Find flights
When to book
FAQs

Cheap flights from Winnipeg to Pensacola from C$ 320

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 14/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PNS
7 Mar — 14 Mar1
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 February 2026.

Sat 28/211:53 a.m.
YWG
-
PNS
2 stops22h 38m
Delta
Sat 7/37:00 a.m.
PNS
-
YWG
2 stops16h 36m
Delta
Deal found 4/2C$ 730
Mon 2/35:30 a.m.
YWG
-
PNS
2 stops9h 57m
United Airlines
Wed 4/35:08 p.m.
PNS
-
YWG
2 stops18h 49m
United Airlines
Deal found 2/2C$ 903
Sat 28/25:00 a.m.
YWG
-
PNS
2 stops11h 06m
WestJet
Sat 7/311:17 a.m.
PNS
-
YWG
2 stops36h 22m
WestJet
Deal found 3/2C$ 904
Thu 14/56:00 a.m.
YWG
-
PNS
2 stops28h 35m
WestJet
Sun 17/56:00 a.m.
PNS
-
YWG
2 stops11h 15m
WestJet
Deal found 4/2C$ 905
Thu 14/56:00 a.m.
YWG
-
PNS
3 stops39h 21m
Multiple Airlines
Sun 17/56:00 a.m.
PNS
-
YWG
2 stops27h 45m
Multiple Airlines
Deal found 4/2C$ 909

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 February 2026.

Round-trip from

C$ 730

One-way from

C$ 320
Delta
  • Delta
  • 28/2-7/3
  • 4 total stops
  • 39h 14m total
  • Winnipeg to Pensacola
Search Deals
14/5
  • 14/5
  • 3 total stops
  • 54h 52m 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 February 2026.
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

Sat 28/2

11:53 a.m.-10:31 a.m.

2 stops22h 38m

Pensacola

Sat 7/3

7:00 a.m.-11:36 p.m.

2 stops16h 36m

C$ 730

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Mon 2/3

5:30 a.m.-3:27 p.m.

2 stops9h 57m

Pensacola

Wed 4/3

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

2 stops18h 49m

C$ 903

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Sat 28/2

5:00 a.m.-6:42 p.m.

2 stops13h 42m

Pensacola

Sat 7/3

5:00 p.m.-10:32 a.m.

2 stops41h 32m

C$ 904

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Thu 14/5

6:00 a.m.-10:35 a.m.

2 stops28h 35m

Pensacola

Sun 17/5

6:00 a.m.-5:15 p.m.

2 stops11h 15m

C$ 905

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Thu 14/5

6:00 a.m.-9:21 p.m.

3 stops39h 21m

Pensacola

Sun 17/5

6:00 a.m.-9:45 a.m.

2 stops27h 45m

C$ 909

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Thu 14/5

6:00 a.m.-12:52 p.m.

3 stops54h 52m

C$ 320

WinnipegPensacola

YWG - PNS

YWGPNS

Winnipeg

Thu 14/5

2:00 p.m.-1:09 p.m.

1 stop23h 09m

C$ 722

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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 9h 57m. Delta provides one of the quickest options available for as low as C$ 903. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.