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Cheap flights from Illinois to Regina from C$ 155

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 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
17 May — 24 May1
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 17 April 2026.

Sun 31/55:30 p.m.
ORD
-
YQR
1 stop8h 40m
Multiple Airlines
Sun 7/610:45 a.m.
YQR
-
ORD
1 stop5h 54m
Multiple Airlines
Deal found 15/4C$ 461
Sun 28/65:30 p.m.
ORD
-
YQR
1 stop8h 40m
Multiple Airlines
Tue 21/710:45 a.m.
YQR
-
ORD
1 stop23h 39m
Multiple Airlines
Deal found 15/4C$ 536
Thu 28/58:06 p.m.
ORD
-
YQR
1 stop22h 14m
Multiple Airlines
Thu 4/610:45 a.m.
YQR
-
ORD
1 stop5h 39m
Multiple Airlines
Deal found 13/4C$ 539
Wed 27/51:05 p.m.
ORD
-
YQR
1 stop9h 25m
United Airlines
Thu 28/59:45 a.m.
YQR
-
ORD
1 stop13h 59m
United Airlines
Deal found 17/4C$ 549
Wed 24/69:48 p.m.
ORD
-
YQR
2 stops20h 32m
Multiple Airlines
Mon 29/610:45 a.m.
YQR
-
ORD
1 stop5h 39m
Multiple Airlines
Deal found 16/4C$ 571

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 17 April 2026.

Round-trip from

C$ 461

One-way from

C$ 155
31/5-7/6
  • 31/5-7/6
  • 2 total stops
  • 14h 34m total
  • Illinois to Regina
Search Deals
WestJet
  • WestJet
  • 29/5
  • 1 total stop
  • 8h 40m 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 17 April 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

Sun 31/5

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

1 stop8h 40m

Regina

Sun 7/6

10:45 a.m.-5:39 p.m.

1 stop5h 54m

C$ 461

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

1:05 p.m.-9:30 p.m.

1 stop9h 25m

Regina

Thu 28/5

9:45 a.m.-12:44 a.m.

1 stop13h 59m

C$ 549

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 28/5

8:06 p.m.-5:20 p.m.

1 stop22h 14m

Regina

Thu 4/6

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

2 stops19h 20m

C$ 553

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 28/6

8:24 p.m.-7:45 p.m.

2 stops24h 21m

Regina

Tue 21/7

10:45 a.m.-11:24 a.m.

1 stop23h 39m

C$ 591

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 27/5

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

1 stop8h 40m

Regina

Thu 28/5

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

2 stops19h 20m

C$ 599

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 30/5

9:55 a.m.-7:07 p.m.

1 stop10h 12m

Regina

Wed 3/6

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

1 stop8h 10m

C$ 621

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 19/6

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

1 stop13h 25m

Regina

Sun 21/6

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

1 stop8h 10m

C$ 628

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 18/6

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

1 stop13h 25m

Regina

Sun 21/6

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

1 stop8h 10m

C$ 628
Cheapest one-way
Quickest one-way

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 15/9

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

1 stop8h 40m

C$ 237

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 29/5

5:30 p.m.-7:45 p.m.

2 stops27h 15m

C$ 239

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/4

Showing 1-10 of 17 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$ 599, United Airlines 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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