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Cheap flights from Illinois to Regina from C$ 166

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
31 Mar — 7 Apr1
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 1 March 2026.

Mon 27/45:30 p.m.
ORD
-
YQR
1 stop6h 50m
WestJet
Fri 1/58:35 a.m.
YQR
-
ORD
1 stop7h 05m
WestJet
Deal found 27/2C$ 385
Fri 1/55:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Thu 7/58:35 a.m.
YQR
-
ORD
1 stop7h 05m
WestJet
Deal found 27/2C$ 386
Fri 17/44:15 p.m.
ORD
-
YQR
1 stop7h 02m
Air Canada
Tue 21/45:00 a.m.
YQR
-
ORD
1 stop7h 05m
Air Canada
Deal found 27/2C$ 402
Wed 15/42:35 p.m.
ORD
-
YQR
1 stop7h 55m
United Airlines
Mon 20/49:45 a.m.
YQR
-
ORD
1 stop12h 09m
United Airlines
Deal found 27/2C$ 404
Tue 28/412:55 p.m.
ORD
-
YQR
1 stop9h 35m
United Airlines
Sat 2/59:45 a.m.
YQR
-
ORD
1 stop6h 19m
United Airlines
Deal found 27/2C$ 405
Wed 6/52:20 p.m.
ORD
-
YQR
1 stop8h 10m
United Airlines
Mon 11/59:45 a.m.
YQR
-
ORD
1 stop12h 13m
United Airlines
Deal found 27/2C$ 406
Sat 9/58:45 a.m.
ORD
-
YQR
2 stops11h 22m
Air Canada
Wed 13/55:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Deal found 27/2C$ 415
Fri 24/42:20 p.m.
ORD
-
YQR
1 stop9h 56m
WestJet
Thu 30/47:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Deal found 27/2C$ 425
Sun 26/45:30 p.m.
ORD
-
YQR
1 stop17h 15m
WestJet
Fri 1/58:35 a.m.
YQR
-
ORD
1 stop7h 05m
WestJet
Deal found 27/2C$ 427
Fri 1/55:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Wed 6/59:05 p.m.
YQR
-
ORD
1 stop18h 35m
WestJet
Deal found 27/2C$ 428
Fri 1/59:55 a.m.
ORD
-
YQR
1 stop10h 12m
Air Canada
Tue 5/55:45 a.m.
YQR
-
ORD
1 stop6h 40m
Air Canada
Deal found 27/2C$ 436
Fri 19/66:00 a.m.
ORD
-
YQR
1 stop16h 30m
United Airlines
Sun 21/69:45 a.m.
YQR
-
ORD
1 stop12h 34m
United Airlines
Deal found 28/2C$ 445

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 1 March 2026.

Round-trip from

C$ 385

One-way from

C$ 166
WestJet
  • WestJet
  • 30/4-4/5
  • 2 total stops
  • 13h 55m total
  • Illinois to Regina
Search Deals
United Airlines
  • United Airlines
  • 2/5
  • 1 total stop
  • 11h 41m 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 1 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

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 14/4

12:55 p.m.-9:30 p.m.

1 stop9h 35m

Regina

Mon 20/4

9:45 a.m.-10:54 p.m.

1 stop12h 09m

C$ 404

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 18/4

12:55 p.m.-9:30 p.m.

1 stop9h 35m

Regina

Fri 24/4

9:45 a.m.-9:20 p.m.

1 stop10h 35m

C$ 404

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 8/5

3:00 p.m.-9:30 p.m.

1 stop7h 30m

Regina

Tue 12/5

9:45 a.m.-7:04 p.m.

1 stop8h 19m

C$ 406

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 2/5

10:49 a.m.-9:30 p.m.

1 stop11h 41m

Regina

Wed 6/5

9:45 a.m.-8:24 p.m.

1 stop9h 39m

C$ 406

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

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

1 stop16h 30m

Regina

Sun 21/6

9:45 a.m.-11:19 p.m.

1 stop12h 34m

C$ 445

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

8:40 p.m.-9:15 a.m.

1 stop13h 35m

Regina

Sun 21/6

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

1 stop8h 10m

C$ 480

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

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

1 stop8h 40m

Regina

Sun 21/6

6:00 a.m.-6:41 p.m.

2 stops11h 41m

C$ 483

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 9/4

7:55 a.m.-10:17 p.m.

1 stop15h 22m

Regina

Mon 13/4

5:00 a.m.-1:05 p.m.

1 stop7h 05m

C$ 539

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 9/4

5:30 a.m.-6:21 p.m.

2 stops13h 51m

Regina

Mon 13/4

10:40 a.m.-11:59 p.m.

2 stops12h 19m

C$ 559

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

1:35 p.m.-11:20 p.m.

2 stops10h 45m

Regina

Sun 21/6

10:45 a.m.-7:43 p.m.

1 stop7h 58m

C$ 589

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/2

Showing 1-10 of 17 resultsSorted by cheapest first
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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
No data available for this route at this time. Please check back soon.

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$ 404, United Airlines can have you in Regina from Illinois in 9h 35m. The distance between Illinois and Regina is about 1588 km.

  • 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

Travelling to a place near Regina?

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

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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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