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Madison

$120+ 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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MSN
Jun 7 — Jun 141
Sun 6/7
Sun 6/14
1 adult, Economy
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Cheap 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 May 8, 2026.

This American Airlines deal was found by Cheapflights users on 5/8. 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.
Wed 6/245:23 pm
PNS
-
MSN
1 stop5h 43m
American Airlines
Tue 6/301:07 pm
MSN
-
PNS
1 stop8h 03m
American Airlines
Deal found 5/8$275
This Delta deal was found by Cheapflights users on 5/6. 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.
Tue 7/211:54 pm
PNS
-
MSN
2 stops7h 05m
Delta
Tue 7/2812:03 pm
MSN
-
PNS
2 stops8h 55m
Delta
Deal found 5/6$285
This American Airlines deal was found by Cheapflights users on 5/7. 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 11/33:28 pm
PNS
-
MSN
1 stop6h 26m
American Airlines
Mon 11/910:54 am
MSN
-
PNS
1 stop5h 34m
American Airlines
Deal found 5/7$292
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Fri 5/292:04 pm
PNS
-
MSN
1 stop7h 03m
United Airlines
Thu 6/48:05 am
MSN
-
PNS
1 stop4h 57m
United Airlines
Deal found 5/8$297
This Delta deal was found by Cheapflights users on 5/8. 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 5/296:01 pm
PNS
-
MSN
1 stop4h 43m
Delta
Wed 6/311:48 am
MSN
-
PNS
2 stops11h 28m
Delta
Deal found 5/8$302
This Delta deal was found by Cheapflights users on 5/6. 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 6/54:35 pm
PNS
-
MSN
1 stop6h 09m
Delta
Wed 6/109:30 am
MSN
-
PNS
2 stops11h 30m
Delta
Deal found 5/6$307
This Delta deal was found by Cheapflights users on 5/6. 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.
Wed 6/246:00 am
PNS
-
MSN
1 stop4h 19m
Delta
Tue 6/307:00 am
MSN
-
PNS
1 stop7h 19m
Delta
Deal found 5/6$317
This Delta deal was found by Cheapflights users on 5/8. 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 6/196:00 am
PNS
-
MSN
1 stop4h 19m
Delta
Sun 6/215:52 am
MSN
-
PNS
1 stop5h 00m
Delta
Deal found 5/8$319

Find 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 May 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$275
(American Airlines)

One-way from

$120
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$331
Provider with most accurate pricing for Pensacola-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-Madison Truax Field flights.
Search Deals
From Pensacola to Madison Truax Field
Search Deals
One-way flight from Pensacola to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($108 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 8, 2026.
Use the filters below to find and compare flights from Pensacola to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Wed 6/24

5:23 pm-11:06 pm

1 stop5h 43m

Madison Truax Field

Tue 6/30

7:00 am-12:20 pm

1 stop5h 20m

$275

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Fri 5/29

2:04 pm-9:07 pm

1 stop7h 03m

Madison Truax Field

Thu 6/4

8:05 am-1:02 pm

1 stop4h 57m

$297

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Fri 5/29

6:01 pm-10:44 pm

1 stop4h 43m

Madison Truax Field

Wed 6/3

5:43 am-12:33 pm

1 stop6h 50m

$297

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Thu 7/9

6:08 pm-10:38 pm

1 stop4h 30m

Madison Truax Field

Mon 7/13

6:00 am-3:24 pm

2 stops9h 24m

$314

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Thu 6/18

6:00 am-10:19 am

1 stop4h 19m

Madison Truax Field

Thu 6/25

12:03 pm-11:32 pm

2 stops11h 29m

$314

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Wed 6/24

6:11 pm-10:43 pm

1 stop4h 32m

Madison Truax Field

Tue 6/30

7:00 am-3:26 pm

2 stops8h 26m

$322

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Tue 5/19

11:59 am-8:12 pm

1 stop8h 13m

Madison Truax Field

Sat 5/23

11:48 am-8:39 pm

2 stops8h 51m

$344

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Thu 5/21

6:00 am-10:16 am

1 stop4h 16m

Madison Truax Field

Mon 5/25

5:43 am-12:33 pm

1 stop6h 50m

$391

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Thu 5/28

8:06 am-5:49 pm

2 stops9h 43m

Madison Truax Field

Thu 6/4

5:43 am-12:33 pm

1 stop6h 50m

$411

PensacolaMadison

PNS - MSN

PNSMSN

Pensacola

Tue 6/23

10:49 am-6:12 pm

2 stops7h 23m

Madison Truax Field

Tue 6/30

6:34 am-4:09 pm

2 stops9h 35m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pensacola-Madison flight deals on Cheapflights vs. FlightHub >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 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 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 $224). Flying from Pensacola to Madison in March is currently the most expensive (average of $762). 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.

How much does it cost to fly round-trip from Pensacola to Madison?

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 May 8, 2026.
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.
Delta
7.9
Good
8,456 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

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.
Delta
7.9
Good
8,456 reviews
Delta
7.9
Good
8,456 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

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.
American Airlines
7.1
Good
11,667 reviews
Delta
7.9
Good
8,456 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

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 4h 43m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. The distance between Pensacola and Madison is about 882 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, American Airlines ($244), and Delta ($248) offers the cheapest pricing from Pensacola to Madison. Users have found that American Airlines is 36% 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 $224). Flying from Pensacola to Madison in March is currently the most expensive (average of $762). 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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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 May 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$244Average$395FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$389FlexibilityNo cancel feeOn-timeN/A

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