$242+ Cheap flights from Pensacola to Madison (PNS - MSN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MSN
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from Pensacola to Madison with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Pensacola to Madison
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Cheapest flights from Pensacola to MadisonExplore 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 September 11, 2026.
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 September 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:54 pm -
1 stop12h 56m
Thu 10/296:00 pm -
1 stop25h 11m
Deal found 9/11![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:25 pm -
1 stop20h 28m
Tue 9/2912:15 pm -
1 stop24h 30m
Deal found 9/10![Breeze Airways logo]()
$292
This Delta deal was found by Cheapflights users on 9/10. 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 11/36:00 am -
1 stop6h 31m
Mon 11/95:20 pm -
1 stop4h 44m
Deal found 9/10![Delta logo]()
$302
This deal was found by Cheapflights users on 9/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:44 pm -
1 stop5h 09m
Tue 12/85:10 am -
1 stop6h 02m
Deal found 9/11![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/163:04 pm -
1 stop7h 56m
Thu 12/244:33 pm -
1 stop7h 09m
Deal found 9/10![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/133:10 pm -
1 stop4h 57m
Sun 11/159:15 am -
1 stop4h 49m
Deal found 9/10![American Airlines logo]()
$319
This deal was found by Cheapflights users on 9/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop4h 34m
Wed 12/95:25 pm -
1 stop6h 14m
Deal found 9/11![Delta logo]()
$322
This deal was found by Cheapflights users on 9/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:59 am -
1 stop4h 31m
Tue 12/811:45 am -
1 stop6h 12m
Deal found 9/11![Delta logo]()
$334
This deal was found by Cheapflights users on 9/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop4h 34m
Mon 12/75:25 pm -
1 stop6h 14m
Deal found 9/11![Delta logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:25 pm -
1 stop20h 28m
Wed 9/3010:33 am -
2 stops8h 22m
Deal found 9/9![Breeze Airways logo]()
$348
Best flights from Pensacola to MadisonDiscover carefully curated flight deals from Pensacola to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
Discover carefully curated flight deals from Pensacola to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Tue 12/2212:57 pm -
1 stop6h 27m
Tue 12/295:00 am -
1 stop7h 27m
Deal found 9/8![American Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:23 pm -
1 stop4h 30m
Sun 12/205:16 pm -
1 stop6h 13m
Deal found 9/7![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 11/39:00 am -
2 stops14h 37m
Mon 11/95:00 am -
2 stops9h 14m
Deal found 9/10![United Airlines logo]()
$409
This deal was found by Cheapflights users on 9/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/202:18 pm -
1 stop6h 45m
Mon 1/256:40 am -
1 stop6h 36m
Deal found 9/11![United Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Wed 12/166:44 am -
2 stops7h 57m
Thu 12/242:19 pm -
2 stops9h 23m
Deal found 9/7![American Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 12/282:14 pm -
1 stop4h 56m
Sat 1/27:00 am -
1 stop6h 11m
Deal found 9/9![United Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/14:18 pm -
1 stop4h 42m
Sat 10/36:42 am -
1 stop6h 32m
Deal found 9/10![United Airlines logo]()
$508
Last-minute flights from Pensacola to MadisonDiscover last-minute flight deals from Pensacola to Madison. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Madison. Data last updated September 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 9/244:18 pm -
1 stop6h 17m
Tue 9/298:10 am -
1 stop5h 24m
Deal found 9/9![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:25 pm -
1 stop20h 28m
Tue 9/2912:15 pm -
1 stop24h 30m
Deal found 9/10![Breeze Airways logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:25 pm -
1 stop20h 28m
Wed 9/3010:33 am -
2 stops8h 22m
Deal found 9/9![Breeze Airways logo]()
$348
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/306:45 am -
1 stop6h 48m
Sat 10/36:00 am -
1 stop6h 34m
Deal found 9/10![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/107:10 am -
1 stop5h 34m
Sat 10/174:21 pm -
1 stop7h 28m
Deal found 9/10![American Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:54 pm -
1 stop12h 56m
Thu 10/296:00 pm -
1 stop25h 11m
Deal found 9/11![Multiple Airlines logo]()
$265
One-way flights from Pensacola to MadisonSearch for one-way flight options from Pensacola to Madison. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
Search for one-way flight options from Pensacola to Madison. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2312:23 pm -
1 stop29h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/248:18 am -
1 stop9h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$267
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 1/15:20 am -
1 stop5h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 9/10. 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 10/35:30 pm -
1 stop5h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$274
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/39:00 am -
2 stops12h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/246:47 am -
2 stops9h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![United Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:25 pm -
3 stops27h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 9/9. 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 1/26:00 am -
1 stop4h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:47 am -
2 stops12h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![United Airlines logo]()
$461
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 September 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $265 (Kiwi.com) |
One-way from | $242 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $323 |
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 7,457,451 searches. Data last updated September 11, 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
Cheapest round-trip
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Sat 10/3
4:18 pm-10:35 pm
1 stop6h 17m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Sat 10/3
5:30 pm-10:41 pm
1 stop5h 11m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Thu 12/24
6:47 am-4:46 pm
2 stops9h 59m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$284
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Sat 10/3
1:25 pm-5:20 pm
3 stops27h 55m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$307
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Tue 12/22
12:57 pm-7:24 pm
1 stop6h 27m
Madison Truax Field
Tue 12/29
5:00 am-12:27 pm
1 stop7h 27m
$331
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Fri 1/1
9:39 am-7:24 pm
2 stops9h 45m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$338
Quickest round-trip
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Sat 1/2
6:00 am-10:23 am
1 stop4h 23m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$344
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Fri 12/18
6:23 pm-10:53 pm
1 stop4h 30m
Madison Truax Field
Sun 12/20
5:16 pm-11:29 pm
1 stop6h 13m
$359
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Tue 11/3
9:00 am-11:37 pm
2 stops14h 37m
Madison Truax Field
Mon 11/9
5:00 am-2:14 pm
2 stops9h 14m
$409
PensacolaMadison
PNS Pensacola - MSN Madison Truax Field
PNSMSN
Pensacola
Wed 12/23
6:47 am-7:10 pm
2 stops12h 23m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$461
Showing 1-10 of 16 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
PNS-MSN
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
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 September 11, 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.
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
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.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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Other flights to Madison
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Pensacola and Madison flights
Browse other Pensacola and Madison flight options. Last updated on September 11, 2026.
Other flights from Pensacola
Browse through other flights departing from Pensacola. Flights are based on user searches made on Cheapflights and were last updated on September 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$244 | Average$494 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$284 | Average$386 | FlexibilityNo cancel fee | On-timeN/A |