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Wisconsin

$187+ 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$303
(Cheapflightsfares)

One-way from

$187
(SmartFares)
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 June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
Wed 7/2312:10 pmMBJ - ORD
1 stop11h 03mSpirit Airlines
Sat 8/25:38 pmORD - MBJ
1 stop16h 15mSpirit Airlines
Deal found 6/11$303
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/272:23 pmMBJ - ORD
Nonstop4h 37mAmerican Airlines
Mon 6/308:44 amORD - MBJ
Nonstop3h 58mAmerican Airlines
Deal found 6/11$334
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Fri 7/111:37 pmKIN - ORD
1 stop10h 16mSpirit Airlines
Mon 7/145:05 amORD - KIN
1 stop7h 37mSpirit Airlines
Deal found 6/10$352
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 7/271:51 pmMBJ - ORD
Nonstop4h 29mUnited Airlines
Sun 8/38:42 amORD - MBJ
Nonstop4h 07mUnited Airlines
Deal found 6/11$359
This Booking.com deal was found by Cheapflights users on 6/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/13:53 pmMBJ - ORD
1 stop18h 32mFrontier
Sat 8/25:07 pmORD - MBJ
1 stop14h 48mFrontier
Deal found 6/12$375
This American Airlines deal was found by Cheapflights users on 6/11. 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 10/304:25 pmMBJ - MSN
2 stops17h 35mAmerican Airlines
Mon 12/16:26 amMSN - MBJ
1 stop7h 22mAmerican Airlines
Deal found 6/11$409
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 6/111:09 pmMBJ - ORD
1 stop10h 48mDelta
Mon 8/115:45 amORD - MBJ
1 stop9h 53mDelta
Deal found 6/10$422
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 7/256:25 pmKIN - ORD
1 stop14h 44mMultiple Airlines
Fri 8/15:40 pmORD - KIN
1 stop14h 07mMultiple Airlines
Deal found 6/10$439
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/33:05 pmMBJ - ORD
2 stops29h 18mMultiple Airlines
Sat 7/125:05 amORD - MBJ
1 stop6h 00mMultiple Airlines
Deal found 6/10$440
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Wed 7/2312:10 pmMBJ - MSP
2 stops24h 06mSpirit Airlines
Mon 7/281:21 pmMSP - MBJ
2 stops21h 44mSpirit Airlines
Deal found 6/11$445
This FlightHub deal was found by Cheapflights users on 6/10. 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 7/101:40 pmMBJ - MKE
2 stops26h 02mSpirit Airlines
Sat 8/308:51 pmMKE - MBJ
2 stops12h 23mSpirit Airlines
Deal found 6/10$485
This Orbitz deal was found by Cheapflights users on 6/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/181:45 pmKIN - ORD
2 stops18h 14mAir Canada
Mon 6/232:07 pmORD - KIN
2 stops21h 18mAir Canada
Deal found 6/9$486

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 June 12, 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 7/23

12:10 pm-11:13 pm

1 stop11h 03m

Chicago O'Hare Intl

Sat 8/2

5:38 pm-9:53 am

1 stop16h 15m

$303

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 6/27

2:23 pm-7:00 pm

Nonstop4h 37m

Chicago O'Hare Intl

Mon 6/30

8:44 am-12:42 pm

Nonstop3h 58m

$334

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 7/11

1:37 pm-11:53 pm

1 stop10h 16m

Chicago O'Hare Intl

Mon 7/14

5:05 am-12:42 pm

1 stop7h 37m

$352

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 7/27

1:51 pm-6:20 pm

Nonstop4h 29m

Chicago O'Hare Intl

Sun 8/3

8:42 am-12:49 pm

Nonstop4h 07m

$359

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 8/1

3:53 pm-10:25 am

1 stop18h 32m

Chicago O'Hare Intl

Sat 8/2

5:07 pm-7:55 am

1 stop14h 48m

$375

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 7/25

6:25 pm-9:09 am

1 stop14h 44m

Chicago O'Hare Intl

Fri 8/1

5:40 pm-7:47 am

1 stop14h 07m

$439

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 7/3

3:05 pm-8:23 pm

2 stops29h 18m

Chicago O'Hare Intl

Sat 7/12

5:05 am-11:05 am

1 stop6h 00m

$440

Montego BayMinneapolis

MBJ - MSP

MBJMSP

Montego Bay Sangster Intl

Wed 7/23

12:10 pm-12:16 pm

2 stops24h 06m

Minneapolis St Paul

Mon 7/28

1:21 pm-11:05 am

2 stops21h 44m

$445

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Thu 7/10

1:40 pm-3:42 pm

2 stops26h 02m

Milwaukee-Mitchell

Sat 8/30

8:51 pm-9:14 am

2 stops12h 23m

$485

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Thu 7/10

2:26 pm-9:33 am

1 stop19h 07m

Milwaukee-Mitchell

Sat 8/30

5:48 pm-1:30 pm

2 stops19h 42m

$489

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 46 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

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 June 12, 2025.
Get a feel of what it's like to fly with Southwest, Copa Airlines and United Airlines from Jamaica to Wisconsin by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,451 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 ($187), American Airlines ($198), and Frontier ($211).

  • 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$458Average$553FlexibilityNo cancel feeOn-time71%
DeltaCheapest$484Average$520FlexibilityNo cancel feeOn-timeN/A

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