Madison

$135+ Cheap flights from Pensacola to Madison (PNS - MSN)

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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MSN
Nov 27 — Dec 41
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Find flight deals from Pensacola to Madison

Cheapest flights from Pensacola to Madison
Explore the most affordable flight options available from Pensacola to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:29 amPNS - MSN
1 stop6h 52mDelta
Sun 12/75:14 pmMSN - PNS
1 stop5h 57mDelta
Deal found 10/27$249
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:52 pmPNS - MSN
2 stops8h 57mAmerican Airlines
Sat 11/156:50 amMSN - PNS
1 stop5h 36mAmerican Airlines
Deal found 10/27$264
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:52 pmPNS - MSN
1 stop6h 00mAmerican Airlines
Mon 11/106:00 amMSN - PNS
1 stop5h 33mAmerican Airlines
Deal found 10/26$289
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/122:17 pmPNS - MSN
1 stop5h 04mUnited Airlines
Sun 11/168:30 amMSN - PNS
1 stop6h 40mUnited Airlines
Deal found 10/27$329

Cheap flight deals from Pensacola to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Madison (MSN). 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

One-way from

$135
(Delta)

Popular in

February

Cheapest in

September

Average price

$358
Provider with most accurate pricing for Pensacola-Madison Truax Field flight deals.
Provider most trusted by Cheapflights users for Pensacola-Madison Truax Field flights.
From Pensacola to Madison Truax Field
One-way flight from Pensacola to Madison Truax Field
Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Madison 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 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Pensacola to Madison that are best for you.

Fly from

Pensacola

Fly to

Madison

Route

Depart

Return

Price

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Fri 12/5

9:29 am-4:21 pm

1 stop6h 52m

Madison Truax Field

Sun 12/7

5:14 pm-11:11 pm

1 stop5h 57m

$249

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Sat 12/6

7:15 am-12:36 pm

1 stop5h 21m

Madison Truax Field

Sun 12/7

5:38 am-10:41 am

1 stop5h 03m

$249

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Fri 12/5

5:45 pm-10:26 pm

1 stop4h 41m

Madison Truax Field

Sat 12/6

6:00 am-2:45 pm

2 stops8h 45m

$254

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Tue 11/11

1:52 pm-10:49 pm

2 stops8h 57m

Madison Truax Field

Sat 11/15

6:50 am-12:26 pm

1 stop5h 36m

$264

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Sat 11/8

5:52 pm-11:52 pm

1 stop6h 00m

Madison Truax Field

Mon 11/10

6:00 am-11:33 am

1 stop5h 33m

$289

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Thu 12/25

7:15 am-12:32 pm

1 stop5h 17m

$135

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Mon 3/2

5:45 pm-10:38 pm

1 stop4h 53m

$207

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Mon 3/2

6:40 pm-11:45 pm

1 stop5h 05m

$239

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Mon 3/2

6:35 am-3:02 pm

2 stops8h 27m

$282

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Thu 12/25

8:11 am-2:01 pm

3 stops29h 50m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from Pensacola to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pensacola to Madison in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 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 Pensacola-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pensacola-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Pensacola-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pensacola-Madison flights, Cheapflights users trust eDreams the most. eDreams 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 Pensacola-Madison 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 Pensacola to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Pensacola 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.

Cheapflights Insights

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

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

Currently, September is the cheapest month in which you can book a flight from Pensacola to Madison (average of $134). Flying from Pensacola to Madison in June is currently the most expensive (average of $323). 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.

What is the cheapest time of day to fly from PNS to MSN?

Find hourly flight availability from Pensacola to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

It’s optimal to fly from Pensacola to Madison in the evening. By choosing this option you can save up to 42% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated October 28, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Pensacola to Madison by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Madison. 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 Pensacola to Madison?

    There are many flights that can get you from Pensacola to Madison in 6h 52m. Fly via Delta to get the fastest option. The distance between Pensacola and Madison is about 882 mi.

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

    According to our current data, Delta ($198), and American Airlines ($248) offers the cheapest pricing from Pensacola to Madison. Users have found that Delta is 42% cheaper than the other options available to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pensacola to Madison 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 Pensacola to Madison?

    Currently, September is the cheapest month in which you can book a flight from Pensacola to Madison (average of $134). Flying from Pensacola to Madison in June is currently the most expensive (average of $323). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Pensacola to Madison

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Pensacola to Madison

Discover the top 2 airlines that operate flights from Pensacola to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$344FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$345FlexibilityNo cancel feeOn-time71%

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