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Find cheap flights from Jamaica to Wisconsin from $258

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jamaica to Wisconsin departing on 6/12. 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
lør. 6/8
lør. 6/15

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Cheapest flight

$258
Flight from Montego Bay to Madison

FAQs for booking flights from Jamaica to Wisconsin

  • How does KAYAK find such low prices on flights from Jamaica to Wisconsin?

    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 Jamaica to Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Wisconsin from Jamaica 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 Jamaica to Wisconsin?

    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 Wisconsin with an airline and back to Jamaica with another airline.

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

    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 Wisconsin from Jamaica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Jamaica to Wisconsin

 
Need help choosing which airline to fly with from Jamaica to Wisconsin? 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.
7.9
Caribbean AirlinesOverall score based on 186 reviews
7.6Comfort
6.7Entertainment
8.2Boarding
8.3Crew
6.7Food
Airline reviews

There was no music on the flights unless you came with your headset.

10.0 Excellentsusan, Apr 2024MIA - POS
Read more about Caribbean Airlines reviews

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

Everything was great. I really like how they had their safety film set up showing you the beauty of the country.

My experience was pretty frustrating because the first leg of my flight on United (though booked through Air Canada) was delayed causing me to miss my connecting flight on Air Canada. This could have been an easy solve as there was a direct flight later that morning via Air Canada that they easily could have put me on which would have only gotten me to my destination 2 1/2 hours later but because United and Air Canada don’t seem to have good communication they gave me the run around both telling me to talk with the other which I did three times to no avail. I ended up taking the delayed flight and getting on a new connecting flight which ended up getting me to my destination 6 hours later and I missed the event I was planning to go to this evening.

I liked the early check in. Flight was a bit bumpy due yo weather. Overall, everything went well.

Limited snack options cause the snack vendor was on strike

The experience was generally above average. The only downside was the absence of WiFi during my flight from Vancouver to San Francisco.

I was appalled to have to pay for just a regular seat when I went to book 24 hrs before my flight! Because it was only an hour flight I didn’t choose a seat from Grand Junction to Denver, but I did for Toronto and had to pay just to choose a regular available seat! In my 60+ years of flying this was the first time I have heard of this. Also, allowing people to bring on “huge “ suitcases, not carry on size, but much bigger, and then a large pack pack stuffed. So they take up all the room in the overhead bins and if we are later boarding, there is no room so we have to check our small carry on. I have already paid for and checked in one bag! I certainly will not choose to fly with United again unless it is the “only” airline available!

on demand entertainment in seat back awesome Check in Kiosk too demanding with endless demand for more information information then says go to counter. Counter agent unfriendly. Do it yourself check in luggage procedure not intuitive, upset employees frustrated the whole procedure.

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"

Book cheap flights from Jamaica to Wisconsin

Recent round-trip flight deals

6/7fre.
1 stopUnited Airlines
7h 04mMBJ-MKE
6/14fre.
2 stopsUnited Airlines
28h 25mMKE-MBJ
$436
5/21tir.
1 stopAmerican Airlines
27h 40mMBJ-MKE
8/31lør.
1 stopAmerican Airlines
14h 21mMKE-MBJ
$441
5/21tir.
1 stopAmerican Airlines
27h 40mMBJ-MKE
8/31lør.
2 stopsAmerican Airlines
18h 12mMKE-MBJ
$445
9/4ons.
1 stopDelta
8h 17mMBJ-MSN
9/7lør.
1 stopDelta
21h 25mMSN-MBJ
$462
6/7fre.
1 stopUnited Airlines
8h 31mMBJ-MSN
6/14fre.
2 stopsUnited Airlines
33h 06mMSN-MBJ
$464
6/7fre.
1 stopAmerican Airlines
13h 34mMBJ-MKE
6/14fre.
1 stopAmerican Airlines
7h 17mMKE-MBJ
$470
6/7fre.
2 stopsUnited Airlines
21h 23mMBJ-MKE
6/14fre.
2 stopsUnited Airlines
28h 25mMKE-MBJ
$481
7/3ons.
1 stopAmerican Airlines
22h 22mMBJ-MKE
8/29tor.
1 stopAmerican Airlines
9h 40mMKE-MBJ
$485
6/7fre.
2 stops
11h 11mMBJ-MKE
6/14fre.
3 stops
41h 11mMKE-MBJ
$585
6/7fre.
3 stops
32h 03mMBJ-MKE
6/14fre.
3 stops
41h 11mMKE-MBJ
$588

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Recent one-way flight deals

6/12ons.
2 stopsDelta
18h 16mMBJ-MSN
$258
6/13tor.
1 stopAmerican Airlines
11h 55mMBJ-MSN
$261
6/12ons.
1 stopDelta
23h 24mMBJ-MSN
$272
6/14fre.
2 stops
19h 44mMBJ-MSN
$278
6/9søn.
1 stopUnited Airlines
7h 36mMBJ-MSN
$288
6/11tir.
2 stops
19h 44mMBJ-MSN
$306
5/21tir.
1 stopUnited Airlines
10h 16mMBJ-MSN
$316
5/27man.
2 stopsSpirit Airlines
35h 06mMBJ-MKE
$518
5/27man.
1 stopSpirit Airlines
10h 46mMBJ-MKE
$534
5/18lør.
2 stopsAir Canada
27h 30mMBJ-MSN
$980

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Flights to Wisconsin

Return flight deals:

Wisconsin - Jamaica

Cabin classes: