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Caribbean Islands

$84+ Cheap flights from Wisconsin to Caribbean Islands

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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
nov. 26 — dic. 31
mar. 11/26
mar. 12/3
1 adult, Economy
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Cheap flight deals from Wisconsin to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Caribbean Islands (zzEPX). 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 noviembre 21, 2024.

Find flight deals from Wisconsin to Caribbean Islands

Cheapest flights from Wisconsin to Caribbean Islands
Explore the most affordable flight options available from Wisconsin to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 21, 2024.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/71:00 pmORD - SJU
Nonstop4h 36mSpirit Airlines
jue. 12/122:17 pmSJU - ORD
Nonstop5h 30mSpirit Airlines
Deal found 11/20$170
This FlightHub deal was found by Cheapflights users on 11/21. 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.
dom. 12/89:35 amORD - SJU
1 stop26h 19mFrontier
jue. 12/125:05 pmSJU - ORD
1 stop18h 49mFrontier
Deal found 11/21$175
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/89:35 amORD - SJU
1 stop26h 19mMultiple Airlines
jue. 12/122:17 pmSJU - ORD
Nonstop5h 30mMultiple Airlines
Deal found 11/20$177
This FlightHub deal was found by Cheapflights users on 11/21. 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.
dom. 12/151:02 pmMSP - SJU
1 stop10h 40mMultiple Airlines
sáb. 12/215:25 pmSJU - MSP
1 stop19h 02mMultiple Airlines
Deal found 11/21$209
This United Airlines deal was found by Cheapflights users on 11/21. 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.
lun. 12/92:20 pmORD - SJU
Nonstop4h 35mUnited Airlines
vie. 12/132:05 amSJU - ORD
1 stop10h 48mUnited Airlines
Deal found 11/21$226
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/131:02 pmMSP - SJU
1 stop10h 40mSpirit Airlines
mié. 12/184:30 amSJU - MSP
2 stops13h 06mSpirit Airlines
Deal found 11/21$227
This Frontier deal was found by Cheapflights users on 11/21. 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.
mar. 12/1711:27 amMSP - SJU
1 stop13h 22mFrontier
vie. 12/203:54 amSJU - MSP
1 stop8h 33mFrontier
Deal found 11/21$228
This Mytrip deal was found by Cheapflights users on 11/21. 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.
sáb. 12/75:23 pmMSP - MBJ
2 stops19h 10mMultiple Airlines
sáb. 12/143:35 pmMBJ - MSP
Nonstop4h 59mMultiple Airlines
Deal found 11/21$267
This FlightHub deal was found by Cheapflights users on 11/21. 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.
mié. 12/46:00 amORD - PUJ
Nonstop4h 29mFrontier
mié. 12/115:00 pmPUJ - ORD
Nonstop5h 31mFrontier
Deal found 11/21$269
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/136:07 pmORD - PUJ
1 stop15h 24mMultiple Airlines
mié. 12/182:35 pmPUJ - ORD
1 stop7h 38mMultiple Airlines
Deal found 11/20$281
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/137:45 pmORD - STT
1 stop15h 38mSpirit Airlines
vie. 1/1711:46 amSTT - ORD
1 stop13h 16mSpirit Airlines
Deal found 11/20$324
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/239:25 pmORD - STT
3 stops35h 14mMultiple Airlines
mar. 12/3111:44 amSTT - ORD
1 stop10h 07mMultiple Airlines
Deal found 11/20$337

Find flights from Wisconsin to Caribbean Islands within your budget

Customize your flight search to find flights from Wisconsin to Caribbean Islands 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 2,612,795 searches. Data last updated noviembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sáb. 12/7

1:00 pm-7:36 pm

Nonstop4h 36m

San Juan Luis Munoz Marin Intl

jue. 12/12

2:17 pm-5:47 pm

Nonstop5h 30m

$170

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

dom. 2/2

4:18 pm-10:37 am

1 stop16h 19m

San Juan Luis Munoz Marin Intl

jue. 2/6

9:49 pm-9:52 am

1 stop14h 03m

$173

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mié. 1/8

8:14 pm-11:18 am

1 stop13h 04m

San Juan Luis Munoz Marin Intl

mié. 1/15

4:49 pm-1:50 pm

1 stop23h 01m

$174

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

vie. 2/21

10:24 am-12:48 am

1 stop12h 24m

San Juan Luis Munoz Marin Intl

mar. 2/25

9:30 pm-9:39 am

1 stop14h 09m

$188

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

dom. 12/15

1:02 pm-1:42 am

1 stop10h 40m

San Juan Luis Munoz Marin Intl

sáb. 12/21

5:25 pm-10:27 am

1 stop19h 02m

$209

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

lun. 12/9

2:20 pm-8:55 pm

Nonstop4h 35m

San Juan Luis Munoz Marin Intl

vie. 12/13

2:05 am-9:43 am

1 stop9h 38m

$226

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

vie. 12/13

1:02 pm-1:42 am

1 stop10h 40m

San Juan Luis Munoz Marin Intl

mié. 12/18

4:30 am-3:36 pm

2 stops13h 06m

$227

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

mié. 12/4

6:00 am-12:29 pm

Nonstop4h 29m

Punta Cana

mié. 12/11

5:00 pm-8:31 pm

Nonstop5h 31m

$265

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

sáb. 12/7

5:23 pm-1:33 pm

2 stops19h 10m

Montego Bay Sangster Intl

sáb. 12/14

3:35 pm-7:34 pm

Nonstop4h 59m

$267

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 1/25

5:10 am-3:49 pm

1 stop8h 39m

Punta Cana

mar. 1/28

6:54 pm-10:11 pm

Nonstop5h 17m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Wisconsin 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 Wisconsin to Caribbean Islands

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

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Caribbean Islands (average of $254). Flying from Wisconsin to Caribbean Islands 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 WI to EPX?

Find hourly flight availability from Wisconsin to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 21, 2024.

When flying from Wisconsin to Caribbean Islands, 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated noviembre 21, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Frontier and United Airlines from Wisconsin to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,464 reviews
Southwest
8.1
Very good
5,005 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,779 reviews
Southwest
8.1
Very good
5,005 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Caribbean Islands. 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 Wisconsin to Caribbean Islands one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $84. Users have also found prices from $91 and $105 on Spirit Airlines and United Airlines, respectively.

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

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

  • How can I find direct flights from Wisconsin to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Caribbean Islands 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 Wisconsin to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Caribbean Islands (average of $254). Flying from Wisconsin to Caribbean Islands 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.

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Alternative routes for Wisconsin to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Wisconsin to Caribbean Islands

Discover the top 8 airlines that operate flights from Wisconsin to Caribbean Islands. 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 2,612,795 searches. Data last updated noviembre 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$157Average$354FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$420FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$258Average$637FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$647FlexibilityNo cancel feeOn-time69%
DeltaCheapest$284Average$655FlexibilityNo 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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