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Cheap flights from Milwaukee to Jamaica from $132

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Jamaica departing on 4/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Milwaukee to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:32 pm - 9:13 am
MKE
-
MBJ
14h 41m
1 stop
American Airlines Logo
1:15 pm - 11:40 pm
MBJ
-
MKE
10h 25m
1 stop
$312American Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
6:42 pm - 9:13 am
MKE
-
MBJ
14h 31m
1 stop
American Airlines Logo
4:37 pm - 10:09 am
MBJ
-
MKE
17h 32m
2 stops
$317American Airlines
Wed, Apr 29 - Mon, May 4
American Airlines Logo
6:40 pm - 12:13 pm
MKE
-
MBJ
17h 33m
1 stop
American Airlines Logo
1:15 pm - 1:30 pm
MBJ
-
MKE
24h 15m
1 stop
$318American Airlines
Wed, May 6 - Mon, May 11
United Airlines Logo
7:41 pm - 3:10 pm
MKE
-
MBJ
19h 29m
2 stops
United Airlines Logo
1:52 pm - 11:43 pm
MBJ
-
MKE
9h 51m
1 stop
$332United Airlines
Tue, Apr 14 - Thu, Apr 23
American Airlines Logo
5:41 pm - 11:24 am
MKE
-
MBJ
17h 43m
2 stops
American Airlines Logo
12:36 pm - 10:57 pm
MBJ
-
MKE
10h 21m
1 stop
$337American Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
7:00 am - 1:25 pm
MKE
-
MBJ
6h 25m
1 stop
American Airlines Logo
4:37 pm - 10:09 am
MBJ
-
MKE
17h 32m
2 stops
$342American Airlines
Wed, Apr 29 - Mon, May 4
United Airlines Logo
6:50 am - 3:10 pm
MKE
-
MBJ
8h 20m
2 stops
United Airlines Logo
1:52 pm - 9:23 pm
MBJ
-
MKE
7h 31m
1 stop
$347United Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
7:50 am - 1:52 pm
MKE
-
KIN
30h 02m
2 stops
United Airlines Logo
2:59 pm - 9:49 pm
KIN
-
MKE
30h 50m
2 stops
$667United Airlines
Wed, Apr 1 - Wed, Apr 8
Delta Logo
12:11 pm - 8:00 pm
MKE
-
KIN
7h 49m
1 stop
Delta Logo
9:00 am - 5:41 pm
KIN
-
MKE
8h 41m
1 stop
$734Delta
Fri, Apr 3 - Thu, Apr 9
Delta Logo
12:11 pm - 8:00 pm
MKE
-
KIN
7h 49m
1 stop
Delta Logo
9:00 am - 8:55 pm
KIN
-
MKE
11h 55m
1 stop
$754Delta
Fri, Apr 3 - Thu, Apr 9

United Airlines flights from Milwaukee to Jamaica

Our best United Airlines deals on Milwaukee to Jamaica flight tickets
United Airlines
Apr 14
MKE7:41 pmMilwaukee-Mitchell
19h 29m
2 stops
MBJ3:10 pmMontego Bay Sangster Intl
Apr 23
MBJ1:52 pmMontego Bay Sangster Intl
9h 51m
1 stop
MKE11:43 pmMilwaukee-Mitchell
$332
United Airlines
Apr 18
MKE6:50 amMilwaukee-Mitchell
8h 20m
2 stops
MBJ3:10 pmMontego Bay Sangster Intl
Apr 25
MBJ1:52 pmMontego Bay Sangster Intl
7h 31m
1 stop
MKE9:23 pmMilwaukee-Mitchell
$347
United Airlines
Apr 11
MKE6:50 amMilwaukee-Mitchell
8h 20m
2 stops
MBJ3:10 pmMontego Bay Sangster Intl
Apr 18
MBJ1:52 pmMontego Bay Sangster Intl
7h 51m
1 stop
MKE9:43 pmMilwaukee-Mitchell
$410

American Airlines flights from Milwaukee to Jamaica

Our best American Airlines deals on Milwaukee to Jamaica flight tickets
American Airlines
Apr 25
MKE6:32 pmMilwaukee-Mitchell
14h 41m
1 stop
MBJ9:13 amMontego Bay Sangster Intl
May 2
MBJ1:15 pmMontego Bay Sangster Intl
10h 25m
1 stop
MKE11:40 pmMilwaukee-Mitchell
$312
American Airlines
Apr 29
MKE6:42 pmMilwaukee-Mitchell
14h 31m
1 stop
MBJ9:13 amMontego Bay Sangster Intl
May 4
MBJ4:37 pmMontego Bay Sangster Intl
17h 32m
2 stops
MKE10:09 amMilwaukee-Mitchell
$317
American Airlines
May 6
MKE6:40 pmMilwaukee-Mitchell
17h 33m
1 stop
MBJ12:13 pmMontego Bay Sangster Intl
May 11
MBJ1:15 pmMontego Bay Sangster Intl
24h 15m
1 stop
MKE1:30 pmMilwaukee-Mitchell
$318

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to Jamaica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 6, 2026.
Use the filters below to find and compare flights from Milwaukee to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 4/25

6:32 pm-9:13 am

1 stop14h 41m

Montego Bay Sangster Intl

Sat 5/2

1:15 pm-11:40 pm

1 stop10h 25m

$312

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 4/29

6:42 pm-9:13 am

1 stop14h 31m

Montego Bay Sangster Intl

Mon 5/4

4:37 pm-10:09 am

2 stops17h 32m

$317

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 5/6

6:40 pm-12:13 pm

1 stop17h 33m

Montego Bay Sangster Intl

Mon 5/11

1:15 pm-1:30 pm

1 stop24h 15m

$318

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 4/14

7:41 pm-3:10 pm

2 stops19h 29m

Montego Bay Sangster Intl

Thu 4/23

1:52 pm-11:43 pm

1 stop9h 51m

$332

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 4/25

5:41 pm-11:24 am

2 stops17h 43m

Montego Bay Sangster Intl

Sat 5/2

12:36 pm-10:57 pm

1 stop10h 21m

$337

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 4/29

7:00 am-1:25 pm

1 stop6h 25m

Montego Bay Sangster Intl

Mon 5/4

4:37 pm-10:09 am

2 stops17h 32m

$342
Quickest round-trip

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 4/18

6:50 am-3:10 pm

2 stops8h 20m

Montego Bay Sangster Intl

Sat 4/25

1:52 pm-9:23 pm

1 stop7h 31m

$347

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Wed 4/1

7:50 am-1:52 pm

2 stops30h 02m

Kingston Norman Manley

Wed 4/8

2:59 pm-9:49 pm

2 stops30h 50m

$667

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Fri 4/3

12:11 pm-8:00 pm

1 stop7h 49m

Kingston Norman Manley

Thu 4/9

9:00 am-5:41 pm

1 stop8h 41m

$734

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Fri 4/3

12:11 pm-8:00 pm

1 stop7h 49m

Kingston Norman Manley

Thu 4/9

9:00 am-8:55 pm

1 stop11h 55m

$754

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Jamaica from

How to get the cheapest flight ticket from Milwaukee to Jamaica

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Jamaica?

The cheapest month to fly to Jamaica from Milwaukee is in May. Flight prices, which tend to average around $558, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of May, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $559.

What is the cheapest Milwaukee-Mitchell to Jamaica flight route?

Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Milwaukee-Mitchell - Jamaica flight prices

How far in advance should I book a flight to Jamaica?

You are more likely to see cheaper flights to Jamaica from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $632 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Milwaukee for as low as $539 on momondo.

What cabin class options are available on Milwaukee-Mitchell to Jamaica flights?

There is only 1 cabin class available to choose from on Milwaukee-Mitchell to Jamaica flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Milwaukee to Jamaica flights?

No. A direct flight is the cheapest option for a flight between Milwaukee to Jamaica.

Cheap Milwaukee to Jamaica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Jamaica

Fastest flight time

6h 35m

Direct flights

None
The fastest flight from Milwaukee to Jamaica takes 6h 35m
There are no direct flights from Milwaukee to Jamaica. There are no popular flight routes from Milwaukee to Jamaica.
Search flight deals

  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Jamaica?

    Prices for flights from Milwaukee-Mitchell Airport to Jamaica are updated daily.

  • How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Jamaica?

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Jamaica?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Jamaica.

  • What documentation or ID do you need to fly to Jamaica?

    The required travel and health documents for your Jamaica trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Jamaica. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Milwaukee to Jamaica?

Best airlines flying from Milwaukee to Jamaica

Compare and see reviews for airlines that fly from Milwaukee to Jamaica with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $277Free CancellationRating
7.9
8,258 reviews
Search Delta flights
American AirlinesPriceFrom $514Free CancellationRating
7.1
11,392 reviews
Search American Airlines flights
SouthwestPriceFrom $571Free CancellationRating
8.0
4,309 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Jamaica?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Milwaukee to Jamaica. momondo saves you time and could save you money on your trip.

Can I find flights from Milwaukee to Jamaica with flexible booking policies on momondo?

momondo does allow users to show only those flights to Jamaica from Milwaukee which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Milwaukee to Jamaica?

momondo provides multiple filters to help you find the best flight to Jamaica from Milwaukee. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Milwaukee to Jamaica right now. Can momondo alert me if prices change?

Price alerts on flights to Jamaica from Milwaukee are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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