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Jamaica

$688+ Cheap flights from Oshkosh, WI to Jamaica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
ene. 18 — ene. 251
dom. 1/18
dom. 1/25
1 adult, Economy
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Cheap flight deals from Oshkosh to Jamaica

Best flights from Oshkosh to Jamaica
Discover carefully curated flight deals from Oshkosh to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated diciembre 19, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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.
sáb. 1/3111:03 amATW - KIN
2 stops7h 57mDelta
sáb. 2/79:00 amKIN - ATW
2 stops13h 38mDelta
Deal found 12/16$688
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/134:47 pmATW - KIN
2 stops18h 18mAmerican Airlines
sáb. 4/187:30 amKIN - ATW
2 stops14h 04mAmerican Airlines
Deal found 12/17$738
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/296:30 amATW - KIN
1 stop28h 30mMultiple Airlines
sáb. 4/412:00 pmKIN - ATW
1 stop30h 13mMultiple Airlines
Deal found 12/17$1,236
This Delta deal was found by Cheapflights users on 12/17. 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.
lun. 4/135:29 amATW - KIN
1 stop14h 36mDelta
sáb. 4/189:00 amKIN - ATW
1 stop12h 58mDelta
Deal found 12/17$763
This American Airlines deal was found by Cheapflights users on 12/16. 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.
sáb. 1/317:15 amATW - KIN
3 stops13h 01mAmerican Airlines
sáb. 2/71:39 pmKIN - ATW
2 stops22h 16mAmerican Airlines
Deal found 12/16$2,544

Find flight deals from Oshkosh to Jamaica

Keep the following information in mind while searching for Oshkosh to Jamaica flight deals. Data was last updated diciembre 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$688
(Delta)

Popular in

June

Cheapest in

August

Average price

$648
Provider with most accurate pricing for Appleton Intl-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Appleton Intl-Montego Bay Sangster Intl flights.
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From Oshkosh to Jamaica
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh to Jamaica 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 diciembre 19, 2025.
Use the filters below to find and compare flights from Oshkosh to Jamaica that are best for you.

Fly from

Oshkosh

Fly to

Jamaica

Route

Depart

Return

Price

AppletonKingston

ATW - KIN

ATWKIN

Appleton Intl

sáb. 1/31

11:03 am-8:00 pm

2 stops7h 57m

Kingston Norman Manley

sáb. 2/7

9:00 am-9:38 pm

2 stops13h 38m

$688

AppletonKingston

ATW - KIN

ATWKIN

Appleton Intl

lun. 4/13

4:47 pm-11:05 am

2 stops18h 18m

Kingston Norman Manley

sáb. 4/18

7:30 am-9:34 pm

2 stops14h 04m

$738

AppletonKingston

ATW - KIN

ATWKIN

Appleton Intl

lun. 4/13

5:29 am-8:05 pm

1 stop14h 36m

Kingston Norman Manley

sáb. 4/18

9:00 am-9:58 pm

1 stop12h 58m

$763

AppletonKingston

ATW - KIN

ATWKIN

Appleton Intl

dom. 3/29

6:30 am-11:00 am

1 stop28h 30m

Kingston Norman Manley

sáb. 4/4

12:00 pm-6:13 pm

1 stop30h 13m

$1,236

AppletonKingston

ATW - KIN

ATWKIN

Appleton Intl

sáb. 1/31

7:15 am-9:16 pm

3 stops13h 01m

Kingston Norman Manley

sáb. 2/7

1:39 pm-10:55 am

2 stops22h 16m

$2,544

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Best time to book a flight from Oshkosh to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Oshkosh 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 Oshkosh to Jamaica

What is the cheapest month to book a flight from Oshkosh to Jamaica?

Currently, October is the cheapest month in which you can book a flight from Oshkosh to Jamaica (average of $312). Flying from Oshkosh to Jamaica in July is currently the most expensive (average of $637). 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.

What is the cheapest time of day to fly from OS9 to JM?

Find hourly flight availability from Oshkosh to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 19, 2025.

It’s typically best to fly out from Oshkosh to Jamaica in the afternoon. Doing so could potentially save you 36% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated diciembre 19, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Oshkosh to Jamaica have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,010 reviews
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,094 reviews
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,057 reviews
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Overall

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Oshkosh to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Oshkosh to Jamaica?

    There are many flights that can get you from Oshkosh to Jamaica in 7h 57m. Fly via Delta or American Airlines to get the fastest option. Oshkosh and Jamaica are separated by a distance of 1941 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Oshkosh to Jamaica that include hotel bookings?

    Yes. In addition to deals on Oshkosh to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oshkosh to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oshkosh to Jamaica.

  • Can I find deals for business class flights from Oshkosh to Jamaica?

    Yes. Cheapflights offers flight deals from Oshkosh to Jamaica 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 Oshkosh to Jamaica?

    Currently, October is the cheapest month in which you can book a flight from Oshkosh to Jamaica (average of $312). Flying from Oshkosh to Jamaica in July is currently the most expensive (average of $637). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oshkosh to Jamaica

Discover the top 5 airlines that operate flights from Oshkosh to Jamaica. 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 diciembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$473Average$631FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$514Average$630FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$540Average$541FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$563Average$759FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$571Average$727FlexibilityNo cancel feeOn-time63%

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