Pensacola

$213+ Cheap flights from Madison to Pensacola (MSN - PNS)

MSN — PNS
Dec 15 — Dec 221
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Cheap flight deals from Madison to Pensacola

Cheapest flights from Madison to Pensacola

Tue 12/85:51 am -
1 stop4h 56m
Tue 12/1511:59 am -
1 stop6h 31m
Deal found 11/11$342
Thu 12/35:25 pm -
1 stop4h 42m
Mon 12/76:00 am -
1 stop4h 38m
Deal found 11/10$349
Thu 12/105:25 pm -
1 stop6h 14m
Sun 12/136:00 am -
1 stop4h 38m
Deal found 11/13$359
Thu 12/106:30 am -
1 stop6h 37m
Thu 12/179:00 am -
2 stops10h 10m
Deal found 11/12$369
Fri 11/276:55 am -
1 stop5h 16m
Tue 12/112:41 pm -
1 stop5h 12m
Deal found 11/12$379
Sat 11/1412:23 pm -
1 stop6h 22m
Sat 11/215:32 pm -
1 stop6h 35m
Deal found 11/11$427
Thu 12/33:55 pm -
2 stops41h 55m
Mon 12/75:07 pm -
1 stop16h 43m
Deal found 11/14$428
Sat 11/1410:42 am -
2 stops11h 08m
Sat 11/212:22 pm -
1 stop4h 45m
Deal found 11/11$432

Find flight deals from Madison to Pensacola

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$303
(Kiwi.com)

One-way from

$213
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$392
Provider with most accurate pricing for Madison Truax Field-Pensacola flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-Pensacola flights.
From Madison Truax Field to Pensacola
One-way flight from Madison Truax Field to Pensacola
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Madison to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Thu 3/4

6:00 pm-2:40 pm

1 stop20h 40m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$213
Quickest round-trip

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Fri 3/5

5:16 pm-11:19 pm

1 stop6h 03m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$289

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Mon 2/15

5:16 pm-11:19 pm

1 stop6h 03m

Pensacola

Sat 2/20

6:00 am-11:40 am

1 stop5h 40m

$342

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Wed 1/13

5:17 pm-11:41 pm

1 stop6h 24m

Pensacola

Wed 1/20

10:28 am-4:32 pm

1 stop6h 04m

$345

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Wed 1/13

11:26 am-4:43 pm

1 stop5h 17m

Pensacola

Thu 1/21

6:00 am-10:39 am

1 stop4h 39m

$352

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Fri 3/5

3:31 pm-11:36 pm

2 stops8h 05m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$355

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Thu 12/17

7:00 am-1:11 pm

1 stop6h 11m

Pensacola

Sun 12/20

2:14 pm-7:22 pm

1 stop5h 08m

$359

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Thu 12/3

5:25 pm-11:39 pm

1 stop6h 14m

Pensacola

Mon 12/7

6:23 pm-10:52 pm

1 stop4h 29m

$374

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Mon 12/28

6:06 am-1:11 pm

1 stop7h 05m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$423

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Sun 11/29

3:40 pm-8:08 am

3 stops40h 28m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 19 resultsSorted by cheapest first
1
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Compare providers for flights from Madison to Pensacola

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Pensacola in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Pensacola flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Madison with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Madison to Pensacola

How far ahead should I book a flight from Madison to Pensacola?

To ensure you get the cheapest price possible for a flight from Madison to Pensacola, you should look to book at least 22 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Madison to Pensacola?

Currently, September is the cheapest month in which you can book a flight from Madison to Pensacola (average of $288). Flying from Madison to Pensacola in May is currently the most expensive (average of $434). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Pensacola

Read through reviews of airlines operating flights from Madison to Pensacola, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Related info for your journey

  • How long is the flight from Madison to Pensacola?

    Airlines like Delta and United Airlines fly from Madison to Pensacola in about 6h 03m. The time it takes to get you to your destination can typically vary by up to 3h 33m. Madison and Pensacola are separated by a distance of 882 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Madison to Pensacola round-trip?

    Cheapflights users have booked flights from Madison to Pensacola round-trip from $248. Other airlines that can offer you cheap pricing are American Airlines, from $250, and United Airlines, from $293. You may be able to fly from Madison to Pensacola for 33% less than the average price by searching for these airlines.

  • Can I find deals for flights from Madison to Pensacola that include hotel bookings?

    Yes. In addition to deals on Madison to Pensacola flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Pensacola?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Pensacola.

  • Can I find deals for business class flights from Madison to Pensacola?

    Yes. Cheapflights offers flight deals from Madison 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.

  • What is the cheapest month to book a flight from Madison to Pensacola?

    Currently, September is the cheapest month in which you can book a flight from Madison to Pensacola (average of $288). Flying from Madison to Pensacola in May is currently the most expensive (average of $434). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Atmore
Navarre
Gulf Breeze
Foley
Evergreen
Navarre Beach

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Madison to Pensacola

Top 3 airlines flying from Madison to Pensacola

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$320FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$250Average$385FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$293Average$392FlexibilityNo cancel feeOn-time69%

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