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Wisconsin

$153+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap 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 December 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:05 pmMBJ - ORD
1 stop6h 34mSpirit Airlines
Sun 1/258:43 pmORD - MBJ
1 stop14h 19mSpirit Airlines
Deal found 12/15$304
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/191:05 pmMBJ - ORD
1 stop12h 25mSpirit Airlines
Sun 1/45:00 amORD - MBJ
1 stop6h 05mSpirit Airlines
Deal found 12/17$356
This FlightHub deal was found by Cheapflights users on 12/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:15 pmMBJ - ORD
2 stops22h 03mAir Canada
Sun 1/257:15 amORD - MBJ
1 stop9h 50mAir Canada
Deal found 12/15$383
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/253:51 pmMBJ - ORD
Nonstop4h 38mAmerican Airlines
Sun 1/2510:09 amORD - MBJ
Nonstop4h 13mAmerican Airlines
Deal found 12/15$390
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:19 pmKIN - ORD
1 stop12h 11mSpirit Airlines
Sun 1/45:00 amORD - KIN
1 stop6h 14mSpirit Airlines
Deal found 12/17$404
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/194:27 pmMBJ - ORD
Nonstop4h 37mAmerican Airlines
Sun 1/410:11 amORD - MBJ
Nonstop4h 13mAmerican Airlines
Deal found 12/17$420
This FlightHub deal was found by Cheapflights users on 12/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:40 pmMBJ - ORD
1 stop8h 25mAir Canada
Sun 1/46:00 pmORD - MBJ
2 stops17h 30mAir Canada
Deal found 12/17$434
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Sat 12/204:27 pmMBJ - ORD
Nonstop4h 37mAmerican Airlines
Sun 1/410:11 amORD - MBJ
Nonstop4h 13mAmerican Airlines
Deal found 12/17$450
This Delta deal was found by Cheapflights users on 12/15. 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 12/162:29 pmMBJ - MKE
1 stop10h 25mDelta
Sat 12/207:25 amMKE - MBJ
1 stop12h 16mDelta
Deal found 12/15$458
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/193:20 pmMBJ - MSN
2 stops24h 45mUnited Airlines
Sun 1/46:40 amMSN - MBJ
2 stops30h 20mUnited Airlines
Deal found 12/17$474
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/201:19 pmKIN - ORD
1 stop22h 55mMultiple Airlines
Sun 1/45:05 amORD - KIN
2 stops54h 09mMultiple Airlines
Deal found 12/17$485
This oojo deal was found by Cheapflights users on 12/17. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/271:19 pmKIN - ORD
1 stop6h 20mSpirit Airlines
Sat 1/35:00 amORD - KIN
1 stop6h 14mSpirit Airlines
Deal found 12/17$495

Find flight deals from Jamaica to Wisconsin

Keep the following information in mind while searching for Jamaica to Wisconsin flight deals. Data was last updated December 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$246
(Cheapflightsfares)

One-way from

$153
(Trip.com)
Provider with most accurate pricing for Montego Bay Sangster Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Milwaukee-Mitchell flights.
Search Deals
From Jamaica to Wisconsin
Search Deals
One-way flight from Jamaica to Wisconsin
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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 December 17, 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

Thu 1/15

12:57 pm-7:38 pm

1 stop7h 41m

Chicago O'Hare Intl

Thu 1/22

8:43 pm-12:02 pm

1 stop14h 19m

$246

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 1/31

2:35 pm-10:44 pm

1 stop9h 09m

Chicago O'Hare Intl

Sat 2/7

6:03 am-1:30 pm

1 stop6h 27m

$304

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 1/15

12:57 pm-10:44 pm

2 stops10h 47m

Chicago O'Hare Intl

Thu 1/22

8:43 pm-12:02 pm

1 stop14h 19m

$321

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 1/31

2:35 pm-8:18 am

2 stops18h 43m

Chicago O'Hare Intl

Sat 2/7

5:15 am-12:02 pm

1 stop5h 47m

$342

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 1/14

4:45 pm-11:59 pm

1 stop8h 14m

Chicago O'Hare Intl

Wed 1/21

5:30 am-12:54 pm

1 stop6h 24m

$346

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 1/14

1:58 pm-10:34 pm

2 stops9h 36m

Chicago O'Hare Intl

Wed 1/21

6:54 am-3:16 pm

1 stop7h 22m

$359

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 1/15

3:12 pm-6:51 pm

Nonstop4h 39m

Chicago O'Hare Intl

Thu 1/22

10:09 am-3:22 pm

Nonstop4h 13m

$362

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 1/30

9:00 am-6:45 pm

2 stops10h 45m

Chicago O'Hare Intl

Fri 2/6

7:05 am-8:00 pm

1 stop11h 55m

$400

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 1/8

12:57 pm-7:38 pm

1 stop7h 41m

Chicago O'Hare Intl

Wed 1/14

7:20 am-12:02 pm

1 stop27h 42m

$401

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/13

12:00 pm-11:41 pm

1 stop11h 41m

Chicago O'Hare Intl

Tue 5/26

5:15 am-11:05 am

1 stop5h 50m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 59 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 December 17, 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
7.9
Good
8,005 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 7h 41m. Spirit Airlines provides one of the quickest options available for as low as $246. The distance from Jamaica to Wisconsin is about 1724 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 ($173), Delta ($259), and American Airlines ($263).

  • 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.

See more FAQs

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Alternative routes for Jamaica to Wisconsin

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 December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$449Average$475FlexibilityNo cancel feeOn-time71%
DeltaCheapest$484Average$493FlexibilityNo cancel feeOn-timeN/A

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