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$100+ Cheap flights from Madison to Jacksonville (MSN - JAX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — JAX
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Jacksonville are usually found in July or January, booked 69 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap 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 (JAX). 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 17, 2025.

Round-trip from

$255
(Delta)

One-way from

$100
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$320
From Madison Truax Field to Jacksonville
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One-way flight from Madison Truax Field to Jacksonville
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Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This Delta deal was found by Cheapflights users on 9/17. 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.
Wed 10/85:15 pmMSN - JAX
1 stop5h 44mDelta
Sun 10/126:10 amJAX - MSN
1 stop5h 22mDelta
Deal found 9/17$255
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/203:58 pmMSN - JAX
1 stop4h 24mUnited Airlines
Sun 11/238:00 amJAX - MSN
1 stop7h 03mUnited Airlines
Deal found 9/16$259
This American Airlines deal was found by Cheapflights users on 9/17. 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 11/205:00 amMSN - JAX
1 stop4h 28mAmerican Airlines
Sun 11/235:01 amJAX - MSN
2 stops8h 48mAmerican Airlines
Deal found 9/17$264
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/296:00 amMSN - JAX
1 stop6h 53mAmerican Airlines
Mon 11/37:25 pmJAX - MSN
1 stop5h 05mAmerican Airlines
Deal found 9/16$270
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/2912:26 pmMSN - JAX
2 stops8h 45mUnited Airlines
Mon 11/38:00 amJAX - MSN
1 stop7h 03mUnited Airlines
Deal found 9/15$273
This Delta deal was found by Cheapflights users on 9/16. 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 10/311:25 pmMSN - JAX
1 stop6h 13mDelta
Mon 11/37:10 pmJAX - MSN
1 stop4h 35mDelta
Deal found 9/16$278
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/205:00 amMSN - JAX
1 stop4h 28mAmerican Airlines
Mon 11/246:00 amJAX - MSN
2 stops7h 44mAmerican Airlines
Deal found 9/16$279
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/102:14 pmMSN - JAX
1 stop7h 24mAmerican Airlines
Mon 10/138:26 pmJAX - MSN
1 stop4h 25mAmerican Airlines
Deal found 9/16$289
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/810:45 amMSN - JAX
2 stops7h 19mAmerican Airlines
Sun 10/127:00 amJAX - MSN
1 stop6h 04mAmerican Airlines
Deal found 9/17$309
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/2411:55 amMSN - JAX
1 stop4h 22mAmerican Airlines
Sun 10/267:00 amJAX - MSN
1 stop6h 04mAmerican Airlines
Deal found 9/17$314
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/158:15 amMSN - JAX
1 stop5h 24mUnited Airlines
Wed 10/222:40 pmJAX - MSN
1 stop8h 53mUnited Airlines
Deal found 9/17$321

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 September 17, 2025.
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 - JAX

MSNJAX

Madison Truax Field

Wed 10/8

5:30 am-1:34 pm

1 stop7h 04m

Jacksonville

Sun 10/12

6:10 am-10:32 am

1 stop5h 22m

$255

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Wed 10/29

3:58 pm-9:22 pm

1 stop4h 24m

Jacksonville

Mon 11/3

8:00 am-2:03 pm

1 stop7h 03m

$255

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Thu 11/20

5:00 am-10:28 am

1 stop4h 28m

Jacksonville

Sun 11/23

6:54 am-12:49 pm

1 stop6h 55m

$259

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Thu 11/20

3:58 pm-9:22 pm

1 stop4h 24m

Jacksonville

Sun 11/23

8:00 am-2:03 pm

1 stop7h 03m

$259

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Wed 2/18

6:30 am-5:59 pm

2 stops10h 29m

Jacksonville

Sat 2/21

8:00 am-2:07 pm

1 stop7h 07m

$274

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Wed 10/29

6:00 am-3:09 pm

2 stops8h 09m

Jacksonville

Mon 11/3

7:25 pm-11:30 pm

1 stop5h 05m

$275

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Sat 10/11

6:29 am-2:31 pm

2 stops7h 02m

Jacksonville

Mon 10/13

5:57 pm-11:36 pm

1 stop6h 39m

$275

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Fri 10/31

1:25 pm-8:38 pm

1 stop6h 13m

Jacksonville

Mon 11/3

7:10 pm-10:45 pm

1 stop4h 35m

$278

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Fri 11/21

11:10 am-5:13 pm

1 stop5h 03m

Jacksonville

Tue 11/25

6:03 pm-11:51 pm

1 stop6h 48m

$289

MadisonJacksonville

MSN - JAX

MSNJAX

Madison Truax Field

Mon 11/24

3:37 pm-10:59 pm

1 stop6h 22m

$100

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 17 results
1
2

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

How far ahead should I book a flight from Madison to Jacksonville?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Jacksonville. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Jacksonville, you should look to book at least 66 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Madison to Jacksonville (average of $278). Flying from Madison to Jacksonville in March is currently the most expensive (average of $365). 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 September 17, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Madison to Jacksonville. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

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?

    There are many flights that can get you from Madison to Jacksonville in 4h 24m. Fly via Delta, United Airlines, or American Airlines to get the fastest option. There are 969 mi between Madison and Jacksonville. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Madison to Jacksonville round-trip?

    Delta, at $228, was found to be the cheapest airline from Madison to Jacksonville.Alternate airlines to your destination round-trip include American Airlines and United Airlines. Users have found that Delta is 36% cheaper than the other options available to this destination.

  • 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?

    Currently, August is the cheapest month in which you can book a flight from Madison to Jacksonville (average of $278). Flying from Madison to Jacksonville in March is currently the most expensive (average of $365). 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

Traveling to a place near Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
Jacksonville Beach
Orange Park
Kingsland
Fernandina Beach
Waycross

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Alternative routes for Madison to Jacksonville

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Jacksonville

Discover the top 3 airlines 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$345FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$344FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$313Average$402FlexibilityNo cancel feeOn-time69%

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