
Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated November 9, 2026.
Round-trip from | $145 (CheapOair) |
|---|---|
One-way from | $69 (Booking.com) |
Popular in | July |
Cheapest in | January |
Average price | $400 |
Good round-trip deal | $86 or less |
Good one-way deal | $74 or less |
Fly from
Fly to
Route
Depart
Return
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Mon 11/16
3:35 pm-1:13 am
1 stop8h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 1/12
8:00 am-5:25 pm
1 stop8h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Wed 12/9
9:45 am-12:36 am
2 stops13h 51m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sat 12/5
9:45 am-12:36 am
2 stops13h 51m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Tue 1/12
11:51 am-11:29 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Wed 12/9
6:00 am-1:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sun 11/15
6:00 am-9:24 pm
2 stops14h 24m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Fri 12/4
5:20 pm-1:59 am
1 stop7h 39m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 1/5
9:55 am-9:00 pm
1 stop10h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Mon 1/4
6:24 am-10:22 pm
2 stops14h 58m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Everything you need to know about your flight from the United States to Caribbean
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Ellen,Oct 2026
GRR - ATL
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Ellen,Oct 2026
GRR - ATL
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Ellen,Oct 2026
GRR - ATL
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Ellen,Oct 2026
GRR - ATL
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Ellen,Oct 2026
GRR - ATL
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
Ellen,Oct 2026
GRR - ATL
Find useful and relevant information for your journey from USA to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$79 | Average$419 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$92 | Average$369 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$539 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$130 | Average$580 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$142 | Average$577 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$144 | Average$589 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$166 | Average$584 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$193 | Average$470 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$194 | Average$511 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$209 | Average$615 | FlexibilityNo cancel fee | On-time71% |