Madison

$201+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
May 28 — Jun 41
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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 April 28, 2026.

This American Airlines deal was found by Cheapflights users on 4/25. 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.
Fri 5/812:25 pm
MBJ
-
MSN
1 stop11h 29m
American Airlines
Tue 9/86:00 am
MSN
-
MBJ
1 stop7h 58m
American Airlines
Deal found 4/25$316
This Delta deal was found by Cheapflights users on 4/27. 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 5/144:59 pm
MBJ
-
MSN
2 stops15h 50m
Delta
Mon 8/317:00 am
MSN
-
MBJ
2 stops8h 34m
Delta
Deal found 4/27$317
This Delta deal was found by Cheapflights users on 4/27. 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 5/144:59 pm
MBJ
-
MSN
2 stops15h 50m
Delta
Sun 8/305:45 am
MSN
-
MBJ
1 stop9h 49m
Delta
Deal found 4/27$320
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/154:37 pm
MBJ
-
MSN
2 stops17h 11m
American Airlines
Wed 9/25:47 pm
MSN
-
MBJ
2 stops17h 32m
American Airlines
Deal found 4/27$326
This American Airlines deal was found by Cheapflights users on 4/26. 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 5/104:37 pm
MBJ
-
MSN
2 stops18h 18m
American Airlines
Thu 9/34:16 pm
MSN
-
MBJ
2 stops19h 26m
American Airlines
Deal found 4/26$328
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Sun 5/174:37 pm
MBJ
-
MSN
2 stops18h 18m
American Airlines
Wed 9/95:44 pm
MSN
-
MBJ
2 stops17h 06m
American Airlines
Deal found 4/25$331
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Fri 5/82:40 pm
MBJ
-
MSN
2 stops18h 16m
United Airlines
Thu 9/38:30 pm
MSN
-
MBJ
2 stops41h 00m
United Airlines
Deal found 4/26$344
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 6/124:12 pm
MBJ
-
MSN
2 stops26h 50m
United Airlines
Fri 6/198:25 pm
MSN
-
MBJ
2 stops18h 45m
United Airlines
Deal found 4/28$363

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 April 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$316
(American Airlines)

One-way from

$201
(United Airlines)
Provider with most accurate pricing for Montego Bay Sangster Intl-Madison Truax Field flight deals.
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Madison Truax Field flights.
From Montego Bay Sangster Intl to Madison Truax Field
One-way flight from Montego Bay Sangster Intl to Madison Truax Field

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 April 28, 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

Thu 5/14

4:59 pm-8:49 am

2 stops15h 50m

Madison Truax Field

Sun 8/30

5:50 pm-1:04 pm

2 stops19h 14m

$320

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Fri 5/8

4:37 pm-11:05 am

2 stops18h 28m

Madison Truax Field

Tue 9/8

6:38 am-1:28 pm

1 stop6h 50m

$321

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Sun 5/17

4:37 pm-10:55 am

2 stops18h 18m

Madison Truax Field

Wed 9/9

5:44 pm-10:50 am

2 stops17h 06m

$331

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Fri 5/8

2:40 pm-8:56 am

2 stops18h 16m

Madison Truax Field

Thu 9/3

8:30 pm-1:30 pm

2 stops41h 00m

$344

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Fri 6/12

4:12 pm-7:02 pm

2 stops26h 50m

Madison Truax Field

Fri 6/19

8:25 pm-3:10 pm

2 stops18h 45m

$363

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 5/14

2:40 pm-10:54 pm

2 stops32h 14m

Madison Truax Field

Tue 9/1

8:10 am-11:43 am

2 stops27h 33m

$431
Quickest round-trip

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Fri 7/31

2:31 pm-10:34 pm

1 stop8h 03m

Madison Truax Field

Sat 8/22

7:03 am-4:13 pm

1 stop9h 10m

$436
Cheapest one-way

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Fri 5/15

4:12 pm-10:58 pm

2 stops30h 46m

$201

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Fri 5/15

10:17 am-11:54 pm

1 stop13h 37m

$204

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 5/14

2:40 pm-10:54 pm

2 stops32h 14m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 15 resultsSorted by cheapest first
1
2
  • 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 April 28, 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.

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

7.9

Entertainment

6.9

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

7.9

Entertainment

6.9

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 18h 16m. 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 $316, 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.

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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$316Average$488FlexibilityNo cancel feeOn-time71%

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