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Cheap flights from Milwaukee to Jamaica from $152

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 10/17. 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
5:00 am - 1:30 pm
MKE
-
MBJ
8h 30m
1 stop
American Airlines Logo
2:30 pm - 7:42 am
MBJ
-
MKE
17h 12m
1 stop
$352American Airlines
Mon, Jun 1 - Fri, Jun 5
American Airlines Logo
6:17 pm - 1:08 pm
MKE
-
MBJ
18h 51m
2 stops
American Airlines Logo
5:17 pm - 12:50 pm
MBJ
-
MKE
19h 33m
2 stops
$357American Airlines
Mon, Jun 1 - Fri, Jun 5
American Airlines Logo
6:42 pm - 11:51 am
MKE
-
MBJ
17h 09m
2 stops
American Airlines Logo
4:37 pm - 10:59 am
MBJ
-
MKE
18h 22m
2 stops
$359American Airlines
Thu, May 7 - Tue, May 12
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
$362American Airlines
Wed, May 6 - Mon, May 11
Delta Logo
5:00 pm - 11:26 am
MKE
-
MBJ
18h 26m
2 stops
Delta Logo
12:51 pm - 9:52 pm
MBJ
-
MKE
9h 01m
1 stop
$367Delta
Sat, May 30 - Wed, Jun 3
Delta Logo
10:25 am - 7:30 pm
MKE
-
KIN
9h 05m
1 stop
Delta Logo
9:00 am - 11:24 pm
KIN
-
MKE
14h 24m
1 stop
$844Delta
Fri, Oct 9 - Mon, Oct 12
United Airlines Logo
2:40 pm - 1:54 pm
MKE
-
KIN
23h 14m
3 stops
United Airlines Logo
2:57 pm - 10:00 am
KIN
-
MKE
19h 03m
2 stops
$901United Airlines
Tue, Aug 25 - Wed, Sep 2
United Airlines Logo
5:29 pm - 1:54 pm
MKE
-
KIN
20h 25m
3 stops
United Airlines Logo
2:59 pm - 9:57 am
KIN
-
MKE
18h 58m
3 stops
$905United Airlines
Fri, Jun 19 - Mon, Jun 22
Delta Logo
5:30 am - 8:00 pm
MKE
-
KIN
14h 30m
1 stop
Delta Logo
9:00 am - 4:12 pm
KIN
-
MKE
7h 12m
1 stop
$924Delta
Wed, May 6 - Sat, May 9
United Airlines Logo
2:40 pm - 1:54 pm
MKE
-
KIN
23h 14m
3 stops
United Airlines Logo
2:57 pm - 10:00 am
KIN
-
MKE
19h 03m
3 stops
$956United Airlines
Tue, Aug 25 - Wed, Sep 2

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Delta flights from Milwaukee to Jamaica

Our best Delta deals on Milwaukee to Jamaica flight tickets
Delta
May 30
MKE5:00 pmMilwaukee-Mitchell
18h 26m
2 stops
MBJ11:26 amMontego Bay Sangster Intl
Jun 3
MBJ12:51 pmMontego Bay Sangster Intl
9h 01m
1 stop
MKE9:52 pmMilwaukee-Mitchell
$367
Delta
May 29
MKE7:09 amMilwaukee-Mitchell
8h 25m
1 stop
MBJ3:34 pmMontego Bay Sangster Intl
Jun 5
MBJ1:18 pmMontego Bay Sangster Intl
7h 44m
1 stop
MKE9:02 pmMilwaukee-Mitchell
$491
Delta
May 30
MKE5:48 pmMilwaukee-Mitchell
17h 38m
2 stops
MBJ11:26 amMontego Bay Sangster Intl
Jun 2
MBJ12:51 pmMontego Bay Sangster Intl
9h 01m
1 stop
MKE9:52 pmMilwaukee-Mitchell
$496

American Airlines flights from Milwaukee to Jamaica

Our best American Airlines deals on Milwaukee to Jamaica flight tickets
American Airlines
Jun 1
MKE6:00 amMilwaukee-Mitchell
7h 55m
1 stop
MBJ1:55 pmMontego Bay Sangster Intl
Jun 5
MBJ3:00 pmMontego Bay Sangster Intl
8h 47m
1 stop
MKE11:47 pmMilwaukee-Mitchell
$352
American Airlines
Jun 1
MKE5:53 pmMilwaukee-Mitchell
17h 26m
2 stops
MBJ11:19 amMontego Bay Sangster Intl
Jun 5
MBJ3:00 pmMontego Bay Sangster Intl
8h 47m
1 stop
MKE11:47 pmMilwaukee-Mitchell
$357
American Airlines
May 7
MKE6:42 pmMilwaukee-Mitchell
17h 09m
2 stops
MBJ11:51 amMontego Bay Sangster Intl
May 12
MBJ4:37 pmMontego Bay Sangster Intl
18h 22m
2 stops
MKE10:59 amMilwaukee-Mitchell
$359

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 April 24, 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

Mon 6/1

5:00 am-1:30 pm

1 stop8h 30m

Montego Bay Sangster Intl

Fri 6/5

2:30 pm-7:42 am

1 stop17h 12m

$352

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 6/1

6:17 pm-1:08 pm

2 stops18h 51m

Montego Bay Sangster Intl

Fri 6/5

5:17 pm-12:50 pm

2 stops19h 33m

$357

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 5/7

6:42 pm-11:51 am

2 stops17h 09m

Montego Bay Sangster Intl

Tue 5/12

4:37 pm-10:59 am

2 stops18h 22m

$359

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 5/6

7:00 am-1:25 pm

1 stop6h 25m

Montego Bay Sangster Intl

Mon 5/11

4:37 pm-10:09 am

2 stops17h 32m

$362

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 5/30

5:00 pm-11:26 am

2 stops18h 26m

Montego Bay Sangster Intl

Wed 6/3

12:51 pm-9:52 pm

1 stop9h 01m

$367

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Fri 10/9

10:25 am-7:30 pm

1 stop9h 05m

Kingston Norman Manley

Mon 10/12

9:00 am-11:24 pm

1 stop14h 24m

$844

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Tue 8/25

2:40 pm-1:54 pm

3 stops23h 14m

Kingston Norman Manley

Wed 9/2

2:57 pm-10:00 am

2 stops19h 03m

$901

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Fri 6/19

5:29 pm-1:54 pm

3 stops20h 25m

Kingston Norman Manley

Mon 6/22

2:59 pm-9:57 am

3 stops18h 58m

$905
Quickest round-trip

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Wed 5/6

5:30 am-8:00 pm

1 stop14h 30m

Kingston Norman Manley

Sat 5/9

9:00 am-4:12 pm

1 stop7h 12m

$924

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Tue 8/25

2:40 pm-1:54 pm

3 stops23h 14m

Kingston Norman Manley

Wed 9/2

2:57 pm-10:00 am

3 stops19h 03m

$956

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 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 January. Flight prices, which tend to average around $551, 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 January, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $558.

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

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

There is only 1 cabin class available to choose from on Milwaukee 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?

You could potentially save up to 37% on your flight if you consider stops on a Milwaukee to Jamaica flight.

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

5h 54m

Direct flights

None
The fastest flight from Milwaukee to Jamaica takes 5h 54m
There are no direct flights from Milwaukee to Jamaica. There are no popular flight routes from Milwaukee to Jamaica.
Search flight deals

Frequently asked questions about flying from Milwaukee to Jamaica

  • 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
8,450 reviews
Search Delta flights
American AirlinesPriceFrom $357Free CancellationRating
7.1
11,666 reviews
Search American Airlines flights
SouthwestPriceFrom $571Free CancellationRating
8.0
4,334 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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