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Cheap Flights from Winnipeg to Regina

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Deals from

Winnipeg

RatePunk searches hundreds of travel sites at once for deals on flights to Regina

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Winnipeg to Regina

Explore current cheapest deals departing from Winnipeg to Regina

Round trip

Sort by: Cheapest

October 7 - October 21

Cheapest

YWG - Regina

$144

$153

Round trip

September 9 - September 23

YWG - Regina

$135

$154

Round trip

September 14 - September 17

YWG - Regina

$154

$166

Round trip

July 8 - July 23

Earliest

YWG - Regina

$159

$184

Round trip

July 8 - July 15

Earliest

YWG - Regina

$176

$184

Round trip

July 8 - July 9

Best

Earliest

YWG - Regina

$184

Round trip

July 8 - July 14

Earliest

YWG - Regina

$176

$184

Round trip

July 8 - July 17

Earliest

YWG - Regina

$171

$184

Round trip

July 8 - July 22

Earliest

YWG - Regina

$160

$184

Round trip

July 9 - July 22

YWG - Regina

$161

$184

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Winnipeg to Regina

Right now, only 13% of recent fares for flights from Winnipeg to Regina are classified as a good price. Fares for this route typically range from $108–$312, with a median of $165. Currently, prices are significantly above the typical level, suggesting it may be a more expensive time to fly. New deals appear almost daily for this route, so setting up a price alert could be beneficial for finding cheaper options.

When considering cheap flights from Winnipeg to Regina, the most affordable time to fly is generally during the summer months. August stands out as the cheapest month, with a median fare of $100. Following closely, July offers a median fare of $102, and June presents a median of $115. These months consistently show lower prices compared to the overall median for the route.

A typical journey from Winnipeg to Regina takes approximately 5h 5m, including connections. This duration reflects that most itineraries on this route involve at least one stopover, as only 36.4% of recent fares are for direct flights. For the majority of itineraries that do connect, the median number of stopovers is 2.

The distance between Winnipeg and Regina is 531 kilometers, classifying this as a short-haul route. This means you can expect a relatively quick journey, even with the typical connections involved.

How much is a round trip from Winnipeg to Regina

Regular price: $105 - $301

Prices for flights from Winnipeg to Regina are currently within the regular range.

The regular price range for flights from Winnipeg to Regina is between $105 and $301. The current lowest deal is $153 with WestJet, for travel from Oct 7-Oct 21.

now $153

Low $105

High $301

The cheapest time to fly from Winnipeg to Regina

The cheapest month to fly from Winnipeg to Regina is August, with a median price of $100. The most expensive month is September, with a median price of $285. Prices are generally lower from April to December.

August

Cheapest

Flights from $100

September

Most Expensive

Flights from $285

Jan

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Winnipeg to Regina

WestJet

Last-minute flights going from Winnipeg to Regina

Fri, Jul 3

⌛ Last-Minute

YWG - Regina

Winnipeg (YWG) - Regina (YQR)

WestJet

$191

$282

One-way

Tue, Jul 7

⌛ Last-Minute

YWG - Regina

Winnipeg (YWG) - Regina (YQR)

WestJet

$176

$283

One-way

Wed, Jul 8

⌛ Last-Minute

YWG - Regina

Winnipeg (YWG) - Regina (YQR)

WestJet

$159

$184

One-way

Wed, Jul 8

⌛ Last-Minute

YWG - Regina

Winnipeg (YWG) - Regina (YQR)

WestJet

$176

$184

One-way

Wed, Jul 8

⌛ Last-Minute

YWG - Regina

Winnipeg (YWG) - Regina (YQR)

WestJet

$184

One-way

Wed, Jul 8

⌛ Last-Minute

YWG - Regina

Winnipeg (YWG) - Regina (YQR)

WestJet

$176

$184

One-way

Biggest price drops on these dates for flights from Winnipeg to Regina

1 night

Aug 19 - Aug 20

$326 → $233

29%

2 nights

Jul 10 - Jul 12

$282 → $226

20%

7 nights

Oct 16 - Oct 23

$251 → $216

14%

3 nights

Oct 2 - Oct 5

$253 → $218

14%

Popular Airports to fly from Winnipeg to Regina

Winnipeg - Regina route insights

💸 Price insights

Recent fares near the typical level

Recent fares from Winnipeg to Regina are near the typical level of $165.

📅 Best time to fly

August is historically cheapest

Historically, August is the cheapest month to fly from Winnipeg to Regina, with a median price of $100.

⏱️ Flight duration

Typically 5h 5m duration

Flights from Winnipeg to Regina typically take 5h 5m, covering a distance of 531 km.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 63.6% of deals. WestJet offers direct flights.

🏆 Airline highlight

WestJet offers direct flights

WestJet is one of the airlines providing direct flights on the Winnipeg to Regina route.

🎯 Booking tip

Frequent deals available

Deals for flights from Winnipeg to Regina are frequent, with over 1 deal per day.

Winnipeg main airports to depart from

Winnipeg James Armstrong Richardson International (YWG)

Cheapest

Winnipeg James Armstrong Richardson International Airport is a good option for flights from Winnipeg to Regina.

📍 ~10 km from Winnipeg city center (reachable by car)

💸 Flights from ~$153

Regina main airports to arrive at

Regina International (YQR)

Cheapest

Regina International Airport is the most affordable option for flights from Winnipeg to Regina.

📍 ~4 km from city center (reachable by car)

💸 Flights from ~$153

Airports nearby Regina used as alternative

Saskatoon John G. Diefenbaker International (YXE)

Cheapest

Saskatoon John G. Diefenbaker International can be a useful alternative, offering comparable flight options within Saskatchewan.

📍 ~250 km from Regina (approximately a 2.5 to 3-hour drive)

💸 Flights from ~$171

Minot International (MOT)

Minot International provides access to US domestic networks but requires an international border crossing.

📍 ~210 km from Regina (over 3 hours driving distance)

💸 Flights from ~$420

Brandon Municipal (YBR)

Brandon Municipal is a domestic Canadian alternative, though it has a very limited flight schedule.

📍 ~200 km from Regina (reachable by car)

💸 Flights from ~$372

Medicine Hat (YXH)

Medicine Hat is a domestic alternative for travelers heading west, but has very limited commercial service.

📍 ~360 km from Regina (significant driving distance, over 4 hours)

💸 Flights from ~$732

Business & First Class Flight Deals to Regina

Regina, Canada

41% AI deal score

$2,022

From YWG

Elite

Jun 27

Regina, Canada

41% AI deal score

$2,022

Frequently Asked Questions About Flights to Regina

Historically, the best prices for flights from Winnipeg to Regina are found when booking between 28 and 59 days in advance. During this period, the average price is typically around $113. Booking 14-27 days out sees an average price of $175, while waiting until 7-13 days before departure can result in an average price of $332. For those planning far ahead, booking 60+ days out usually yields an average price of $238.

A good deal for a flight from Winnipeg to Regina is typically considered to be $108 or less. Historically, across the trailing quarter, the median price for this route was $165. Prices can range significantly, with 75% of prices being $312 or less. Keeping an eye out for fares at or below the $108 threshold can help travelers secure a favorable price.

Historically, the cheapest months to fly from Winnipeg to Regina are August and July. In August, the median price for flights was $100, while in July, it was $102. June also offered relatively low prices, with a median of $115. These months typically offer better value compared to the annual median price of $165 for this route.

Related routes

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Cheap Flights from Winnipeg to Regina

Today’s best flight deals from Winnipeg to Regina

Unlock all 500+ flight deals to Regina and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Winnipeg to Regina

How much is a round trip from Winnipeg to Regina

The cheapest time to fly from Winnipeg to Regina

Direct flights from Winnipeg to Regina

Last-minute flights going from Winnipeg to Regina

Biggest price drops on these dates for flights from Winnipeg to Regina

Popular Airports to fly from Winnipeg to Regina

Winnipeg - Regina route insights

Recent fares near the typical level

August is historically cheapest

Typically 5h 5m duration

Connecting flights are dominant

WestJet offers direct flights

Frequent deals available

Winnipeg main airports to depart from

Regina main airports to arrive at

Airports nearby Regina used as alternative

Business & First Class Flight Deals to Regina

Best Elite deals to Regina

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Frequently Asked Questions About Flights to Regina

How far in advance should I book a flight from Winnipeg to Regina?

How far in advance should I book a flight from Winnipeg to Regina?

How do I know if a Winnipeg to Regina flight is a good deal?

How do I know if a Winnipeg to Regina flight is a good deal?

Which months have the cheapest flights from Winnipeg to Regina?

Which months have the cheapest flights from Winnipeg to Regina?

What percentage of Winnipeg to Regina flights are direct?