How many flights depart from Wisconsin to Jamaica on average per week?

The number of flights available between Wisconsin and Jamaica is 6 per week as of June 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

How long is the flight from Wisconsin to Jamaica?

Flight times from Wisconsin to Jamaica vary, but if you’re flying out of Milwaukee and flying into Kingston (one of the most popular routes), then the duration is 14h 24m on average. Another popular route from Wisconsin to Jamaica is flying from Appleton to Kingston, which will take roughly 22h 10m. Keep in mind that layovers or delays could extend your travel time.

What airlines fly to Jamaica?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Jamaica from Wisconsin according to our data. American Airlines is the first choice among our users, with 67% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 4 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 Wisconsin to Jamaica?

Delta, American Airlines, and Air Canada are the most popular carriers operating from Wisconsin to Jamaica

When did momondo last update prices for flights from Wisconsin to Jamaica?

Prices for flights from Wisconsin to Jamaica were last updated today.

How many operators does momondo search for flights from Wisconsin to Jamaica?

As of June 2026, there are 8 operators available to choose from for flights from Wisconsin to Jamaica.

How old do you have to be to fly from Wisconsin to Jamaica?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Jamaica.

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

The necessary travel and health documents for your Jamaica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$138 Cheap Flights from Wisconsin to Jamaica in 2026

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Find the cheapest flights from Wisconsin to Jamaica

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 2:54 pm

ORD

MBJ

6h 54m

1 stop

3:59 pm - 11:44 pm

MBJ

ORD

8h 45m

1 stop

$346JetBlue

Tue, Nov 3 - Tue, Nov 10

5:00 am - 12:42 pm

ORD

MBJ

6h 42m

1 stop

3:14 pm - 6:55 pm

MBJ

ORD

4h 41mnonstop

$347American Airlines

Wed, Nov 18 - Wed, Nov 25

7:00 am - 2:54 pm

ORD

MBJ

6h 54m

1 stop

3:59 pm - 11:44 pm

MBJ

ORD

8h 45m

1 stop

$348JetBlue

Tue, Nov 3 - Tue, Nov 10

6:40 am - 1:01 pm

ORD

MBJ

6h 21m

1 stop

4:59 pm - 12:02 am

MBJ

ORD

7h 03m

1 stop

$352Delta

Sun, Aug 16 - Thu, Aug 20

6:20 am - 2:23 pm

MKE

MBJ

8h 03m

1 stop

2:12 pm - 7:44 am

MBJ

MKE

17h 32m

1 stop

$352American Airlines

Thu, Aug 27 - Mon, Aug 31

9:30 am - 3:34 pm

ORD

MBJ

6h 04m

1 stop

4:59 pm - 8:00 am

MBJ

ORD

15h 01m

2 stops

$357Delta

Mon, Oct 19 - Thu, Oct 22

7:05 pm - 11:43 am

MKE

MBJ

16h 38m

1 stop

2:40 pm - 10:41 pm

MBJ

MKE

8h 01m

1 stop

$370United Airlines

Sat, Sep 19 - Sat, Sep 26

7:05 pm - 11:43 am

MKE

MBJ

16h 38m

1 stop

2:40 pm - 7:07 am

MBJ

MKE

16h 27m

2 stops

$375United Airlines

Sat, Sep 19 - Sat, Sep 26

3:55 pm - 11:20 am

MSP

MBJ

19h 25m

1 stop

2:15 pm - 3:50 pm

MBJ

MSP

25h 35m

1 stop

$516Air Canada

Fri, Oct 16 - Sun, Oct 25

7:50 am - 11:20 am

MSP

MBJ

27h 30m

1 stop

12:30 pm - 3:15 pm

MBJ

MSP

26h 45m

1 stop

$519Air Canada

Fri, Aug 28 - Wed, Sep 2

Copa Airlines flights from Wisconsin to Jamaica

Our best Copa Airlines deals on Wisconsin to Jamaica flight tickets

Copa Airlines

Jul 22

ORD3:21 pmChicago O'Hare Intl

22h 33m

1 stop

KIN1:54 pmKingston Norman Manley

Jul 28

KIN2:56 pmKingston Norman Manley

13h 04m

1 stop

ORD4:00 amChicago O'Hare Intl

$512

Copa Airlines

Jul 1

ORD3:21 pmChicago O'Hare Intl

22h 33m

1 stop

KIN1:54 pmKingston Norman Manley

Jul 7

KIN2:56 pmKingston Norman Manley

13h 04m

1 stop

ORD4:00 amChicago O'Hare Intl

$530

Copa Airlines

Jun 5

ORD3:21 pmChicago O'Hare Intl

19h 54m

1 stop

MBJ11:15 amMontego Bay Sangster Intl

Jun 10

MBJ12:22 pmMontego Bay Sangster Intl

15h 38m

1 stop

ORD4:00 amChicago O'Hare Intl

$534

American Airlines flights from Wisconsin to Jamaica

Our best American Airlines deals on Wisconsin to Jamaica flight tickets

American Airlines

Nov 18

ORD5:00 amChicago O'Hare Intl

6h 42m

1 stop

MBJ12:42 pmMontego Bay Sangster Intl

Nov 25

MBJ3:14 pmMontego Bay Sangster Intl

4h 41m

ORD6:55 pmChicago O'Hare Intl

$347

American Airlines

Sep 8

ORD9:00 amChicago O'Hare Intl

4h 12m

MBJ1:12 pmMontego Bay Sangster Intl

Sep 12

MBJ5:16 pmMontego Bay Sangster Intl

14h 13m

1 stop

ORD7:29 amChicago O'Hare Intl

$348

American Airlines

Aug 27

MKE6:20 amMilwaukee-Mitchell

8h 03m

1 stop

MBJ2:23 pmMontego Bay Sangster Intl

Aug 31

MBJ2:12 pmMontego Bay Sangster Intl

17h 32m

1 stop

MKE7:44 amMilwaukee-Mitchell

$352

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 11/3

7:00 am-2:54 pm

1 stop6h 54m

Montego Bay Sangster Intl

Tue 11/10

3:59 pm-11:44 pm

1 stop8h 45m

$346

Quickest round-trip

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 11/18

5:00 am-12:42 pm

1 stop6h 42m

Montego Bay Sangster Intl

Wed 11/25

3:14 pm-6:55 pm

Nonstop4h 41m

$347

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 11/3

7:00 am-2:54 pm

1 stop6h 54m

Montego Bay Sangster Intl

Tue 11/10

3:59 pm-11:44 pm

1 stop8h 45m

$348

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 8/16

6:40 am-1:01 pm

1 stop6h 21m

Montego Bay Sangster Intl

Thu 8/20

4:59 pm-12:02 am

1 stop7h 03m

$352

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 8/27

6:20 am-2:23 pm

1 stop8h 03m

Montego Bay Sangster Intl

Mon 8/31

2:12 pm-7:44 am

1 stop17h 32m

$352

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 10/19

9:30 am-3:34 pm

1 stop6h 04m

Montego Bay Sangster Intl

Thu 10/22

4:59 pm-8:00 am

2 stops15h 01m

$357

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 9/19

7:05 pm-11:43 am

1 stop16h 38m

Montego Bay Sangster Intl

Sat 9/26

2:40 pm-10:41 pm

1 stop8h 01m

$370

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 9/19

7:05 pm-11:43 am

1 stop16h 38m

Montego Bay Sangster Intl

Sat 9/26

2:40 pm-7:07 am

2 stops16h 27m

$375

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Fri 10/16

3:55 pm-11:20 am

1 stop19h 25m

Montego Bay Sangster Intl

Sun 10/25

2:15 pm-3:50 pm

1 stop25h 35m

$516

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Fri 8/28

7:50 am-11:20 am

1 stop27h 30m

Montego Bay Sangster Intl

Wed 9/2

12:30 pm-3:15 pm

1 stop26h 45m

$519

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 Wisconsin 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

Other information

What is the cheapest month to fly to Jamaica?

The cheapest month to fly to Jamaica from Wisconsin is in February. Flight prices, which tend to average around $213, 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 February, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $336.

Can stopping save me money on Wisconsin to Jamaica flights?

You could potentially save up to 33% on your flight if you consider stops on a Wisconsin to Jamaica flight.

Cheap Wisconsin to Jamaica flight deals and tips

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

Fastest flight time	4h 00m
Direct flights	Every day
Airports in Jamaica	11 airports

The fastest flight from Wisconsin to Jamaica takes 4h 00m

Direct flights go from Wisconsin to Jamaica every day.

There are 11 airports in Jamaica. From Wisconsin there are direct flights to Montego Bay Sangster Intl (MBJ).

Search flight deals

Frequently asked questions about flying from Wisconsin to Jamaica

When did momondo last update prices for flights from Wisconsin to Jamaica?
Prices for flights from Wisconsin to Jamaica were last updated today.
How many operators does momondo search for flights from Wisconsin to Jamaica?
As of June 2026, there are 8 operators available to choose from for flights from Wisconsin to Jamaica.
How old do you have to be to fly from Wisconsin to Jamaica?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Jamaica.
What documentation or ID do you need to fly to Jamaica?
The necessary travel and health documents for your Jamaica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Wisconsin to Jamaica?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Wisconsin to Jamaica is Boeing 737-800 (100.00% of total bookings).

Best airlines flying from Wisconsin to Jamaica

Compare and see reviews for airlines that fly from Wisconsin to Jamaica with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $336	Free Cancellation	Rating 7.1 11,641 reviews	Search American Airlines flights
Delta	PriceFrom $362	Free Cancellation	Rating 7.8 8,395 reviews	Search Delta flights
United Airlines	PriceFrom $390	Free Cancellation	Rating 7.4 9,773 reviews	Search United Airlines flights
Southwest	PriceFrom $571	Free Cancellation	Rating 8.0 4,256 reviews	Search Southwest flights

Why use momondo?

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

Finding the right flight to Jamaica from Wisconsin is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Jamaica quick and easy, saving you time and money.

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

Flights from Wisconsin to Jamaica with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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

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

If you are not ready to book a flight from Wisconsin to Jamaica now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Jamaica and let you know when they change.

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Flights to Montego Bayfrom $302

Flights to Kingstonfrom $373

Flights to Ocho Rios

Cheap flights from Wisconsin to Jamaica from $138

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Jamaica departing on 8/31. 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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Copa Airlines flights from Wisconsin to Jamaica

Our best Copa Airlines deals on Wisconsin to Jamaica flight tickets

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How to get the cheapest flight ticket from Wisconsin to Jamaica

What is the cheapest month to fly to Jamaica?

Can stopping save me money on Wisconsin to Jamaica flights?

What is the cheapest airline that flies from Wisconsin to Jamaica?

What airlines fly to Jamaica?

How many flights depart from Wisconsin to Jamaica on average per week?

How long is the flight from Wisconsin to Jamaica?

Cheap Wisconsin to Jamaica flight deals and tips

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

Fastest flight time

Direct flights

Airports in Jamaica

Frequently asked questions about flying from Wisconsin to Jamaica

Best airlines flying from Wisconsin to Jamaica

Compare and see reviews for airlines that fly from Wisconsin 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

Wisconsin 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.

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Explore popular destinations other users love

According to popular flight searches on momondo this year