$260 Find Cheap Flights from Jamaica to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Milwaukee departing on 12/31. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$373
Multiple Airlines
Mon 12/22Thu 1/1
MBJ - MKE • 1 stop
Cheapest one-way
$260
Typical prices: $368-$382
Delta
Wed 12/31
MBJ - MKE • 1 stop
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We hope you love your trip to Milwaukee!
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Flight Deals

Cheap Flights from Jamaica to Milwaukee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jamaica to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jamaica to Milwaukee

Mon, Dec 22 - Thu, Jan 1
Multiple Airlines Logo
3:05 pm - 6:26 pmMBJ-MKE
28h 21m1 stop
Multiple Airlines Logo
8:15 pm - 1:57 pmMKE-MBJ
16h 42m1 stop
$373Multiple Airlines
Find Deal
Mon, Dec 22 - Tue, Dec 30
Multiple Airlines Logo
3:05 pm - 6:26 pmMBJ-MKE
28h 21m1 stop
Multiple Airlines Logo
7:21 pm - 1:57 pmMKE-MBJ
17h 36m1 stop
$401Multiple Airlines
Find Deal
Mon, Dec 22 - Wed, Dec 31
Multiple Airlines Logo
3:05 pm - 6:26 pmMBJ-MKE
28h 21m1 stop
Multiple Airlines Logo
8:15 pm - 12:05 pmMKE-MBJ
14h 50m2 stops
$402Multiple Airlines
Find Deal
Mon, Dec 22 - Fri, Jan 2
Multiple Airlines Logo
3:05 pm - 6:26 pmMBJ-MKE
28h 21m1 stop
Multiple Airlines Logo
8:15 pm - 12:05 pmMKE-MBJ
14h 50m2 stops
$411Multiple Airlines
Find Deal
Wed, Feb 18 - Mon, Feb 23
Delta Logo
2:00 pm - 11:13 amMBJ-MKE
22h 13m2 stops
Delta Logo
5:03 pm - 12:34 pmMKE-MBJ
18h 31m2 stops
$428Delta
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Mon, Dec 22 - Sun, Dec 28
Multiple Airlines Logo
3:05 pm - 6:26 pmMBJ-MKE
28h 21m1 stop
Multiple Airlines Logo
8:15 pm - 1:57 pmMKE-MBJ
16h 42m1 stop
$429Multiple Airlines
Find Deal
Tue, Dec 23 - Thu, Jan 1
Spirit Airlines Logo
1:05 pm - 7:20 pmMBJ-MKE
31h 15m2 stops
Spirit Airlines Logo
8:15 pm - 1:57 pmMKE-MBJ
16h 42m1 stop
$430Spirit Airlines
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Thu, Dec 25 - Tue, Dec 30
United Airlines Logo
3:20 pm - 3:13 pmMBJ-MKE
24h 53m2 stops
United Airlines Logo
12:02 pm - 2:00 pmMKE-MBJ
24h 58m2 stops
$432United Airlines
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Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
1:21 pm - 10:05 amMBJ-MKE
21h 44m1 stop
American Airlines Logo
6:22 am - 2:59 pmMKE-MBJ
7h 37m1 stop
$436American Airlines
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Thu, Jan 29 - Sun, Feb 1
Delta Logo
12:38 pm - 7:58 pmMBJ-MKE
8h 20m1 stop
Delta Logo
6:29 pm - 11:13 amMKE-MBJ
15h 44m1 stop
$437Delta
Find Deal
Booking Insights

KAYAK's insights & trends for flights to Milwaukee

Get data-powered insights and trends for flights to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

What are the most popular airlines flying to Milwaukee-Mitchell?

The most popular airline among KAYAK users flying to Milwaukee-Mitchell is American Airlines, followed by Spirit Airlines and United Airlines.

Good to know

Cheapest flight$260
Flight from Montego Bay to Milwaukee

FAQs - booking Milwaukee flights

  • How far is Milwaukee-Mitchell Airport from central Milwaukee?

    There are 6 miles between Milwaukee city center and Milwaukee-Mitchell Airport.

  • What is the name of Milwaukee’s airport?

    All flights to Milwaukee land at Milwaukee-Mitchell Airport. The airport code is MKE,and it can also be referred to as General Mitchell Intl or Milwaukee-Mitchell.

  • What is the cheapest day to fly to Milwaukee?

    Based on KAYAK data, the cheapest day to fly to Milwaukee is Tuesday where tickets can be as cheap as $505. On the other hand, the most expensive day to fly is Monday, where prices are $528 on average.

  • How does KAYAK find such low prices on flights to Milwaukee?

    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 to Milwaukee.

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

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

  • What is the Hacker Fare option on flights to Milwaukee?

    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 Milwaukee with an airline and back with another airline.

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

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

  • What is the cheapest time of day to fly to Milwaukee?

    The cheapest time of day to fly to Milwaukee is generally in the afternoon, when flights cost $499 on average. The most expensive time of day to fly to Milwaukee is generally in the evening, which is peak travel time and where the average cost of a ticket is $516.

  • How many direct flights to Milwaukee are there each week?

    Each week there are around 930 direct flights from within Jamaica to Milwaukee. The most common day for departures is Friday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Milwaukee

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Milwaukee flight deals.

Reviews of the top airlines flying from Jamaica to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Jamaica to Milwaukee. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Milwaukee? 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
DeltaOverall score based on 7998 reviews
8.1Boarding
7.9Entertainment
7.3Food
7.9Comfort
8.5Crew
Airline reviews

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

8.0 ExcellentDavid, Nov 2025FLL - BOS
Read more Delta reviews

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

the over had ligth did not work'd for the all way

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

The inflight staff is never the issue always the extra and charges american charges! Literally 30 bucks for WiFi! Is insane and then it’s choppy and slow. If you pay for it once you don’t need to pay again for switching aircraft especially when there is flight delays

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

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Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee