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Cheap flights from Regina to Illinois from C$ 324

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — ORD
5 Jul — 12 Jul1
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 5 June 2026.

Thu 3/122:10 p.m.
YQR
-
ORD
1 stop22h 25m
WestJet
Mon 25/12:20 p.m.
ORD
-
YQR
1 stop9h 05m
WestJet
Deal found 4/6C$ 501
Tue 20/105:45 a.m.
YQR
-
ORD
1 stop8h 10m
Air Canada
Sat 24/108:45 a.m.
ORD
-
YQR
2 stops11h 20m
Air Canada
Deal found 3/6C$ 555
Sat 31/1011:45 a.m.
YQR
-
MDW
2 stops9h 00m
Delta
Wed 4/119:30 a.m.
MDW
-
YQR
2 stops9h 51m
Delta
Deal found 2/6C$ 587
Fri 10/710:45 a.m.
YQR
-
MDW
1 stop6h 33m
Delta
Mon 13/79:54 a.m.
MDW
-
YQR
1 stop8h 26m
Delta
Deal found 5/6C$ 768
Wed 22/76:00 a.m.
YQR
-
MDW
2 stops11h 25m
Delta
Wed 29/79:19 a.m.
MDW
-
YQR
2 stops9h 01m
Delta
Deal found 4/6C$ 782
Tue 27/106:00 a.m.
YQR
-
MDW
2 stops11h 37m
Delta
Wed 28/106:45 p.m.
MDW
-
YQR
2 stops24h 36m
Delta
Deal found 1/6C$ 861
Thu 16/76:00 a.m.
YQR
-
MDW
2 stops11h 25m
Delta
Thu 23/79:54 a.m.
MDW
-
YQR
1 stop8h 26m
Delta
Deal found 1/6C$ 1,029
Fri 3/76:00 a.m.
YQR
-
MDW
2 stops30h 09m
WestJet
Sat 4/76:55 p.m.
MDW
-
YQR
2 stops20h 30m
WestJet
Deal found 2/6C$ 1,078
Sun 9/810:45 a.m.
YQR
-
MDW
1 stop6h 16m
Delta
Tue 18/89:59 a.m.
MDW
-
YQR
1 stop8h 21m
Delta
Deal found 1/6C$ 1,080

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 5 June 2026.

Round-trip from

C$ 555

One-way from

C$ 324

Popular in

March

Cheapest in

October

Average price

C$ 677
Air Canada
  • Air Canada
  • 20/10-24/10
  • 3 total stops
  • 19h 30m total
  • Regina to Illinois
Search Deals
Air Canada
  • Air Canada
  • 10/8
  • 1 total stop
  • 8h 10m total
  • Regina to Illinois
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (C$ 425 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 79 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 5 June 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 - MDW

YQRMDW

Regina

Sat 31/10

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

2 stops9h 00m

Chicago Midway

Wed 4/11

9:30 a.m.-7:21 p.m.

2 stops9h 51m

C$ 587

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 28/8

9:45 a.m.-8:21 p.m.

1 stop9h 36m

Chicago O'Hare Intl

Sun 6/9

7:00 a.m.-9:30 p.m.

1 stop15h 30m

C$ 626

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 13/8

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 17/8

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

1 stop8h 40m

C$ 644

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 3/7

9:45 a.m.-10:49 p.m.

1 stop12h 04m

Chicago O'Hare Intl

Sat 4/7

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

1 stop16h 30m

C$ 672

ReginaChicago

YQR - ORD

YQRORD

Regina

Tue 25/8

9:45 a.m.-9:29 p.m.

1 stop10h 44m

Chicago O'Hare Intl

Sun 30/8

5:55 a.m.-9:30 p.m.

1 stop16h 35m

C$ 691

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 28/8

10:45 a.m.-8:27 p.m.

2 stops8h 42m

Chicago O'Hare Intl

Sun 6/9

8:28 a.m.-5:20 p.m.

1 stop9h 52m

C$ 704

ReginaChicago

YQR - ORD

YQRORD

Regina

Wed 22/7

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

1 stop7h 05m

Chicago O'Hare Intl

Wed 29/7

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

2 stops12h 50m

C$ 762

ReginaChicago

YQR - MDW

YQRMDW

Regina

Fri 10/7

10:45 a.m.-6:18 p.m.

1 stop6h 33m

Chicago Midway

Mon 13/7

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

1 stop8h 26m

C$ 768

ReginaChicago

YQR - MDW

YQRMDW

Regina

Wed 22/7

6:00 a.m.-6:25 p.m.

2 stops11h 25m

Chicago Midway

Wed 29/7

9:19 a.m.-5:20 p.m.

2 stops9h 01m

C$ 782

ReginaChicago

YQR - ORD

YQRORD

Regina

Sun 9/8

5:45 a.m.-1:22 p.m.

1 stop6h 37m

Chicago O'Hare Intl

Tue 18/8

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

1 stop13h 25m

C$ 785

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 31 resultsSorted by cheapest first
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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, November is the cheapest month in which you can book a flight from Regina to Illinois (average of C$ 270). Flying from Regina to Illinois in February is currently the most expensive (average of C$ 1,093). 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 5 June 2026.
Check out reviews from past customers who have flown with Delta,WestJet, andAir 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.
Delta
7.9
Good
8,396 reviews
Check prices

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Delta
7.9
Good
8,396 reviews
Delta
7.9
Good
8,396 reviews
Check prices

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
WestJet
7.2
Good
3,351 reviews
Delta
7.9
Good
8,396 reviews
Check prices

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Air Canada
7.1
Good
11,129 reviews
Delta
7.9
Good
8,396 reviews
Check prices

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Food

7.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

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?

    Delta, United Airlines, and WestJet can get you from Regina to Illinois in just under 8h 40m. Your travel time can differ by up to 56m. 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, November is the cheapest month in which you can book a flight from Regina to Illinois (average of C$ 270). Flying from Regina to Illinois in February is currently the most expensive (average of C$ 1,093). 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

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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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