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Wisconsin

$84+ Cheap flights from Caribbean 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
nov. 25 — dic. 21
lun. 11/25
lun. 12/2
1 adult, Economy
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Cheap flight deals from Caribbean to Wisconsin

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

Find flight deals from Caribbean to Wisconsin

Cheapest flights from Caribbean to Wisconsin
Explore the most affordable flight options available from Caribbean to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 20, 2024.

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/188:31 pmSJU - ORD
Nonstop5h 27mSpirit Airlines
jue. 1/21:00 pmORD - SJU
Nonstop4h 36mSpirit Airlines
Deal found 11/19$158
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. 12/62:17 pmSJU - ORD
Nonstop5h 30mMultiple Airlines
lun. 12/94:58 pmORD - SJU
1 stop7h 04mMultiple Airlines
Deal found 11/20$161
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.
vie. 12/203:54 amSJU - MSP
1 stop8h 33mFrontier
dom. 1/56:07 pmMSP - SJU
1 stop10h 23mFrontier
Deal found 11/20$162
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/203:54 amSJU - ORD
1 stop8h 00mFrontier
mar. 12/3111:24 amORD - SJU
1 stop7h 32mFrontier
Deal found 11/19$163
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.
jue. 12/125:05 pmSJU - MKE
1 stop18h 42mFrontier
dom. 12/1510:47 amMKE - SJU
1 stop21h 51mFrontier
Deal found 11/19$165
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/79:49 pmSJU - MKE
1 stop13h 58mMultiple Airlines
mié. 12/115:00 amMKE - SJU
1 stop13h 22mMultiple Airlines
Deal found 11/20$193
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/59:13 pmSJU - MKE
1 stop26h 29mSpirit Airlines
lun. 12/95:00 amMKE - SJU
2 stops38h 49mSpirit Airlines
Deal found 11/19$226
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/83:20 amSJU - MSP
1 stop10h 37mSpirit Airlines
lun. 12/161:02 pmMSP - SJU
1 stop10h 40mSpirit Airlines
Deal found 11/18$228
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/262:45 amSJU - MSP
1 stop14h 51mMultiple Airlines
sáb. 1/411:27 amMSP - SJU
1 stop13h 22mMultiple Airlines
Deal found 11/19$237
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/215:00 pmPUJ - ORD
Nonstop5h 31mFrontier
mar. 1/146:10 amORD - PUJ
Nonstop4h 29mFrontier
Deal found 11/19$252
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/62:05 amSJU - ORD
1 stop9h 38mUnited Airlines
mar. 12/1012:53 pmORD - SJU
1 stop9h 43mUnited Airlines
Deal found 11/19$290
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/212:33 pmPUJ - ORD
1 stop7h 40mMultiple Airlines
mar. 1/146:10 amORD - PUJ
Nonstop4h 29mMultiple Airlines
Deal found 11/19$292

Find flights from Caribbean to Wisconsin within your budget

Customize your flight search to find flights from Caribbean 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 2,629,791 searches. Data last updated noviembre 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

jue. 1/23

9:49 pm-9:44 am

1 stop13h 55m

Minneapolis St Paul

lun. 1/27

10:14 am-2:19 am

1 stop14h 05m

$148

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

lun. 2/3

6:00 am-10:16 pm

1 stop18h 16m

Chicago O'Hare Intl

lun. 2/10

3:16 pm-12:39 am

1 stop7h 23m

$158

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

vie. 12/20

4:43 pm-8:13 pm

Nonstop5h 30m

Chicago O'Hare Intl

mar. 1/7

9:32 am-4:15 pm

Nonstop4h 43m

$159

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

vie. 12/6

2:17 pm-5:47 pm

Nonstop5h 30m

Chicago O'Hare Intl

lun. 12/9

4:58 pm-2:02 am

1 stop7h 04m

$161

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

jue. 12/12

5:05 pm-9:47 am

1 stop18h 42m

Milwaukee-Mitchell

dom. 12/15

10:47 am-10:38 am

1 stop21h 51m

$165

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

sáb. 12/7

9:49 pm-9:47 am

1 stop13h 58m

Milwaukee-Mitchell

mié. 12/11

5:00 am-8:22 pm

1 stop13h 22m

$193

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

vie. 1/31

6:10 pm-9:27 pm

Nonstop5h 17m

Chicago O'Hare Intl

mié. 2/5

6:10 am-1:00 pm

Nonstop4h 50m

$200

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

vie. 12/6

8:35 am-11:54 am

Nonstop5h 19m

Chicago O'Hare Intl

lun. 12/9

2:20 pm-8:55 pm

Nonstop4h 35m

$221

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

jue. 12/5

9:13 pm-9:42 pm

1 stop26h 29m

Milwaukee-Mitchell

lun. 12/9

5:00 am-9:49 pm

2 stops38h 49m

$226

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

dom. 12/8

3:20 am-11:57 am

1 stop10h 37m

Minneapolis St Paul

lun. 12/16

1:02 pm-1:42 am

1 stop10h 40m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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

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

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

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

Currently, January is the cheapest month in which you can book a flight from Caribbean to Wisconsin (average of $277). Flying from Caribbean to Wisconsin in June is currently the most expensive (average of $361). 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 CB to WI?

Find hourly flight availability from Caribbean to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 20, 2024.

When flying from Caribbean to Wisconsin, 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 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 noviembre 20, 2024.
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

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

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,461 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

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

Copa Airlines
7.8
Good
1,785 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

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

JetBlue
7.5
Good
3,394 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

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 Caribbean 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 Caribbean to Wisconsin 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 $85 and $100 on Spirit Airlines and United Airlines, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Wisconsin (average of $277). Flying from Caribbean to Wisconsin in June is currently the most expensive (average of $361). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean to Wisconsin

Discover the top 5 airlines that operate flights from Caribbean 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 2,629,791 searches. Data last updated noviembre 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$217Average$422FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$274Average$482FlexibilityNo cancel feeOn-time71%
DeltaCheapest$334Average$461FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$388Average$462FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$443Average$516FlexibilityNo cancel feeOn-time69%
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