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Cheap flights from Madison to Pensacola from $157

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 9/18. 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 (MSN-PNS)

Cheap round-trip flights

Frontier Logo
8:00 pm - 3:35 pmMSN-PNS
19h 35m1 stop
Frontier Logo
4:30 pm - 7:15 pmPNS-MSN
26h 45m1 stop
$218Frontier
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Thu, Oct 30 - Sun, Nov 2
American Airlines Logo
2:48 pm - 9:07 pmMSN-PNS
6h 19m1 stop
American Airlines Logo
4:04 pm - 11:27 pmPNS-MSN
7h 23m1 stop
$229American Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
6:20 am - 4:52 pmMSN-PNS
10h 32m2 stops
American Airlines Logo
5:43 pm - 11:10 pmPNS-MSN
5h 27m1 stop
$234American Airlines
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Thu, Sep 4 - Mon, Sep 8
Delta Logo
5:16 pm - 11:08 pmMSN-PNS
5h 52m1 stop
Delta Logo
6:09 pm - 10:45 pmPNS-MSN
4h 36m1 stop
$249Delta
Find Deal
Thu, Oct 2 - Mon, Oct 6
Delta Logo
5:40 am - 10:50 amMSN-PNS
5h 10m1 stop
Delta Logo
8:00 am - 4:30 pmPNS-MSN
8h 30m2 stops
$254Delta
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Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
6:40 am - 12:28 pmMSN-PNS
5h 48m1 stop
American Airlines Logo
3:57 pm - 9:17 pmPNS-MSN
5h 20m1 stop
$259American Airlines
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Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
8:10 am - 4:52 pmMSN-PNS
8h 42m2 stops
American Airlines Logo
4:04 pm - 11:27 pmPNS-MSN
7h 23m1 stop
$264American Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
Delta Logo
5:16 pm - 11:08 pmMSN-PNS
5h 52m1 stop
Delta Logo
12:44 pm - 9:39 pmPNS-MSN
8h 55m1 stop
$279Delta
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Thu, Oct 2 - Mon, Oct 6
United Airlines Logo
12:19 pm - 10:00 pmMSN-PNS
9h 41m2 stops
United Airlines Logo
2:15 pm - 7:09 pmPNS-MSN
4h 54m1 stop
$359United Airlines
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Fri, Sep 5 - Tue, Sep 9
United Airlines Logo
6:30 am - 1:18 pmMSN-PNS
6h 48m1 stop
United Airlines Logo
2:15 pm - 7:09 pmPNS-MSN
4h 54m1 stop
$423United Airlines
Find Deal
Fri, Sep 5 - Tue, Sep 9

American Airlines flights from Madison to Pensacola

Our best American Airlines deals on Madison to Pensacola flight tickets
American Airlines
Sep 4
MSN2:48 pmMadison Truax Field
6h 19m
1 stop
PNS9:07 pmPensacola
Sep 8
PNS4:04 pmPensacola
7h 23m
1 stop
MSN11:27 pmMadison Truax Field
$229
Find similar
American Airlines
Sep 4
MSN6:20 amMadison Truax Field
10h 32m
2 stops
PNS4:52 pmPensacola
Sep 8
PNS5:43 pmPensacola
5h 27m
1 stop
MSN11:10 pmMadison Truax Field
$234
Find similar
American Airlines
Sep 4
MSN6:40 amMadison Truax Field
5h 48m
1 stop
PNS12:28 pmPensacola
Sep 8
PNS3:57 pmPensacola
5h 20m
1 stop
MSN9:17 pmMadison Truax Field
$259
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Delta flights from Madison to Pensacola

Our best Delta deals on Madison to Pensacola flight tickets
Delta
Oct 2
MSN5:16 pmMadison Truax Field
5h 52m
1 stop
PNS11:08 pmPensacola
Oct 6
PNS6:09 pmPensacola
4h 36m
1 stop
MSN10:45 pmMadison Truax Field
$249
Find similar
Delta
Oct 4
MSN5:40 amMadison Truax Field
5h 10m
1 stop
PNS10:50 amPensacola
Oct 11
PNS8:00 amPensacola
8h 30m
2 stops
MSN4:30 pmMadison Truax Field
$254
Find similar
Delta
Oct 2
MSN5:16 pmMadison Truax Field
5h 52m
1 stop
PNS11:08 pmPensacola
Oct 6
PNS12:44 pmPensacola
8h 55m
1 stop
MSN9:39 pmMadison Truax Field
$279
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 August 21, 2025.
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

Thu 10/30

8:00 pm-3:35 pm

1 stop19h 35m

Pensacola

Sun 11/2

4:30 pm-7:15 pm

1 stop26h 45m

$218

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/4

2:48 pm-9:07 pm

1 stop6h 19m

Pensacola

Mon 9/8

4:04 pm-11:27 pm

1 stop7h 23m

$229

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/4

6:20 am-4:52 pm

2 stops10h 32m

Pensacola

Mon 9/8

5:43 pm-11:10 pm

1 stop5h 27m

$234

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 10/2

5:16 pm-11:08 pm

1 stop5h 52m

Pensacola

Mon 10/6

6:09 pm-10:45 pm

1 stop4h 36m

$249

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Sat 10/4

5:40 am-10:50 am

1 stop5h 10m

Pensacola

Sat 10/11

8:00 am-4:30 pm

2 stops8h 30m

$254

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/4

6:40 am-12:28 pm

1 stop5h 48m

Pensacola

Mon 9/8

3:57 pm-9:17 pm

1 stop5h 20m

$259

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 9/4

8:10 am-4:52 pm

2 stops8h 42m

Pensacola

Mon 9/8

4:04 pm-11:27 pm

1 stop7h 23m

$264

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 10/2

5:16 pm-11:08 pm

1 stop5h 52m

Pensacola

Mon 10/6

12:44 pm-9:39 pm

1 stop8h 55m

$279

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Fri 9/5

12:19 pm-10:00 pm

2 stops9h 41m

Pensacola

Tue 9/9

2:15 pm-7:09 pm

1 stop4h 54m

$359

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Fri 9/5

6:30 am-1:18 pm

1 stop6h 48m

Pensacola

Tue 9/9

2:15 pm-7:09 pm

1 stop4h 54m

$423

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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 August instead. Flights to Pensacola in August, while not as cheap as those in July, still average around $311.

What is the cheapest day to depart on your flight to Pensacola?

On average, the least expensive day to fly to Pensacola from Madison is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $291. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Madison because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $450.

What is the cheapest time of day to depart on your flight to Pensacola?

The cheapest time of day to fly to Pensacola is at noon when flights can be purchased for as low as $307. Flights to Pensacola are more costly in the morning, with an average ticket price of $348. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

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 $365 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 $198 on momondo.

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

Direct flights

None
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 00m.

  • 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 $233Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $298Free CancellationRating
7.4
8,930 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
Navarre Beach
Perdido Key
Navarre
Milton
Atmore
Gulf Breeze
Warrington
Evergreen

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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