MSN - OAJ

$335 Find Cheap Flights from Madison to Jacksonville

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Jacksonville departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Jacksonville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Jacksonville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Jacksonville, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$335
American Airlines
Wed 5/13Wed 5/20
MSN - OAJ • 2 stops
Top airlines
Cheapest • from $335 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Madison and Jacksonville. You'll need at least 1 connection.
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We hope you love your trip to Jacksonville!
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Flight Deals

Cheap Flights from Madison to Jacksonville (MSN-OAJ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Jacksonville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Jacksonville

Wed, May 13 - Wed, May 20
American Airlines Logo
8:05 am - 7:24 pm
MSN
-
OAJ
10h 19m
2 stops
American Airlines Logo
7:55 pm - 11:54 pm
OAJ
-
MSN
4h 59m
1 stop
$335American Airlines
Wed, May 13 - Wed, May 20
American Airlines Logo
11:35 am - 7:24 pm
MSN
-
OAJ
6h 49m
1 stop
American Airlines Logo
7:55 pm - 11:54 pm
OAJ
-
MSN
4h 59m
1 stop
$351American Airlines
Sun, May 3 - Sat, May 9
American Airlines Logo
5:14 pm - 11:57 pm
MSN
-
OAJ
5h 43m
1 stop
American Airlines Logo
7:55 pm - 11:55 pm
OAJ
-
MSN
5h 00m
1 stop
$400American Airlines
Tue, May 5 - Sat, May 9
American Airlines Logo
2:18 pm - 11:02 pm
MSN
-
OAJ
7h 44m
2 stops
American Airlines Logo
7:55 pm - 11:55 pm
OAJ
-
MSN
5h 00m
1 stop
$405American Airlines
Wed, May 13 - Wed, May 20
American Airlines Logo
8:05 am - 7:24 pm
MSN
-
OAJ
10h 19m
2 stops
American Airlines Logo
5:10 am - 11:14 am
OAJ
-
MSN
7h 04m
2 stops
$434American Airlines
Sun, May 3 - Sat, May 9
American Airlines Logo
5:14 pm - 11:57 pm
MSN
-
OAJ
5h 43m
1 stop
American Airlines Logo
5:10 am - 12:35 pm
OAJ
-
MSN
8h 25m
2 stops
$444American Airlines
Thu, May 21 - Tue, May 26
American Airlines Logo
7:00 am - 2:35 pm
MSN
-
OAJ
6h 35m
1 stop
American Airlines Logo
6:11 pm - 12:09 am
OAJ
-
MSN
6h 58m
1 stop
$445American Airlines
Tue, May 5 - Sat, May 9
American Airlines Logo
2:18 pm - 11:02 pm
MSN
-
OAJ
7h 44m
2 stops
American Airlines Logo
5:10 am - 12:35 pm
OAJ
-
MSN
8h 25m
2 stops
$449American Airlines
Mon, May 4 - Sat, May 9
American Airlines Logo
5:08 pm - 11:57 pm
MSN
-
OAJ
5h 49m
1 stop
American Airlines Logo
7:55 pm - 11:55 pm
OAJ
-
MSN
5h 00m
1 stop
$455American Airlines
Thu, May 21 - Tue, May 26
American Airlines Logo
7:00 am - 2:35 pm
MSN
-
OAJ
6h 35m
1 stop
American Airlines Logo
6:11 pm - 12:09 am
OAJ
-
MSN
6h 58m
1 stop
$465American Airlines
Booking Insights

KAYAK's insights & trends for Madison to Jacksonville flights

Get data-powered insights and trends into flights from Madison to Jacksonville to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Madison to Jacksonville?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Madison to Jacksonville were found on American Airlines ($335) and Delta ($522).

Good to know

Cheapest flight$335
Flight from Madison to Jacksonville

When to book flights from Madison to Jacksonville

Are your dates flexible? Find out the best times to travel from Madison to Jacksonville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to Jacksonville

  • What is the cheapest flight from Madison to Jacksonville?

    In the last 3 days, the lowest price for a flight from Madison to Jacksonville was $335 for a round-trip ticket.

  • Do I need a passport to fly between Madison and Jacksonville?

    A passport is not required to fly from Madison to Jacksonville.

  • Which aircraft models fly most regularly from Madison to Jacksonville?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Madison to Jacksonville?

    oneworld is the only airline alliance operating flights between Madison and Jacksonville.

  • How does KAYAK find such low prices on flights from Madison to Jacksonville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Jacksonville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Jacksonville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Jacksonville from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Jacksonville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Jacksonville with an airline and back to Madison with another airline. Booking your flights between Madison and OAJ can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Jacksonville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Jacksonville from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Madison to Jacksonville

 
See real verified KAYAK customer reviews for airlines flying from Madison to Jacksonville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Jacksonville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11464 reviews
6.4Food
7.9Crew
7.5Boarding
6.9Entertainment
7.2Comfort
Airline reviews

It would have been nice if American tried to care.

2.0 MediocreJeffrey, Mar 2026
PHL - RDU
Read more American Airlines reviews

It would have been nice if American tried to care.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

The flight was delayed multiple times. I was autobooted and placed in the center seat in the last row of the plane.

My flight was delayed. We left at midnight. I got to Greensboro (GSO) at 1am. All of AA's flights in/out of Charlotte always seem to be delayed or canceled. It took me all day on Sunday to get to my destination of Cincinnati from Greensboro. I had to be rerouted through Chicago because my original flight was canceled as the door to plane was closing in GSO. The saddest part is I could have driven and arrived sooner. . . I recognize there is a lot going on that impacts travel. This week it was weather. Yesterday in Cincinnati it was President Trump. But as a frequent flyer, the flight from South Bend to Charlotte always runs late. The subsequent flight to Greensboro is always midnight to 2am. . . I do want to give props the Charlotte boarding crew. They had four flights going out of the same area at the same time. They turned it quickly and mitigated the grumbling from the crowd.

Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.

The baggage claim experience was poor. The plane crew and the AA app said that checked baggage in CLT would be at carousel 7 but the sign at Baggage Claim said carousel 1. The carousel 1 sign had the correct flight # listed above the belt. But the luggage never came. I went to an AA baggage claim office after about 1 hour and the clerk directed me to another AA room that was poorly marked, with a closed door and no obvious way to know what to do. Finally someone opened the door and my bag was inside. The clerk was totally unable to explain why.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

Everything you need to know for your flight from Madison to Jacksonville

Information on your arrival and departure airports