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Cheap flights from Madison to Pensacola from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Pensacola departing on 5/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Madison to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:41 am - 2:13 pm
MSN
-
PNS
4h 32m1 stop
American Airlines Logo
3:53 pm - 9:04 pm
PNS
-
MSN
5h 11m1 stop
$250American Airlines
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
3:50 pm - 9:26 pm
MSN
-
PNS
5h 36m1 stop
American Airlines Logo
3:53 pm - 9:04 pm
PNS
-
MSN
5h 11m1 stop
$251American Airlines
Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
3:03 pm - 11:59 pm
MSN
-
PNS
8h 56m2 stops
American Airlines Logo
1:15 pm - 8:56 pm
PNS
-
MSN
7h 41m1 stop
$255American Airlines
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
3:09 pm - 9:12 pm
MSN
-
PNS
6h 03m1 stop
American Airlines Logo
12:09 pm - 9:11 pm
PNS
-
MSN
9h 02m2 stops
$256American Airlines
Sat, Jan 31 - Sat, Feb 7
American Airlines Logo
9:41 am - 2:13 pm
MSN
-
PNS
4h 32m1 stop
American Airlines Logo
2:48 pm - 7:35 pm
PNS
-
MSN
4h 47m1 stop
$260American Airlines
Fri, Feb 27 - Tue, Mar 3
American Airlines Logo
3:03 pm - 11:59 pm
MSN
-
PNS
8h 56m2 stops
American Airlines Logo
12:05 pm - 8:56 pm
PNS
-
MSN
8h 51m2 stops
$261American Airlines
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
3:00 pm - 11:46 pm
MSN
-
PNS
8h 46m2 stops
American Airlines Logo
7:42 am - 6:55 pm
PNS
-
MSN
11h 13m2 stops
$262American Airlines
Sat, Jan 31 - Sat, Feb 7
Delta Logo
1:55 pm - 6:45 pm
MSN
-
PNS
4h 50m1 stop
Delta Logo
12:55 pm - 7:15 pm
PNS
-
MSN
6h 20m1 stop
$265Delta
Sat, Jan 24 - Wed, Jan 28
American Airlines Logo
10:44 am - 4:25 pm
MSN
-
PNS
5h 41m1 stop
American Airlines Logo
5:07 am - 10:55 am
PNS
-
MSN
5h 48m1 stop
$269American Airlines
Wed, Apr 22 - Sat, May 2
Delta Logo
3:30 pm - 11:13 pm
MSN
-
PNS
7h 43m2 stops
Delta Logo
6:00 am - 10:28 am
PNS
-
MSN
4h 28m1 stop
$270Delta
Sat, Jan 24 - Wed, Jan 28

American Airlines flights from Madison to Pensacola

Our best American Airlines deals on Madison to Pensacola flight tickets
American Airlines
Feb 18
MSN9:41 amMadison Truax Field
4h 32m
1 stop
PNS2:13 pmPensacola
Feb 25
PNS3:53 pmPensacola
5h 11m
1 stop
MSN9:04 pmMadison Truax Field
$250
Find similar
American Airlines
Feb 21
MSN3:50 pmMadison Truax Field
5h 36m
1 stop
PNS9:26 pmPensacola
Feb 24
PNS3:53 pmPensacola
5h 11m
1 stop
MSN9:04 pmMadison Truax Field
$251
Find similar
American Airlines
Feb 18
MSN3:03 pmMadison Truax Field
8h 56m
2 stops
PNS11:59 pmPensacola
Feb 25
PNS1:15 pmPensacola
7h 41m
1 stop
MSN8:56 pmMadison Truax Field
$255
Find similar

Delta flights from Madison to Pensacola

Our best Delta deals on Madison to Pensacola flight tickets
Delta
Jan 24
MSN1:55 pmMadison Truax Field
4h 50m
1 stop
PNS6:45 pmPensacola
Jan 27
PNS6:00 amPensacola
4h 28m
1 stop
MSN10:28 amMadison Truax Field
$265
Find similar
Delta
Jan 24
MSN3:30 pmMadison Truax Field
7h 43m
2 stops
PNS11:13 pmPensacola
Jan 28
PNS6:00 amPensacola
4h 28m
1 stop
MSN10:28 amMadison Truax Field
$270
Find similar
Delta
Jan 24
MSN3:30 pmMadison Truax Field
7h 43m
2 stops
PNS11:13 pmPensacola
Jan 28
PNS6:00 amPensacola
9h 44m
2 stops
MSN3:44 pmMadison Truax Field
$276
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated January 6, 2026.
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

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 2/18

9:41 am-2:13 pm

1 stop4h 32m

Pensacola

Wed 2/25

3:53 pm-9:04 pm

1 stop5h 11m

$250

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 2/21

3:50 pm-9:26 pm

1 stop5h 36m

Pensacola

Tue 2/24

3:53 pm-9:04 pm

1 stop5h 11m

$251

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 2/18

3:03 pm-11:59 pm

2 stops8h 56m

Pensacola

Wed 2/25

1:15 pm-8:56 pm

1 stop7h 41m

$255

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 1/31

3:09 pm-9:12 pm

1 stop6h 03m

Pensacola

Sat 2/7

12:09 pm-9:11 pm

2 stops9h 02m

$256

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Fri 2/27

9:41 am-2:13 pm

1 stop4h 32m

Pensacola

Tue 3/3

2:48 pm-7:35 pm

1 stop4h 47m

$260

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 2/18

3:03 pm-11:59 pm

2 stops8h 56m

Pensacola

Wed 2/25

12:05 pm-8:56 pm

2 stops8h 51m

$261

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 1/31

3:00 pm-11:46 pm

2 stops8h 46m

Pensacola

Sat 2/7

7:42 am-6:55 pm

2 stops11h 13m

$262

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 1/24

1:55 pm-6:45 pm

1 stop4h 50m

Pensacola

Wed 1/28

12:55 pm-7:15 pm

1 stop6h 20m

$265

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 4/22

10:44 am-4:25 pm

1 stop5h 41m

Pensacola

Sat 5/2

5:07 am-10:55 am

1 stop5h 48m

$269

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 1/24

3:30 pm-11:13 pm

2 stops7h 43m

Pensacola

Wed 1/28

6:00 am-10:28 am

1 stop4h 28m

$270

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Pensacola from

How to get the cheapest flight ticket from Madison to Pensacola

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Pensacola?

The cheapest month to fly to Pensacola from Madison is in July. Flight prices, which tend to average around $278, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of July, then book flights to Pensacola from Madison during April instead. Flights to Pensacola in April, while not as cheap as those in July, still average around $284.

How far in advance should I book a flight to Pensacola?

You are more likely to see cheaper flights to Pensacola from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $333 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pensacola from Madison for as low as $257 on momondo.

Can stopping save me money on Madison to Pensacola flights?

You could potentially save up to 44% on your flight if you consider stops on a Madison to Pensacola flight.

When to book flights from Madison to Pensacola

Are you open to changing your travel dates? Check out the ideal times to fly from Madison to Pensacola according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Madison to Pensacola (MSN to PNS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Pensacola

Fastest flight time

5h 58m

Direct flights

None
The fastest flight from Madison to Pensacola takes 5h 58m
There are no direct flights from Madison to Pensacola. There are no popular flight routes from Madison to Pensacola.
Search flight deals

  • How far is Madison Truax Field to Pensacola by plane?

    The distance between Madison Truax Field and Pensacola is about 881.8 mi. A reasonable flight in good conditions will take 5h 58m.

  • When did momondo last update prices for flights from Madison Truax Field Airport to Pensacola Airport?

    Prices for flights from Madison Truax Field Airport to Pensacola Airport refresh daily.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Pensacola Airport?

  • How old do you have to be to fly from Madison Truax Field Airport to Pensacola Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Pensacola Airport.

  • What documentation or ID do you need to fly to Pensacola Airport?

    The required travel and health documents for your Pensacola Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Pensacola Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Madison to Pensacola?

Best airlines flying from Madison to Pensacola

Compare and see reviews for airlines that fly from Madison to Pensacola with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,083 reviews
Search American Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
8,018 reviews
Search Delta flights
United AirlinesPriceFrom $293Free CancellationRating
7.4
9,132 reviews
Search United Airlines flights

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Orange Beach
Pensacola Beach
Foley
Perdido Key
Navarre
Navarre Beach
Atmore
Milton
Gulf Breeze
Evergreen
Warrington

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Pensacola?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Madison to Pensacola. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Madison to Pensacola with flexible booking policies on momondo?

momondo does allow users to show only those flights to Pensacola from Madison which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Madison to Pensacola?

momondo helps you find the best flight between Madison and Pensacola by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Madison to Pensacola right now. Can momondo alert me if prices change?

Price alerts on flights to Pensacola from Madison are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Pensacola trip

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