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$314 Find cheap flights from Caribbean Islands to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Madison departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 6/25
Tue 7/2

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In the last 7 days travelers have searched 42,228,413 times on KAYAK, and here is why:

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Good to know

Low season

March

High season

May

Cheapest flight

$314
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Montego Bay to Madison

FAQs for booking flights from Caribbean Islands to Madison

  • How does KAYAK find such low prices on flights from Caribbean Islands to Madison?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Madison?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madison with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Madison?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madison from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean Islands to Madison?

Find which airlines fly direct from Caribbean Islands to Truax Field, which days they fly and book direct flights.

Nonstop departures

Caribbean Islands to Madison Truax Field

Monday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Tuesday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Wednesday

ANA, Aeromexico, Air Canada, +22 more

ANA, Aeromexico, +23 more

Thursday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Friday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Saturday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Sunday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

See more direct flights

Nonstop returns

Madison Truax Field to Caribbean Islands

Monday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Tuesday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Wednesday

ANA, Aeromexico, Air Canada, +22 more

ANA, Aeromexico, +23 more

Thursday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Friday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Saturday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Sunday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

See more direct flights
See more direct flights

Top airline flying from Caribbean Islands to Madison

 
Need help choosing which airline to fly with from Caribbean Islands to Madison? 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
American AirlinesOverall score based on 14347 reviews
7.6Boarding
7.2Comfort
8.0Crew
7.1Entertainment
6.6Food
Airline reviews

AA1537 the AC was not working properly. It was very hot and uncomfortable.

2.0 MediocreEricka, May 2024DCA - CLT
Read more about American Airlines reviews

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

We were redirected to a near by city due to weather and had to stay in the aircraft before flying to the original destination's airport. The whole delay added 3+ hours and were were not offered any snacks or water.

I wish that we wouldn't have to go through TSA again on connecting flights.

Priority baggage, golf bag lost causing me to miss function the next day. Baggage in general in Charlotte has been a mess lately.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Attendants were rude. Scowling. Seats were miserable and we paid extra.

Book cheap flights from Caribbean Islands to Madison

Recent round-trip flight deals

9/11Wed
1 stopAmerican Airlines
7h 21mSJU-MSN
9/25Wed
1 stopAmerican Airlines
7h 07mMSN-SJU
$331
9/11Wed
1 stopAmerican Airlines
6h 30mSJU-MSN
9/25Wed
1 stopAmerican Airlines
9h 51mMSN-SJU
$333
7/13Sat
2 stopsFrontier
17h 41mSJU-MSN
7/27Sat
2 stopsFrontier
28h 40mMSN-SJU
$346
9/11Wed
1 stopDelta
10h 39mSJU-MSN
9/26Thu
1 stopDelta
9h 09mMSN-SJU
$367
9/11Wed
2 stopsAmerican Airlines
15h 08mSJU-MSN
9/26Thu
1 stopAmerican Airlines
7h 07mMSN-SJU
$398
9/11Wed
2 stopsAmerican Airlines
16h 28mSJU-MSN
9/26Thu
2 stopsAmerican Airlines
14h 31mMSN-SJU
$399
9/10Tue
2 stopsUnited Airlines
14h 58mSJU-MSN
9/25Wed
1 stopUnited Airlines
7h 12mMSN-SJU
$424
8/27Tue
1 stopDelta
6h 29mSJU-MSN
9/7Sat
1 stopDelta
7h 14mMSN-SJU
$439
8/27Tue
2 stopsAmerican Airlines
20h 17mSJU-MSN
9/7Sat
2 stopsAmerican Airlines
19h 11mMSN-SJU
$447
8/26Mon
2 stopsUnited Airlines
11h 46mSJU-MSN
9/7Sat
1 stopUnited Airlines
7h 12mMSN-SJU
$457

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Recent one-way flight deals

6/5Wed
1 stopAmerican Airlines
11h 55mMBJ-MSN
$314
6/12Wed
2 stopsAmerican Airlines
17h 19mMBJ-MSN
$324
6/5Wed
2 stopsUnited Airlines
19h 48mMBJ-MSN
$326
6/15Sat
1 stopAmerican Airlines
21h 20mMBJ-MSN
$342
6/11Tue
2 stops
20h 12mMBJ-MSN
$344
6/26Wed
2 stopsAmerican Airlines
30h 45mMBJ-MSN
$369
6/11Tue
1 stopAmerican Airlines
7h 27mMBJ-MSN
$371
6/13Thu
2 stopsAmerican Airlines
23h 55mMBJ-MSN
$390
6/9Sun
1 stopUnited Airlines
7h 36mMBJ-MSN
$398
6/9Sun
2 stopsUnited Airlines
22h 42mMBJ-MSN
$408

Search by stops

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Flights to Madison

Destination:

Madison (MSN)United States

Return flight deals:

Madison - Caribbean Islands

Cabin classes:

$528
$464
$384
$74

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