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 $332 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 $441 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
$246 - $465
Route
Depart
Return
Price
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 8/21
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Wed 9/4
2 stops18h 03m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 8/21
1 stop11h 30m
San Juan Luis Munoz Marin Intl
Wed 9/4
1 stop8h 58m
Milwaukee-MitchellChristiansted Henry Rohlsen
MKE - STX
MKESTX
Milwaukee-Mitchell
Mon 9/9
2 stops19h 24m
Christiansted Henry Rohlsen
Wed 9/11
2 stops20h 19m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 8/21
1 stop11h 30m
San Juan Luis Munoz Marin Intl
Tue 9/3
1 stop23h 51m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 6/12
2 stops28h 27m
San Juan Luis Munoz Marin Intl
Sat 6/15
1 stop24h 18m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 6/26
1 stop18h 32m
San Juan Luis Munoz Marin Intl
Wed 7/3
1 stop29h 05m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 8/29
1 stop8h 59m
San Juan Luis Munoz Marin Intl
Sun 9/1
1 stop7h 22m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 6/13
1 stop9h 07m
San Juan Luis Munoz Marin Intl
Tue 6/18
1 stop10h 54m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 11/29
1 stop6h 48m
San Juan Luis Munoz Marin Intl
Wed 12/4
1 stop9h 01m
No data available for this route at this time. Please check back soon.
Overall
Crew
Food
Boarding
Comfort
Entertainment
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.
Overall
Crew
Food
Boarding
Comfort
Entertainment
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.
Overall
Crew
Food
Boarding
Comfort
Entertainment
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.
Overall
Crew
Food
Boarding
Comfort
Entertainment
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.
Overall
Crew
Food
Boarding
Comfort
Entertainment
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.
Overall
Crew
Food
Boarding
Comfort
Entertainment
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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Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean Islands from Milwaukee today and book when prices fit your budget.