Find Cheap Flights from Wisconsin to Caribbean

Round-trip
Economy
Wichita (ICT)
Caribbean
Mon 9/16
Mon 9/23
Any month
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Wisconsin to Caribbean Flight Information

Flights Arrive in Caribbean
Flights Depart from Wisconsin
Flight Price $306
Airlines Frontier, American Airlines, United Airlines, Delta

FAQs for Booking Wisconsin to Caribbean Flights

How does KAYAK find such low flight prices?
KAYAK processes over 2 billion travel queries annually and displays results from hundreds of airlines and third party sites, allowing it to find a variety of flight prices and options. It also displays results from 2M+ properties along with rental cars, vacation packages, activities and millions of verified reviews so users can see as many available travel options as possible.
How can Hacker Fares save me money?
Hacker Fares allow you to combine one-way tickets on different airlines when it can save you money over a traditional round-trip ticket.
Does KAYAK query more flight providers than competitors?
Yes, KAYAK has access to more data and information than online travel agencies and consistently outperforms the competition in accuracy, globally.
How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travelers know whether to wait or book now.

Book cheap flights from Wisconsin to Caribbean (round-trip)

Airports
Origin
Milwaukee
$306
only
$306
Madison
$463
only
$463
Destination
San Juan
$306
only
$306
Oranjestad
$470
only
$470
Punta Cana
$465
only
$465
Havana
$352
only
$352
Tue, Oct 1
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
15h 30m
Wed, Oct 2
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
14h 56m
Trip: 2 days
Overall null null
Based on null reviews
Wed, Sep 18
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
10h 33m
Mon, Sep 23
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
13h 31m
Trip: 6 days
Overall null null
Based on null reviews
Thu, Oct 10
MKE
Milwaukee-Mitchell
HAV
Havana Jose Marti Intl
6h 50m
Fri, Oct 18
HAV
Havana Jose Marti Intl
MKE
Milwaukee-Mitchell
10h 15m
Trip: 9 days
Overall null null
Based on null reviews
Thu, Oct 17
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
6h 34m
Thu, Oct 24
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
7h 50m
Trip: 8 days
Overall null null
Based on null reviews
Tue, Jan 28
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
7h 10m
Mon, Feb 3
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
14h 16m
Trip: 7 days
Overall null null
Based on null reviews
Tue, Feb 18
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
13h 55m
Mon, Feb 24
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
14h 16m
Trip: 7 days
Overall null null
Based on null reviews
Fri, Dec 6
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
8h 02m
Mon, Dec 9
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
14h 16m
Trip: 4 days
Overall null null
Based on null reviews
Fri, Dec 6
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
8h 02m
Mon, Dec 9
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
14h 16m
Trip: 4 days
Overall null null
Based on null reviews
Sat, Feb 1
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
10h 53m
Sat, Feb 8
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
8h 49m
Trip: 8 days
Overall null null
Based on null reviews
Sat, Jan 11
MKE
Milwaukee-Mitchell
HAV
Havana Jose Marti Intl
6h 25m
Thu, Jan 16
HAV
Havana Jose Marti Intl
MKE
Milwaukee-Mitchell
10h 30m
Trip: 6 days
Overall null null
Based on null reviews
Thu, Jan 2
MKE
Milwaukee-Mitchell
PUJ
Punta Cana
15h 12m
Wed, Jan 8
PUJ
Punta Cana
MKE
Milwaukee-Mitchell
7h 48m
Trip: 7 days
Overall null null
Based on null reviews
Tue, Feb 18
MKE
Milwaukee-Mitchell
PUJ
Punta Cana
14h 25m
Tue, Feb 25
PUJ
Punta Cana
MKE
Milwaukee-Mitchell
17h 38m
Trip: 8 days
Overall null null
Based on null reviews
Thu, Jan 23
MKE
Milwaukee-Mitchell
SJU
San Juan Luis Munoz Marin Intl
6h 35m
Thu, Jan 30
SJU
San Juan Luis Munoz Marin Intl
MKE
Milwaukee-Mitchell
9h 22m
Trip: 8 days
Overall null null
Based on null reviews
Wed, Dec 4
MKE
Milwaukee-Mitchell
HAV
Havana Jose Marti Intl
13h 35m
Sun, Dec 8
HAV
Havana Jose Marti Intl
MKE
Milwaukee-Mitchell
16h 43m
Trip: 5 days
Overall null null
Based on null reviews
Thu, Dec 12
MKE
Milwaukee-Mitchell
PUJ
Punta Cana
14h 25m
Wed, Dec 18
PUJ
Punta Cana
MKE
Milwaukee-Mitchell
10h 39m
Trip: 7 days
Overall null null
Based on null reviews
Thu, Dec 5
MSN
Madison Truax Field
SJU
San Juan Luis Munoz Marin Intl
8h 45m
Wed, Dec 11
SJU
San Juan Luis Munoz Marin Intl
MSN
Madison Truax Field
11h 02m
Trip: 7 days
Overall null null
Based on null reviews
Fri, Oct 25
MKE
Milwaukee-Mitchell
AUA
Oranjestad Reina Beatrix
18h 15m
Sat, Nov 2
AUA
Oranjestad Reina Beatrix
MKE
Milwaukee-Mitchell
17h 38m
Trip: 9 days
Overall null null
Based on null reviews
Tue, Oct 29
MKE
Milwaukee-Mitchell
AUA
Oranjestad Reina Beatrix
18h 55m
Tue, Nov 5
AUA
Oranjestad Reina Beatrix
MKE
Milwaukee-Mitchell
8h 42m
Trip: 8 days
Overall null null
Based on null reviews
Wed, Jan 29
MKE
Milwaukee-Mitchell
AUA
Oranjestad Reina Beatrix
17h 40m
Wed, Feb 12
AUA
Oranjestad Reina Beatrix
MKE
Milwaukee-Mitchell
7h 49m
Trip: 15 days
Overall null null
Based on null reviews
Tue, Oct 1
MKE
Milwaukee-Mitchell
PUJ
Punta Cana
6h 25m
Tue, Oct 8
PUJ
Punta Cana
MKE
Milwaukee-Mitchell
7h 22m
Trip: 8 days
Overall null null
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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