When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 42 days in advance, which can save you up to 91% on flights from Midland to Caribbean compared to booking the week you need them. Waiting 42 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $574. For sooner than that we have options available in the next 3 days from $685.
Our data shows that September tends to be the cheapest month to fly to Caribbean from Midland. Users have commonly found prices around $622 for the month, but tickets can be as low as $291. Due to multiple factors, prepare for potentially higher prices in December.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Midland to Caribbean as you normally would.
Fly from
Fly to
Budget
$384 - $611
Route
Depart
Return
Price
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Mon 9/30
2 stops15h 33m
San Juan Luis Munoz Marin Intl
Wed 10/2
2 stops16h 30m
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Mon 9/30
2 stops15h 33m
San Juan Luis Munoz Marin Intl
Wed 10/2
2 stops16h 30m
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Mon 9/30
1 stop7h 30m
San Juan Luis Munoz Marin Intl
Wed 10/2
1 stop9h 34m
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Mon 9/30
1 stop15h 10m
San Juan Luis Munoz Marin Intl
Wed 10/2
2 stops10h 22m
Midland IntlSimpson Bay Princess Juliana
MAF - SXM
MAFSXM
Midland Intl
Sat 8/24
2 stops18h 02m
Simpson Bay Princess Juliana
Wed 8/28
2 stops19h 28m
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Mon 8/12
2 stops15h 39m
San Juan Luis Munoz Marin Intl
Sat 8/17
2 stops11h 55m
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Sun 8/11
2 stops17h 51m
San Juan Luis Munoz Marin Intl
Sat 8/17
2 stops18h 27m
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Tue 6/11
2 stops15h 34m
San Juan Luis Munoz Marin Intl
Mon 7/1
2 stops14h 22m
Midland IntlSan Juan Luis Munoz Marin Intl
MAF - SJU
MAFSJU
Midland Intl
Mon 9/30
1 stop7h 30m
San Juan Luis Munoz Marin Intl
Tue 10/1
2 stops13h 47m
No data available for this route at this time. Please check back soon.
Comfort
Boarding
Overall
Food
Crew
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.
Comfort
Boarding
Overall
Food
Crew
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.
Comfort
Boarding
Overall
Food
Crew
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.
Comfort
Boarding
Overall
Food
Crew
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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