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Pensacola

$100+ Cheap flights from Madison to Pensacola (MSN - PNS)

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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PNS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Pensacola are usually found in July or August, booked 83 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Madison to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) 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 August 14, 2025.

Round-trip from

$249
(Delta)

One-way from

$100
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$311
From Madison Truax Field to Pensacola
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One-way flight from Madison Truax Field to Pensacola
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Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Madison to Pensacola

Cheapest flights from Madison to Pensacola
Explore the most affordable flight options available from Madison to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Delta deal was found by Cheapflights users on 8/14. 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.
Thu 9/41:20 pmMSN - PNS
1 stop5h 23mDelta
Mon 9/85:00 pmPNS - MSN
1 stop6h 02mDelta
Deal found 8/14$249
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 9/410:16 amMSN - PNS
2 stops6h 36mAmerican Airlines
Mon 9/86:08 amPNS - MSN
1 stop8h 10mAmerican Airlines
Deal found 8/14$254
This Delta deal was found by Cheapflights users on 8/14. 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.
Sat 10/42:44 pmMSN - PNS
2 stops6h 59mDelta
Sat 10/1112:13 pmPNS - MSN
2 stops10h 32mDelta
Deal found 8/14$259
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 10/246:30 amMSN - PNS
1 stop6h 06mAmerican Airlines
Fri 10/318:29 amPNS - MSN
1 stop7h 09mAmerican Airlines
Deal found 8/13$284
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 8/222:34 pmMSN - PNS
1 stop6h 08mAmerican Airlines
Sat 8/235:14 amPNS - MSN
1 stop8h 08mAmerican Airlines
Deal found 8/14$309
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 10/176:30 amMSN - PNS
1 stop6h 06mAmerican Airlines
Mon 10/201:16 pmPNS - MSN
1 stop7h 13mAmerican Airlines
Deal found 8/14$313
This Delta deal was found by Cheapflights users on 8/13. 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.
Mon 8/185:12 pmMSN - PNS
1 stop6h 00mDelta
Sat 8/235:00 pmPNS - MSN
1 stop5h 48mDelta
Deal found 8/13$324
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Mon 8/186:19 amMSN - PNS
2 stops8h 09mAmerican Airlines
Sat 8/232:32 pmPNS - MSN
2 stops7h 41mAmerican Airlines
Deal found 8/13$334

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison 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 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Madison to Pensacola that are best for you.

Fly from

Madison

Fly to

Pensacola

Route

Depart

Return

Price

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/11

5:40 am-10:50 am

1 stop5h 10m

Pensacola

Mon 9/15

4:03 pm-10:59 pm

1 stop6h 56m

$249

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 10/4

5:40 am-10:50 am

1 stop5h 10m

Pensacola

Sat 10/11

12:13 pm-4:30 pm

1 stop4h 17m

$249

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/4

1:20 pm-6:43 pm

1 stop5h 23m

Pensacola

Mon 9/8

5:00 pm-11:02 pm

1 stop6h 02m

$249

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/4

6:20 am-4:52 pm

2 stops10h 32m

Pensacola

Mon 9/8

3:57 pm-9:17 pm

1 stop5h 20m

$254

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/11

6:20 am-1:42 pm

2 stops7h 22m

Pensacola

Mon 9/15

5:43 pm-11:10 pm

1 stop5h 27m

$254

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Fri 8/29

6:30 am-1:18 pm

1 stop6h 48m

$300

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Fri 8/29

2:44 pm-11:12 pm

2 stops8h 28m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

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
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 Madison to Pensacola

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to Pensacola. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Pensacola, you should look to book at least 83 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 $306). Flying from Madison to Pensacola in March is currently the most expensive (average of $416). 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 MSN to PNS?

Find hourly flight availability from Madison to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Madison to Pensacola, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 12% versus a flight in the morning.

Reviews of airlines servicing Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated August 14, 2025.
Read through reviews of airlines operating flights from Madison to Pensacola, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Madison to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Cheapflights users have booked flights from Madison to Pensacola round-trip from $234. Other airlines that can offer you cheap pricing are Delta, from $248, and United Airlines, from $298. You may be able to fly from Madison to Pensacola for 35% 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 $306). Flying from Madison to Pensacola in March is currently the most expensive (average of $416). 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
Gulf Breeze
Navarre
Foley
Perdido Key
Milton
Navarre Beach
Warrington

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Madison to Pensacola

Discover the top 3 airlines that operate flights from Madison to Pensacola. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$234Average$321FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$375FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$477FlexibilityNo cancel feeOn-time69%

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