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Wisconsin

$167+ Cheap flights from Jamaica to Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Jamaica to Wisconsin

Keep the following information in mind while searching for Jamaica to Wisconsin flight deals. Data was last updated September 15, 2025.

Round-trip from

$239
(Cheapflightsfares)

One-way from

$167
(Cheapflightsfares)
From Jamaica to Wisconsin
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One-way flight from Jamaica to Wisconsin
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Find flight deals from Jamaica to Wisconsin

Cheapest flights from Jamaica to Wisconsin
Explore the most affordable flight options available from Jamaica to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/712:09 pmMBJ - ORD
1 stop11h 36mSpirit Airlines
Sat 10/117:43 pmORD - MBJ
1 stop15h 17mSpirit Airlines
Deal found 9/14$239
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:10 pmMBJ - ORD
1 stop10h 38mSpirit Airlines
Sun 10/55:05 amORD - MBJ
1 stop5h 55mSpirit Airlines
Deal found 9/14$249
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/912:14 pmKIN - ORD
1 stop11h 31mSpirit Airlines
Thu 1/85:59 pmORD - KIN
1 stop17h 14mSpirit Airlines
Deal found 9/14$329
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/71:50 pmMBJ - ORD
Nonstop4h 33mAmerican Airlines
Sat 10/119:45 pmORD - MBJ
1 stop16h 30mAmerican Airlines
Deal found 9/14$338
This Mytrip deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:08 pmKIN - ORD
1 stop10h 40mSpirit Airlines
Sun 10/55:05 amORD - KIN
1 stop6h 04mSpirit Airlines
Deal found 9/14$340
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/252:48 pmMBJ - ORD
Nonstop4h 25mUnited Airlines
Mon 12/18:42 amORD - MBJ
Nonstop4h 04mUnited Airlines
Deal found 9/15$340
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/252:14 pmMBJ - ORD
Nonstop4h 36mAmerican Airlines
Mon 12/17:11 amORD - MBJ
1 stop6h 39mAmerican Airlines
Deal found 9/15$344
This Mytrip deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1612:14 pmKIN - ORD
1 stop11h 31mSpirit Airlines
Mon 10/205:05 amORD - KIN
1 stop6h 04mSpirit Airlines
Deal found 9/13$345
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:59 pmMBJ - ORD
1 stop7h 03mDelta
Mon 12/19:46 amORD - MBJ
1 stop5h 48mDelta
Deal found 9/15$345
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2712:08 pmKIN - ORD
1 stop10h 40mSpirit Airlines
Tue 9/306:44 pmORD - KIN
1 stop16h 18mSpirit Airlines
Deal found 9/13$352
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/99:00 amKIN - ORD
1 stop7h 41mDelta
Thu 1/87:00 amORD - KIN
2 stops12h 00mDelta
Deal found 9/14$388
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/287:00 amKIN - ORD
1 stop12h 32mAmerican Airlines
Tue 11/47:00 amORD - KIN
1 stop14h 13mAmerican Airlines
Deal found 9/13$397

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jamaica to Wisconsin 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, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Jamaica to Wisconsin that are best for you.

Fly from

Jamaica

Fly to

Wisconsin

Route

Depart

Return

Price

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 10/7

12:09 pm-11:45 pm

1 stop11h 36m

Chicago O'Hare Intl

Sat 10/11

7:43 pm-11:00 am

1 stop15h 17m

$239

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 10/2

12:10 pm-10:48 pm

1 stop10h 38m

Chicago O'Hare Intl

Sun 10/5

5:05 am-11:00 am

1 stop5h 55m

$249

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 10/9

12:14 pm-11:45 pm

1 stop11h 31m

Chicago O'Hare Intl

Thu 1/8

5:59 pm-12:13 pm

1 stop17h 14m

$329

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 11/25

2:48 pm-6:13 pm

Nonstop4h 25m

Chicago O'Hare Intl

Mon 12/1

8:42 am-1:46 pm

Nonstop4h 04m

$340

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 10/2

12:08 pm-10:48 pm

1 stop10h 40m

Chicago O'Hare Intl

Sun 10/5

5:05 am-11:09 am

1 stop6h 04m

$340

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 11/25

3:13 pm-6:54 pm

Nonstop4h 41m

Chicago O'Hare Intl

Sun 11/30

12:19 am-2:12 pm

1 stop12h 53m

$344

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 11/25

5:59 pm-12:02 am

1 stop7h 03m

Chicago O'Hare Intl

Mon 12/1

9:46 am-4:34 pm

1 stop5h 48m

$345

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 10/30

12:14 pm-1:03 am

1 stop12h 49m

Chicago O'Hare Intl

Thu 11/6

5:59 pm-12:13 pm

1 stop17h 14m

$345

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 10/16

12:14 pm-11:45 pm

1 stop11h 31m

Chicago O'Hare Intl

Mon 10/20

5:05 am-11:09 am

1 stop6h 04m

$345

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 10/7

12:10 pm-8:01 am

2 stops19h 51m

Chicago O'Hare Intl

Sat 10/11

6:58 pm-11:00 am

2 stops16h 02m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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Best time to book a flight from Jamaica to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Jamaica with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jamaica to Wisconsin
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated September 15, 2025.
See what other customers who have flown with Delta and American Airlines from Jamaica to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Jamaica to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Jamaica to Wisconsin?

    A quick flight from Jamaica to Wisconsin can take about 10h 01m. Spirit Airlines provides one of the quickest options available for as low as $502. The distance from Jamaica to Wisconsin is about 1826 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Jamaica to Wisconsin one-way?

    The cheapest airlines for a one-way flight from Jamaica to Wisconsin are Spirit Airlines ($193), United Airlines ($210), and American Airlines ($269).

  • Can I find deals for flights from Jamaica to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Jamaica to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jamaica to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jamaica to Wisconsin.

  • Can I find deals for business class flights from Jamaica to Wisconsin?

    Yes. Cheapflights offers flight deals from Jamaica to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jamaica to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Jamaica to Wisconsin (average of $280). Flying from Jamaica to Wisconsin in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Jamaica to Wisconsin

Discover the top 2 airlines that operate flights from Jamaica to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$436Average$502FlexibilityNo cancel feeOn-time71%
DeltaCheapest$484Average$504FlexibilityNo cancel feeOn-timeN/A

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