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Cheap flights from Milwaukee to Jamaica from $199

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 9/3. 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

Delta Logo
7:11 am - 3:34 pmMKE-MBJ
8h 23m1 stop
Delta Logo
1:32 pm - 11:55 pmMBJ-MKE
10h 23m1 stop
$473Delta
Find Deal
Sun, Oct 26 - Fri, Oct 31
American Airlines Logo
8:16 pm - 1:30 pmMKE-MBJ
17h 14m2 stops
American Airlines Logo
11:50 am - 8:27 pmMBJ-MKE
8h 37m1 stop
$477American Airlines
Find Deal
Sun, Oct 26 - Fri, Oct 31
Spirit Airlines Logo
12:53 pm - 11:05 amMKE-MBJ
22h 12m2 stops
Spirit Airlines Logo
12:10 pm - 11:58 amMBJ-MKE
23h 48m2 stops
$495Spirit Airlines
Find Deal
Thu, Oct 9 - Wed, Oct 15
American Airlines Logo
8:00 am - 2:54 pmMKE-MBJ
6h 54m1 stop
American Airlines Logo
11:35 am - 11:00 pmMBJ-MKE
11h 25m1 stop
$498American Airlines
Find Deal
Fri, Sep 26 - Fri, Oct 3
United Airlines Logo
7:15 pm - 1:30 pmMKE-MBJ
18h 15m2 stops
United Airlines Logo
12:52 pm - 11:26 pmMBJ-MKE
10h 34m1 stop
$502United Airlines
Find Deal
Fri, Sep 26 - Fri, Oct 3
American Airlines Logo
3:47 pm - 10:30 amMKE-MBJ
18h 43m1 stop
American Airlines Logo
10:20 am - 12:14 amMBJ-MKE
13h 54m1 stop
$506American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
Spirit Airlines Logo
12:42 pm - 11:00 amMKE-MBJ
22h 18m2 stops
Spirit Airlines Logo
12:09 pm - 11:47 amMBJ-MKE
23h 38m2 stops
$514Spirit Airlines
Find Deal
Thu, Oct 9 - Wed, Oct 15
Spirit Airlines Logo
6:00 am - 8:42 amMKE-KIN
26h 42m2 stops
Spirit Airlines Logo
12:08 pm - 11:58 amKIN-MKE
23h 50m2 stops
$514Spirit Airlines
Find Deal
Sun, Aug 31 - Sat, Sep 6
Delta Logo
5:47 am - 3:34 pmMKE-MBJ
9h 47m1 stop
Delta Logo
2:45 pm - 11:55 pmMBJ-MKE
9h 10m1 stop
$515Delta
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Sun, Oct 26 - Fri, Oct 31
United Airlines Logo
5:21 pm - 2:37 pmMKE-MBJ
20h 16m2 stops
United Airlines Logo
3:55 pm - 4:35 pmMBJ-MKE
25h 40m2 stops
$647United Airlines
Find Deal
Mon, Feb 2 - Wed, Feb 18

American Airlines flights from Milwaukee to Jamaica

Our best American Airlines deals on Milwaukee to Jamaica flight tickets
American Airlines
Oct 26
MKE8:16 pmMilwaukee-Mitchell
17h 14m
2 stops
MBJ1:30 pmMontego Bay Sangster Intl
Oct 31
MBJ11:50 amMontego Bay Sangster Intl
8h 37m
1 stop
MKE8:27 pmMilwaukee-Mitchell
$477
Find similar
American Airlines
Sep 26
MKE8:00 amMilwaukee-Mitchell
6h 54m
1 stop
MBJ2:54 pmMontego Bay Sangster Intl
Oct 3
MBJ11:35 amMontego Bay Sangster Intl
11h 25m
1 stop
MKE11:00 pmMilwaukee-Mitchell
$498
Find similar
American Airlines
Oct 4
MKE3:47 pmMilwaukee-Mitchell
18h 43m
1 stop
MBJ10:30 amMontego Bay Sangster Intl
Oct 11
MBJ10:20 amMontego Bay Sangster Intl
13h 54m
1 stop
MKE12:14 amMilwaukee-Mitchell
$506
Find similar

Spirit Airlines flights from Milwaukee to Jamaica

Our best Spirit Airlines deals on Milwaukee to Jamaica flight tickets
Spirit Airlines
Oct 9
MKE12:53 pmMilwaukee-Mitchell
22h 12m
2 stops
MBJ11:05 amMontego Bay Sangster Intl
Oct 15
MBJ12:10 pmMontego Bay Sangster Intl
23h 48m
2 stops
MKE11:58 amMilwaukee-Mitchell
$495
Find similar
Spirit Airlines
Oct 9
MKE12:42 pmMilwaukee-Mitchell
22h 18m
2 stops
MBJ11:00 amMontego Bay Sangster Intl
Oct 15
MBJ12:09 pmMontego Bay Sangster Intl
23h 38m
2 stops
MKE11:47 amMilwaukee-Mitchell
$514
Find similar
Spirit Airlines
Aug 31
MKE6:00 amMilwaukee-Mitchell
26h 42m
2 stops
KIN8:42 amKingston Norman Manley
Sep 6
KIN12:08 pmKingston Norman Manley
23h 50m
2 stops
MKE11:58 amMilwaukee-Mitchell
$520
Find similar

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 August 14, 2025.
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

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 10/26

7:11 am-3:34 pm

1 stop8h 23m

Montego Bay Sangster Intl

Fri 10/31

1:32 pm-11:55 pm

1 stop10h 23m

$473

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 10/26

8:16 pm-1:30 pm

2 stops17h 14m

Montego Bay Sangster Intl

Fri 10/31

11:50 am-8:27 pm

1 stop8h 37m

$477

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 10/9

12:53 pm-11:05 am

2 stops22h 12m

Montego Bay Sangster Intl

Wed 10/15

12:10 pm-11:58 am

2 stops23h 48m

$495

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 9/26

8:00 am-2:54 pm

1 stop6h 54m

Montego Bay Sangster Intl

Fri 10/3

11:35 am-11:00 pm

1 stop11h 25m

$498

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 9/26

7:15 pm-1:30 pm

2 stops18h 15m

Montego Bay Sangster Intl

Fri 10/3

12:52 pm-11:26 pm

1 stop10h 34m

$502

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 10/4

3:47 pm-10:30 am

1 stop18h 43m

Montego Bay Sangster Intl

Sat 10/11

10:20 am-12:14 am

1 stop13h 54m

$506

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 10/9

12:42 pm-11:00 am

2 stops22h 18m

Montego Bay Sangster Intl

Wed 10/15

12:09 pm-11:47 am

2 stops23h 38m

$514

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Sun 8/31

6:00 am-8:42 am

2 stops26h 42m

Kingston Norman Manley

Sat 9/6

12:08 pm-11:58 am

2 stops23h 50m

$514

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 10/26

5:47 am-3:34 pm

1 stop9h 47m

Montego Bay Sangster Intl

Fri 10/31

2:45 pm-11:55 pm

1 stop9h 10m

$515

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 2/2

5:21 pm-2:37 pm

2 stops20h 16m

Montego Bay Sangster Intl

Wed 2/18

3:55 pm-4:35 pm

2 stops25h 40m

$647

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 March. Flight prices, which tend to average around $542, 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 March, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $555.

What is the cheapest day to depart on your flight to Jamaica?

The cheapest day to depart on your flight to Jamaica is on a Tuesday when prices can be found for as low as $509. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Milwaukee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $585.

What is the cheapest time of day to depart on your flight to Jamaica?

Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Milwaukee to Jamaica during this time can be as low as $534. In the afternoon is when there is more demand to fly to Jamaica, so prices are often more expensive at around $566 per ticket.

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 $621 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 are 1 cabin classes 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

Best Price Found

$199

Fastest flight time

5h 50m

Direct flights

None

Airports in Jamaica

2 airports
The best one-way flight to Jamaica from Milwaukee in the past 72 hours is $199. The best round-trip flight deal from Milwaukee to Jamaica found on momondo in the last 72 hours is $473.
The fastest flight from Milwaukee to Jamaica takes 5h 50m
There are no direct flights from Milwaukee to Jamaica. Popular non-direct routes for this connection are Milwaukee-Mitchell Airport - Kingston Norman Manley Airport and Milwaukee-Mitchell Airport - Montego Bay Sangster Intl Airport.
There are 2 airports near Jamaica: Kingston Norman Manley (KIN), Montego Bay Sangster Intl (MBJ)
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
Spirit AirlinesPriceFrom $328Free CancellationRating
6.3
8,045 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $443Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
DeltaPriceFrom $469Free CancellationRating
8.0
7,980 reviews
Search Delta flights
SouthwestPriceFrom $502Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
American AirlinesPriceFrom $515Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Sun Country AirPriceFrom $519Free CancellationRating
6.9
333 reviews
Search Sun Country Air 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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