To save up to 90% on this flight, we recommend booking at least 50 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Milwaukee to Caribbean Islands from $330 1-2 weeks out and tickets from $396 for flights departing within the next 72 hours.
Due to multiple factors, expect to potentially pay more when booking in December. For low rates, September can be a great choice for travel to Caribbean Islands. Flights to Caribbean Islands from Milwaukee in September are about $438 on average during September, but can be found for as low as $178.
When flying from Milwaukee 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.
Fly from
Fly to
Budget
$199 - $447
Route
Depart
Return
Price
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 9/17
1 stop15h 07m
San Juan Luis Munoz Marin Intl
Tue 9/24
2 stops13h 31m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 9/17
1 stop8h 41m
San Juan Luis Munoz Marin Intl
Tue 9/24
1 stop9h 10m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 10/11
1 stop15h 06m
San Juan Luis Munoz Marin Intl
Wed 10/16
1 stop12h 23m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 8/21
2 stops29h 28m
San Juan Luis Munoz Marin Intl
Mon 8/26
1 stop11h 45m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sun 6/2
1 stop15h 49m
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop26h 18m
Milwaukee-MitchellNassau Intl
MKE - NAS
MKENAS
Milwaukee-Mitchell
Fri 9/6
1 stop5h 07m
Nassau Intl
Fri 9/13
1 stop11h 38m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 6/5
2 stops28h 40m
San Juan Luis Munoz Marin Intl
Sat 6/8
1 stop24h 18m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 9/25
1 stop7h 42m
San Juan Luis Munoz Marin Intl
Mon 9/30
1 stop7h 36m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 6/5
1 stop10h 51m
San Juan Luis Munoz Marin Intl
Tue 6/11
1 stop8h 43m
No data available for this route at this time. Please check back soon.
Entertainment
Food
Boarding
Overall
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Food
Boarding
Overall
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Food
Boarding
Overall
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Food
Boarding
Overall
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Food
Boarding
Overall
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Food
Boarding
Overall
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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