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Cheap flights from Regina to Illinois from C$ 285

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 27/8. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
18 Aug — 25 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Regina to Illinois

Enter your travel dates to find the best prices.

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

Thu 27/87:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Sat 5/95:30 p.m.
ORD
-
YQR
1 stop23h 10m
WestJet
Deal found 17/7C$ 527
Sat 19/99:45 a.m.
YQR
-
ORD
1 stop9h 37m
United Airlines
Sat 26/92:30 p.m.
ORD
-
YQR
1 stop8h 00m
United Airlines
Deal found 18/7C$ 559
Mon 12/105:45 a.m.
YQR
-
ORD
1 stop6h 38m
Air Canada
Mon 12/108:40 p.m.
ORD
-
YQR
1 stop13h 30m
Air Canada
Deal found 17/7C$ 561
Sat 19/99:45 a.m.
YQR
-
ORD
1 stop13h 14m
Multiple Airlines
Sat 26/98:45 a.m.
ORD
-
YQR
2 stops11h 20m
Multiple Airlines
Deal found 18/7C$ 589
Wed 12/89:45 a.m.
YQR
-
ORD
1 stop12h 01m
United Airlines
Wed 19/81:30 p.m.
ORD
-
YQR
1 stop9h 00m
United Airlines
Deal found 15/7C$ 603
Mon 7/95:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Fri 11/99:50 a.m.
ORD
-
YQR
1 stop10h 15m
Air Canada
Deal found 14/7C$ 624
Wed 12/87:00 p.m.
YQR
-
ORD
2 stops23h 53m
Multiple Airlines
Wed 19/85:30 p.m.
ORD
-
YQR
1 stop6h 50m
Multiple Airlines
Deal found 15/7C$ 625
Tue 8/910:45 a.m.
YQR
-
ORD
1 stop9h 48m
Delta
Sat 12/92:00 p.m.
ORD
-
YQR
2 stops10h 20m
Delta
Deal found 15/7C$ 627
Wed 9/910:45 a.m.
YQR
-
MDW
1 stop6h 34m
Delta
Sat 12/99:59 a.m.
MDW
-
YQR
1 stop8h 21m
Delta
Deal found 18/7C$ 627
Tue 8/95:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Sat 12/99:50 a.m.
ORD
-
YQR
1 stop10h 15m
Air Canada
Deal found 18/7C$ 643
Sat 19/96:00 a.m.
YQR
-
MDW
2 stops11h 20m
WestJet
Sat 26/97:13 p.m.
MDW
-
YQR
2 stops30h 22m
WestJet
Deal found 18/7C$ 1,103
Thu 30/77:00 p.m.
YQR
-
MDW
2 stops26h 15m
WestJet
Sun 2/89:19 a.m.
MDW
-
YQR
2 stops16h 51m
WestJet
Deal found 17/7C$ 1,213

Find flight deals from Regina to Illinois

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

Round-trip from

C$ 527

One-way from

C$ 285

Popular in

February

Cheapest in

October

Average price

C$ 671
WestJet
  • WestJet
  • 27/8-5/9
  • 2 total stops
  • 31h 50m total
  • Regina to Illinois
Search Deals
United Airlines
  • United Airlines
  • 27/8
  • 1 total stop
  • 11h 15m total
  • Regina to Illinois
Search Deals
Highest demand for flights based on searches. 22% potential increase in price (C$ 258 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 61 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Regina to Illinois 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 Regina to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 19/9

9:45 a.m.-8:22 p.m.

1 stop9h 37m

Chicago O'Hare Intl

Sat 26/9

2:30 p.m.-9:30 p.m.

1 stop8h 00m

C$ 559

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 19/9

9:45 a.m.-11:59 p.m.

1 stop13h 14m

Chicago O'Hare Intl

Sat 26/9

8:45 a.m.-7:05 p.m.

2 stops11h 20m

C$ 589

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 12/8

9:45 a.m.-10:46 p.m.

1 stop12h 01m

Chicago O'Hare Intl

Wed 19/8

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

1 stop9h 00m

C$ 603

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 12/8

7:00 p.m.-7:53 p.m.

2 stops23h 53m

Chicago O'Hare Intl

Wed 19/8

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

1 stop6h 50m

C$ 625

ReginaChicago

YQR - ORD

YQRORD

Regina

Sat 19/9

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

2 stops12h 14m

Chicago O'Hare Intl

Sat 26/9

7:05 a.m.-5:20 p.m.

2 stops11h 15m

C$ 627

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 8/9

10:45 a.m.-9:33 p.m.

1 stop9h 48m

Chicago O'Hare Intl

Sat 12/9

11:17 a.m.-1:10 a.m.

2 stops14h 53m

C$ 627
Quickest round-trip

ReginaChicago

YQR - MDW

YQRMDW

Regina

Wed 9/9

10:45 a.m.-6:19 p.m.

1 stop6h 34m

Chicago Midway

Sat 12/9

9:59 a.m.-5:20 p.m.

1 stop8h 21m

C$ 627

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 8/9

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

1 stop8h 10m

Chicago O'Hare Intl

Sat 12/9

9:50 a.m.-7:05 p.m.

1 stop10h 15m

C$ 643

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 8/9

9:45 a.m.-7:44 a.m.

2 stops20h 59m

Chicago O'Hare Intl

Sat 12/9

10:25 a.m.-9:30 p.m.

2 stops12h 05m

C$ 653

ReginaChicago

YQR - MDW

YQRMDW

Regina

Sat 19/9

6:00 a.m.-6:20 p.m.

2 stops11h 20m

Chicago Midway

Sat 26/9

7:13 p.m.-12:35 a.m.

2 stops30h 22m

C$ 1,103

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/7

Showing 1-10 of 31 resultsSorted by cheapest first
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3
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Best time to book a flight from Regina to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Regina 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 Regina to Illinois

What is the cheapest month to book a flight from Regina to Illinois?

Currently, October is the cheapest month in which you can book a flight from Regina to Illinois (average of C$ 346). Flying from Regina to Illinois in February is currently the most expensive (average of C$ 1,102). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated 19 July 2026.
Check out reviews from past customers who have flown with WestJet and Air Canada from Regina to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,411 reviews
Check prices

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Comfort

7.0

Food

6.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.
WestJet
7.2
Good
3,411 reviews
WestJet
7.2
Good
3,411 reviews
Check prices

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Comfort

7.0

Food

6.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.
Air Canada
7.1
Good
11,359 reviews
WestJet
7.2
Good
3,411 reviews
Check prices

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Comfort

7.0

Food

6.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

Related info for your journey

Find useful and relevant information for your journey from Regina to Illinois. 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 from for flights from Regina to Illinois?

    Regina (YQR), located 4.0 km from the city centre, is the airport you fly out of when you book flights from Regina to Illinois.

  • How long is the flight from Regina to Illinois?

    United Airlines, Delta, and WestJet can get you from Regina to Illinois in just under 9h 37m. Your travel time can differ by up to 2h 37m. Airlines will cover a distance of 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 Regina to Illinois that include hotel bookings?

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

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

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

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

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

  • What is the cheapest month to book a flight from Regina to Illinois?

    Currently, October is the cheapest month in which you can book a flight from Regina to Illinois (average of C$ 346). Flying from Regina to Illinois in February is currently the most expensive (average of C$ 1,102). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Regina to Illinois?

Deals for Regina to Illinois 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 Regina to Illinois?

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

Yes, we can. To see specific flights from Regina to Illinois with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights offers price alerts on Regina to Illinois flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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