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$101+ Cheap flights from Illinois to Regina (YQR)

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$242
(Kiwi.com)

One-way from

$101
(United Airlines)
Provider with most accurate pricing for Chicago (CHI)-Regina flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Regina flights.
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From Illinois to Regina
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One-way flight from Illinois to Regina
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Find flight deals from Illinois to Regina

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 January 8, 2026.

This FlightHub deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/62:20 pmORD - YQR
1 stop6h 46mWestJet
Mon 2/96:10 amYQR - ORD
1 stop7h 25mWestJet
Deal found 1/6$183
This Kiwi.com deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/302:20 pmORD - YQR
1 stop6h 48mMultiple Airlines
Mon 2/210:40 amYQR - ORD
2 stops27h 58mMultiple Airlines
Deal found 1/6$242
This United Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/307:00 amORD - YQR
1 stop15h 51mUnited Airlines
Mon 2/210:45 amYQR - ORD
1 stop13h 14mUnited Airlines
Deal found 1/6$244
This Air Canada deal was found by Cheapflights users on 1/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/223:55 pmORD - YQR
1 stop7h 24mAir Canada
Mon 1/265:00 amYQR - ORD
2 stops9h 55mAir Canada
Deal found 1/5$254
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/298:00 amORD - YQR
2 stops15h 51mMultiple Airlines
Sun 2/19:45 pmYQR - ORD
1 stop15h 50mMultiple Airlines
Deal found 1/7$321
This United Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/291:55 pmORD - YQR
1 stop8h 56mUnited Airlines
Sun 2/15:00 amYQR - ORD
1 stop14h 45mUnited Airlines
Deal found 1/7$342

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 2,558,603 searches. Data last updated January 8, 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 2/6

2:20 pm-9:06 pm

1 stop6h 46m

Regina

Mon 2/9

6:10 am-1:35 pm

1 stop7h 25m

$183

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/30

2:20 pm-9:08 pm

1 stop6h 48m

Regina

Mon 2/2

10:40 am-2:38 pm

2 stops27h 58m

$242

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 1/30

7:00 am-10:51 pm

1 stop15h 51m

Regina

Mon 2/2

10:45 am-11:59 pm

1 stop13h 14m

$244

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 1/22

3:55 pm-11:19 pm

1 stop7h 24m

Regina

Mon 1/26

5:00 am-2:55 pm

2 stops9h 55m

$254

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 1/29

8:00 am-11:51 pm

2 stops15h 51m

Regina

Sun 2/1

9:45 pm-1:35 pm

1 stop15h 50m

$321

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 1/29

1:55 pm-10:51 pm

1 stop8h 56m

Regina

Sun 2/1

5:00 am-7:45 pm

1 stop14h 45m

$342

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/24

12:53 pm-10:51 pm

1 stop9h 58m

$101

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 4/18

2:30 pm-9:30 pm

1 stop8h 00m

$103

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/24

5:15 am-12:23 am

3 stops19h 08m

$149

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 2/22

11:50 am-6:31 pm

3 stops30h 41m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 14 results
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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
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?

    Most people fly into Regina (YQR) if they book a flight to Regina from Illinois. Regina is conveniently located just 2.5 mi from Regina’s city center.

  • How long is the flight from Illinois to Regina?

    For as low as $183, WestJet can have you in Regina from Illinois in 6h 46m. There are 987 mi between Illinois and Regina. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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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Top 2 airlines flying from Illinois to Regina

Discover the top 2 airlines that operate flights from Illinois to Regina. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$284Average$336FlexibilityNo cancel feeOn-time69%
WestJetCheapest$328Average$373FlexibilityNo cancel feeOn-time60%

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