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Cheap flights from Illinois to Regina from C$ 261

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 16/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
18 Aug — 25 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Illinois to Regina

Enter your travel dates to find the best prices.

Cheapest flights from Illinois to Regina
Explore the most affordable flight options available from Illinois to Regina. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 19 July 2026.

Tue 25/85:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Wed 26/88:35 a.m.
YQR
-
ORD
1 stop7h 05m
WestJet
Deal found 15/7C$ 572
Mon 17/85:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Sat 22/88:20 p.m.
YQR
-
ORD
2 stops43h 20m
WestJet
Deal found 17/7C$ 592
Tue 25/86:00 a.m.
ORD
-
YQR
1 stop16h 30m
United Airlines
Wed 26/89:45 a.m.
YQR
-
ORD
1 stop11h 15m
United Airlines
Deal found 18/7C$ 593
Fri 11/95:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Sun 13/99:05 p.m.
YQR
-
ORD
1 stop18h 35m
WestJet
Deal found 14/7C$ 614
Sat 29/88:50 p.m.
ORD
-
YQR
1 stop13h 15m
Air Canada
Sat 5/95:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Deal found 15/7C$ 615

Find flight deals from Illinois to Regina

Keep the following information in mind while searching for Illinois to Regina flight deals. Data was last updated 19 July 2026.

Round-trip from

C$ 572

One-way from

C$ 261
WestJet
  • WestJet
  • 25/8-26/8
  • 2 total stops
  • 15h 45m total
  • Illinois to Regina
Search Deals
WestJet
  • WestJet
  • 16/8
  • 2 total stops
  • 18h 45m total
  • Illinois to Regina
Search Deals

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 19 July 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

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 25/8

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

1 stop8h 40m

Regina

Wed 26/8

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

1 stop7h 05m

C$ 572

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 17/8

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

1 stop8h 40m

Regina

Sat 22/8

8:20 p.m.-4:40 p.m.

2 stops43h 20m

C$ 592

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 25/8

6:00 a.m.-9:30 p.m.

1 stop16h 30m

Regina

Wed 26/8

9:45 a.m.-10:00 p.m.

1 stop11h 15m

C$ 593

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 11/9

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

1 stop8h 40m

Regina

Sun 13/9

9:05 p.m.-4:40 p.m.

1 stop18h 35m

C$ 614

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 29/8

9:50 a.m.-7:10 p.m.

1 stop10h 20m

Regina

Sat 5/9

5:45 a.m.-8:05 p.m.

2 stops13h 20m

C$ 618
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 5/9

3:56 p.m.-9:30 p.m.

1 stop6h 34m

Regina

Wed 9/9

9:45 a.m.-7:30 p.m.

1 stop8h 45m

C$ 704

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 21/10

1:30 p.m.-9:30 p.m.

1 stop9h 00m

Regina

Sat 24/10

9:45 a.m.-7:29 p.m.

1 stop8h 44m

C$ 730

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 19/11

8:50 p.m.-10:43 a.m.

1 stop13h 53m

Regina

Tue 24/11

5:00 a.m.-2:52 p.m.

2 stops9h 52m

C$ 740
Cheapest one-way

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 5/9

8:40 p.m.-9:05 a.m.

1 stop13h 25m

C$ 318

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 16/8

5:55 a.m.-9:30 p.m.

1 stop16h 35m

C$ 346

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/7

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Best time to book a flight from Illinois to Regina

Have a flexible travel schedule? Discover the best time to fly to Regina from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Regina

How much does it cost to fly round-trip from Illinois to Regina?

Related info for your journey

Find useful and relevant information for your journey from Illinois to Regina. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Regina from Illinois?

    For a flight from Illinois to Regina, you will be flying into Regina. Regina (YQR) is just 4.0 km from the centre of the city.

  • How long is the flight from Illinois to Regina?

    For as low as C$ 572, WestJet can have you in Regina from Illinois in 8h 40m. The distance between Illinois and Regina is about 1588 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • Can I find deals for flights from Illinois to Regina that include hotel bookings?

    Yes. In addition to deals on Illinois to Regina flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Regina?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Regina.

  • Can I find deals for business class flights from Illinois to Regina?

    Yes. Cheapflights offers flight deals from Illinois to Regina by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Moose Jaw

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Why should you use Cheapflights to find cheap flight tickets from Illinois to Regina?

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Can Cheapflights find flights from Illinois to Regina with no change fees?

Yes! Cheapflights helps users easily find flights from Illinois to Regina with no change fees.

Can Cheapflights notify me if prices for flights from Illinois to Regina become cheaper?

Yes! Start tracking prices for Illinois to Regina flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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