
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $291 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $716 |
Fly from
Fly to
Route
Depart
Return
Price
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Fri 11/7
9:00 pm-2:15 pm
2 stops16h 15m
Simpson Bay Princess Juliana
Fri 11/14
3:20 pm-11:11 pm
1 stop8h 51m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Sun 2/1
1:16 pm-3:10 pm
3 stops24h 54m
Simpson Bay Princess Juliana
Sat 2/7
4:28 pm-12:21 pm
2 stops20h 53m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Fri 11/14
4:45 pm-2:15 pm
1 stop20h 30m
Simpson Bay Princess Juliana
Fri 11/21
3:20 pm-1:11 pm
1 stop22h 51m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Thu 12/11
6:10 pm-4:00 pm
1 stop20h 50m
Simpson Bay Princess Juliana
Thu 12/18
3:40 pm-5:30 pm
2 stops26h 50m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Mon 3/30
6:15 pm-1:35 pm
2 stops19h 20m
Simpson Bay Princess Juliana
Fri 4/3
4:00 pm-5:30 pm
1 stop25h 30m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Sun 12/21
1:50 pm-2:15 pm
1 stop23h 25m
Simpson Bay Princess Juliana
Wed 12/31
3:20 pm-10:29 am
1 stop20h 09m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Sat 2/14
6:10 pm-2:40 pm
2 stops19h 30m
Simpson Bay Princess Juliana
Sat 2/21
4:28 pm-11:20 am
1 stop19h 52m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Sat 2/7
6:26 pm-12:58 pm
1 stop17h 32m
Simpson Bay Princess Juliana
Fri 2/13
3:20 pm-12:30 am
1 stop10h 10m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Sat 3/7
6:57 pm-12:50 pm
1 stop16h 53m
Simpson Bay Princess Juliana
Wed 3/11
2:15 pm-10:35 pm
1 stop8h 20m
ClevelandSimpson Bay
CLE - SXM
CLESXM
Cleveland Hopkins Intl
Sat 11/1
7:25 am-10:50 am
3 stops51h 25m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
The best time to book flights from Cleveland to Simpson Bay is 72 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, March is the cheapest month in which you can book a flight from Cleveland to Simpson Bay (average of $188). Flying from Cleveland to Simpson Bay in December is currently the most expensive (average of $537). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Boarding
Crew
Overall
Comfort
Food
Entertainment
Reviews
Matthew,Oct 2025
GSP - ATL
Boarding
Crew
Overall
Comfort
Food
Entertainment
Reviews
Matthew,Oct 2025
GSP - ATL
Boarding
Crew
Overall
Comfort
Food
Entertainment
Reviews
Matthew,Oct 2025
GSP - ATL
Boarding
Crew
Overall
Comfort
Food
Entertainment
Reviews
Matthew,Oct 2025
GSP - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$455 | Average$677 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$460 | Average$624 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$537 | Average$691 | FlexibilityNo cancel fee | On-time71% |