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$151+ Cheap flights from Chicago (CHI) 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YQR
May 10 — May 171
Sat 5/10
Sat 5/17
1 adult, Economy
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Cheap flight deals from Chicago to Regina

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 May 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$297
(Trip.com)

One-way from

$151
(Air Canada)
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 Chicago (CHI) to Regina
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One-way flight from Chicago (CHI) to Regina
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Find flight deals from Chicago to Regina

Cheapest flights from Chicago to Regina
Explore the most affordable flight options available from Chicago to Regina. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 5, 2025.

This Trip.com deal was found by Cheapflights users on 5/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/195:30 pmORD - YQR
1 stop6h 32mMultiple Airlines
Thu 6/2610:15 amYQR - ORD
1 stop8h 27mMultiple Airlines
Deal found 5/5$297
This United Airlines deal was found by Cheapflights users on 5/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:20 pmORD - YQR
1 stop9h 16mUnited Airlines
Tue 11/113:30 pmYQR - ORD
1 stop6h 29mUnited Airlines
Deal found 5/5$308
This Air Canada deal was found by Cheapflights users on 5/5. 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 11/67:10 amORD - YQR
1 stop7h 23mAir Canada
Tue 11/116:00 amYQR - ORD
2 stops14h 25mAir Canada
Deal found 5/5$315
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2511:00 amORD - YQR
2 stops13h 02mDelta
Sat 7/510:15 amYQR - ORD
2 stops8h 56mDelta
Deal found 5/5$438
This oojo deal was found by Cheapflights users on 5/4. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/165:30 pmORD - YQR
1 stop6h 32mWestJet
Sun 5/186:55 amYQR - ORD
1 stop8h 49mWestJet
Deal found 5/4$474

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 May 5, 2025.
Use the filters below to find and compare flights from Chicago to Regina that are best for you.

Fly from

Chicago

Fly to

Regina

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Thu 6/19

5:30 pm-11:02 pm

1 stop6h 32m

Regina

Thu 6/26

10:15 am-7:42 pm

1 stop8h 27m

$297

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 5/28

12:45 pm-9:36 pm

1 stop9h 51m

Regina

Thu 6/5

9:45 am-12:25 am

1 stop13h 40m

$314

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 6/18

8:50 am-6:13 pm

1 stop10h 23m

Regina

Wed 6/25

7:15 pm-9:09 am

1 stop12h 54m

$316

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 6/25

11:00 am-11:02 pm

2 stops13h 02m

Regina

Sat 7/5

10:15 am-8:11 pm

2 stops8h 56m

$438

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 5/16

5:30 pm-11:02 pm

1 stop6h 32m

Regina

Sun 5/18

6:55 am-4:44 pm

1 stop8h 49m

$474

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Wed 6/18

8:50 am-6:13 pm

1 stop10h 23m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Compare providers for flights from Chicago 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 Chicago to Regina in May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*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-Regina flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Regina flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Regina flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Regina flights, Cheapflights users trust eDreams the most. eDreams 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-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 Chicago to Regina

Have a flexible travel schedule? Discover the best time to fly to Regina from Chicago 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 to Regina

Rainfall in Regina by month

Plan your trip to Regina by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Regina ranges from 0.0 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. February is typically the driest time to visit Regina when rainfall is around 0.0 in.

Temperature in Regina by month

Plan your trip to Regina by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Regina, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 64.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 1.4 F).

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 May 5, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and WestJet from Chicago to Regina by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,939 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,939 reviews
Delta
8.0
Very good
7,939 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,702 reviews
Delta
8.0
Very good
7,939 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
7,939 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.0
Good
9,268 reviews
Delta
8.0
Very good
7,939 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Regina (YQR), located 2.5 mi from the city center, is the airport you fly into when you book flights from Chicago to Regina. 1 airline have flights to Regina from Chicago on a regular basis. Booking flights from Chicago to Regina should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • What are the cheapest airlines flying from Chicago to Regina round-trip?

    Currently priced at $314, United Airlines will fly you from Chicago to Regina and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and Delta - these airlines can fly you to your destination from $316 and $445, respectively.

  • Can I find deals for flights from Chicago to Regina that include hotel bookings?

    Yes. In addition to deals on Chicago to Regina flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Regina?

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

  • Can I find deals for business class flights from Chicago to Regina?

    Yes. Cheapflights offers flight deals from Chicago 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 to Regina?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Regina (average of $288). Flying from Chicago 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

Traveling to a place near Chicago?

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Alternative routes for Chicago to Regina

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Regina flights
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Top airline flying from Chicago to Regina

Discover the top airline that operate flights from Chicago 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 May 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$282Average$453FlexibilityNo cancel feeOn-time67%

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