Pensacola

$284+ Cheap flights from Madison to Pensacola (MSN - PNS)

MSN — PNS
Nov 29 — Dec 61
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Cheap flight deals from Madison to Pensacola

Cheapest flights from Madison to Pensacola

Wed 12/95:51 am -
1 stop4h 40m
Sat 12/126:44 am -
1 stop5h 02m
Deal found 10/28$325
Wed 12/912:35 pm -
2 stops9h 24m
Sat 12/122:12 pm -
1 stop7h 03m
Deal found 10/28$330
Thu 12/177:00 am -
1 stop6h 11m
Wed 12/235:15 pm -
1 stop5h 44m
Deal found 10/29$332
Thu 11/126:38 pm -
1 stop5h 11m
Mon 11/163:04 pm -
1 stop7h 56m
Deal found 10/26$354
Fri 11/275:30 am -
1 stop7h 10m
Tue 12/15:44 pm -
1 stop5h 08m
Deal found 10/28$359
Fri 11/135:20 pm -
1 stop6h 21m
Mon 11/166:13 pm -
1 stop4h 37m
Deal found 10/29$369
Tue 11/108:15 am -
1 stop5h 11m
Sat 11/1410:30 am -
2 stops12h 37m
Deal found 10/25$374
Wed 11/115:20 pm -
1 stop6h 21m
Tue 11/176:00 am -
1 stop4h 40m
Deal found 10/29$393
Wed 11/115:00 am -
2 stops9h 14m
Sat 11/142:22 pm -
1 stop6h 43m
Deal found 10/26$397
Wed 11/115:00 am -
2 stops9h 14m
Mon 11/162:22 pm -
1 stop4h 45m
Deal found 10/29$398

Find flight deals from Madison to Pensacola

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$325
(Delta)

One-way from

$284
(Delta)

Popular in

May

Cheapest in

February

Average price

$411
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. 9% potential increase in price ($39 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in October 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

Wed 3/24

5:45 am-12:51 pm

1 stop7h 06m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$284

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Tue 4/27

6:45 am-4:06 pm

2 stops9h 21m

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 11/16

12:10 pm-9:50 am

2 stops45h 40m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$315
Quickest round-trip

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Mon 11/16

12:23 pm-6:45 pm

1 stop6h 22m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$329

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Mon 11/16

6:25 am-1:26 pm

1 stop7h 01m

Pensacola

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$334

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Fri 1/22

12:27 pm-9:34 pm

2 stops9h 07m

Pensacola

Tue 1/26

6:46 am-3:06 pm

2 stops8h 20m

$343

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Tue 11/10

8:15 am-1:26 pm

1 stop5h 11m

Pensacola

Sat 11/14

2:22 pm-9:05 pm

1 stop6h 43m

$369

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Wed 11/11

5:00 am-2:14 pm

2 stops9h 14m

Pensacola

Sat 11/14

2:22 pm-9:05 pm

1 stop6h 43m

$397

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Sun 1/17

5:20 pm-11:18 am

2 stops17h 58m

Pensacola

Wed 1/27

6:00 am-10:39 am

1 stop4h 39m

$405

MadisonPensacola

MSN Madison Truax Field - PNS Pensacola

MSNPNS

Madison Truax Field

Thu 11/12

5:20 pm-11:41 pm

1 stop6h 21m

Pensacola

Sun 11/15

6:00 am-10:40 am

1 stop4h 40m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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 October.
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, February is the cheapest month in which you can book a flight from Madison to Pensacola (average of $283). 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.

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.8

Comfort

7.8

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.

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.8

Comfort

7.8

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.

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.8

Comfort

7.8

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.

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

7.8

Comfort

7.8

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 United Airlines fly from Madison to Pensacola in about 9h 07m. The time it takes to get you to your destination can typically vary by up to . Madison and Pensacola are separated by a distance of 882 mi.

  • 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 Delta, from $248, and United Airlines, from $293. You may be able to fly from Madison to Pensacola for 31% 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, February is the cheapest month in which you can book a flight from Madison to Pensacola (average of $283). 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
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
American AirlinesCheapest$248Average$345FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$320FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$293Average$363FlexibilityNo cancel feeOn-time69%

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