$445+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OAJ
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Jacksonville 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 Madison to Jacksonville
Cheapest
Best
Last-minute
Cheapest flights from Madison to JacksonvilleExplore 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 August 21, 2026.
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 August 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/98:15 am -
1 stop4h 12m
Sun 9/136:08 pm -
1 stop6h 41m
Deal found 8/17![American Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 8/17. 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 9/97:05 am -
2 stops7h 17m
Sun 9/134:15 pm -
1 stop7h 26m
Deal found 8/17![Delta logo]()
$450
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/25:43 am -
1 stop4h 47m
Wed 9/96:00 am -
1 stop5h 38m
Deal found 8/20![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/25:43 am -
1 stop4h 47m
Mon 9/76:00 am -
1 stop5h 27m
Deal found 8/20![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:43 am -
1 stop4h 47m
Wed 9/96:00 am -
2 stops7h 44m
Deal found 8/19![Delta logo]()
$512
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/26:30 am -
1 stop5h 55m
Wed 9/95:18 pm -
1 stop4h 32m
Deal found 8/19![American Airlines logo]()
$557
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:43 am -
1 stop4h 47m
Mon 9/76:00 am -
1 stop5h 27m
Deal found 8/19![Delta logo]()
$562
Best flights from Madison to JacksonvilleDiscover carefully curated flight deals from Madison to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Madison to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/98:15 am -
1 stop4h 12m
Sun 9/136:08 pm -
1 stop6h 41m
Deal found 8/17![American Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 8/17. 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 9/97:05 am -
2 stops7h 17m
Sun 9/134:15 pm -
1 stop7h 26m
Deal found 8/17![Delta logo]()
$450
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/25:43 am -
1 stop4h 47m
Wed 9/96:00 am -
1 stop5h 38m
Deal found 8/20![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/25:43 am -
1 stop4h 47m
Mon 9/76:00 am -
1 stop5h 27m
Deal found 8/20![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 8/20. 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.
Thu 9/35:43 am -
1 stop4h 47m
Wed 9/96:00 am -
2 stops7h 44m
Deal found 8/20![Delta logo]()
$537
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:43 am -
1 stop4h 47m
Mon 9/76:00 am -
1 stop5h 27m
Deal found 8/19![Delta logo]()
$562
This Delta deal was found by Cheapflights users on 8/20. 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.
Thu 9/35:43 am -
1 stop4h 47m
Tue 9/812:00 pm -
2 stops10h 19m
Deal found 8/20![Delta logo]()
$911
Last-minute flights from Madison to JacksonvilleDiscover last-minute flight deals from Madison to Jacksonville. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Jacksonville. Data last updated August 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/25:43 am -
1 stop4h 47m
Wed 9/96:00 am -
1 stop5h 38m
Deal found 8/20![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/25:43 am -
1 stop4h 47m
Mon 9/76:00 am -
1 stop5h 27m
Deal found 8/20![Delta logo]()
$507
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/26:30 am -
1 stop5h 55m
Wed 9/95:18 pm -
1 stop4h 32m
Deal found 8/19![American Airlines logo]()
$557
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:43 am -
1 stop4h 47m
Wed 9/96:00 am -
2 stops7h 44m
Deal found 8/19![Delta logo]()
$512
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:43 am -
1 stop4h 47m
Mon 9/76:00 am -
1 stop5h 27m
Deal found 8/19![Delta logo]()
$562
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/98:15 am -
1 stop4h 12m
Sun 9/136:08 pm -
1 stop6h 41m
Deal found 8/17![American Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 8/17. 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 9/97:05 am -
2 stops7h 17m
Sun 9/134:15 pm -
1 stop7h 26m
Deal found 8/17![Delta logo]()
$450
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 August 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $445 (American Airlines) |
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 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Madison to Jacksonville that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonJacksonville
MSN Madison Truax Field - OAJ Jacksonville Albert J Ellis
MSNOAJ
Madison Truax Field
Wed 9/9
8:15 am-1:27 pm
1 stop4h 12m
Jacksonville Albert J Ellis
Sun 9/13
6:08 pm-11:49 pm
1 stop6h 41m
$445
MadisonJacksonville
MSN Madison Truax Field - OAJ Jacksonville Albert J Ellis
MSNOAJ
Madison Truax Field
Wed 9/9
7:05 am-3:22 pm
2 stops7h 17m
Jacksonville Albert J Ellis
Sun 9/13
4:15 pm-10:41 pm
1 stop7h 26m
$450
MadisonJacksonville
MSN Madison Truax Field - OAJ Jacksonville Albert J Ellis
MSNOAJ
Madison Truax Field
Wed 9/2
5:43 am-11:30 am
1 stop4h 47m
Jacksonville Albert J Ellis
Wed 9/9
6:00 am-10:38 am
1 stop5h 38m
$477
Quickest round-trip
MadisonJacksonville
MSN Madison Truax Field - OAJ Jacksonville Albert J Ellis
MSNOAJ
Madison Truax Field
Wed 9/2
5:43 am-11:30 am
1 stop4h 47m
Jacksonville Albert J Ellis
Mon 9/7
6:00 am-10:27 am
1 stop5h 27m
$507
MadisonJacksonville
MSN Madison Truax Field - OAJ Jacksonville Albert J Ellis
MSNOAJ
Madison Truax Field
Thu 9/3
5:43 am-11:30 am
1 stop4h 47m
Jacksonville Albert J Ellis
Wed 9/9
6:00 am-12:44 pm
2 stops7h 44m
$537
MadisonJacksonville
MSN Madison Truax Field - OAJ Jacksonville Albert J Ellis
MSNOAJ
Madison Truax Field
Fri 9/4
5:43 am-11:30 am
1 stop4h 47m
Jacksonville Albert J Ellis
Mon 9/7
6:00 am-10:27 am
1 stop5h 27m
$562
MadisonJacksonville
MSN Madison Truax Field - OAJ Jacksonville Albert J Ellis
MSNOAJ
Madison Truax Field
Thu 9/3
5:43 am-11:30 am
1 stop4h 47m
Jacksonville Albert J Ellis
Tue 9/8
12:00 pm-9:19 pm
2 stops10h 19m
$911
Sorted by cheapest first
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 August.
| 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 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.
MSN-OAJ
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.
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 August 21, 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.
Overall
7.1
Boarding
7.5
Entertainment
6.8
Food
6.4
Comfort
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
Overall
7.1
Boarding
7.5
Entertainment
6.8
Food
6.4
Comfort
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
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.
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Other flights to Jacksonville
Explore flights to Jacksonville departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
Madison and Jacksonville flights
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Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$250 | Average$406 | FlexibilityNo cancel fee | On-time71% |