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$254+ Cheap flights from Oshkosh, WI to Caribbean

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Nov 10 — Nov 171
1 adult
Sun 11/10
Sun 11/17
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Find flight deals from Oshkosh to Caribbean

Cheapest flights from Oshkosh to Caribbean
Explore the most affordable flight options available from Oshkosh to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 5, 2024.

This Delta deal was found by Cheapflights users on 11/4. 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 11/165:30 amATW - SJU
1 stop9h 43mDelta
Tue 11/191:50 pmSJU - ATW
1 stop10h 20mDelta
Deal found 11/4$338
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/168:25 amATW - SJU
2 stops14h 11mUnited Airlines
Mon 11/182:05 amSJU - ATW
2 stops15h 03mUnited Airlines
Deal found 11/4$428
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/28:00 amATW - SJU
3 stops27h 00mMultiple Airlines
Sun 12/810:44 pmSJU - ATW
3 stops26h 24mMultiple Airlines
Deal found 11/3$491
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/47:45 amATW - STT
2 stops26h 22mAmerican Airlines
Tue 12/106:05 pmSTT - ATW
2 stops18h 46mAmerican Airlines
Deal found 11/4$498
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sun 12/15:00 amATW - NAS
1 stop5h 54mAmerican Airlines
Fri 12/612:32 pmNAS - ATW
1 stop12h 33mAmerican Airlines
Deal found 11/4$523
This Delta deal was found by Cheapflights users on 11/4. 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 12/65:30 amATW - NAS
1 stop5h 27mDelta
Tue 12/102:54 pmNAS - ATW
1 stop8h 27mDelta
Deal found 11/4$548
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Mon 12/27:44 amATW - SJU
2 stops14h 58mAmerican Airlines
Fri 12/64:45 pmSJU - ATW
1 stop9h 20mAmerican Airlines
Deal found 11/5$669
This Delta deal was found by Cheapflights users on 11/5. 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 12/195:30 amATW - SXM
1 stop7h 41mDelta
Tue 12/241:50 pmSXM - ATW
1 stop9h 56mDelta
Deal found 11/5$672
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/197:43 amATW - SXM
2 stops26h 47mAmerican Airlines
Tue 12/241:30 pmSXM - ATW
2 stops23h 23mAmerican Airlines
Deal found 11/5$699
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/146:37 amATW - STT
1 stop29h 38mUnited Airlines
Sat 12/213:17 pmSTT - ATW
1 stop7h 42mUnited Airlines
Deal found 11/5$722
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Mon 11/186:00 amATW - KIN
2 stops15h 00mAmerican Airlines
Wed 11/277:00 amKIN - ATW
2 stops16h 32mAmerican Airlines
Deal found 11/4$723
This deal was found by Cheapflights users on 11/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:30 amATW - STT
1 stop6h 51mDelta
Mon 12/93:30 pmSTT - ATW
1 stop8h 51mDelta
Deal found 11/4$1,004

Find flights from Oshkosh to Caribbean within your budget

Customize your flight search to find flights from Oshkosh to Caribbean 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 2,554,862 searches. Data last updated November 5, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

AppletonKingston

ATW - KIN

ATWKIN

Appleton Intl

Fri 11/15

4:42 pm-12:09 pm

2 stops18h 27m

$254

AppletonKingston

ATW - KIN

ATWKIN

Appleton Intl

Sat 11/16

6:40 am-9:05 pm

2 stops13h 25m

$361

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Tue 1/28

6:07 am-2:45 pm

1 stop6h 38m

San Juan Luis Munoz Marin Intl

Tue 2/4

6:15 am-9:38 pm

2 stops17h 23m

$264

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sat 1/25

6:48 am-11:45 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Fri 2/7

3:23 pm-8:33 pm

1 stop7h 10m

$324

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 2/2

6:15 am-3:38 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Tue 2/11

2:05 am-11:50 am

2 stops11h 45m

$354

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Mon 12/2

8:00 am-1:00 pm

2 stops27h 00m

San Juan Luis Munoz Marin Intl

Sun 12/8

10:44 pm-11:08 pm

3 stops26h 24m

$543

AppletonChristiansted

ATW - STX

ATWSTX

Appleton Intl

Tue 1/14

6:00 am-3:48 pm

1 stop7h 48m

Christiansted Henry Rohlsen

Tue 1/21

6:20 pm-11:12 am

2 stops18h 52m

$416

AppletonSaint Thomas Island

ATW - STT

ATWSTT

Appleton Intl

Wed 12/4

7:45 am-12:07 pm

2 stops26h 22m

Saint Thomas Island Cyril E King

Tue 12/10

6:05 pm-10:51 am

2 stops18h 46m

$498

AppletonNassau

ATW - NAS

ATWNAS

Appleton Intl

Fri 12/6

5:30 am-11:57 am

1 stop5h 27m

Nassau Intl

Tue 12/10

2:54 pm-10:21 pm

1 stop8h 27m

$548

AppletonSaint Thomas Island

ATW - STT

ATWSTT

Appleton Intl

Wed 1/29

6:15 am-3:40 pm

1 stop7h 25m

Saint Thomas Island Cyril E King

Tue 2/4

2:15 pm-11:50 am

2 stops23h 35m

$580

Flights are sorted by cheapest first

Deals found on 11/4

Showing 1-10 of 26 results
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Best time to book a flight from Oshkosh to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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.

Travel insights for flights from Oshkosh to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Oshkosh to Caribbean (average of $254). Flying from Oshkosh to Caribbean in March is currently the most expensive (average of $335). 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 CB?

Find hourly flight availability from Oshkosh to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 5, 2024.

When flying from Oshkosh to Caribbean, 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 Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated November 5, 2024.
Delta
8.0
Very good
8,830 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,830 reviews
Delta
8.0
Very good
8,830 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
9,215 reviews
Delta
8.0
Very good
8,830 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,830 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

  • Can I find flights from Oshkosh to Caribbean for under $300 on Cheapflights?

    Yes, there are multiple flights from Oshkosh to Caribbean for under $300. The cheapest flight booked recently is on American Airlines for just $264, but on average you can expect to pay $630.

  • What are the most popular routes from Oshkosh to Caribbean?

    While some choose either Appleton Intl - San Juan Luis Munoz Marin Intl or Appleton Intl - Nassau Intl, Appleton Intl - Saint Thomas Island Cyril E King is the most popular route from Oshkosh to Caribbean.

  • What does MKE to SJU mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Milwaukee-Mitchell Airport to San Juan Luis Munoz Marin Intl Airport flight would often be abbreviated as a MKE to SJU flight. Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Oshkosh to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Oshkosh to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Oshkosh to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Oshkosh to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oshkosh to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Oshkosh to Caribbean that allow pets onboard?

    Many airlines flying from Oshkosh to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Oshkosh to Caribbean?

    Yes, you can often find last-minute deals on Oshkosh to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Oshkosh to Caribbean flight deals updated?

    The Oshkosh to Caribbean flight deals you see on this page were last updated on 11/5.

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

    Currently, September is the cheapest month in which you can book a flight from Oshkosh to Caribbean (average of $254). Flying from Oshkosh to Caribbean in March is currently the most expensive (average of $335). 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 8 airlines flying from Oshkosh to Caribbean

Discover the top 8 airlines that operate flights from Oshkosh to Caribbean. 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 2,554,862 searches. Data last updated November 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$175Average$404FlexibilityNo cancel feeOn-time65%
FrontierCheapest$230Average$352FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$257Average$622FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$280Average$678FlexibilityNo cancel feeOn-time69%
DeltaCheapest$284Average$652FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$325Average$657FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$360Average$608FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$398Average$671FlexibilityNo cancel feeOn-time83%
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