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$361+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PNS
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Find flight deals from Winnipeg to Pensacola

Best flights from Winnipeg to Pensacola
Discover carefully curated flight deals from Winnipeg to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 18, 2025.

This United Airlines deal was found by Cheapflights users on 11/17. 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.
Tue 3/102:20 pmYWG - PNS
2 stops19h 20mUnited Airlines
Wed 3/114:52 pmPNS - YWG
2 stops19h 05mUnited Airlines
Deal found 11/17$552
This WestJet deal was found by Cheapflights users on 11/17. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:15 amYWG - PNS
2 stops16h 52mWestJet
Wed 3/116:00 amPNS - YWG
1 stop9h 09mWestJet
Deal found 11/17$689

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 November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$552
(United Airlines)

One-way from

$361
(Delta)
Provider with most accurate pricing for Winnipeg-Pensacola flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Pensacola flights.
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From Winnipeg to Pensacola
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One-way flight from Winnipeg to Pensacola
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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 November 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

Tue 3/10

2:20 pm-9:40 am

2 stops19h 20m

Pensacola

Wed 3/11

4:52 pm-11:57 am

2 stops19h 05m

$552

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Tue 3/10

6:15 am-11:07 pm

2 stops16h 52m

Pensacola

Wed 3/11

6:00 am-3:09 pm

1 stop9h 09m

$689

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 1/2

7:30 am-4:45 pm

1 stop9h 15m

$361

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 1/2

2:20 pm-9:39 am

2 stops19h 19m

$456

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Compare providers for flights from Winnipeg to Pensacola

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 Winnipeg to Pensacola in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 Winnipeg-Pensacola flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Winnipeg-Pensacola flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Winnipeg-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-Pensacola 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 Winnipeg-Pensacola 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 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.

  • How long is the flight from Winnipeg to Pensacola?

    For as low as $689, United Airlines can have you in Pensacola from Winnipeg in 16h 52m. The distance between Winnipeg and Pensacola is about 1439 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

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
Navarre Beach
Warrington

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