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Wisconsin

$149+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$294
(FlightHub)

One-way from

$149
(FlightHub)
From Jamaica to Wisconsin
Search Deals
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 July 31, 2025.

This FlightHub deal was found by Cheapflights users on 7/29. 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.
Wed 8/1312:19 pmMBJ - ORD
1 stop6h 48mSpirit Airlines
Wed 10/155:05 amORD - MBJ
1 stop6h 00mSpirit Airlines
Deal found 7/29$294
This Mytrip deal was found by Cheapflights users on 7/31. 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 8/1410:22 amMBJ - ORD
1 stop8h 45mMultiple Airlines
Thu 8/216:00 pmORD - MBJ
1 stop13h 55mMultiple Airlines
Deal found 7/31$348
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 9/2012:08 pmKIN - ORD
1 stop10h 40mSpirit Airlines
Sat 9/276:44 pmORD - KIN
1 stop16h 18mSpirit Airlines
Deal found 7/31$351
This FlightHub deal was found by Cheapflights users on 7/30. 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 8/79:10 amMBJ - ORD
1 stop15h 12mFrontier
Tue 8/125:38 pmORD - MBJ
1 stop14h 17mFrontier
Deal found 7/30$359
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/121:55 pmMBJ - ORD
2 stops9h 53mAmerican Airlines
Fri 9/196:52 pmORD - MBJ
1 stop15h 40mAmerican Airlines
Deal found 7/29$378
This United Airlines deal was found by Cheapflights users on 7/29. 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 8/52:17 pmMBJ - ORD
1 stop9h 24mUnited Airlines
Tue 8/128:52 amORD - MBJ
1 stop6h 18mUnited Airlines
Deal found 7/29$401
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/131:00 pmKIN - ORD
2 stops10h 48mAmerican Airlines
Sat 9/208:37 amORD - KIN
2 stops11h 01mAmerican Airlines
Deal found 7/30$416
This FlightHub deal was found by Cheapflights users on 7/29. 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.
Sun 8/1712:19 pmMBJ - MKE
2 stops34h 47mSpirit Airlines
Sun 8/246:00 amMKE - MBJ
2 stops29h 14mSpirit Airlines
Deal found 7/29$455
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/3011:50 amMBJ - MSN
1 stop9h 53mAmerican Airlines
Mon 12/15:00 amMSN - MBJ
1 stop9h 01mAmerican Airlines
Deal found 7/30$457
This Priceline deal was found by Cheapflights users on 7/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/122:20 amKIN - ORD
1 stop14h 01mJetBlue
Sat 9/208:34 amORD - KIN
1 stop16h 36mJetBlue
Deal found 7/30$489
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 8/2410:25 amMBJ - MKE
1 stop13h 46mAmerican Airlines
Sun 8/315:28 pmMKE - MBJ
2 stops18h 35mAmerican Airlines
Deal found 7/29$540
This American Airlines deal was found by Cheapflights users on 7/29. 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 10/43:36 pmMBJ - LSE
2 stops18h 03mAmerican Airlines
Tue 10/76:00 amLSE - MBJ
2 stops9h 05mAmerican Airlines
Deal found 7/29$558

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 July 31, 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

Wed 8/13

12:19 pm-7:07 pm

1 stop6h 48m

Chicago O'Hare Intl

Wed 10/15

5:05 am-11:05 am

1 stop6h 00m

$294

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/14

10:22 am-7:07 pm

1 stop8h 45m

Chicago O'Hare Intl

Thu 8/21

6:00 pm-7:55 am

1 stop13h 55m

$348

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 9/20

12:08 pm-10:48 pm

1 stop10h 40m

Chicago O'Hare Intl

Sat 9/27

6:44 pm-11:02 am

1 stop16h 18m

$351

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 9/14

2:12 pm-12:10 am

1 stop9h 58m

Chicago O'Hare Intl

Sun 9/21

5:10 am-12:41 pm

1 stop7h 31m

$362

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 9/12

1:55 pm-11:48 pm

2 stops9h 53m

Chicago O'Hare Intl

Fri 9/19

6:52 pm-10:32 am

1 stop15h 40m

$378

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 9/13

1:00 pm-11:48 pm

2 stops10h 48m

Chicago O'Hare Intl

Sat 9/20

8:37 am-7:38 pm

2 stops11h 01m

$416

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sun 8/17

12:19 pm-11:06 pm

2 stops34h 47m

Milwaukee-Mitchell

Sun 8/24

6:00 am-11:14 am

2 stops29h 14m

$455

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 10/30

11:50 am-9:43 pm

1 stop9h 53m

Madison Truax Field

Mon 12/1

5:00 am-3:01 pm

1 stop9h 01m

$457

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 9/12

2:20 am-4:21 pm

1 stop14h 01m

Chicago O'Hare Intl

Sat 9/20

8:34 am-1:10 am

1 stop16h 36m

$489

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sun 8/24

10:25 am-12:11 am

1 stop13h 46m

Milwaukee-Mitchell

Sun 8/31

5:28 pm-12:03 pm

2 stops18h 35m

$540

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 36 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 July 31, 2025.
See what other customers who have flown with Delta, United Airlines, and JetBlue 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
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
JetBlue
7.3
Good
2,914 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Spirit Airlines
6.3
Okay
8,048 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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.

  • 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 ($149), United Airlines ($210), and Delta ($215).

  • 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

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$449Average$514FlexibilityNo cancel feeOn-time71%
DeltaCheapest$484Average$520FlexibilityNo cancel feeOn-timeN/A

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