Cheap flights from Winnipeg to Pensacola from C$ 419

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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PNS
29 Mar — 5 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Pensacola

Enter your travel dates to find the best prices.

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 27 February 2026.

Sat 28/211:53 a.m.
YWG
-
PNS
2 stops20h 25m
Delta
Sat 7/35:00 p.m.
PNS
-
YWG
2 stops22h 23m
Delta
Deal found 26/2C$ 1,072
Mon 2/32:20 p.m.
YWG
-
PNS
2 stops19h 20m
United Airlines
Wed 4/35:08 p.m.
PNS
-
YWG
2 stops18h 49m
United Airlines
Deal found 23/2C$ 1,134
Sat 28/25:00 a.m.
YWG
-
PNS
2 stops29h 31m
WestJet
Sat 7/311:17 a.m.
PNS
-
YWG
1 stop26h 52m
WestJet
Deal found 25/2C$ 1,320
Fri 27/212:10 p.m.
YWG
-
PNS
2 stops22h 11m
American Airlines
Sun 1/35:23 a.m.
PNS
-
YWG
2 stops18h 12m
American Airlines
Deal found 24/2C$ 1,347

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 629,999 searches. Data last updated 27 February 2026.
Use the filters below to find and compare flights from Winnipeg to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Sat 11/4

11:55 a.m.-11:15 a.m.

2 stops23h 20m

C$ 419

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Sat 11/4

8:45 a.m.-9:57 p.m.

3 stops37h 12m

C$ 771

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/2

Sorted by cheapest first

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.

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Can Cheapflights find flights from Winnipeg to Pensacola with no change fees?

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