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$269+ Cheap flights from Montego Bay (MBJ) to Madison (MSN)

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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Montego Bay to Madison

Cheapest flights from Montego Bay to Madison
Explore the most affordable flight options available from Montego Bay to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Delta deal was found by Cheapflights users on 1/25. 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 5/274:55 pm
MBJ
-
MSN
2 stops15h 51m
Delta
Tue 6/95:45 am
MSN
-
MBJ
1 stop9h 40m
Delta
Deal found 1/25$498
This United Airlines deal was found by Cheapflights users on 1/25. 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 5/204:12 pm
MBJ
-
MSN
2 stops21h 48m
United Airlines
Wed 6/36:30 am
MSN
-
MBJ
2 stops8h 40m
United Airlines
Deal found 1/25$529
This American Airlines deal was found by Cheapflights users on 1/25. 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 5/201:15 pm
MBJ
-
MSN
1 stop10h 22m
American Airlines
Wed 6/37:00 am
MSN
-
MBJ
1 stop8h 20m
American Airlines
Deal found 1/25$532
This American Airlines deal was found by Cheapflights users on 1/25. 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 5/274:20 pm
MBJ
-
MSN
1 stop7h 38m
American Airlines
Tue 6/97:00 am
MSN
-
MBJ
1 stop8h 20m
American Airlines
Deal found 1/25$557
This Delta deal was found by Cheapflights users on 1/25. 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 1/314:05 pm
MBJ
-
MSN
1 stop7h 45m
Delta
Sat 2/146:20 am
MSN
-
MBJ
1 stop7h 20m
Delta
Deal found 1/25$585
This American Airlines deal was found by Cheapflights users on 1/25. 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 1/314:24 pm
MBJ
-
MSN
2 stops19h 31m
American Airlines
Sat 2/145:17 pm
MSN
-
MBJ
2 stops15h 50m
American Airlines
Deal found 1/25$744

Find flight deals from Montego Bay to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Montego Bay (MBJ) 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$498
(Delta)

One-way from

$269
(Delta)
Provider with most accurate pricing for Montego Bay Sangster Intl-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Madison Truax Field flights.
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From Montego Bay Sangster Intl to Madison Truax Field
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One-way flight from Montego Bay Sangster Intl to Madison Truax Field
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Montego Bay 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 2,558,603 searches. Data last updated January 27, 2026.
Use the filters below to find and compare flights from Montego Bay to Madison that are best for you.

Fly from

Montego Bay

Fly to

Madison

Route

Depart

Return

Price

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 5/27

4:55 pm-8:46 am

2 stops15h 51m

Madison Truax Field

Tue 6/9

5:45 am-3:25 pm

1 stop9h 40m

$498

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 5/20

4:12 pm-2:00 pm

2 stops21h 48m

Madison Truax Field

Wed 6/3

6:30 am-3:10 pm

2 stops8h 40m

$529

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 5/27

4:12 pm-11:38 am

2 stops19h 26m

Madison Truax Field

Tue 6/9

6:45 am-3:10 pm

2 stops8h 25m

$529

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 5/20

1:15 pm-11:37 pm

1 stop10h 22m

Madison Truax Field

Wed 6/3

7:00 am-3:20 pm

1 stop8h 20m

$532

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 5/27

4:20 pm-11:58 pm

1 stop7h 38m

Madison Truax Field

Tue 6/9

7:00 am-3:20 pm

1 stop8h 20m

$557

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/18

4:05 pm-10:48 pm

1 stop7h 43m

$269

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 2/19

4:05 pm-10:48 pm

1 stop7h 43m

$269

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 2/12

4:05 pm-10:48 pm

1 stop7h 43m

$271

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/11

2:34 pm-11:47 pm

1 stop10h 13m

$273

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/18

11:07 am-10:42 pm

2 stops12h 35m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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

Have a flexible travel schedule? Discover the best time to fly to Madison from Montego Bay 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.

Related info for your journey

Find useful and relevant information for your journey from Montego Bay to Madison. 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 Montego Bay to Madison?

    Departing from Montego Bay to Madison will take you 10h 22m. The distance from Montego Bay to Madison is about 1826 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Montego Bay to Madison?

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

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

    Yes. Cheapflights offers flight deals from Montego Bay to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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