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$299+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Jul 21 — Jul 281
Mon 7/21
Mon 7/28
1 adult, Economy
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Cheap 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 July 16, 2025.

Round-trip from

$404
(American Airlines)

One-way from

$299
(American Airlines)
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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Find 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 July 16, 2025.

This American Airlines deal was found by Cheapflights users on 7/16. 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.
Thu 10/303:00 pmMBJ - MSN
1 stop8h 51mAmerican Airlines
Mon 12/16:26 amMSN - MBJ
1 stop7h 22mAmerican Airlines
Deal found 7/16$404
This United Airlines deal was found by Cheapflights users on 7/16. 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.
Thu 10/302:36 pmMBJ - MSN
2 stops24h 18mUnited Airlines
Mon 12/110:35 amMSN - MBJ
2 stops26h 54mUnited Airlines
Deal found 7/16$446
This Mytrip deal was found by Cheapflights users on 7/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2212:10 pmMBJ - MSN
2 stops19h 51mMultiple Airlines
Sat 7/2610:19 amMSN - MBJ
3 stops26h 26mMultiple Airlines
Deal found 7/14$881
This Air Canada deal was found by Cheapflights users on 7/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:40 pmMBJ - MSN
2 stops25h 14mAir Canada
Mon 12/13:04 pmMSN - MBJ
2 stops21h 01mAir Canada
Deal found 7/14$1,649

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 July 16, 2025.
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

Thu 10/30

3:00 pm-11:51 pm

1 stop8h 51m

Madison Truax Field

Mon 12/1

6:26 am-2:48 pm

1 stop7h 22m

$404

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 10/30

2:36 pm-2:54 pm

2 stops24h 18m

Madison Truax Field

Mon 12/1

10:35 am-2:29 pm

2 stops26h 54m

$446

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 10/30

1:40 pm-2:54 pm

2 stops25h 14m

Madison Truax Field

Mon 12/1

3:04 pm-1:05 pm

2 stops21h 01m

$1,649

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Sat 8/23

2:30 pm-9:18 am

2 stops18h 48m

$299

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 7/22

12:10 pm-8:01 am

2 stops19h 51m

$352

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Mon 7/21

2:40 pm-8:56 pm

2 stops30h 16m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

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 July 16, 2025.
Get a feel of what it's like to fly with United Airlines, American Airlines, and Air Canada 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.
United Airlines
7.4
Good
8,863 reviews

Crew

8.1

Overall

7.4

Entertainment

7.0

Boarding

7.7

Comfort

7.3

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,863 reviews
United Airlines
7.4
Good
8,863 reviews

Crew

8.1

Overall

7.4

Entertainment

7.0

Boarding

7.7

Comfort

7.3

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,863 reviews

Crew

8.1

Overall

7.4

Entertainment

7.0

Boarding

7.7

Comfort

7.3

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.1
Good
9,736 reviews
United Airlines
7.4
Good
8,863 reviews

Crew

8.1

Overall

7.4

Entertainment

7.0

Boarding

7.7

Comfort

7.3

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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.

  • What are the cheapest airlines flying from Montego Bay to Madison round-trip?

    American Airlines, at $404, was found to be the cheapest airline from Montego Bay to Madison.Alternate airlines to your destination round-trip include United Airlines and Air Canada.

  • 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.

  • What is the cheapest month to book a flight from Montego Bay to Madison?

    Currently, January is the cheapest month in which you can book a flight from Montego Bay to Madison (average of $338). Flying from Montego Bay to Madison in March is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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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 July 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$465Average$525FlexibilityNo cancel feeOn-time71%

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