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Wisconsin

$150+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$284
(FlightHub)

One-way from

$150
(Cheapflightsfares)

Popular in

August

Cheapest in

September

Average price

$528
Provider with most accurate pricing for Montego Bay Sangster Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Milwaukee-Mitchell flights.
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From Jamaica to Wisconsin
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One-way flight from Jamaica to Wisconsin
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Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 17, 2025.

This FlightHub deal was found by Cheapflights users on 4/16. 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 5/71:34 pmKIN - ORD
2 stops19h 21mSpirit Airlines
Wed 5/145:05 amORD - KIN
1 stop7h 24mSpirit Airlines
Deal found 4/16$268
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 6/1012:07 pmMBJ - ORD
1 stop10h 57mSpirit Airlines
Wed 6/255:05 amORD - MBJ
1 stop5h 57mSpirit Airlines
Deal found 4/16$291
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/29:00 amKIN - ORD
2 stops11h 45mDelta
Thu 5/81:30 pmORD - KIN
1 stop6h 30mDelta
Deal found 4/17$382
This American Airlines deal was found by Cheapflights users on 4/16. 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 5/26:29 amKIN - ORD
2 stops13h 02mAmerican Airlines
Thu 5/85:00 amORD - KIN
1 stop8h 25mAmerican Airlines
Deal found 4/16$396
This American Airlines deal was found by Cheapflights users on 4/16. 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 5/82:25 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Mon 5/199:00 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 4/16$398
This Delta deal was found by Cheapflights users on 4/16. 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.
Fri 5/212:11 pmMBJ - ORD
1 stop6h 49mDelta
Wed 5/77:10 amORD - MBJ
2 stops8h 20mDelta
Deal found 4/16$404
This Expedia deal was found by Cheapflights users on 4/17. 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.
Thu 6/1912:07 pmMBJ - ORD
1 stop11h 38mMultiple Airlines
Thu 7/36:16 pmORD - MBJ
1 stop13h 42mMultiple Airlines
Deal found 4/17$414
This Mytrip deal was found by Cheapflights users on 4/16. 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 5/141:34 pmKIN - MSP
3 stops23h 54mMultiple Airlines
Sun 5/1810:10 amMSP - KIN
2 stops26h 19mMultiple Airlines
Deal found 4/16$422
This Mytrip deal was found by Cheapflights users on 4/16. 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 5/141:34 pmKIN - MSP
3 stops23h 54mSpirit Airlines
Sun 5/182:30 pmMSP - KIN
3 stops21h 59mSpirit Airlines
Deal found 4/16$448
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Fri 5/910:53 amMBJ - MSN
1 stop12h 01mAmerican Airlines
Wed 9/37:17 amMSN - MBJ
1 stop5h 53mAmerican Airlines
Deal found 4/15$480
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 7/94:12 pmMBJ - MKE
2 stops17h 50mUnited Airlines
Thu 8/285:40 pmMKE - MBJ
2 stops43h 50mUnited Airlines
Deal found 4/16$498
This Mytrip deal was found by Cheapflights users on 4/16. 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 5/211:34 pmKIN - ORD
3 stops19h 21mMultiple Airlines
Wed 9/36:00 amORD - KIN
2 stops14h 35mMultiple Airlines
Deal found 4/16$502

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 April 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

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 5/16

1:34 pm-12:05 am

1 stop10h 31m

Chicago O'Hare Intl

Tue 5/20

5:05 am-12:29 pm

1 stop7h 24m

$284

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 6/10

12:07 pm-11:04 pm

1 stop10h 57m

Chicago O'Hare Intl

Wed 6/25

5:05 am-11:02 am

1 stop5h 57m

$291

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 5/2

9:00 am-8:45 pm

2 stops11h 45m

Chicago O'Hare Intl

Thu 5/8

1:30 pm-8:00 pm

1 stop6h 30m

$382

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 5/20

6:30 am-5:29 pm

2 stops10h 59m

Chicago O'Hare Intl

Tue 5/27

11:44 am-7:40 pm

1 stop7h 56m

$396

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 5/8

2:25 pm-7:00 pm

Nonstop4h 35m

Chicago O'Hare Intl

Mon 5/19

9:00 am-1:00 pm

Nonstop4h 00m

$398

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/2

12:11 pm-7:00 pm

1 stop6h 49m

Chicago O'Hare Intl

Wed 5/7

7:10 am-3:30 pm

2 stops8h 20m

$404

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 6/19

12:07 pm-11:45 pm

1 stop11h 38m

Chicago O'Hare Intl

Thu 7/3

6:16 pm-7:58 am

1 stop13h 42m

$414

KingstonMinneapolis

KIN - MSP

KINMSP

Kingston Norman Manley

Wed 5/14

1:34 pm-1:28 pm

3 stops23h 54m

Minneapolis St Paul

Sun 5/18

10:10 am-12:29 pm

2 stops26h 19m

$422

KingstonMinneapolis

KIN - MSP

KINMSP

Kingston Norman Manley

Wed 5/14

1:34 pm-1:28 pm

3 stops23h 54m

Minneapolis St Paul

Sun 5/18

2:30 pm-12:29 pm

3 stops21h 59m

$448

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 8/2

2:40 pm-11:12 pm

1 stop8h 32m

Chicago O'Hare Intl

Sat 8/30

6:00 am-1:30 pm

1 stop7h 30m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 49 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 April 17, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Copa 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
4,280 reviews

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,409 reviews
Southwest
8.0
Very good
4,280 reviews

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,280 reviews

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 ($150), United Airlines ($242), and Frontier ($246).

  • 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$434Average$534FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$465Average$524FlexibilityNo cancel feeOn-time71%

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