What airlines fly to Jamaica?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Jamaica from Milwaukee according to our data. American Airlines is the first choice among our users, with 66% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 6 different airlines that fly to Jamaica on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Milwaukee-Mitchell to Jamaica?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Milwaukee-Mitchell 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?

There are 3 operators available for flights from Milwaukee-Mitchell Airport to Jamaica as of September 2026.

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.

$182 Cheap Flights from Milwaukee to Jamaica in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to Jamaica

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:17 am - 2:22 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 05m1 stop Charlotte Douglas

1:23 pm - 11:52 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

11h 29m1 stop Charlotte Douglas

$412American Airlines

Mon, Nov 9 - Fri, Nov 20

6:47 am - 1:48 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 01m1 stop Chicago O'Hare Intl

3:20 pm - 10:50 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

8h 30m1 stop Newark

$412United Airlines

Sun, Nov 8 - Fri, Nov 13

6:40 pm - 11:10 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

15h 30m1 stop Atlanta Hartsfield-Jackson

6:00 pm - 9:22 amMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

16h 22m1 stop Atlanta Hartsfield-Jackson

$413Delta

Tue, Mar 2 - Tue, Mar 9

6:40 pm - 11:10 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

15h 30m1 stop Atlanta Hartsfield-Jackson

6:00 pm - 9:22 amMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

16h 22m1 stop Atlanta Hartsfield-Jackson

$413Delta

Wed, Mar 3 - Tue, Mar 9

6:52 am - 5:06 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

9h 14m1 stop Dallas/Fort Worth

1:26 pm - 9:59 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

9h 33m1 stop Dallas/Fort Worth

$413American Airlines

Tue, Jan 26 - Tue, Feb 9

7:14 am - 4:12 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

8h 58m1 stop Dallas/Fort Worth

1:02 pm - 11:56 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

11h 54m1 stop Charlotte Douglas

$417American Airlines

Sun, Oct 25 - Sun, Nov 1

6:48 am - 12:48 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 00m1 stop Chicago O'Hare Intl

2:01 pm - 10:15 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

8h 14m1 stop Chicago O'Hare Intl

$512United Airlines

Mon, Oct 26 - Thu, Oct 29

2:17 pm - 11:13 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

20h 56m2 stops Chicago O'Hare Intl Newark

2:20 pm - 5:43 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

27h 23m2 stops Newark Chicago O'Hare Intl

$517United Airlines

Mon, Oct 26 - Thu, Oct 29

5:45 am - 11:50 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 05m1 stop Orlando

12:00 pm - 11:00 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

11h 00m1 stop Orlando

$970Southwest

Wed, Oct 7 - Wed, Oct 14

5:45 am - 11:50 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 05m1 stop Orlando

12:00 pm - 11:00 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

11h 00m1 stop Orlando

$1,000Southwest

Wed, Oct 7 - Wed, Oct 14

Cheap last minute flights

Enter your travel dates to find the best prices.

5:43 pm - 12:53 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

19h 10m2 stops Dallas/Fort Worth Miami

12:05 pm - 9:48 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

9h 43m1 stop Dallas/Fort Worth

$571American Airlines

Sat, Sep 12 - Sat, Sep 19

6:43 pm - 12:53 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

18h 10m2 stops Charlotte Douglas Miami

2:09 pm - 11:27 amMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

21h 18m2 stops Charlotte Douglas Dallas/Fort Worth

$571American Airlines

Sun, Sep 13 - Wed, Sep 16

7:01 am - 4:16 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

9h 15m1 stop Dallas/Fort Worth

2:09 pm - 11:27 amMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

21h 18m2 stops Charlotte Douglas Dallas/Fort Worth

$571American Airlines

Sun, Sep 13 - Wed, Sep 16

5:53 pm - 11:03 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

17h 10m2 stops Philadelphia Miami

2:09 pm - 8:01 amMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

17h 52m2 stops Charlotte Douglas Chicago O'Hare Intl

$571American Airlines

Sat, Sep 12 - Sat, Sep 19

5:30 am - 11:48 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 18m1 stop Atlanta Hartsfield-Jackson

1:14 pm - 9:30 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

8h 16m1 stop Atlanta Hartsfield-Jackson

$863Delta

Tue, Sep 15 - Wed, Sep 16

5:00 am - 1:51 pmMKE Milwaukee-Mitchell-KIN Kingston Norman Manley

32h 51m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

2:57 pm - 10:39 pmKIN Kingston Norman Manley-MKE Milwaukee-Mitchell

31h 42m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

$906United Airlines

Wed, Sep 16 - Tue, Sep 22

7:05 pm - 11:43 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

16h 38m1 stop Newark

12:52 pm - 11:30 amMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

22h 38m2 stops Newark Chicago O'Hare Intl

$1,201United Airlines

Wed, Sep 16 - Sun, Sep 20

7:05 pm - 11:43 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

16h 38m1 stop Newark

12:52 pm - 11:37 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

10h 45m1 stop Newark

$1,204United Airlines

Wed, Sep 16 - Sun, Sep 20

5:30 am - 11:48 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 18m1 stop Atlanta Hartsfield-Jackson

2:26 pm - 9:30 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

7h 04m1 stop Atlanta Hartsfield-Jackson

$1,262Delta

Wed, Sep 16 - Sun, Sep 20

7:05 am - 8:10 pmMKE Milwaukee-Mitchell-KIN Kingston Norman Manley

13h 05m1 stop Atlanta Hartsfield-Jackson

9:10 am - 9:30 pmKIN Kingston Norman Manley-MKE Milwaukee-Mitchell

12h 20m1 stop Atlanta Hartsfield-Jackson

$1,523Delta

Wed, Sep 16 - Tue, Sep 22

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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 26

MKE6:52 amMilwaukee-Mitchell

9h 14m

1 stop

MBJ5:06 pmMontego Bay Sangster Intl

Feb 9

MBJ1:26 pmMontego Bay Sangster Intl

9h 33m

1 stop

MKE9:59 pmMilwaukee-Mitchell

$413

American Airlines

Nov 8

MKE7:29 pmMilwaukee-Mitchell

17h 53m

2 stops

MBJ2:22 pmMontego Bay Sangster Intl

Nov 13

MBJ3:28 pmMontego Bay Sangster Intl

17h 20m

2 stops

MKE7:48 amMilwaukee-Mitchell

$417

American Airlines

Jan 26

MKE6:52 amMilwaukee-Mitchell

9h 14m

1 stop

MBJ5:06 pmMontego Bay Sangster Intl

Feb 9

MBJ3:19 pmMontego Bay Sangster Intl

18h 52m

2 stops

MKE9:11 amMilwaukee-Mitchell

$418

United Airlines flights from Milwaukee to Jamaica

Our best United Airlines deals on Milwaukee to Jamaica flight tickets

United Airlines

Nov 8

MKE6:47 amMilwaukee-Mitchell

6h 01m

1 stop

MBJ1:48 pmMontego Bay Sangster Intl

Nov 13

MBJ3:20 pmMontego Bay Sangster Intl

8h 30m

1 stop

MKE10:50 pmMilwaukee-Mitchell

$412

United Airlines

Oct 26

MKE6:48 amMilwaukee-Mitchell

6h 00m

1 stop

MBJ12:48 pmMontego Bay Sangster Intl

Oct 29

MBJ2:01 pmMontego Bay Sangster Intl

8h 14m

1 stop

MKE10:15 pmMilwaukee-Mitchell

$512

United Airlines

Oct 26

MKE2:17 pmMilwaukee-Mitchell

20h 56m

2 stops

MBJ11:13 amMontego Bay Sangster Intl

Oct 29

MBJ2:20 pmMontego Bay Sangster Intl

26h 42m

2 stops

MKE5:02 pmMilwaukee-Mitchell

$517

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Mon 11/9

7:17 am-2:22 pm

1 stop6h 05m

Montego Bay Sangster Intl

Fri 11/20

1:23 pm-11:52 pm

1 stop11h 29m

$412

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Sun 11/8

6:47 am-1:48 pm

1 stop6h 01m

Montego Bay Sangster Intl

Fri 11/13

3:20 pm-10:50 pm

1 stop8h 30m

$412

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Tue 3/2

6:40 pm-11:10 am

1 stop15h 30m

Montego Bay Sangster Intl

Tue 3/9

6:00 pm-9:22 am

1 stop16h 22m

$413

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Wed 3/3

6:40 pm-11:10 am

1 stop15h 30m

Montego Bay Sangster Intl

Tue 3/9

6:00 pm-9:22 am

1 stop16h 22m

$413

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Tue 1/26

6:52 am-5:06 pm

1 stop9h 14m

Montego Bay Sangster Intl

Tue 2/9

1:26 pm-9:59 pm

1 stop9h 33m

$413

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Sun 10/25

7:14 am-4:12 pm

1 stop8h 58m

Montego Bay Sangster Intl

Sun 11/1

1:02 pm-11:56 pm

1 stop11h 54m

$417

Quickest round-trip

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Mon 10/26

6:48 am-12:48 pm

1 stop6h 00m

Montego Bay Sangster Intl

Thu 10/29

2:01 pm-10:15 pm

1 stop8h 14m

$512

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Mon 10/26

2:17 pm-11:13 am

2 stops20h 56m

Montego Bay Sangster Intl

Thu 10/29

2:20 pm-5:43 pm

2 stops27h 23m

$517

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Wed 10/7

5:45 am-11:50 am

1 stop6h 05m

Montego Bay Sangster Intl

Wed 10/14

12:00 pm-11:00 pm

1 stop11h 00m

$970

MilwaukeeMontego Bay

MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl

MKEMBJ

Milwaukee-Mitchell

Wed 10/7

5:45 am-11:50 am

1 stop6h 05m

Montego Bay Sangster Intl

Wed 10/14

12:00 pm-11:00 pm

1 stop11h 00m

$1,000

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Jamaica?

The cheapest month to fly to Jamaica from Milwaukee is in August. Flight prices, which tend to average around $432, 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 August, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $537.

Can stopping save me money on Milwaukee to Jamaica flights?

You could potentially save up to 31% 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

Best Price Found	$182
Fastest flight time	5h 56m
Direct flights	None

The best one-way flight to Jamaica from Milwaukee in the past 72 hours is $182. The best round-trip flight deal from Milwaukee to Jamaica found on momondo in the last 72 hours is $412.

The fastest flight from Milwaukee to Jamaica takes 5h 56m

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?
There are 3 operators available for flights from Milwaukee-Mitchell Airport to Jamaica as of September 2026.
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 Airlines	PriceFrom $352	Free Cancellation	Rating 7.1 12,047 reviews	Search American Airlines flights
Delta	PriceFrom $462	Free Cancellation	Rating 7.8 8,553 reviews	Search Delta flights
Southwest	PriceFrom $615	Free Cancellation	Rating 8.0 4,195 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.

An easier way to manage your Jamaica trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular cities in Jamaica

Flights to Montego Bayfrom $284

Flights to Kingstonfrom $377

Flights to Ocho Rios

Cheap flights from Milwaukee to Jamaica from $182

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 1/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Milwaukee to Jamaica

Our best American Airlines deals on Milwaukee to Jamaica flight tickets

United Airlines flights from Milwaukee to Jamaica

Our best United Airlines deals on Milwaukee to Jamaica flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Milwaukee to Jamaica that are best for you.

See travel insights to Jamaica from

How to get the cheapest flight ticket from Milwaukee to Jamaica

What is the cheapest month to fly to Jamaica?

Can stopping save me money on Milwaukee to Jamaica flights?

What is the cheapest airline that flies from Milwaukee-Mitchell to Jamaica?

What airlines fly to Jamaica?

Cheap Milwaukee to Jamaica flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Why use momondo?

An easier way to manage your Jamaica trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Jamaica

Popular cities in Jamaica

Popular flights according to clicks in the last 7 days on momondo

Milwaukee flight routes

According to popular flight searches on momondo this year

Jamaica flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Jamaica

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Jamaica

List of cabin classes available on flights landing in Jamaica. Availability may vary depending on flight origin and airline.

Complete your trip to Jamaica

Explore popular destinations other users love

According to popular flight searches on momondo this year