$293 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 1/8. 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

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
$519
Delta
Fri 12/12Fri 1/2
MBJ - MKE • 1 stop
Cheapest one-way
$293
Typical prices: $311-$1,044
Delta
Thu 1/8
MBJ - MKE • 1 stop
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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

Fri, Dec 12 - Fri, Jan 2
Delta Logo
5:58 pm - 11:55 pmMBJ-MKE
6h 57m1 stop
Delta Logo
7:25 am - 8:41 pmMKE-MBJ
12h 16m1 stop
$519Delta
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Sat, Oct 18 - Mon, Oct 20
Spirit Airlines Logo
12:09 pm - 12:42 pmMBJ-MKE
24h 33m3 stops
Spirit Airlines Logo
7:38 pm - 11:00 amMKE-MBJ
15h 22m2 stops
$637Spirit Airlines
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Sat, Oct 18 - Mon, Oct 20
Spirit Airlines Logo
12:09 pm - 12:42 pmMBJ-MKE
24h 33m2 stops
Spirit Airlines Logo
7:38 pm - 11:00 amMKE-MBJ
15h 22m2 stops
$700Spirit Airlines
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Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
12:52 pm - 11:24 pmMBJ-MKE
10h 32m1 stop
United Airlines Logo
5:13 pm - 1:29 pmMKE-MBJ
20h 16m2 stops
$729United Airlines
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Thu, Oct 23 - Tue, Oct 28
United Airlines Logo
12:52 pm - 11:24 pmMBJ-MKE
10h 32m1 stop
United Airlines Logo
5:13 pm - 1:29 pmMKE-MBJ
20h 16m2 stops
$730United Airlines
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Thu, Oct 23 - Thu, Oct 30
American Airlines Logo
10:20 am - 9:24 pmMBJ-MKE
11h 04m2 stops
American Airlines Logo
6:13 am - 2:15 pmMKE-MBJ
8h 02m1 stop
$750American Airlines
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Sat, Oct 18 - Mon, Oct 20
Southwest Logo
2:50 pm - 9:10 pmMBJ-MKE
6h 20m1 stop
Southwest Logo
7:55 pm - 1:25 pmMKE-MBJ
17h 30m2 stops
$801Southwest
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Fri, Oct 17 - Sat, Oct 25
American Airlines Logo
10:20 am - 8:25 pmMBJ-MKE
10h 05m2 stops
American Airlines Logo
8:16 pm - 12:45 pmMKE-MBJ
16h 29m1 stop
$940American Airlines
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Tue, Oct 21 - Sat, Nov 1
Air Canada Logo
12:10 pm - 10:31 pmMBJ-MKE
34h 21m2 stops
Air Canada Logo
3:49 pm - 1:10 pmMKE-MBJ
21h 21m2 stops
$1,203Air Canada
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Thu, Oct 23 - Sun, Nov 2
Air Canada Logo
12:10 pm - 5:06 pmMBJ-MKE
28h 56m2 stops
Air Canada Logo
8:44 am - 4:35 pmMKE-MBJ
30h 51m2 stops
$1,215Air Canada
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 Southwest.

Good to know

Cheapest flight$293
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 1,000 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 7975 reviews
7.3Food
7.9Entertainment
8.2Boarding
8.5Crew
7.9Comfort
Airline reviews

On time flight. Seat comfort could be better in the Comfort section.

10.0 ExcellentMichael, Oct 2025CLT - MSP
Read more Delta reviews

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The crew was not very visible. This might be a good thing for people who wanted to sleep but seemed odd when compared to the Atlantic crossing where they are more present in the cabin. The Food (beef) was not good. Tough and tasteless. Would love to see more choices on a long flight like that.

The flight was great. The gate location was way to far away!!!

This was our second flight using the Delta One class of service. Overall, it’s a good product but for me the POD configuration is a bit constrictive. I am an average size male at 5’ 10” height weighing 190 lbs so it’s not a size thing for me. I’d rather have extra wide seats without the POD walls to be honest.

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Convient flight. Good experience. No complaints other than the food quality seems to have decreased.

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Oak Creek
Pewaukee
Mequon
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Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee

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