$453 Find Cheap Flights from Madison to Jamaica - Compare and Save

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Price, demand and travel trends for Madison to Jamaica flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Madison to Jamaica right now?

The cheapest fares from Madison to Jamaica on KAYAK in the last week were to Montego Bay Sangster Intl (MBJ) from $453 round-trip, and to Kingston Norman Manley (KIN) from $827 round-trip.

Which airport in Jamaica is the cheapest to fly to from Madison?

Based on KAYAK data from the past 12 months, the cheapest airports to fly into Jamaica are:

• Montego Bay Sangster Intl (MBJ) (avg. price $606)
• Kingston Norman Manley (KIN) (avg. price $824)

What’s the cheapest day to fly from Madison to Jamaica?

Saturday tends to be the cheapest day to fly from Madison to Jamaica, while Tuesday is the most expensive. Fares run about 23% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Madison to Jamaica?

Data from the past 12 months shows it's cheapest to fly to Jamaica during the morning with average prices of $615. The evening is the most expensive time to fly, with average prices of $688.

Key details for Madison to Jamaica flights

Low season

July

Cheapest flight

$453
Beat the crowds with an average 94% drop in travelers.
The most popular month to fly with an average 61% increase in travelers.
Round-trip flight from Madison to Montego Bay

Your Madison to Jamaica flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Madison to Jamaica?

    Yes. Fares from Madison to Jamaica are low right now. As a rule of thumb, a round-trip under $515 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Madison to Jamaica?

    Over the past 12 months, round-trip fares from Madison to Jamaica have ranged from $515 to $696.

  • What airlines fly nonstop from Madison to Jamaica?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Madison to Jamaica. One-stop options include:

    • Delta
    • American Airlines
    • United Airlines

  • Which cabin classes are available on flights from Madison to Jamaica?

    On flights from Madison to Jamaica you can book Economy Class or First Class.

  • What are some popular landmarks in Jamaica?

    KAYAK travelers' favorite landmarks in Jamaica include:

    • Doctor's Cave Bathing Club
    • Cornwall Beach
    • Fort Montego Craft Market
    • AquaSol Theme Park

Your guide to booking Madison to Jamaica flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for June when flights are typically cheapest and avoid September when prices are at their highest.
  • Flying on Saturday is usually the cheapest. Flights on Tuesday cost about 23% more on average, so being flexible with your travel dates could help you save.
  • If you're looking to save, Montego Bay Sangster Intl (MBJ) is the cheapest airport to fly into from Madison. If you have onward travel, don't forget to factor in the cost of your journey by train, bus or domestic flight.
  • Start your trip in Montego Bay, which is the most popular destination in Jamaica. From there, it's easy to continue on to other popular destinations such as Negril, Ocho Rios and Kingston.

Reviews of the top airlines flying from Madison to Jamaica

 
Need help choosing which airline to fly with from Madison to Jamaica? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
United AirlinesOverall score based on 10451 reviews
7.1Entertainment
7.3Comfort
8.1Crew
6.7Food
7.7Boarding
Airline reviews

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

6.0 GoodJoann, Oct 2026
Read more United Airlines reviews

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

When booking, the connection times seem fine. But in reality, my two connections were cut short by the first leg being delayed due to issues at the destination (too much traffic going into SFO, ORD) and it became extremely stressful.

Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Why is it that United flights from Newark are constantly delayed? Newark is a United hub!!!!!

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.

The flight was delayed multiple times. Breakfast was not served and only an apology given and statement that we could find better pastries in Paris. Seats were extremely narrow and uncomfortable.

The flight could have actually taken place. Canceled flight and no option to rebook that day.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

Boarding was relatively fast and easy and the crew was attentive throughout.

More options for your flight from Madison to Jamaica

Complete your trip to Jamaica with a hotel stay or car rental