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Cheap flights from Milwaukee to Jamaica from $172

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 9/13. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:40 am - 1:20 pm
MKE
-
MBJ
7h 40m
1 stop
Delta Logo
2:45 pm - 11:53 pm
MBJ
-
MKE
9h 08m
1 stop
$392Delta
Sat, Oct 24 - Wed, Oct 28
Delta Logo
7:00 am - 4:35 pm
MKE
-
MBJ
8h 35m
1 stop
Delta Logo
6:00 pm - 9:11 am
MBJ
-
MKE
16h 11m
1 stop
$392Delta
Tue, Nov 10 - Tue, Nov 17
United Airlines Logo
6:30 am - 12:48 pm
MKE
-
MBJ
6h 18m
1 stop
United Airlines Logo
3:20 pm - 11:27 pm
MBJ
-
MKE
9h 07m
1 stop
$392United Airlines
Fri, Oct 30 - Mon, Nov 2
United Airlines Logo
6:30 am - 12:48 pm
MKE
-
MBJ
6h 18m
1 stop
United Airlines Logo
3:20 pm - 8:51 am
MBJ
-
MKE
18h 31m
2 stops
$392United Airlines
Fri, Oct 30 - Mon, Nov 2
Delta Logo
5:30 am - 4:35 pm
MKE
-
MBJ
10h 05m
1 stop
Delta Logo
3:40 pm - 11:54 pm
MBJ
-
MKE
9h 14m
1 stop
$392Delta
Tue, Nov 10 - Wed, Nov 18
United Airlines Logo
6:30 am - 1:48 pm
MKE
-
MBJ
6h 18m
1 stop
United Airlines Logo
2:54 pm - 10:45 pm
MBJ
-
MKE
8h 51m
1 stop
$392United Airlines
Tue, Nov 3 - Tue, Nov 10
American Airlines Logo
6:27 pm - 11:12 am
MKE
-
MBJ
16h 45m
2 stops
American Airlines Logo
5:13 pm - 11:31 am
MBJ
-
MKE
18h 18m
2 stops
$397American Airlines
Fri, Oct 23 - Wed, Oct 28
American Airlines Logo
5:00 am - 2:57 pm
MKE
-
MBJ
8h 57m
1 stop
American Airlines Logo
6:22 pm - 10:04 am
MBJ
-
MKE
16h 42m
2 stops
$397American Airlines
Mon, Nov 16 - Mon, Nov 23
Southwest Logo
6:20 am - 2:25 pm
MKE
-
MBJ
8h 05m
1 stop
Southwest Logo
3:25 pm - 10:25 pm
MBJ
-
MKE
7h 00m
1 stop
$614Southwest
Sun, Aug 23 - Sun, Aug 30
Southwest Logo
9:55 pm - 2:25 pm
MKE
-
MBJ
15h 30m
2 stops
Southwest Logo
3:25 pm - 11:30 pm
MBJ
-
MKE
9h 05m
1 stop
$616Southwest
Sun, Nov 29 - Sun, Dec 6

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American Airlines flights from Milwaukee to Jamaica

Our best American Airlines deals on Milwaukee to Jamaica flight tickets
American Airlines
Jan 9
MKE7:19 pmMilwaukee-Mitchell
17h 00m
1 stop
MBJ1:19 pmMontego Bay Sangster Intl
Jan 16
MBJ4:27 pmMontego Bay Sangster Intl
19h 50m
1 stop
MKE11:17 amMilwaukee-Mitchell
$400
American Airlines
Sep 4
MKE7:00 pmMilwaukee-Mitchell
18h 12m
1 stop
MBJ1:12 pmMontego Bay Sangster Intl
Sep 11
MBJ5:16 pmMontego Bay Sangster Intl
18h 11m
2 stops
MKE11:27 amMilwaukee-Mitchell
$402
American Airlines
Oct 3
MKE5:43 pmMilwaukee-Mitchell
22h 33m
1 stop
MBJ4:16 pmMontego Bay Sangster Intl
Oct 13
MBJ5:13 pmMontego Bay Sangster Intl
18h 55m
2 stops
MKE12:08 pmMilwaukee-Mitchell
$404

Southwest flights from Milwaukee to Jamaica

Our best Southwest deals on Milwaukee to Jamaica flight tickets
Southwest
Aug 23
MKE6:20 amMilwaukee-Mitchell
8h 05m
1 stop
MBJ2:25 pmMontego Bay Sangster Intl
Aug 30
MBJ3:25 pmMontego Bay Sangster Intl
7h 00m
1 stop
MKE10:25 pmMilwaukee-Mitchell
$614
Southwest
Nov 29
MKE9:55 pmMilwaukee-Mitchell
15h 30m
2 stops
MBJ2:25 pmMontego Bay Sangster Intl
Dec 6
MBJ3:25 pmMontego Bay Sangster Intl
9h 05m
1 stop
MKE11:30 pmMilwaukee-Mitchell
$616
Southwest
Jul 30
MKE5:00 amMilwaukee-Mitchell
8h 20m
1 stop
MBJ1:20 pmMontego Bay Sangster Intl
Aug 1
MBJ2:05 pmMontego Bay Sangster Intl
7h 55m
1 stop
MKE10:00 pmMilwaukee-Mitchell
$677

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 July 27, 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 10/24

5:40 am-1:20 pm

1 stop7h 40m

Montego Bay Sangster Intl

Wed 10/28

2:45 pm-11:53 pm

1 stop9h 08m

$392

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 11/10

7:00 am-4:35 pm

1 stop8h 35m

Montego Bay Sangster Intl

Tue 11/17

6:00 pm-9:11 am

1 stop16h 11m

$392

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 10/30

6:30 am-12:48 pm

1 stop6h 18m

Montego Bay Sangster Intl

Mon 11/2

3:20 pm-11:27 pm

1 stop9h 07m

$392

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 10/30

6:30 am-12:48 pm

1 stop6h 18m

Montego Bay Sangster Intl

Mon 11/2

3:20 pm-8:51 am

2 stops18h 31m

$392

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 11/10

5:30 am-4:35 pm

1 stop10h 05m

Montego Bay Sangster Intl

Wed 11/18

3:40 pm-11:54 pm

1 stop9h 14m

$392

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 11/3

6:30 am-1:48 pm

1 stop6h 18m

Montego Bay Sangster Intl

Tue 11/10

2:54 pm-10:45 pm

1 stop8h 51m

$392

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 10/23

6:27 pm-11:12 am

2 stops16h 45m

Montego Bay Sangster Intl

Wed 10/28

5:13 pm-11:31 am

2 stops18h 18m

$397

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 11/16

5:00 am-2:57 pm

1 stop8h 57m

Montego Bay Sangster Intl

Mon 11/23

6:22 pm-10:04 am

2 stops16h 42m

$397
Quickest round-trip

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 8/23

6:20 am-2:25 pm

1 stop8h 05m

Montego Bay Sangster Intl

Sun 8/30

3:25 pm-10:25 pm

1 stop7h 00m

$614

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 11/29

9:55 pm-2:25 pm

2 stops15h 30m

Montego Bay Sangster Intl

Sun 12/6

3:25 pm-11:30 pm

1 stop9h 05m

$616

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 July. Flight prices, which tend to average around $537, 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 July, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $539.

Can stopping save me money on Milwaukee to Jamaica flights?

You could potentially save up to 21% 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 46m

Direct flights

None
The fastest flight from Milwaukee to Jamaica takes 5h 46m
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.

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
American AirlinesPriceFrom $352Free CancellationRating
7.1
11,837 reviews
Search American Airlines flights
DeltaPriceFrom $473Free CancellationRating
7.8
8,483 reviews
Search Delta flights
SouthwestPriceFrom $571Free CancellationRating
8.0
4,229 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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