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Cheap flights from Winnipeg to Pensacola from C$ 357

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 16/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PNS
4 Sep — 11 Sep1
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 5 August 2026.

Sat 5/126:35 a.m. -
2 stops15h 29m
Wed 9/128:05 a.m. -
2 stops15h 24m
Deal found 31/7C$ 690
Wed 23/97:10 p.m. -
2 stops13h 10m
Wed 30/96:00 a.m. -
2 stops14h 20m
Deal found 31/7C$ 822
Sat 3/106:40 a.m. -
2 stops15h 01m
Tue 6/108:05 a.m. -
2 stops15h 14m
Deal found 4/8C$ 859
Mon 2/117:00 a.m. -
2 stops27h 12m
Mon 9/118:20 a.m. -
2 stops13h 37m
Deal found 2/8C$ 864
Sat 3/108:45 a.m. -
2 stops24h 58m
Tue 6/102:36 p.m. -
1 stop6h 21m
Deal found 4/8C$ 938
Fri 25/127:30 a.m. -
1 stop25h 13m
Sun 3/17:16 p.m. -
2 stops16h 34m
Deal found 5/8C$ 1,033
Fri 25/128:30 a.m. -
2 stops13h 05m
Sun 3/19:00 a.m. -
2 stops27h 52m
Deal found 5/8C$ 1,064
Fri 25/127:30 a.m. -
1 stop11h 00m
Sun 3/15:45 p.m. -
1 stop21h 25m
Deal found 5/8C$ 1,091

Find 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 5 August 2026.

Round-trip from

C$ 690

One-way from

C$ 357
Delta
  • Delta
  • 5/12-9/12
  • 4 total stops
  • 30h 53m total
  • Winnipeg to Pensacola
Search Deals
16/9
  • 16/9
  • 3 total stops
  • 49h 59m total
  • Winnipeg to Pensacola
Search Deals

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 5 August 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

Cheapest round-trip

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Sat 5/12

6:35 a.m.-10:04 p.m.

2 stops15h 29m

Pensacola

Wed 9/12

8:05 a.m.-11:29 p.m.

2 stops15h 24m

C$ 690

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Wed 23/9

7:10 p.m.-8:20 a.m.

2 stops13h 10m

Pensacola

Wed 30/9

6:00 a.m.-8:20 p.m.

2 stops14h 20m

C$ 822

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Sat 3/10

6:40 a.m.-9:41 p.m.

2 stops15h 01m

Pensacola

Tue 6/10

8:05 a.m.-11:19 p.m.

2 stops15h 14m

C$ 859

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Mon 2/11

7:00 a.m.-10:12 a.m.

2 stops27h 12m

Pensacola

Mon 9/11

8:20 a.m.-9:57 p.m.

2 stops13h 37m

C$ 864

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Sat 3/10

8:45 a.m.-10:10 p.m.

2 stops13h 25m

Pensacola

Tue 6/10

4:18 p.m.-10:33 p.m.

1 stop6h 15m

C$ 939
Quickest round-trip

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Wed 23/9

7:00 a.m.-1:09 p.m.

1 stop6h 09m

Pensacola

Wed 30/9

9:00 a.m.-8:57 p.m.

2 stops11h 57m

C$ 940

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Fri 25/12

8:30 a.m.-9:35 p.m.

2 stops13h 05m

Pensacola

Sun 3/1

9:00 a.m.-12:52 p.m.

2 stops27h 52m

C$ 1,064
Cheapest one-way

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Wed 16/9

6:05 p.m.-1:14 p.m.

2 stops43h 09m

C$ 365

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Fri 18/9

3:58 p.m.-5:11 p.m.

2 stops25h 13m

C$ 496
Quickest one-way

WinnipegPensacola

YWG Winnipeg - PNS Pensacola

YWGPNS

Winnipeg

Fri 18/9

7:00 a.m.-1:09 p.m.

1 stop6h 09m

C$ 507

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 13 resultsSorted by cheapest first
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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?

    A quick flight from Winnipeg to Pensacola can take about 13h 10m. Delta provides one of the quickest options available for as low as C$ 822. The distance from Winnipeg to Pensacola is about 2316 km. This flight may include one or multiple 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

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How does Cheapflights help users find flights from Winnipeg to Pensacola?

When you search for this flight from Winnipeg to Pensacola, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Pensacola?

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Pensacola for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Pensacola, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Pensacola become cheaper?

Of course! You can now track prices for flights from Winnipeg to Pensacola and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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