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$240+ Cheap flights from O'Hare Intl (ORD) to Regina (YQR)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQR
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
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 November 21, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$240
(Kiwi.com)
Provider with most accurate pricing for Chicago O'Hare Intl-Regina flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Regina flights.
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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 November 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Tue 12/306:44 pmORD - YQR
1 stop23h 36mMultiple Airlines
Thu 1/811:45 amYQR - ORD
2 stops12h 57mMultiple Airlines
Deal found 11/18$240
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Tue 12/306:44 pmORD - YQR
1 stop23h 36mMultiple Airlines
Wed 1/711:45 amYQR - ORD
2 stops34h 54mMultiple Airlines
Deal found 11/18$243
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Tue 12/306:44 pmORD - YQR
1 stop23h 36mMultiple Airlines
Tue 1/69:45 pmYQR - ORD
2 stops25h 52mMultiple Airlines
Deal found 11/18$406
This Delta deal was found by Cheapflights users on 11/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:05 amORD - YQR
1 stop8h 15mDelta
Tue 1/611:45 amYQR - ORD
1 stop9h 58mDelta
Deal found 11/18$552

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 November 21, 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

Tue 12/30

6:44 pm-6:20 pm

1 stop23h 36m

Regina

Thu 1/8

11:45 am-12:42 am

2 stops12h 57m

$240

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 12/30

6:44 pm-6:20 pm

1 stop23h 36m

Regina

Wed 1/7

11:45 am-10:39 pm

2 stops34h 54m

$243

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 4/1

12:45 pm-9:51 pm

1 stop10h 06m

Regina

Sun 4/5

9:45 am-10:40 pm

1 stop11h 55m

$335

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 12/30

6:44 pm-6:20 pm

1 stop23h 36m

Regina

Tue 1/6

9:45 pm-11:37 pm

2 stops25h 52m

$406

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 4/1

9:30 am-6:21 pm

1 stop9h 51m

Regina

Sun 4/5

11:45 am-9:56 pm

1 stop9h 11m

$436

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 12/30

10:05 am-6:20 pm

1 stop8h 15m

Regina

Tue 1/6

11:45 am-9:43 pm

1 stop9h 58m

$552

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 12/30

6:35 am-6:20 pm

1 stop11h 45m

Regina

Wed 1/7

11:45 am-5:55 pm

1 stop6h 10m

$552

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/3

8:08 pm-10:51 pm

1 stop26h 43m

$408

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/3

6:02 pm-1:56 am

3 stops31h 54m

$426

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 1/3

7:00 am-6:17 pm

2 stops11h 17m

$542

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Compare providers for flights from O'Hare Intl to Regina

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Regina in November.
ProviderPrice AccuracyTrust Score*
MytripPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
Trip.comPrice Accuracy2 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Regina flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago O'Hare Intl Airport-Regina flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Regina flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Regina flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Regina flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 cheapest layover airport for flights from Chicago O'Hare Intl Airport to Regina?

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

Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $311.

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 November 21, 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
9,029 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,029 reviews
United Airlines
7.4
Good
9,029 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
WestJet
7.2
Good
3,169 reviews
United Airlines
7.4
Good
9,029 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 9h 51m. Fly via United Airlines or Delta 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.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Regina one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $408. However, be on the lookout for offers from WestJet and Delta, as they are both options that can get you from Chicago O'Hare Intl Airport to Regina for a low price.

  • 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.

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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 November 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$284Average$336FlexibilityNo cancel feeOn-time69%
WestJetCheapest$328Average$373FlexibilityNo cancel feeOn-time60%

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