$234+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Montego Bay to Madison with Cheapflights
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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
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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 Montego Bay to Madison
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Last-minute
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Cheapest flights from Montego Bay to MadisonExplore 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 September 17, 2026.
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 September 17, 2026.
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:52 pm -
2 stops23h 11m
Sat 10/32:49 pm -
2 stops22h 41m
Deal found 9/14![United Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/1712:52 pm -
2 stops20h 48m
Sat 10/32:49 pm -
2 stops22h 41m
Deal found 9/15![United Airlines logo]()
$445
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:09 pm -
2 stops18h 05m
Mon 9/285:51 pm -
2 stops18h 05m
Deal found 9/14![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:05 pm -
1 stop22h 46m
Sat 10/38:05 pm -
2 stops16h 48m
Deal found 9/14![American Airlines logo]()
$466
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:40 pm -
2 stops32h 05m
Sat 10/32:49 pm -
2 stops22h 41m
Deal found 9/14![United Airlines logo]()
$473
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:52 pm -
2 stops20h 49m
Sat 10/34:36 pm -
2 stops20h 54m
Deal found 9/14![United Airlines logo]()
$501
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/1612:52 pm -
2 stops26h 06m
Sat 10/36:39 pm -
2 stops18h 51m
Deal found 9/15![United Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:52 pm -
2 stops24h 50m
Sat 9/264:10 pm -
2 stops21h 20m
Deal found 9/14![United Airlines logo]()
$504
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/1712:52 pm -
2 stops32h 01m
Mon 10/56:35 pm -
2 stops17h 08m
Deal found 9/15![United Airlines logo]()
$505
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:14 pm -
1 stop9h 27m
Mon 10/55:50 am -
1 stop9h 45m
Deal found 9/14![Delta logo]()
$533
Last-minute flights from Montego Bay to MadisonDiscover last-minute flight deals from Montego Bay to Madison. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Montego Bay to Madison. Data last updated September 17, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:52 pm -
2 stops20h 48m
Sat 10/34:36 pm -
2 stops20h 54m
Deal found 9/14![United Airlines logo]()
$501
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/1712:52 pm -
2 stops20h 48m
Sat 10/32:49 pm -
2 stops22h 41m
Deal found 9/15![United Airlines logo]()
$445
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:16 pm -
2 stops19h 40m
Sat 10/38:05 pm -
2 stops17h 03m
Deal found 9/14![American Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/1712:52 pm -
2 stops32h 01m
Mon 10/56:35 pm -
2 stops17h 08m
Deal found 9/15![United Airlines logo]()
$505
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:52 pm -
2 stops23h 11m
Sat 10/32:49 pm -
2 stops22h 41m
Deal found 9/14![United Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:52 pm -
2 stops20h 48m
Mon 10/56:35 pm -
2 stops17h 08m
Deal found 9/14![United Airlines logo]()
$504
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:40 pm -
2 stops32h 05m
Sat 10/32:49 pm -
2 stops22h 41m
Deal found 9/14![United Airlines logo]()
$473
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:40 pm -
2 stops19h 00m
Mon 10/56:35 pm -
2 stops17h 08m
Deal found 9/14![United Airlines logo]()
$533
One-way flights from Montego Bay to MadisonSearch for one-way flight options from Montego Bay to Madison. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Montego Bay to Madison. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 11/21:25 pm -
2 stops30h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$234
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:52 pm -
1 stop10h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:16 pm -
2 stops17h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 9/251:54 pm -
2 stops20h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:09 pm -
2 stops20h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:23 pm -
3 stops42h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sun 9/272:40 pm -
2 stops30h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:52 pm -
1 stop10h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:14 pm -
1 stop9h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:42 pm -
3 stops42h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:42 pm -
3 stops42h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$541
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 9/2812:52 pm -
1 stop21h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$618
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
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 7,457,451 searches. Data last updated September 17, 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
Cheapest round-trip
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Mon 11/2
1:25 pm-7:07 pm
2 stops30h 42m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$234
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Thu 9/24
12:05 pm-10:57 pm
1 stop10h 52m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$293
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Thu 9/24
12:52 pm-11:44 pm
1 stop10h 52m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$293
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Mon 9/28
1:54 pm-10:51 am
2 stops20h 57m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$313
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Mon 11/2
4:23 pm-9:58 am
3 stops42h 35m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$334
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Sun 9/27
2:40 pm-9:00 pm
2 stops30h 20m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$397
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Wed 9/23
12:52 pm-11:44 pm
1 stop10h 52m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$442
Quickest round-trip
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Tue 9/29
1:14 pm-10:41 pm
1 stop9h 27m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$461
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Thu 9/24
3:42 pm-9:53 am
3 stops42h 11m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$538
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Mon 9/28
12:52 pm-10:29 am
1 stop21h 37m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$618
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.
MBJ-MSN
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 September 17, 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.
Overall
7.1
Entertainment
6.8
Comfort
7.2
Crew
7.9
Boarding
7.4
Food
6.4
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Overall
7.1
Entertainment
6.8
Comfort
7.2
Crew
7.9
Boarding
7.4
Food
6.4
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
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.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
Montego Bay and Madison flights
Browse other Montego Bay and Madison flight options. Last updated on September 17, 2026.
Other flights from Montego Bay
Browse through other flights departing from Montego Bay. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
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Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$316 | Average$484 | FlexibilityNo cancel fee | On-time71% |