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Cheap flights from Regina to Illinois from C$ 192

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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
18 May — 25 May1
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 18 April 2026.

Fri 4/97:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Mon 7/95:30 p.m.
ORD
-
YQR
1 stop6h 50m
WestJet
Deal found 14/4C$ 413
Fri 5/67:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Sun 7/65:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 18/4C$ 423
Fri 24/77:00 a.m.
YQR
-
ORD
1 stop8h 40m
WestJet
Mon 27/75:30 p.m.
ORD
-
YQR
1 stop6h 50m
WestJet
Deal found 16/4C$ 443
Fri 21/88:35 a.m.
YQR
-
ORD
1 stop7h 05m
WestJet
Thu 27/85:30 p.m.
ORD
-
YQR
1 stop6h 50m
WestJet
Deal found 17/4C$ 445
Mon 22/610:45 a.m.
YQR
-
ORD
1 stop5h 44m
Multiple Airlines
Tue 30/611:30 a.m.
ORD
-
YQR
1 stop6h 50m
Multiple Airlines
Deal found 16/4C$ 451
Sun 31/59:45 a.m.
YQR
-
ORD
1 stop13h 59m
United Airlines
Wed 3/67:05 a.m.
ORD
-
YQR
1 stop15h 25m
United Airlines
Deal found 17/4C$ 454
Mon 22/611:50 a.m.
YQR
-
ORD
2 stops27h 50m
WestJet
Tue 30/65:30 p.m.
ORD
-
YQR
1 stop8h 40m
WestJet
Deal found 16/4C$ 475
Thu 28/57:00 a.m.
YQR
-
ORD
1 stop8h 40m
Multiple Airlines
Thu 4/66:25 p.m.
ORD
-
YQR
2 stops26h 20m
Multiple Airlines
Deal found 13/4C$ 476
Fri 29/57:00 a.m.
YQR
-
MDW
2 stops10h 33m
Delta
Fri 5/69:23 a.m.
MDW
-
YQR
1 stop8h 57m
Delta
Deal found 14/4C$ 555
Sun 31/56:00 a.m.
YQR
-
MDW
2 stops11h 33m
Delta
Wed 3/69:22 a.m.
MDW
-
YQR
2 stops8h 58m
Delta
Deal found 15/4C$ 558
Sat 20/610:45 a.m.
YQR
-
MDW
1 stop6h 09m
Delta
Fri 26/69:54 a.m.
MDW
-
YQR
1 stop8h 26m
Delta
Deal found 16/4C$ 577
Fri 24/76:00 a.m.
YQR
-
MDW
2 stops11h 25m
Delta
Mon 27/79:49 a.m.
MDW
-
YQR
1 stop8h 31m
Delta
Deal found 16/4C$ 651

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 18 April 2026.

Round-trip from

C$ 413

One-way from

C$ 192

Popular in

March

Cheapest in

October

Average price

C$ 513
WestJet
  • WestJet
  • 4/9-7/9
  • 2 total stops
  • 15h 30m total
  • Regina to Illinois
Search Deals
WestJet
  • WestJet
  • 28/5
  • 1 total stop
  • 8h 40m total
  • Regina to Illinois
Search Deals
Highest demand for flights based on searches. 34% potential increase in price (C$ 442 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 78 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 18 April 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

Sun 31/5

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

1 stop13h 59m

Chicago O'Hare Intl

Wed 3/6

7:05 a.m.-9:30 p.m.

1 stop15h 25m

C$ 454

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 28/5

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Thu 4/6

6:25 p.m.-7:45 p.m.

2 stops26h 20m

C$ 476

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 5/6

8:35 a.m.-4:40 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Sun 7/6

5:30 p.m.-11:15 a.m.

2 stops18h 45m

C$ 493

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 31/5

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

2 stops19h 20m

Chicago O'Hare Intl

Wed 3/6

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

1 stop8h 40m

C$ 527

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 3/5

5:45 a.m.-1:25 p.m.

1 stop6h 40m

Chicago O'Hare Intl

Thu 7/5

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

1 stop10h 12m

C$ 536

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 3/5

8:35 a.m.-4:40 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Thu 7/5

2:00 p.m.-11:20 p.m.

2 stops10h 20m

C$ 540
Quickest round-trip

ReginaChicago

YQR - MDW

YQRMDW

Regina

Fri 29/5

10:45 a.m.-5:56 p.m.

1 stop6h 11m

Chicago Midway

Fri 5/6

9:23 a.m.-5:20 p.m.

1 stop8h 57m

C$ 555

ReginaChicago

YQR - MDW

YQRMDW

Regina

Sun 31/5

6:00 a.m.-6:33 p.m.

2 stops11h 33m

Chicago Midway

Wed 3/6

9:22 a.m.-5:20 p.m.

2 stops8h 58m

C$ 555

ReginaChicago

YQR - MDW

YQRMDW

Regina

Sat 20/6

6:00 a.m.-6:06 p.m.

2 stops11h 06m

Chicago Midway

Fri 26/6

9:54 a.m.-5:20 p.m.

1 stop8h 26m

C$ 590
Cheapest one-way

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 28/5

7:00 a.m.-4:40 p.m.

1 stop8h 40m

C$ 192

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/4

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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, August is the cheapest month in which you can book a flight from Regina to Illinois (average of C$ 215). Flying from Regina to Illinois in February is currently the most expensive (average of C$ 1,075). 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 18 April 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
3,321 reviews
Check prices

Overall

7.2

Food

6.2

Boarding

7.4

Comfort

7.0

Entertainment

6.1

Crew

7.9

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
3,321 reviews
WestJet
7.2
Good
3,321 reviews
Check prices

Overall

7.2

Food

6.2

Boarding

7.4

Comfort

7.0

Entertainment

6.1

Crew

7.9

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
10,935 reviews
WestJet
7.2
Good
3,321 reviews
Check prices

Overall

7.2

Food

6.2

Boarding

7.4

Comfort

7.0

Entertainment

6.1

Crew

7.9

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, WestJet, and Delta can get you from Regina to Illinois in just under 6h 11m. Your travel time can differ by up to 7h 48m. Airlines will cover a distance of 1613 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, August is the cheapest month in which you can book a flight from Regina to Illinois (average of C$ 215). Flying from Regina to Illinois in February is currently the most expensive (average of C$ 1,075). 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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Alternative routes for Regina to Illinois

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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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