Jun
YQR8:35 a.m.Regina
7h 05m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 631

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Regina that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 24 March 2026.
Use the filters below to find and compare flights from Illinois to Regina that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/5

5:30 p.m.-11:20 p.m.

1 stop6h 50m

Regina

Sun 3/5

8:35 a.m.-4:40 p.m.

1 stop7h 05m

C$ 431

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 16/6

5:30 p.m.-1:10 a.m.

1 stop8h 40m

Regina

Tue 23/6

8:35 a.m.-4:40 p.m.

1 stop7h 05m

C$ 443

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 16/6

5:30 p.m.-1:10 a.m.

1 stop8h 40m

Regina

Mon 22/6

7:00 p.m.-4:40 p.m.

1 stop20h 40m

C$ 494

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 16/6

5:30 p.m.-1:10 a.m.

1 stop8h 40m

Regina

Wed 24/6

10:45 a.m.-5:02 p.m.

1 stop5h 17m

C$ 564

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 5/5

2:20 p.m.-9:30 p.m.

1 stop8h 10m

Regina

Sat 9/5

9:45 a.m.-11:57 p.m.

1 stop13h 12m

C$ 568

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 13/6

8:36 a.m.-5:20 p.m.

1 stop9h 44m

Regina

Wed 24/6

10:45 a.m.-7:31 p.m.

1 stop7h 46m

C$ 571

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 16/6

11:30 a.m.-1:10 a.m.

2 stops14h 40m

Regina

Wed 24/6

10:45 a.m.-5:02 p.m.

1 stop5h 17m

C$ 578

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 5/5

8:45 a.m.-7:07 p.m.

2 stops11h 22m

Regina

Sat 9/5

5:45 a.m.-2:55 p.m.

1 stop8h 10m

C$ 582

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 13/6

12:46 p.m.-5:20 p.m.

1 stop5h 34m

Regina

Wed 24/6

10:45 a.m.-8:31 p.m.

2 stops8h 46m

C$ 585

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 13/6

8:36 a.m.-5:20 p.m.

1 stop9h 44m

Regina

Tue 23/6

6:00 a.m.-6:29 p.m.

2 stops11h 29m

C$ 589

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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Cheap Illinois to Regina flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Regina

Fastest flight time

7h 12m

Direct flights

None
The fastest flight from Illinois to Regina takes 7h 12m
There are no direct flights from Illinois to Regina. There are no popular flight routes from Illinois to Regina.
Search flight deals

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

    Prices for flights from Illinois to Regina Airport are refreshed on a daily basis.

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

    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 Illinois 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.

  • How do I get Price Alerts for flights from Illinois to Regina?

    Price Alerts will notify you by email when the price for flights to Regina from Illinois decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Illinois to Regina with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

Travelling to a place near Regina?

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

Why should I use momondo to find a flight deal from Illinois to Regina?

It is quick and easy to find Illinois to Regina 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 Regina that suits you.

Can I find flights from Illinois to Regina with flexible booking policies on momondo?

Flights from Illinois 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 Illinois to Regina?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to Regina.

I’m not ready to book a flight from Illinois 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 Illinois and alert you when they change.

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