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$87+ Cheap flights from O'Hare Intl (ORD) 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Regina

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Regina (YQR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$226
(United Airlines)

One-way from

$87
(Kiwi.com)
From Chicago O'Hare Intl to Regina
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One-way flight from Chicago O'Hare Intl to Regina
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Find flight deals from O'Hare Intl to Regina

Cheapest flights from O'Hare Intl to Regina
Explore the most affordable flight options available from O'Hare Intl to Regina. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/15. 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 10/317:10 amORD - YQR
1 stop15h 41mUnited Airlines
Fri 11/710:45 amYQR - ORD
1 stop12h 05mUnited Airlines
Deal found 9/15$226
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/66:28 pmORD - YQR
1 stop16h 11mUnited Airlines
Tue 11/1110:45 amYQR - ORD
1 stop10h 13mUnited Airlines
Deal found 9/16$251
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/3012:50 pmORD - YQR
2 stops21h 49mAir Canada
Tue 11/45:00 amYQR - ORD
1 stop8h 01mAir Canada
Deal found 9/15$286
This Air Canada deal was found by Cheapflights users on 9/17. 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.
Wed 10/87:10 amORD - YQR
1 stop7h 18mAir Canada
Wed 10/152:25 pmYQR - ORD
1 stop6h 42mAir Canada
Deal found 9/17$314
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:20 pmORD - YQR
2 stops44h 12mMultiple Airlines
Thu 12/1811:45 amYQR - ORD
1 stop7h 23mMultiple Airlines
Deal found 9/15$315
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/317:39 pmORD - YQR
1 stop23h 38mMultiple Airlines
Fri 11/77:00 amYQR - ORD
2 stops32h 08mMultiple Airlines
Deal found 9/15$349

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Regina that are best for you.

Fly from

O'Hare Intl

Fly to

Regina

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 10/31

7:10 am-9:51 pm

1 stop15h 41m

Regina

Fri 11/7

10:45 am-10:50 pm

1 stop12h 05m

$226

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 11/6

6:28 pm-10:39 am

1 stop16h 11m

Regina

Tue 11/11

10:45 am-8:58 pm

1 stop10h 13m

$251

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 12/12

8:15 pm-10:39 am

1 stop14h 24m

Regina

Thu 12/18

10:53 am-11:59 pm

1 stop13h 06m

$251

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 10/30

12:50 pm-9:39 am

2 stops21h 49m

Regina

Tue 11/4

5:00 am-1:01 pm

1 stop8h 01m

$286

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 10/8

7:10 am-1:28 pm

1 stop7h 18m

Regina

Wed 10/15

2:25 pm-10:07 pm

1 stop6h 42m

$314

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 10/31

7:39 pm-6:17 pm

1 stop23h 38m

Regina

Fri 11/7

7:00 am-3:08 pm

2 stops32h 08m

$349

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 10/18

5:30 pm-11:01 pm

1 stop6h 31m

$87

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 10/21

8:49 am-9:36 pm

1 stop13h 47m

$96

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 10/22

8:49 am-9:36 pm

1 stop13h 47m

$96

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 10/19

5:30 pm-8:05 am

1 stop15h 35m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 17 results
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Best time to book a flight from O'Hare Intl to Regina

Have a flexible travel schedule? Discover the best time to fly to Regina from O'Hare Intl 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 Chicago O'Hare Intl Airport to Regina

What’s the top layover airport for flights from Chicago O'Hare Intl Airport to Regina?

Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to Regina chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 60% of 1-stop itineraries from Chicago O'Hare Intl Airport to Regina on Cheapflights.

What’s the fastest layover option from Chicago O'Hare Intl Airport to Regina?

Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Regina, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 6h 32m.

What’s the fastest layover option from Chicago O'Hare Intl Airport to Regina?

Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Regina, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 6h 32m.

Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to Regina?

Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to Regina, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 1h 38m.

Reviews of airlines servicing Regina

Get insights into the airlines that provide service to Regina. 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 Regina. Reviews last updated September 17, 2025.
Get a feel of what it's like to fly with United Airlines and WestJet from Chicago O'Hare Intl Airport to Regina by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,926 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
WestJet
7.2
Good
3,095 reviews
United Airlines
7.4
Good
8,926 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl?

    Regina (YQR) is the airport you will fly into if you book a flight from Chicago O'Hare Intl to Regina. You should not have trouble finding flights to Regina from Chicago O'Hare Intl; the airport handles an average of 0 inbound flights from Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Regina airport from Chicago O'Hare Intl. It is only a 2.5 mi journey from Regina (YQR) to Regina’s city center.

  • How long is the flight from Chicago O'Hare Intl Airport to Regina?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Regina in 15h 41m. Fly via United Airlines or Air Canada to get the fastest option. The distance between Chicago O'Hare Intl Airport and Regina is about 987 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Regina round-trip?

    Flying on United Airlines is currently your cheapest option to Regina, with prices starting at $284. Another option worth looking into is WestJet, starting at $328 round trip.

  • Can I find deals for flights from O'Hare Intl to Regina that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Regina flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Regina?

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

  • Can I find deals for business class flights from O'Hare Intl to Regina?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Regina?

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Regina (average of $288). Flying from Chicago O'Hare Intl Airport to Regina in December is currently the most expensive (average of $586). 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 O'Hare Intl to Regina

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Saskatoon flights
Midway to Saskatoon flights

Top 2 airlines flying from O'Hare Intl to Regina

Discover the top 2 airlines that operate flights from O'Hare Intl 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$284Average$311FlexibilityNo cancel feeOn-time69%
WestJetCheapest$328Average$373FlexibilityNo cancel feeOn-time60%

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