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$139+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Jamaica to Wisconsin

Discover tips and strategies to find the most affordable flight options for your journey from Jamaica (JM0) to Wisconsin (USWI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$234
(Cheapflightsfares)

One-way from

$139
(FlightHub)

Popular in

August

Cheapest in

March
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. 6% potential increase in price ($38 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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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 January 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/261:26 pmKIN - ORD
1 stop9h 37mSpirit Airlines
Wed 3/55:10 amORD - KIN
1 stop7h 18mSpirit Airlines
Deal found 1/29$234
This Priceline deal was found by Cheapflights users on 1/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1112:07 pmMBJ - ORD
1 stop11h 49mSpirit Airlines
Tue 3/187:42 pmORD - MBJ
1 stop15h 20mSpirit Airlines
Deal found 1/29$308
This FlightHub deal was found by Cheapflights users on 1/30. 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.
Fri 2/212:48 pmMBJ - MSP
2 stops34h 21mSpirit Airlines
Mon 2/246:00 amMSP - MBJ
2 stops30h 43mSpirit Airlines
Deal found 1/30$390
This United Airlines deal was found by Cheapflights users on 1/29. 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 3/111:48 pmMBJ - ORD
Nonstop4h 22mUnited Airlines
Tue 3/188:41 amORD - MBJ
Nonstop4h 05mUnited Airlines
Deal found 1/29$425
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Tue 8/122:15 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Sun 8/318:05 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 1/29$430
This JetBlue deal was found by Cheapflights users on 1/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/252:36 amKIN - ORD
1 stop9h 11mJetBlue
Wed 3/511:44 amORD - KIN
1 stop11h 27mJetBlue
Deal found 1/29$444
This Delta deal was found by Cheapflights users on 1/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/214:10 pmMBJ - MSP
Nonstop5h 05mDelta
Mon 2/245:20 amMSP - MBJ
1 stop9h 04mDelta
Deal found 1/30$500
This American Airlines deal was found by Cheapflights users on 1/30. 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 5/112:45 pmKIN - MSP
1 stop10h 24mAmerican Airlines
Fri 9/56:43 amMSP - KIN
1 stop6h 12mAmerican Airlines
Deal found 1/30$503
This Mytrip deal was found by Cheapflights users on 1/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/181:26 pmKIN - ORD
3 stops28h 23mMultiple Airlines
Sat 2/227:07 amORD - KIN
3 stops15h 48mMultiple Airlines
Deal found 1/30$533
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/212:48 pmMBJ - MSP
1 stop18h 54mUnited Airlines
Mon 2/245:17 pmMSP - MBJ
2 stops20h 20mUnited Airlines
Deal found 1/30$574
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/121:15 pmMBJ - ORD
1 stop10h 40mDelta
Sun 8/317:00 amORD - MBJ
2 stops8h 36mDelta
Deal found 1/29$591
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/132:48 pmMBJ - MSN
1 stop7h 23mUnited Airlines
Thu 2/203:42 pmMSN - MBJ
2 stops45h 18mUnited Airlines
Deal found 1/30$658

Find flights from Jamaica to Wisconsin within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 2/26

1:26 pm-10:03 pm

1 stop9h 37m

Chicago O'Hare Intl

Wed 3/5

5:10 am-1:28 pm

1 stop7h 18m

$234

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 3/11

12:07 pm-11:56 pm

1 stop11h 49m

Chicago O'Hare Intl

Tue 3/18

7:42 pm-11:02 am

1 stop15h 20m

$308

Montego BayMinneapolis

MBJ - MSP

MBJMSP

Montego Bay Sangster Intl

Fri 2/21

2:48 pm-12:09 am

2 stops34h 21m

Minneapolis St Paul

Mon 2/24

6:00 am-1:43 pm

2 stops30h 43m

$390

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 3/11

1:48 pm-6:10 pm

Nonstop4h 22m

Chicago O'Hare Intl

Tue 3/18

8:41 am-12:46 pm

Nonstop4h 05m

$425

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 2/25

2:36 am-10:47 am

1 stop9h 11m

Chicago O'Hare Intl

Wed 3/5

11:44 am-12:11 am

1 stop11h 27m

$444

Montego BayMinneapolis

MBJ - MSP

MBJMSP

Montego Bay Sangster Intl

Fri 2/21

4:10 pm-8:15 pm

Nonstop5h 05m

Minneapolis St Paul

Mon 2/24

5:20 am-3:24 pm

1 stop9h 04m

$500

KingstonMinneapolis

KIN - MSP

KINMSP

Kingston Norman Manley

Thu 5/1

12:45 pm-11:09 pm

1 stop10h 24m

Minneapolis St Paul

Fri 9/5

6:43 am-12:55 pm

1 stop6h 12m

$503

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Mon 5/12

3:40 pm-11:08 pm

1 stop7h 28m

Chicago O'Hare Intl

Sat 5/17

9:00 am-1:05 pm

Nonstop4h 05m

$528

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 2/18

1:26 pm-4:49 pm

3 stops28h 23m

Chicago O'Hare Intl

Sat 2/22

7:07 am-11:55 pm

3 stops15h 48m

$533

Montego BayMinneapolis

MBJ - MSP

MBJMSP

Montego Bay Sangster Intl

Fri 2/21

2:48 pm-8:42 am

1 stop18h 54m

Minneapolis St Paul

Mon 2/24

5:17 pm-2:37 pm

2 stops20h 20m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 42 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.

Travel insights for flights from Jamaica to Wisconsin

Get recent, data-driven insights about flights from Jamaica to Wisconsin including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from JM to WI?

Find hourly flight availability from Jamaica to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 30, 2025.

When flying from Jamaica to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta and JetBlue 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
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,156 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,913 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 ($139), Frontier ($204), and United Airlines ($253).

  • 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$434Average$539FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$461Average$524FlexibilityNo cancel feeOn-time71%
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