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

Currently priced at $343, WestJet will fly you from Chicago to Regina and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and United Airlines - these airlines can fly you to your destination from $396 and $454, respectively.

What are the cheapest airlines to fly from Chicago to Regina one-way?

One-way options have recently been found by users for as low as $180 on WestJet. Other airlines that offer cheap prices include United Airlines from $203 and Air Canada from $260 one-way.

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.

What is the cheapest day to fly from Chicago to Regina?

Travelers seeking maximum savings on their Chicago to Regina flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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.

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).

What are the most popular airlines that fly from Chicago to Regina?

Before booking your flight from Chicago to Regina check out the most popular airlines for this route: Air Canada, Delta or United Airlines.

What is the cheapest day to fly round-trip from Chicago to Regina?

Travelers have found that booking a Tuesday departure is the best way to save up to 197% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest time of day to fly from CHI to YQR?

It’s typically best to fly out from Chicago to Regina in the afternoon. Doing so could potentially save you 51% on the flight price compared to flying in the morning, which is usually more expensive.

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. 4 airlines 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.

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.

$149+ Flights from Chicago to Regina

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Cheap flight deals from Chicago to Regina

Round-trip from	$343 (Gotogate)
One-way from	$180 (oojo)

From Chicago (CHI) to Regina

Search Deals

One-way flight from Chicago (CHI) to Regina

Search Deals

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 June 26, 2025.

Sat 9/205:30 pmORD - YQR

1 stop6h 31mWestJet

Sat 9/276:55 amYQR - ORD

1 stop8h 48mWestJet

Deal found 6/23

$343

Sat 9/203:21 pmORD - YQR

2 stops21h 05mMultiple Airlines

Sat 9/276:55 amYQR - ORD

1 stop8h 48mMultiple Airlines

Deal found 6/23

$381

Sat 8/99:55 amORD - YQR

1 stop9h 18mAir Canada

Sat 8/167:00 amYQR - ORD

1 stop7h 04mAir Canada

Deal found 6/25

$396

Fri 8/84:20 pmORD - YQR

1 stop6h 16mUnited Airlines

Fri 8/159:45 amYQR - ORD

1 stop7h 39mUnited Airlines

Deal found 6/24

$454

Sun 8/108:30 amORD - YQR

1 stop9h 00mDelta

Sun 8/176:00 amYQR - ORD

1 stop9h 44mDelta

Deal found 6/26

$582

Best flights from Chicago to Regina
Discover carefully curated flight deals from Chicago to Regina that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2025.

Sat 9/205:30 pmORD - YQR

1 stop6h 31mWestJet

Sat 9/276:55 amYQR - ORD

1 stop8h 48mWestJet

Deal found 6/23

$343

Sat 9/203:21 pmORD - YQR

2 stops21h 05mMultiple Airlines

Sat 9/276:55 amYQR - ORD

1 stop8h 48mMultiple Airlines

Deal found 6/23

$381

Sat 8/99:55 amORD - YQR

1 stop9h 18mAir Canada

Sat 8/167:00 amYQR - ORD

1 stop7h 04mAir Canada

Deal found 6/25

$396

Fri 8/84:20 pmORD - YQR

1 stop6h 16mUnited Airlines

Fri 8/159:45 amYQR - ORD

1 stop7h 39mUnited Airlines

Deal found 6/24

$454

Sun 8/108:30 amORD - YQR

1 stop9h 00mDelta

Sun 8/176:00 amYQR - ORD

1 stop9h 44mDelta

Deal found 6/26

$582

Last-minute flights from Chicago to Regina
Discover last-minute flight deals from Chicago to Regina. Data last updated June 26, 2025 and is based on user searches.

Wed 6/258:29 amORD - YQR

1 stop9h 01mWestJet

Sat 7/510:15 amYQR - ORD

1 stop24h 48mWestJet

Deal found 6/24

$1,094

Wed 7/308:25 pmORD - YQR

1 stop15h 05mAir Canada

Sat 8/97:00 amYQR - ORD

1 stop7h 04mAir Canada

Deal found 6/25

$476

Wed 7/307:24 amORD - YQR

2 stops15h 12mUnited Airlines

Sat 8/99:45 amYQR - ORD

1 stop11h 54mUnited Airlines

Deal found 6/25

$563

Thu 7/317:08 amORD - YQR

2 stops18h 59mMultiple Airlines

Thu 8/710:15 amYQR - ORD

1 stop8h 36mMultiple Airlines

Deal found 6/24

$444

One-way flights from Chicago to Regina
Search for one-way flight options from Chicago to Regina. Find affordable one-way fares based on user searches. Data last updated June 26, 2025.

Fri 8/155:30 pmORD - YQR

1 stop6h 32mWestJet

Deal found 6/26

$180

Fri 8/82:35 pmORD - YQR

1 stop8h 01mUnited Airlines

Deal found 6/25

$203

Mon 9/16:21 pmORD - YQR

2 stops42h 05mMultiple Airlines

Deal found 6/25

$259

Fri 8/86:15 pmORD - YQR

2 stops17h 15mAir Canada

Deal found 6/24

$260

Mon 9/18:25 amORD - YQR

1 stop9h 06mDelta

Deal found 6/25

$263

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Regina that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 9/20

5:30 pm-11:01 pm

1 stop6h 31m

Regina

Sat 9/27

6:55 am-4:43 pm

1 stop8h 48m

$343

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 9/20

3:21 pm-11:26 am

2 stops21h 05m

Regina

Sat 9/27

6:55 am-4:43 pm

1 stop8h 48m

$381

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 8/9

9:55 am-6:13 pm

1 stop9h 18m

Regina

Sat 8/16

7:00 am-3:04 pm

1 stop7h 04m

$396

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 8/8

4:20 pm-9:36 pm

1 stop6h 16m

Regina

Fri 8/15

9:45 am-6:24 pm

1 stop7h 39m

$454

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 8/10

8:30 am-4:30 pm

1 stop9h 00m

Regina

Sun 8/17

6:00 am-4:44 pm

1 stop9h 44m

$582

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 10/3

5:30 pm-1:06 am

1 stop8h 36m

$149

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 8/8

2:35 pm-9:36 pm

1 stop8h 01m

$203

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 10/3

3:21 pm-11:26 am

2 stops21h 05m

$227

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 8/8

6:15 pm-10:30 am

2 stops17h 15m

$260

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 9/1

8:25 am-4:31 pm

1 stop9h 06m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

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

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Regina

Read reviews from past customers who have flown Delta, United Airlines, and WestJet from Chicago to Regina. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,963 reviews

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

7,963 reviews

Delta

8.0

Very good

7,963 reviews

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

8,838 reviews

Delta

8.0

Very good

7,963 reviews

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

2,893 reviews

Delta

8.0

Very good

7,963 reviews

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

7.1

Good

9,637 reviews

Delta

8.0

Very good

7,963 reviews

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

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. 4 airlines 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 $343, WestJet will fly you from Chicago to Regina and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and United Airlines - these airlines can fly you to your destination from $396 and $454, respectively.
What are the cheapest airlines to fly from Chicago to Regina one-way?
One-way options have recently been found by users for as low as $180 on WestJet. Other airlines that offer cheap prices include United Airlines from $203 and Air Canada from $260 one-way.
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

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Chicago to Regina

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	Cheapest$282	Average$348	FlexibilityNo cancel fee	On-time67%
United Airlines	Cheapest$284	Average$311	FlexibilityNo cancel fee	On-time69%
WestJet	Cheapest$328	Average$373	FlexibilityNo cancel fee	On-time60%
Delta	Cheapest$517	Average$617	FlexibilityNo cancel fee	On-timeN/A

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$149+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Regina with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Chicago to Regina

Round-trip from

One-way from

Find flight deals from Chicago to Regina

Cheapest flights from Chicago to ReginaExplore 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 June 26, 2025.

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 June 26, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Regina that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Regina

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 June 26, 2025.

Read reviews from past customers who have flown Delta, United Airlines, and WestJet from Chicago to Regina. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

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

What are the cheapest airlines to fly from Chicago to Regina one-way?

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

How can I find direct flights from Chicago to Regina?

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

What is the cheapest month to book a flight from Chicago to Regina?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Regina

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Chicago to Regina

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Book with Flexibility

Travel Smart

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 June 26, 2025.