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$162+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Oshkosh to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Oshkosh (OS9) to Caribbean (0CB). 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 November 20, 2024.

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 20, 2024.

This American Airlines deal was found by Cheapflights users on 11/19. 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 11/205:00 amATW - SJU
1 stop13h 53mAmerican Airlines
Sat 11/235:50 amSJU - ATW
2 stops12h 15mAmerican Airlines
Deal found 11/19$526
This Delta deal was found by Cheapflights users on 11/18. 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 12/175:30 amATW - STT
1 stop6h 49mDelta
Sun 12/224:10 pmSTT - ATW
1 stop7h 36mDelta
Deal found 11/18$638
This Delta deal was found by Cheapflights users on 11/19. 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 stop9h 35mDelta
Tue 12/102:54 pmNAS - ATW
1 stop8h 27mDelta
Deal found 11/19$641
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/65:20 amATW - NAS
2 stops13h 10mAmerican Airlines
Tue 12/101:06 pmNAS - ATW
2 stops9h 22mAmerican Airlines
Deal found 11/19$646
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/167:35 amATW - STT
2 stops29h 15mAmerican Airlines
Fri 12/201:30 pmSTT - ATW
2 stops10h 13mAmerican Airlines
Deal found 11/18$663
This United deal was found by Cheapflights users on 11/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/25:22 pmATW - SJU
1 stop25h 33mUnited Airlines
Thu 12/52:05 amSJU - ATW
2 stops11h 43mUnited Airlines
Deal found 11/20$716
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Sat 12/712:52 pmATW - STX
2 stops26h 28mAmerican Airlines
Sat 12/146:14 pmSTX - ATW
2 stops26h 28mAmerican Airlines
Deal found 11/19$741
This United Airlines deal was found by Cheapflights users on 11/18. 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 12/143:45 pmATW - STT
2 stops19h 26mUnited Airlines
Fri 12/203:00 pmSTT - ATW
1 stop7h 59mUnited Airlines
Deal found 11/18$797
This United deal was found by Cheapflights users on 11/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/19:55 pmATW - NAS
2 stops14h 53mUnited Airlines
Fri 12/612:55 pmNAS - ATW
2 stops8h 55mUnited Airlines
Deal found 11/19$846
This Delta deal was found by Cheapflights users on 11/19. 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 12/75:30 amATW - STX
1 stop6h 50mDelta
Sat 12/143:21 pmSTX - ATW
1 stop7h 46mDelta
Deal found 11/19$968
This Mytrip deal was found by Cheapflights users on 11/19. 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 12/279:18 amATW - STT
3 stops23h 21mMultiple Airlines
Wed 1/15:45 pmSTT - ATW
3 stops31h 53mMultiple Airlines
Deal found 11/19$1,003
This Delta deal was found by Cheapflights users on 11/19. 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 11/275:30 amATW - SJU
1 stop9h 43mDelta
Sun 12/13:25 pmSJU - ATW
1 stop7h 33mDelta
Deal found 11/19$1,055

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Tue 1/28

8:25 am-12:36 am

2 stops14h 11m

San Juan Luis Munoz Marin Intl

Mon 2/10

2:05 am-11:50 am

2 stops11h 45m

$364

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Tue 1/28

6:10 am-10:07 pm

1 stop13h 57m

San Juan Luis Munoz Marin Intl

Tue 2/11

3:36 pm-9:38 pm

1 stop8h 02m

$374

AppletonChristiansted

ATW - STX

ATWSTX

Appleton Intl

Tue 1/14

6:10 am-3:48 pm

1 stop7h 38m

Christiansted Henry Rohlsen

Tue 1/21

4:33 pm-6:29 pm

2 stops27h 56m

$426

AppletonNassau

ATW - NAS

ATWNAS

Appleton Intl

Sun 2/16

6:20 am-2:48 pm

1 stop7h 28m

Nassau Intl

Wed 2/19

2:45 pm-11:17 pm

1 stop9h 32m

$503

AppletonSaint Thomas Island

ATW - STT

ATWSTT

Appleton Intl

Fri 1/10

5:03 am-5:41 pm

2 stops10h 38m

Saint Thomas Island Cyril E King

Wed 1/15

4:25 pm-11:22 pm

1 stop8h 57m

$508

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sat 1/25

6:48 am-4:22 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Wed 3/19

2:08 pm-8:50 pm

1 stop7h 42m

$519

AppletonNassau

ATW - NAS

ATWNAS

Appleton Intl

Tue 1/28

5:28 am-11:52 am

1 stop5h 24m

Nassau Intl

Mon 2/3

5:26 pm-10:48 pm

1 stop6h 22m

$528

AppletonNassau

ATW - NAS

ATWNAS

Appleton Intl

Fri 1/3

6:35 am-2:55 pm

1 stop7h 20m

Nassau Intl

Fri 1/10

3:57 pm-8:54 pm

1 stop5h 57m

$556

AppletonSaint Thomas Island

ATW - STT

ATWSTT

Appleton Intl

Sun 1/12

6:15 am-3:40 pm

1 stop7h 25m

Saint Thomas Island Cyril E King

Wed 1/15

3:00 pm-8:54 pm

1 stop7h 54m

$593

AppletonSaint Thomas Island

ATW - STT

ATWSTT

Appleton Intl

Sun 1/12

5:28 am-2:45 pm

1 stop7h 17m

Saint Thomas Island Cyril E King

Mon 1/13

4:00 pm-10:48 pm

1 stop8h 48m

$608

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 23 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 20, 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 20, 2024.
Delta
8.0
Very good
8,756 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
9,171 reviews
Delta
8.0
Very good
8,756 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
8,756 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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.

  • 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.

  • 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.

  • 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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Alternative routes for Oshkosh to Caribbean

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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$157Average$354FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$420FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$258Average$638FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$647FlexibilityNo cancel feeOn-time69%
DeltaCheapest$284Average$654FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$325Average$707FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$360Average$591FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$398Average$677FlexibilityNo cancel feeOn-time83%
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