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Cheap flights from Illinois to Regina from C$ 140

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 24/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
7 Feb — 14 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Illinois to Regina

Keep the following information in mind while searching for Illinois to Regina flight deals. Data was last updated 8 January 2026.

Round-trip from

C$ 253

One-way from

C$ 140
WestJet
  • WestJet
  • 6/2-9/2
  • 2 total stops
  • 14h 11m total
  • Illinois to Regina
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United Airlines
  • United Airlines
  • 24/1
  • 1 total stop
  • 9h 58m total
  • Illinois to Regina
Search Deals

Find 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 8 January 2026.

Fri 6/22:20 p.m.ORD - YQR
1 stop6h 46mWestJet
Mon 9/26:10 a.m.YQR - ORD
1 stop7h 25mWestJet
Deal found 6/1C$ 253
Fri 30/12:20 p.m.ORD - YQR
1 stop6h 48mMultiple Airlines
Mon 2/210:40 a.m.YQR - ORD
2 stops27h 58mMultiple Airlines
Deal found 6/1C$ 334
Fri 30/17:00 a.m.ORD - YQR
1 stop15h 51mUnited Airlines
Mon 2/210:45 a.m.YQR - ORD
1 stop13h 14mUnited Airlines
Deal found 6/1C$ 337
Thu 22/13:55 p.m.ORD - YQR
1 stop7h 24mAir Canada
Mon 26/15:00 a.m.YQR - ORD
2 stops9h 55mAir Canada
Deal found 5/1C$ 351
Thu 29/18:00 a.m.ORD - YQR
2 stops15h 51mMultiple Airlines
Sun 1/29:45 p.m.YQR - ORD
1 stop15h 50mMultiple Airlines
Deal found 7/1C$ 444
Thu 29/11:55 p.m.ORD - YQR
1 stop8h 56mUnited Airlines
Sun 1/25:00 a.m.YQR - ORD
1 stop14h 45mUnited Airlines
Deal found 7/1C$ 473

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 8 January 2026.
Use the filters below to find and compare flights from Illinois to Regina that are best for you.

Fly from

Illinois

Fly to

Regina

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 30/1

2:20 p.m.-9:08 p.m.

1 stop6h 48m

Regina

Mon 2/2

10:40 a.m.-2:38 p.m.

2 stops27h 58m

C$ 334

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 30/1

7:00 a.m.-10:51 p.m.

1 stop15h 51m

Regina

Mon 2/2

10:45 a.m.-11:59 p.m.

1 stop13h 14m

C$ 337

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 22/1

3:55 p.m.-11:19 p.m.

1 stop7h 24m

Regina

Mon 26/1

5:00 a.m.-7:45 p.m.

1 stop14h 45m

C$ 373

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 29/1

8:00 a.m.-11:51 p.m.

2 stops15h 51m

Regina

Sun 1/2

9:45 p.m.-1:35 p.m.

1 stop15h 50m

C$ 444

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 29/1

1:55 p.m.-10:51 p.m.

1 stop8h 56m

Regina

Sun 1/2

5:00 a.m.-7:45 p.m.

1 stop14h 45m

C$ 473

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 29/1

1:58 p.m.-1:17 a.m.

2 stops11h 19m

Regina

Sun 1/2

11:35 a.m.-5:55 p.m.

1 stop6h 20m

C$ 495

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 30/1

2:20 p.m.-9:08 p.m.

1 stop6h 48m

Regina

Mon 2/2

9:45 p.m.-10:05 a.m.

2 stops12h 20m

C$ 686

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 21/2

2:40 p.m.-10:51 p.m.

1 stop8h 11m

Regina

Sat 28/2

10:45 a.m.-7:50 p.m.

1 stop9h 05m

C$ 817

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 22/2

11:50 a.m.-6:31 p.m.

3 stops30h 41m

C$ 231

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 22/2

3:55 p.m.-11:19 p.m.

1 stop7h 24m

C$ 587

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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$ 373, United Airlines can have you in Regina from Illinois in 7h 24m. 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?

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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.

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