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Cheap flights from Madison to Pensacola from $126

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 5/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
1:05 pm - 7:57 pm
MSN
-
PNS
6h 52m
1 stop
American Airlines Logo
5:07 am - 10:55 am
PNS
-
MSN
5h 48m
1 stop
$251American Airlines
Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
12:13 pm - 9:57 pm
MSN
-
PNS
9h 44m
2 stops
United Airlines Logo
2:15 pm - 9:16 pm
PNS
-
MSN
7h 01m
1 stop
$256United Airlines
Sat, Apr 18 - Wed, Apr 22
Delta Logo
5:29 pm - 11:16 pm
MSN
-
PNS
5h 47m
1 stop
Delta Logo
7:05 am - 12:32 pm
PNS
-
MSN
5h 27m
1 stop
$260Delta
Sat, May 16 - Sat, May 30
United Airlines Logo
12:13 pm - 9:57 pm
MSN
-
PNS
9h 44m
2 stops
United Airlines Logo
6:15 am - 3:10 pm
PNS
-
MSN
8h 55m
2 stops
$261United Airlines
Wed, Apr 22 - Sat, Apr 25
United Airlines Logo
6:30 am - 1:18 pm
MSN
-
PNS
6h 48m
1 stop
United Airlines Logo
9:00 am - 8:45 pm
PNS
-
MSN
11h 45m
2 stops
$265United Airlines
Tue, Apr 7 - Fri, Apr 17
American Airlines Logo
3:29 pm - 10:25 pm
MSN
-
PNS
6h 56m
1 stop
American Airlines Logo
5:00 am - 10:53 am
PNS
-
MSN
5h 53m
1 stop
$269American Airlines
Sat, Apr 11 - Tue, Apr 14
American Airlines Logo
9:18 am - 6:12 pm
MSN
-
PNS
8h 54m
2 stops
American Airlines Logo
5:07 am - 1:48 pm
PNS
-
MSN
8h 41m
2 stops
$270American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
2:22 pm - 11:09 pm
MSN
-
PNS
8h 47m
2 stops
American Airlines Logo
10:17 am - 3:55 pm
PNS
-
MSN
5h 38m
1 stop
$274American Airlines
Sat, Jul 4 - Wed, Jul 22
American Airlines Logo
11:35 am - 7:40 pm
MSN
-
PNS
8h 05m
1 stop
American Airlines Logo
5:07 am - 12:30 pm
PNS
-
MSN
7h 23m
1 stop
$285American Airlines
Sat, Apr 25 - Sun, May 3
American Airlines Logo
9:18 am - 5:13 pm
MSN
-
PNS
7h 55m
2 stops
American Airlines Logo
5:53 pm - 10:56 pm
PNS
-
MSN
5h 03m
1 stop
$290American Airlines
Tue, May 12 - Tue, May 19

Delta flights from Madison to Pensacola

Our best Delta deals on Madison to Pensacola flight tickets
Delta
May 16
MSN5:29 pmMadison Truax Field
5h 47m
1 stop
PNS11:16 pmPensacola
May 30
PNS7:05 amPensacola
5h 27m
1 stop
MSN12:32 pmMadison Truax Field
$260
Delta
Apr 25
MSN5:04 pmMadison Truax Field
6h 19m
1 stop
PNS11:23 pmPensacola
May 1
PNS6:00 amPensacola
4h 32m
1 stop
MSN10:32 amMadison Truax Field
$295
Delta
May 25
MSN5:29 pmMadison Truax Field
6h 01m
1 stop
PNS11:30 pmPensacola
May 30
PNS7:05 amPensacola
5h 27m
1 stop
MSN12:32 pmMadison Truax Field
$304

American Airlines flights from Madison to Pensacola

Our best American Airlines deals on Madison to Pensacola flight tickets
American Airlines
Apr 18
MSN1:05 pmMadison Truax Field
6h 52m
1 stop
PNS7:57 pmPensacola
Apr 22
PNS5:07 amPensacola
5h 48m
1 stop
MSN10:55 amMadison Truax Field
$251
American Airlines
Mar 11
MSN6:30 amMadison Truax Field
7h 58m
1 stop
PNS2:28 pmPensacola
Mar 18
PNS5:23 amPensacola
4h 45m
1 stop
MSN10:08 amMadison Truax Field
$265
American Airlines
Apr 11
MSN3:29 pmMadison Truax Field
6h 56m
1 stop
PNS10:25 pmPensacola
Apr 14
PNS5:00 amPensacola
5h 53m
1 stop
MSN10:53 amMadison Truax Field
$269

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 February 24, 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

Sat 4/18

1:05 pm-7:57 pm

1 stop6h 52m

Pensacola

Wed 4/22

5:07 am-10:55 am

1 stop5h 48m

$251

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 4/18

12:13 pm-9:57 pm

2 stops9h 44m

Pensacola

Wed 4/22

2:15 pm-9:16 pm

1 stop7h 01m

$256

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 5/16

5:29 pm-11:16 pm

1 stop5h 47m

Pensacola

Sat 5/30

7:05 am-12:32 pm

1 stop5h 27m

$260

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 4/22

12:13 pm-9:57 pm

2 stops9h 44m

Pensacola

Sat 4/25

6:15 am-3:10 pm

2 stops8h 55m

$261

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 4/7

6:30 am-1:18 pm

1 stop6h 48m

Pensacola

Fri 4/17

9:00 am-8:45 pm

2 stops11h 45m

$265

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 4/11

3:29 pm-10:25 pm

1 stop6h 56m

Pensacola

Tue 4/14

5:00 am-10:53 am

1 stop5h 53m

$269

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 5/2

9:18 am-6:12 pm

2 stops8h 54m

Pensacola

Sat 5/9

5:07 am-1:48 pm

2 stops8h 41m

$270

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 7/4

2:22 pm-11:09 pm

2 stops8h 47m

Pensacola

Wed 7/22

10:17 am-3:55 pm

1 stop5h 38m

$274

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 4/25

11:35 am-7:40 pm

1 stop8h 05m

Pensacola

Sun 5/3

5:07 am-12:30 pm

1 stop7h 23m

$285

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 5/12

9:18 am-5:13 pm

2 stops7h 55m

Pensacola

Tue 5/19

5:53 pm-10:56 pm

1 stop5h 03m

$290

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 January instead. Flights to Pensacola in January, while not as cheap as those in July, still average around $293.

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 $332 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 $273 on momondo.

Can stopping save me money on Madison to Pensacola flights?

You could potentially save up to 48% 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

4h 34m

Direct flights

None
The fastest flight from Madison to Pensacola takes 4h 34m
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 4h 34m.

  • 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
DeltaPriceFrom $222Free CancellationRating
7.9
8,239 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,344 reviews
Search American Airlines flights
United AirlinesPriceFrom $293Free CancellationRating
7.4
9,344 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.

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