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

Spirit Airlines, American Airlines, and Frontier are the most popular carriers operating from Wisconsin to Jamaica

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

The number of flights available between Wisconsin and Jamaica is 2 per week as of July 2025. The most frequent departure day is Wed, with 50% of weekly flights leaving on this day.

What airlines fly to Jamaica?

American Airlines, Delta and Sun Country Air 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 58% 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.

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 Montego Bay (one of the most popular routes), then the duration is 6h 03m on average. Another popular route from Wisconsin to Jamaica is flying from Madison to Montego Bay, which will take roughly 6h 16m. Keep in mind that layovers or delays could extend your travel time.

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 July 2025, there are 6 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.

$98 Cheap Flights from Wisconsin to Jamaica in 2025

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Wisconsin to Jamaica

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:12 pm - 9:17 amORD-MBJ

13h 05m1 stop

12:19 pm - 7:07 pmMBJ-ORD

6h 48m1 stop

$251Spirit Airlines

Find Deal

Sat, Aug 23 - Sat, Aug 30

6:44 pm - 11:05 amORD-MBJ

16h 21m1 stop

12:10 pm - 10:48 pmMBJ-ORD

10h 38m1 stop

$282Spirit Airlines

Find Deal

Sat, Sep 13 - Wed, Sep 17

5:05 am - 11:05 amORD-MBJ

6h 00m1 stop

12:10 pm - 11:45 pmMBJ-ORD

11h 35m1 stop

$283Spirit Airlines

Find Deal

Wed, Oct 15 - Wed, Oct 22

5:05 am - 11:05 amORD-MBJ

6h 00m1 stop

9:13 am - 12:10 amMBJ-ORD

14h 57m1 stop

$349

Find Deal

Tue, Oct 21 - Sun, Oct 26

5:30 am - 8:00 pmORD-KIN

14h 30m1 stop

9:00 am - 9:25 pmKIN-ORD

12h 25m1 stop

$375Delta

Find Deal

Thu, Sep 18 - Mon, Sep 22

9:10 am - 8:00 pmORD-KIN

10h 50m2 stops

9:00 am - 9:10 amKIN-ORD

24h 10m2 stops

$380Delta

Find Deal

Thu, Sep 18 - Fri, Sep 26

7:06 am - 11:05 amMSP-MBJ

27h 59m2 stops

12:10 pm - 8:26 amMBJ-MSP

20h 16m2 stops

$396

Find Deal

Mon, Sep 22 - Sat, Sep 27

7:10 am - 3:09 pmMSN-MBJ

7h 59m1 stop

3:54 pm - 10:31 amMBJ-MSN

18h 37m2 stops

$477American Airlines

Find Deal

Sun, Sep 21 - Tue, Sep 30

11:49 am - 7:53 amMSP-MBJ

20h 04m1 stop

9:13 am - 1:28 pmMBJ-MSP

28h 15m2 stops

$479Frontier

Find Deal

Sun, Oct 19 - Fri, Oct 24

3:00 pm - 2:05 pmMKE-MBJ

23h 05m1 stop

1:55 pm - 11:00 pmMBJ-MKE

9h 05m1 stop

$481American Airlines

Find Deal

Sat, Sep 13 - Tue, Sep 16

American Airlines flights from Wisconsin to Jamaica

Our best American Airlines deals on Wisconsin to Jamaica flight tickets

American Airlines

Aug 5

ORD5:15 amChicago O'Hare Intl

10h 10m

1 stop

MBJ3:25 pmMontego Bay Sangster Intl

Aug 27

MBJ2:00 pmMontego Bay Sangster Intl

4h 30m

ORD6:30 pmChicago O'Hare Intl

$405

Find similar

American Airlines

Sep 21

MSN7:10 amMadison Truax Field

7h 59m

1 stop

MBJ3:09 pmMontego Bay Sangster Intl

Sep 30

MBJ3:54 pmMontego Bay Sangster Intl

18h 37m

2 stops

MSN10:31 amMadison Truax Field

$477

Find similar

American Airlines

Sep 13

MKE3:00 pmMilwaukee-Mitchell

23h 05m

1 stop

MBJ2:05 pmMontego Bay Sangster Intl

Sep 16

MBJ1:55 pmMontego Bay Sangster Intl

9h 05m

1 stop

MKE11:00 pmMilwaukee-Mitchell

$481

Find similar

Spirit Airlines flights from Wisconsin to Jamaica

Our best Spirit Airlines deals on Wisconsin to Jamaica flight tickets

Spirit Airlines

Aug 23

ORD8:12 pmChicago O'Hare Intl

13h 05m

1 stop

MBJ9:17 amMontego Bay Sangster Intl

Aug 30

MBJ12:19 pmMontego Bay Sangster Intl

6h 48m

1 stop

ORD7:07 pmChicago O'Hare Intl

$251

Find similar

Spirit Airlines

Sep 13

ORD6:44 pmChicago O'Hare Intl

16h 21m

1 stop

MBJ11:05 amMontego Bay Sangster Intl

Sep 17

MBJ12:10 pmMontego Bay Sangster Intl

10h 38m

1 stop

ORD10:48 pmChicago O'Hare Intl

$282

Find similar

Spirit Airlines

Oct 15

ORD5:05 amChicago O'Hare Intl

6h 00m

1 stop

MBJ11:05 amMontego Bay Sangster Intl

Oct 22

MBJ12:10 pmMontego Bay Sangster Intl

11h 35m

1 stop

ORD11:45 pmChicago O'Hare Intl

$283

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 8/23

8:12 pm-9:17 am

1 stop13h 05m

Montego Bay Sangster Intl

Sat 8/30

12:19 pm-7:07 pm

1 stop6h 48m

$251

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 9/13

6:44 pm-11:05 am

1 stop16h 21m

Montego Bay Sangster Intl

Wed 9/17

12:10 pm-10:48 pm

1 stop10h 38m

$282

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 10/15

5:05 am-11:05 am

1 stop6h 00m

Montego Bay Sangster Intl

Wed 10/22

12:10 pm-11:45 pm

1 stop11h 35m

$283

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 10/21

5:05 am-11:05 am

1 stop6h 00m

Montego Bay Sangster Intl

Sun 10/26

9:13 am-12:10 am

1 stop14h 57m

$349

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/18

5:30 am-8:00 pm

1 stop14h 30m

Kingston Norman Manley

Mon 9/22

9:00 am-9:25 pm

1 stop12h 25m

$375

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/18

9:10 am-8:00 pm

2 stops10h 50m

Kingston Norman Manley

Fri 9/26

9:00 am-9:10 am

2 stops24h 10m

$380

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Mon 9/22

7:06 am-11:05 am

2 stops27h 59m

Montego Bay Sangster Intl

Sat 9/27

12:10 pm-8:26 am

2 stops20h 16m

$396

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 9/21

7:10 am-3:09 pm

1 stop7h 59m

Montego Bay Sangster Intl

Tue 9/30

3:54 pm-10:31 am

2 stops18h 37m

$477

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Sun 10/19

11:49 am-7:53 am

1 stop20h 04m

Montego Bay Sangster Intl

Fri 10/24

9:13 am-1:28 pm

2 stops28h 15m

$479

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 9/13

3:00 pm-2:05 pm

1 stop23h 05m

Montego Bay Sangster Intl

Tue 9/16

1:55 pm-11:00 pm

1 stop9h 05m

$481

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 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 $552.

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 Wisconsin 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 Wisconsin 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 Wisconsin to Jamaica flight route?

Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Wisconsin - 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 Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $623 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Wisconsin for as low as $519 on momondo.

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

There are 1 cabin classes available to choose from on Wisconsin 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 Wisconsin to Jamaica flights?

You could potentially save up to 9% 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

Best Price Found	$98
Fastest flight time	4h 01m
Direct flights	Every day
Airports in Jamaica	2 airports

The best one-way flight to Jamaica from Wisconsin in the past 72 hours is $98. The best round-trip flight deal from Wisconsin to Jamaica found on momondo in the last 72 hours is $251.

The fastest flight from Wisconsin to Jamaica takes 4h 01m

Direct flights go from Wisconsin to Jamaica every day.

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 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 July 2025, there are 6 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 (71.43% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (14.29%) and Boeing 737-800 Passenger/BBJ2 (winglets) (14.29%).

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
Spirit Airlines	PriceFrom $328	Free Cancellation	Rating 6.3 8,048 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $443	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Delta	PriceFrom $469	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
American Airlines	PriceFrom $490	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $502	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights
Sun Country Air	PriceFrom $519	Free Cancellation	Rating 6.9 334 reviews	Search Sun Country Air 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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Tue 8/5

Tue 8/12

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Jamaica

Popular cities in Jamaica

Flights to Montego Bayfrom $212

Flights to Kingstonfrom $248

Flights to Ocho Rios

Jamaica flight routes

Flights from New York John F Kennedy Intl to Montego Bay Sangster Intl

Flights from New York John F Kennedy Intl to Kingston Norman Manley

Flights from Toronto Pearson Intl to Montego Bay Sangster Intl

Flights from Fort Lauderdale to Montego Bay Sangster Intl

Flights from Atlanta Hartsfield-Jackson to Montego Bay Sangster Intl

Cheap flights from Wisconsin to Jamaica from $98

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 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Wisconsin to Jamaica

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Wisconsin to Jamaica

Our best American Airlines deals on Wisconsin to Jamaica flight tickets

Spirit Airlines flights from Wisconsin to Jamaica

Our best Spirit Airlines deals on Wisconsin to Jamaica flight tickets

momondo Fare Finder

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

See travel insights to Jamaica from

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

What is the cheapest month to fly to Jamaica?

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

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 Wisconsin 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 Wisconsin to Jamaica flight route?

Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Wisconsin - Jamaica flight prices

How far in advance should I book a flight to Jamaica?

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

There are 1 cabin classes available to choose from on Wisconsin 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 Wisconsin to Jamaica flights?

You could potentially save up to 9% on your flight if you consider stops on a Wisconsin to Jamaica flight.

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

Spirit Airlines, American Airlines, and Frontier are the most popular carriers operating from Wisconsin to Jamaica

What airlines fly to Jamaica?

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

The number of flights available between Wisconsin and Jamaica is 2 per week as of July 2025. The most frequent departure day is Wed, with 50% of weekly flights leaving on this day.

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

Best Price Found

Fastest flight time

Direct flights

Airports in Jamaica

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

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

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

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

What is the most popular plane model 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?

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

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

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

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

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