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$334+ Cheap flights from Madison to Jacksonville, NC (MSN - OAJ)

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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OAJ
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
1 adult, Economy
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Cheap flight deals from Madison to Jacksonville

Cheapest flights from Madison to Jacksonville
Explore the most affordable flight options available from Madison to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2026.

This American Airlines deal was found by Cheapflights users on 2/21. 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 3/95:17 pm
MSN
-
OAJ
1 stop5h 38m
American Airlines
Sat 3/217:55 pm
OAJ
-
MSN
1 stop4h 40m
American Airlines
Deal found 2/21$334
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/75:17 pm
MSN
-
OAJ
1 stop5h 38m
American Airlines
Wed 3/117:55 pm
OAJ
-
MSN
1 stop4h 40m
American Airlines
Deal found 2/20$339
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/174:45 pm
MSN
-
OAJ
1 stop5h 12m
American Airlines
Sun 3/227:55 pm
OAJ
-
MSN
1 stop4h 40m
American Airlines
Deal found 2/22$399
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/129:44 am
MSN
-
OAJ
2 stops8h 42m
American Airlines
Sun 3/157:55 pm
OAJ
-
MSN
1 stop4h 40m
American Airlines
Deal found 2/22$404
This American Airlines deal was found by Cheapflights users on 2/22. 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 2/267:00 am
MSN
-
OAJ
1 stop4h 38m
American Airlines
Sun 3/17:55 pm
OAJ
-
MSN
1 stop4h 45m
American Airlines
Deal found 2/22$454
This American Airlines deal was found by Cheapflights users on 2/19. 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 2/195:17 pm
MSN
-
OAJ
1 stop5h 38m
American Airlines
Sun 2/227:55 pm
OAJ
-
MSN
1 stop4h 45m
American Airlines
Deal found 2/19$469
This Delta deal was found by Cheapflights users on 2/20. 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 6/265:45 am
MSN
-
OAJ
1 stop6h 55m
Delta
Mon 6/295:40 am
OAJ
-
MSN
1 stop5h 33m
Delta
Deal found 2/20$473

Find flight deals from Madison to Jacksonville

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Jacksonville (OAJ). 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 February 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$334
(American Airlines)
Provider with most accurate pricing for Madison Truax Field-Jacksonville Albert J Ellis flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Jacksonville Albert J Ellis flights.
Search Deals
From Madison Truax Field to Jacksonville Albert J Ellis
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Jacksonville 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 February 23, 2026.
Use the filters below to find and compare flights from Madison to Jacksonville that are best for you.

Fly from

Madison

Fly to

Jacksonville

Route

Depart

Return

Price

MadisonJacksonville

MSN - OAJ

MSNOAJ

Madison Truax Field

Mon 3/9

5:17 pm-11:55 pm

1 stop5h 38m

Jacksonville Albert J Ellis

Sat 3/21

7:55 pm-11:35 pm

1 stop4h 40m

$334

MadisonJacksonville

MSN - OAJ

MSNOAJ

Madison Truax Field

Sat 3/7

8:09 am-7:26 pm

2 stops10h 17m

Jacksonville Albert J Ellis

Wed 3/11

1:03 pm-9:39 pm

2 stops9h 36m

$349

MadisonJacksonville

MSN - OAJ

MSNOAJ

Madison Truax Field

Fri 6/26

5:45 am-1:40 pm

1 stop6h 55m

Jacksonville Albert J Ellis

Mon 6/29

5:40 am-10:13 am

1 stop5h 33m

$473

MadisonJacksonville

MSN - OAJ

MSNOAJ

Madison Truax Field

Tue 3/17

8:00 am-6:43 pm

2 stops9h 43m

Jacksonville Albert J Ellis

Sun 3/22

7:55 pm-11:35 pm

1 stop4h 40m

$494

MadisonJacksonville

MSN - OAJ

MSNOAJ

Madison Truax Field

Fri 6/26

7:00 am-2:35 pm

1 stop6h 35m

Jacksonville Albert J Ellis

Mon 6/29

6:11 pm-11:59 pm

1 stop6h 48m

$507

MadisonJacksonville

MSN - OAJ

MSNOAJ

Madison Truax Field

Thu 5/21

7:00 am-2:35 pm

1 stop6h 35m

Jacksonville Albert J Ellis

Tue 5/26

6:11 pm-11:59 pm

1 stop6h 48m

$546

MadisonJacksonville

MSN - OAJ

MSNOAJ

Madison Truax Field

Tue 3/17

7:00 am-6:08 pm

2 stops10h 08m

Jacksonville Albert J Ellis

Sun 3/22

6:51 pm-10:34 pm

1 stop4h 43m

$553

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Compare providers for flights from Madison to Jacksonville

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 Madison to Jacksonville in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Jacksonville, North Carolina flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Jacksonville, North Carolina flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Jacksonville, North Carolina flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Jacksonville, North Carolina 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 Madison-Jacksonville, North Carolina 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 Madison to Jacksonville

Have a flexible travel schedule? Discover the best time to fly to Jacksonville 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 Jacksonville

What is the cheapest month to book a flight from Madison to Jacksonville, North Carolina?

Currently, July is the cheapest month in which you can book a flight from Madison to Jacksonville, North Carolina (average of $168). Flying from Madison to Jacksonville, North Carolina in November is currently the most expensive (average of $252). 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.

Reviews of airlines servicing Jacksonville

Get insights into the airlines that provide service to Jacksonville. 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 Jacksonville. Reviews last updated February 23, 2026.
See what other customers who have flown with American Airlines from Madison to Jacksonville have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,339 reviews

Boarding

7.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Susie,Jan 2026

DAY - CLT

We weren’t offered any beverages on this flight. It was not bumpy at all
American Airlines
7.2
Good
11,339 reviews
American Airlines
7.2
Good
11,339 reviews

Boarding

7.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.4

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Susie,Jan 2026

DAY - CLT

We weren’t offered any beverages on this flight. It was not bumpy at all

Related info for your journey

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

  • How long is the flight from Madison to Jacksonville, North Carolina?

    American Airlines and Delta can get you from Madison to Jacksonville, North Carolina in just under 5h 38m. Your travel time can differ by up to 1h 17m. The distance between Madison and Jacksonville, North Carolina is about 850 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Madison to Jacksonville that include hotel bookings?

    Yes. In addition to deals on Madison to Jacksonville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Jacksonville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Jacksonville.

  • Can I find deals for business class flights from Madison to Jacksonville?

    Yes. Cheapflights offers flight deals from Madison to Jacksonville 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 Jacksonville, North Carolina?

    Currently, July is the cheapest month in which you can book a flight from Madison to Jacksonville, North Carolina (average of $168). Flying from Madison to Jacksonville, North Carolina in November is currently the most expensive (average of $252). 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

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Top airline flying from Madison to Jacksonville

Discover the top airline that operate flights from Madison to Jacksonville. 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 February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$250Average$406FlexibilityNo cancel feeOn-time71%

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