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Cheap flights from Winnipeg to Pensacola from C$ 482

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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PNS
23 Dec — 30 Dec1
1 adult
1 adult, Economy, 0 bags

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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 23 November 2025.

Thu 15/19:00 p.m.YWG - PNS
3 stops18h 08mMultiple Airlines
Thu 22/15:33 p.m.PNS - YWG
3 stops24h 33mMultiple Airlines
Deal found 23/11C$ 596
Thu 19/25:21 p.m.YWG - PNS
2 stops19h 09mDelta
Wed 25/29:03 a.m.PNS - YWG
2 stops14h 33mDelta
Deal found 22/11C$ 794
Fri 20/22:20 p.m.YWG - PNS
2 stops19h 20mUnited Airlines
Thu 26/29:00 a.m.PNS - YWG
2 stops26h 57mUnited Airlines
Deal found 22/11C$ 873
Fri 20/212:10 p.m.YWG - PNS
3 stops27h 46mMultiple Airlines
Thu 26/24:51 p.m.PNS - YWG
3 stops25h 14mMultiple Airlines
Deal found 22/11C$ 668
Mon 12/18:05 p.m.YWG - PNS
2 stops20h 32mMultiple Airlines
Fri 30/14:03 p.m.PNS - YWG
3 stops27h 32mMultiple Airlines
Deal found 23/11C$ 689
Fri 20/27:30 a.m.YWG - PNS
1 stop10h 49mDelta
Thu 26/25:48 p.m.PNS - YWG
1 stop21h 21mDelta
Deal found 22/11C$ 839
Tue 17/27:50 a.m.YWG - PNS
3 stops32h 06mMultiple Airlines
Mon 23/25:35 p.m.PNS - YWG
3 stops31h 00mMultiple Airlines
Deal found 22/11C$ 702
Thu 15/16:40 a.m.YWG - PNS
2 stops16h 33mDelta
Thu 22/16:07 p.m.PNS - YWG
2 stops22h 22mDelta
Deal found 23/11C$ 878

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 23 November 2025.

Round-trip from

C$ 588

One-way from

C$ 482
20/2-26/2
  • 20/2-26/2
  • 5 total stops
  • 45h 33m total
  • Winnipeg to Pensacola
Search Deals
Delta
  • Delta
  • 6/1
  • 2 total stops
  • 27h 39m 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 23 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

Thu 15/1

9:00 p.m.-3:08 p.m.

3 stops18h 08m

Pensacola

Thu 22/1

5:33 p.m.-6:06 p.m.

3 stops24h 33m

C$ 596

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 20/2

12:10 p.m.-3:56 p.m.

3 stops27h 46m

Pensacola

Thu 26/2

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

3 stops25h 14m

C$ 668

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Mon 12/1

8:05 p.m.-4:37 p.m.

2 stops20h 32m

Pensacola

Fri 30/1

4:03 p.m.-7:35 p.m.

3 stops27h 32m

C$ 689

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Tue 17/2

7:50 a.m.-3:56 p.m.

3 stops32h 06m

Pensacola

Mon 23/2

5:35 p.m.-12:35 a.m.

3 stops31h 00m

C$ 702

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Thu 19/2

5:21 p.m.-12:30 p.m.

2 stops19h 09m

Pensacola

Wed 25/2

9:03 a.m.-11:36 p.m.

2 stops14h 33m

C$ 794

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 20/2

7:30 a.m.-6:19 p.m.

1 stop10h 49m

Pensacola

Thu 26/2

5:48 p.m.-3:09 p.m.

1 stop21h 21m

C$ 839

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Fri 20/2

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

2 stops19h 20m

Pensacola

Thu 26/2

9:00 a.m.-11:57 a.m.

2 stops26h 57m

C$ 873

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Thu 15/1

6:40 a.m.-11:13 p.m.

2 stops16h 33m

Pensacola

Thu 22/1

6:07 p.m.-4:29 p.m.

2 stops22h 22m

C$ 878

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Tue 6/1

8:00 a.m.-11:39 a.m.

2 stops27h 39m

C$ 482

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Tue 6/1

2:20 p.m.-1:32 p.m.

1 stop23h 12m

C$ 585

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/11

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.

  • 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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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.

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