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Pensacola

$244+ Cheap flights from Winnipeg (YWG) to Pensacola (PNS)

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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PNS
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Winnipeg to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Pensacola (PNS). 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 August 18, 2025.

Round-trip from

$627
(Justfly.com)

One-way from

$244
(Kiwi.com)
From Winnipeg to Pensacola
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One-way flight from Winnipeg to Pensacola
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Find flight deals from Winnipeg to Pensacola

Cheapest flights from Winnipeg to Pensacola
Explore the most affordable flight options available from Winnipeg to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Justfly.com deal was found by Cheapflights users on 8/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/139:05 pmYWG - PNS
2 stops13h 34mWestJet
Sat 10/188:00 amPNS - YWG
2 stops16h 30mWestJet
Deal found 8/18$627
This United Airlines deal was found by Cheapflights users on 8/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/137:00 amYWG - PNS
1 stop6h 15mUnited Airlines
Sat 10/187:00 amPNS - YWG
2 stops8h 31mUnited Airlines
Deal found 8/18$630

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Pensacola 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 August 18, 2025.
Use the filters below to find and compare flights from Winnipeg to Pensacola that are best for you.

Fly from

Winnipeg

Fly to

Pensacola

Route

Depart

Return

Price

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Mon 10/13

9:05 pm-10:39 am

2 stops13h 34m

Pensacola

Sat 10/18

8:00 am-12:30 am

2 stops16h 30m

$627

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Mon 10/13

7:00 am-1:15 pm

1 stop6h 15m

Pensacola

Sat 10/18

7:00 am-3:31 pm

2 stops8h 31m

$630

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Tue 9/30

8:30 am-3:39 pm

3 stops31h 09m

$244

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Tue 9/30

7:00 am-1:15 pm

1 stop6h 15m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Best time to book a flight from Winnipeg to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Winnipeg 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.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Winnipeg to Pensacola that include hotel bookings?

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

  • How can I find direct flights from Winnipeg to Pensacola?

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

  • Can I find deals for business class flights from Winnipeg to Pensacola?

    Yes. Cheapflights offers flight deals from Winnipeg to Pensacola 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 Winnipeg to Pensacola?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to Pensacola (average of $306). Flying from Winnipeg to Pensacola in March is currently the most expensive (average of $416). 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 Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Milton
Navarre Beach
Warrington

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