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Cheap flights from Winnipeg to Pensacola from C$ 611

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PNS
26 Dec — 2 Jan1
1 adult
1 adult, Economy, 0 bags

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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 26 November 2025.

Sat 13/126:00 a.m.YWG - PNS
2 stops11h 11mAmerican Airlines
Wed 17/128:22 a.m.PNS - YWG
2 stops15h 13mAmerican Airlines
Deal found 23/11C$ 875
Sat 13/126:40 a.m.YWG - PNS
2 stops15h 18mDelta
Wed 17/126:00 a.m.PNS - YWG
1 stop9h 07mDelta
Deal found 23/11C$ 957
Sat 13/1212:20 p.m.YWG - PNS
3 stops29h 54mMultiple Airlines
Wed 17/122:08 p.m.PNS - YWG
3 stops46h 01mMultiple Airlines
Deal found 23/11C$ 1,082

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 26 November 2025.

Round-trip from

C$ 563
20/2-26/2
  • 20/2-26/2
  • 5 total stops
  • 44h 50m total
  • 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 629,999 searches. Data last updated 26 November 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

Fri 20/2

5:00 a.m.-3:56 p.m.

3 stops34h 56m

Pensacola

Thu 26/2

4:51 p.m.-6:05 p.m.

3 stops25h 14m

C$ 611

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 23/1

12:10 p.m.-4:37 p.m.

3 stops28h 27m

Pensacola

Sat 31/1

5:33 p.m.-3:09 p.m.

3 stops21h 36m

C$ 680

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 20/2

7:30 a.m.-8:50 p.m.

1 stop13h 20m

Pensacola

Thu 26/2

1:37 p.m.-3:09 p.m.

1 stop25h 32m

C$ 834

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 23/1

2:20 p.m.-9:40 a.m.

2 stops19h 20m

Pensacola

Sat 31/1

10:30 a.m.-11:57 a.m.

2 stops25h 27m

C$ 873

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 20/2

2:20 p.m.-9:40 a.m.

2 stops19h 20m

Pensacola

Thu 26/2

5:08 p.m.-11:57 a.m.

2 stops18h 49m

C$ 873

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Sun 25/1

7:30 a.m.-7:58 p.m.

1 stop12h 28m

Pensacola

Wed 28/1

6:00 a.m.-3:07 p.m.

1 stop9h 07m

C$ 924

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Sat 13/12

6:40 a.m.-9:58 p.m.

2 stops15h 18m

Pensacola

Wed 17/12

6:00 a.m.-3:07 p.m.

1 stop9h 07m

C$ 957

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Sun 25/1

2:20 p.m.-9:40 a.m.

2 stops19h 20m

Pensacola

Wed 28/1

4:55 p.m.-11:57 a.m.

2 stops19h 02m

C$ 968

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/11

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 20m. Delta provides one of the quickest options available for as low as C$ 834. 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.

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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?

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