$152 Find Cheap Flights from Caribbean to Milwaukee - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Milwaukee

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Milwaukee

Thu, Nov 19 - Mon, Nov 23
Frontier Logo
7:26 pm - 5:26 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
24h 00m1 stop Orlando
Frontier Logo
6:11 pm - 2:32 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
18h 21m1 stop Orlando
$400Frontier
Wed, Nov 18 - Tue, Nov 24
Frontier Logo
11:20 am - 9:16 amSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
23h 56m1 stop Orlando
Frontier Logo
6:11 pm - 9:59 amMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
13h 48m1 stop Orlando
$405Frontier
Tue, Dec 22 - Sun, Jan 3
United Airlines Logo
3:45 pm - 12:15 pmMBJ  Montego Bay Sangster Intl-MKE Milwaukee-Mitchell
21h 30m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
6:29 am - 12:13 pmMKE  Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl
28h 44m1 stop Newark
$417United Airlines
Thu, Dec 3 - Thu, Dec 10
Southwest Logo
12:30 pm - 9:25 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
10h 55m2 stops Orlando Baltimore/Washington
Southwest Logo
8:10 am - 12:50 amMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
14h 40m2 stops Washington, D.C. Reagan-National Orlando
$426Southwest
Thu, Dec 3 - Thu, Dec 10
Southwest Logo
12:30 pm - 9:05 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
10h 35m1 stop Orlando
Southwest Logo
3:50 pm - 12:50 amMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
7h 00m1 stop Orlando
$426Southwest
Tue, Dec 22 - Sun, Jan 3
American Airlines Logo
3:22 pm - 11:59 pmMBJ  Montego Bay Sangster Intl-MKE Milwaukee-Mitchell
9h 37m1 stop Charlotte Douglas
American Airlines Logo
6:49 pm - 10:11 amMKE  Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl
14h 22m1 stop Charlotte Douglas
$436American Airlines
Wed, Feb 10 - Mon, Feb 15
American Airlines Logo
5:15 am - 2:22 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
11h 07m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
5:46 pm - 6:07 amMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
10h 21m1 stop Dallas/Fort Worth
$436American Airlines
Tue, Dec 22 - Sun, Jan 3
United Airlines Logo
3:45 pm - 12:15 pmMBJ  Montego Bay Sangster Intl-MKE Milwaukee-Mitchell
21h 30m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
7:00 pm - 4:19 pmMKE  Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl
20h 19m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$436United Airlines
Thu, Jan 28 - Mon, Feb 1
Delta Logo
4:10 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
9h 49m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 5:25 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
8h 25m1 stop Atlanta Hartsfield-Jackson
$446Delta
Thu, Nov 19 - Tue, Nov 24
Delta Logo
3:20 pm - 8:15 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
6h 55m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:20 am - 3:05 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
7h 45m1 stop Atlanta Hartsfield-Jackson
$618Delta
Useful Info

Good to know

Low season

January

Cheapest flight

$152
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 39% lower on average.
Flight from San Juan to Milwaukee

FAQs for booking flights from Caribbean to Milwaukee

  • How does KAYAK find such low prices on flights from Caribbean to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Oak Creek
Pewaukee
New Berlin
Mequon
Port Washington

More options for your flight to Milwaukee