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 from $330 1-2 weeks out and tickets from $396 for flights departing within the next 72 hours.
Flights from Milwaukee to Caribbean lean towards being more expensive in December. Prices are generally better when you fly from Milwaukee to Caribbean in September, with the cheapest ticket starting at $178.
When flying from Milwaukee to Caribbean, 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
$250 - $387
Route
Depart
Return
Price
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 6/8
2 stops28h 22m
San Juan Luis Munoz Marin Intl
Thu 6/13
2 stops17h 17m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 6/10
2 stops26h 32m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop26h 29m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 7/3
1 stop14h 27m
San Juan Luis Munoz Marin Intl
Wed 7/17
1 stop9h 09m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 9/7
2 stops10h 07m
San Juan Luis Munoz Marin Intl
Fri 9/13
2 stops12h 55m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 8/21
1 stop19h 51m
San Juan Luis Munoz Marin Intl
Wed 9/4
2 stops21h 37m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 7/16
2 stops31h 35m
San Juan Luis Munoz Marin Intl
Mon 7/22
1 stop7h 47m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 11/9
2 stops12h 00m
San Juan Luis Munoz Marin Intl
Wed 11/20
1 stop7h 17m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 10/30
1 stop6h 17m
San Juan Luis Munoz Marin Intl
Tue 11/12
1 stop11h 48m
Milwaukee-MitchellSan Juan Luis Munoz Marin Intl
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 6/12
1 stop10h 51m
San Juan Luis Munoz Marin Intl
Mon 6/17
1 stop10h 54m
No data available for this route at this time. Please check back soon.
Crew
Entertainment
Food
Boarding
Comfort
Overall
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.
Crew
Entertainment
Food
Boarding
Comfort
Overall
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.
Crew
Entertainment
Food
Boarding
Comfort
Overall
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.
Crew
Entertainment
Food
Boarding
Comfort
Overall
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.
Crew
Entertainment
Food
Boarding
Comfort
Overall
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.
Crew
Entertainment
Food
Boarding
Comfort
Overall
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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