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Cheap flights from Illinois to Regina from C$ 256

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 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
2 Jul — 9 Jul1
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 2 June 2026.

Fri 16/105:30 p.m.
ORD
-
YQR
1 stop6h 50m
WestJet
Fri 23/107:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Deal found 1/6C$ 527
Fri 9/105:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Sat 17/1011:40 a.m.
YQR
-
ORD
1 stop28h 00m
WestJet
Deal found 1/6C$ 575
Thu 27/85:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Mon 31/89:05 p.m.
YQR
-
ORD
1 stop18h 35m
WestJet
Deal found 30/5C$ 709
Thu 3/99:48 p.m.
ORD
-
YQR
2 stops21h 37m
Multiple Airlines
Tue 8/96:00 a.m.
YQR
-
ORD
1 stop9h 40m
Multiple Airlines
Deal found 29/5C$ 727
Mon 13/75:30 p.m.
ORD
-
YQR
1 stop8h 40m
Multiple Airlines
Sun 19/710:45 a.m.
YQR
-
ORD
2 stops33h 07m
Multiple Airlines
Deal found 29/5C$ 781
Mon 15/65:30 p.m.
ORD
-
YQR
1 stop6h 50m
Delta
Fri 19/610:45 a.m.
YQR
-
ORD
1 stop7h 46m
Delta
Deal found 30/5C$ 782
Fri 16/101:35 p.m.
ORD
-
YQR
2 stops10h 45m
Delta
Fri 23/107:00 a.m.
YQR
-
ORD
2 stops10h 40m
Delta
Deal found 1/6C$ 787

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 2 June 2026.

Round-trip from

C$ 527

One-way from

C$ 256
WestJet
  • WestJet
  • 16/10-23/10
  • 2 total stops
  • 15h 30m total
  • Illinois to Regina
Search Deals
WestJet
  • WestJet
  • 16/10
  • 1 total stop
  • 6h 50m 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 2 June 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

Fri 16/10

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

2 stops10h 45m

Regina

Fri 23/10

7:00 a.m.-6:40 p.m.

2 stops10h 40m

C$ 787

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 18/6

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

1 stop16h 30m

Regina

Sun 21/6

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

1 stop8h 10m

C$ 834

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 8/11

7:15 a.m.-11:19 p.m.

2 stops16h 04m

Regina

Thu 12/11

6:00 a.m.-12:56 p.m.

1 stop6h 56m

C$ 846

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 26/7

7:30 a.m.-5:20 p.m.

1 stop10h 50m

Regina

Fri 31/7

9:05 p.m.-8:52 p.m.

2 stops22h 47m

C$ 870
Quickest round-trip

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

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

1 stop9h 00m

Regina

Sun 21/6

9:45 a.m.-5:05 p.m.

1 stop6h 20m

C$ 899

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 13/8

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

1 stop8h 40m

Regina

Sun 16/8

6:00 a.m.-4:40 p.m.

1 stop9h 40m

C$ 932

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 17/10

6:00 a.m.-12:35 a.m.

2 stops19h 35m

Regina

Sun 18/10

11:50 a.m.-4:40 p.m.

2 stops27h 50m

C$ 958
Cheapest one-way
Quickest one-way

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 16/10

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

1 stop6h 50m

C$ 256

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 15/10

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

1 stop6h 50m

C$ 256

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 19/7

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

2 stops18h 50m

C$ 359

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 12 resultsSorted by cheapest first
1
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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

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$ 787, Delta can have you in Regina from Illinois in 10h 45m. 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

Travelling to a place near Regina?

Book flights to Regina if you plan to visit one of these locations
Moose Jaw

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Deals for Illinois to Regina flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Illinois to Regina for you. Better yet — we are completely free to use.

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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