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Wisconsin

$161+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$300
(Cheapflightsfares)

One-way from

$161
(Kiwi.com)

Popular in

August

Cheapest in

September

Average price

$551
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 May 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2412:07 pmMBJ - ORD
1 stop11h 58mSpirit Airlines
Thu 5/297:35 pmORD - MBJ
1 stop15h 27mSpirit Airlines
Deal found 4/30$300
This Priceline deal was found by Cheapflights users on 4/30. 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.
Wed 5/141:34 pmKIN - ORD
1 stop9h 30mSpirit Airlines
Sat 5/175:05 amORD - KIN
1 stop7h 24mSpirit Airlines
Deal found 4/30$320
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 6/149:00 amKIN - ORD
2 stops11h 11mDelta
Sat 6/217:05 amORD - KIN
2 stops12h 55mDelta
Deal found 4/29$382
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 6/106:00 amKIN - ORD
2 stops9h 48mAmerican Airlines
Tue 6/176:00 amORD - KIN
1 stop13h 55mAmerican Airlines
Deal found 4/30$396
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/72:25 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Wed 5/146:51 amORD - MBJ
1 stop6h 45mAmerican Airlines
Deal found 4/30$402
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/241:51 pmMBJ - ORD
Nonstop4h 29mUnited Airlines
Thu 5/292:24 pmORD - MBJ
1 stop24h 46mUnited Airlines
Deal found 4/30$431
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/131:34 pmKIN - MSP
2 stops30h 30mMultiple Airlines
Fri 6/206:32 pmMSP - KIN
2 stops17h 56mMultiple Airlines
Deal found 4/29$445
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/192:08 pmMBJ - ORD
1 stop9h 03mMultiple Airlines
Tue 5/205:05 amORD - MBJ
1 stop5h 57mMultiple Airlines
Deal found 4/29$447
This Delta deal was found by Cheapflights users on 4/30. 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 5/212:11 pmMBJ - ORD
1 stop6h 49mDelta
Wed 5/77:10 amORD - MBJ
2 stops8h 20mDelta
Deal found 4/30$455
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/279:18 amMBJ - ORD
2 stops13h 11mFrontier
Fri 7/185:01 amORD - MBJ
1 stop9h 44mFrontier
Deal found 4/30$480
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/203:40 pmMBJ - MSN
2 stops16h 21mAmerican Airlines
Sun 8/316:45 pmMSN - MBJ
2 stops14h 40mAmerican Airlines
Deal found 4/29$484
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 6/139:00 amKIN - MSP
1 stop9h 19mDelta
Fri 6/2010:13 amMSP - KIN
1 stop9h 47mDelta
Deal found 4/29$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 May 1, 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

Sat 5/24

12:07 pm-12:05 am

1 stop11h 58m

Chicago O'Hare Intl

Thu 5/29

7:35 pm-11:02 am

1 stop15h 27m

$300

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/14

1:34 pm-11:04 pm

1 stop9h 30m

Chicago O'Hare Intl

Sat 5/17

5:05 am-12:29 pm

1 stop7h 24m

$320

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 6/14

9:00 am-8:11 pm

2 stops11h 11m

Chicago O'Hare Intl

Sat 6/21

7:05 am-8:00 pm

2 stops12h 55m

$382

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 6/10

6:00 am-3:48 pm

2 stops9h 48m

Chicago O'Hare Intl

Tue 6/17

6:00 am-7:55 pm

1 stop13h 55m

$396

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 7/2

1:40 pm-11:57 pm

1 stop10h 17m

Chicago O'Hare Intl

Sat 7/5

4:49 pm-9:30 am

1 stop16h 41m

$427

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 5/24

1:51 pm-6:20 pm

Nonstop4h 29m

Chicago O'Hare Intl

Thu 5/29

2:24 pm-3:10 pm

1 stop24h 46m

$431

KingstonMinneapolis

KIN - MSP

KINMSP

Kingston Norman Manley

Fri 6/13

1:34 pm-8:04 pm

2 stops30h 30m

Minneapolis St Paul

Fri 6/20

6:32 pm-12:28 pm

2 stops17h 56m

$445

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Mon 5/19

2:08 pm-11:11 pm

1 stop9h 03m

Chicago O'Hare Intl

Tue 5/20

5:05 am-11:02 am

1 stop5h 57m

$447

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 6/27

9:18 am-10:29 pm

2 stops13h 11m

Chicago O'Hare Intl

Fri 7/18

5:01 am-2:45 pm

1 stop9h 44m

$480

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 5/20

3:40 pm-8:01 am

2 stops16h 21m

Madison Truax Field

Sun 8/31

6:45 pm-9:25 am

2 stops14h 40m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 53 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 May 1, 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
4,294 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Copa Airlines
7.5
Good
1,414 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 ($161), American Airlines ($242), and Delta ($252).

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$434Average$539FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$465Average$596FlexibilityNo cancel feeOn-time71%

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