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$160+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Mar 8 — Mar 151
Sat 3/8
Sat 3/15
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 March 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$273
(Priceline)

One-way from

$160
(Booking.com)

Popular in

August

Cheapest in

September

Average price

$503
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 ($20 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 3, 2025.

This Priceline deal was found by Cheapflights users on 3/2. 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 4/1512:00 pmMBJ - ORD
1 stop12h 20mSpirit Airlines
Tue 4/225:36 amORD - MBJ
1 stop5h 19mSpirit Airlines
Deal found 3/2$273
This Cheapflightsfares deal was found by Cheapflights users on 3/3. 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 5/21:39 pmKIN - ORD
1 stop11h 19mSpirit Airlines
Wed 5/75:05 amORD - KIN
1 stop6h 11mSpirit Airlines
Deal found 3/3$302
This Delta deal was found by Cheapflights users on 3/3. 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
1 stop7h 22mDelta
Wed 5/79:00 amORD - KIN
2 stops11h 00mDelta
Deal found 3/3$328
This FlightHub deal was found by Cheapflights users on 3/3. 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 4/312:07 pmMBJ - MSP
1 stop10h 43mSpirit Airlines
Mon 4/74:27 pmMSP - MBJ
2 stops18h 35mSpirit Airlines
Deal found 3/3$401
This American Airlines deal was found by Cheapflights users on 3/2. 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 4/1512:55 pmMBJ - ORD
1 stop9h 44mAmerican Airlines
Tue 4/229:10 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 3/2$408
This American Airlines deal was found by Cheapflights users on 3/3. 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 5/212:46 pmKIN - ORD
2 stops11h 03mAmerican Airlines
Wed 5/78:05 amORD - KIN
2 stops11h 35mAmerican Airlines
Deal found 3/3$413
This United Airlines deal was found by Cheapflights users on 3/2. 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 3/91:48 pmMBJ - ORD
Nonstop4h 22mUnited Airlines
Tue 3/188:41 amORD - MBJ
Nonstop4h 05mUnited Airlines
Deal found 3/2$419
This Delta deal was found by Cheapflights users on 3/2. 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 3/512:36 pmMBJ - ORD
2 stops9h 17mDelta
Sun 3/97:05 amORD - MBJ
1 stop8h 18mDelta
Deal found 3/2$456
This American Airlines deal was found by Cheapflights users on 3/2. 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 5/63:00 pmMBJ - MSN
1 stop8h 52mAmerican Airlines
Mon 9/86:52 amMSN - MBJ
1 stop6h 58mAmerican Airlines
Deal found 3/2$480
This Delta deal was found by Cheapflights users on 3/3. 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.
Thu 4/312:57 pmMBJ - MSP
1 stop7h 48mDelta
Mon 4/79:00 amMSP - MBJ
Nonstop4h 33mDelta
Deal found 3/3$496
This American Airlines deal was found by Cheapflights users on 3/3. 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 4/34:20 pmMBJ - MSP
1 stop16h 48mAmerican Airlines
Mon 4/76:33 amMSP - MBJ
1 stop6h 27mAmerican Airlines
Deal found 3/3$505
This Mytrip deal was found by Cheapflights users on 3/2. 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 3/61:07 pmMBJ - ORD
2 stops24h 09mMultiple Airlines
Sat 3/86:45 amORD - MBJ
3 stops27h 17mMultiple Airlines
Deal found 3/2$507

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 March 3, 2025.

Fly from

Jamaica

Fly to

Wisconsin

Route

Depart

Return

Price

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 4/15

12:00 pm-12:20 am

1 stop12h 20m

Chicago O'Hare Intl

Tue 4/22

5:36 am-10:55 am

1 stop5h 19m

$273

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 5/2

1:39 pm-12:58 am

1 stop11h 19m

Chicago O'Hare Intl

Wed 5/7

5:05 am-11:16 am

1 stop6h 11m

$302

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 5/2

9:00 am-4:22 pm

1 stop7h 22m

Chicago O'Hare Intl

Wed 5/7

9:00 am-8:00 pm

2 stops11h 00m

$328

Montego BayMinneapolis

MBJ - MSP

MBJMSP

Montego Bay Sangster Intl

Thu 4/3

12:07 pm-10:50 pm

1 stop10h 43m

Minneapolis St Paul

Mon 4/7

4:27 pm-11:02 am

2 stops18h 35m

$401

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 4/15

12:55 pm-10:39 pm

1 stop9h 44m

Chicago O'Hare Intl

Tue 4/22

9:10 am-1:10 pm

Nonstop4h 00m

$408

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 5/2

12:46 pm-11:49 pm

2 stops11h 03m

Chicago O'Hare Intl

Wed 5/7

8:05 am-7:40 pm

2 stops11h 35m

$413

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 5/6

3:00 pm-11:52 pm

1 stop8h 52m

Madison Truax Field

Mon 9/8

6:52 am-1:50 pm

1 stop6h 58m

$480

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 3/20

1:48 pm-6:10 pm

Nonstop4h 22m

Chicago O'Hare Intl

Thu 3/27

8:41 am-12:46 pm

Nonstop4h 05m

$486

Montego BayMinneapolis

MBJ - MSP

MBJMSP

Montego Bay Sangster Intl

Thu 4/3

12:57 pm-8:45 pm

1 stop7h 48m

Minneapolis St Paul

Mon 4/7

9:00 am-1:33 pm

Nonstop4h 33m

$496

Montego BayMinneapolis

MBJ - MSP

MBJMSP

Montego Bay Sangster Intl

Thu 4/3

4:20 pm-9:08 am

1 stop16h 48m

Minneapolis St Paul

Mon 4/7

6:33 am-1:00 pm

1 stop6h 27m

$505

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 52 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 March 3, 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 March 3, 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
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8.1
Very good
4,333 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8,068 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
1,464 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8,679 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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.

JetBlue
7.4
Good
3,008 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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 ($160), Sun Country Air ($220), and Frontier ($230).

  • 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 March 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$434Average$539FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$461Average$524FlexibilityNo cancel feeOn-time71%
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