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Madison

$323+ Cheap flights from Montego Bay (MBJ) to Madison (MSN)

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This United Airlines deal was found by Cheapflights users on 6/5. 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.
Sat 12/53:20 pm
MBJ
-
MSN
2 stops33h 52m
United Airlines
Sat 12/122:25 pm
MSN
-
MBJ
1 stop22h 21m
United Airlines
Deal found 6/5$323
This American Airlines deal was found by Cheapflights users on 6/5. 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 12/55:04 pm
MBJ
-
MSN
1 stop7h 45m
American Airlines
Sat 12/123:55 pm
MSN
-
MBJ
1 stop17h 17m
American Airlines
Deal found 6/5$326
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/163:00 pm
MBJ
-
MSN
1 stop21h 03m
American Airlines
Sat 9/122:17 pm
MSN
-
MBJ
2 stops20h 45m
American Airlines
Deal found 6/9$378
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Mon 6/812:52 pm
MBJ
-
MSN
1 stop21h 17m
United Airlines
Fri 8/213:55 pm
MSN
-
MBJ
2 stops21h 35m
United Airlines
Deal found 6/5$394
This American Airlines deal was found by Cheapflights users on 6/5. 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 6/82:31 pm
MBJ
-
MSN
1 stop9h 28m
American Airlines
Fri 8/217:05 am
MSN
-
MBJ
1 stop9h 03m
American Airlines
Deal found 6/5$396
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/1012:48 pm
MBJ
-
MSN
1 stop10h 18m
American Airlines
Thu 9/35:46 pm
MSN
-
MBJ
2 stops17h 51m
American Airlines
Deal found 6/10$401
This Delta deal was found by Cheapflights users on 6/8. 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 8/51:09 pm
MBJ
-
MSN
1 stop9h 29m
Delta
Sun 8/165:43 am
MSN
-
MBJ
1 stop9h 51m
Delta
Deal found 6/8$450
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/512:38 pm
MBJ
-
MSN
1 stop10h 31m
American Airlines
Sun 8/165:56 pm
MSN
-
MBJ
2 stops17h 46m
American Airlines
Deal found 6/8$456
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Sun 6/74:33 pm
MBJ
-
MSN
2 stops28h 34m
United Airlines
Sat 9/53:55 pm
MSN
-
MBJ
2 stops19h 48m
United Airlines
Deal found 6/7$471
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Sun 6/75:17 pm
MBJ
-
MSN
2 stops14h 28m
American Airlines
Sat 9/56:53 pm
MSN
-
MBJ
1 stop18h 19m
American Airlines
Deal found 6/7$476

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(United Airlines)
Provider with most accurate pricing for Montego Bay Sangster Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Madison Truax Field flights.
Search Deals
From Montego Bay Sangster Intl to Madison Truax Field
Search Deals

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 June 10, 2026.
Use the filters below to find and compare flights from Montego Bay to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Sat 12/5

3:20 pm-12:12 am

2 stops33h 52m

Madison Truax Field

Sat 12/12

2:25 pm-1:46 pm

1 stop22h 21m

$323

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Sat 12/5

5:04 pm-11:49 pm

1 stop7h 45m

Madison Truax Field

Sat 12/12

3:55 pm-10:12 am

1 stop17h 17m

$326
Quickest round-trip

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 8/5

1:09 pm-10:38 pm

1 stop9h 29m

Madison Truax Field

Sun 8/16

5:43 am-3:34 pm

1 stop9h 51m

$450

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 8/5

12:38 pm-11:09 pm

1 stop10h 31m

Madison Truax Field

Sun 8/16

5:56 pm-11:42 am

2 stops17h 46m

$456

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/5

Sorted by cheapest first
  • 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.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated June 10, 2026.
Get a feel of what it's like to fly with American Airlines from Montego Bay to Madison by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,635 reviews

Crew

7.9

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.
American Airlines
7.1
Good
11,635 reviews
American Airlines
7.1
Good
11,635 reviews

Crew

7.9

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.

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 7h 45m. 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.

  • What is the cheapest airline to fly from Montego Bay to Madison round-trip?

    American Airlines, at $320, was found to be the cheapest airline from Montego Bay to Madison..

  • 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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Alternative routes for Montego Bay to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Montego Bay to O'Hare Intl flights
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Top airline flying from Montego Bay to Madison

Discover the top airline that operate flights from Montego Bay to Madison. 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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$320Average$484FlexibilityNo cancel feeOn-time71%

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