Cheap flights from HPN to GCM (Westchester County to Owen Roberts Intl.)

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Cheap Flights from HPN to GCM starting at $120 One Way, $348 Round Trip

Prices starting at $348 for return flights and $120 for one-way flights to Owen Roberts Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Apr 27 - Thu, Apr 30
HPN
White Plains
GCM
Grand Cayman
$348 Roundtrip, found 2 days ago
$348
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Apr 27 from White Plains to Grand Cayman, returning Thu, Apr 30, priced at $348 found 2 days ago
Mon, Apr 27 - Thu, Apr 30
HPN
White Plains
GCM
Grand Cayman
$349 Roundtrip, found 2 days ago
$349
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Apr 27 from White Plains to Grand Cayman, returning Thu, Apr 30, priced at $349 found 2 days ago
Sun, May 24 - Fri, May 29
HPN
White Plains
GCM
Grand Cayman
$352 Roundtrip, found 1 day ago
$352
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 24 from White Plains to Grand Cayman, returning Fri, May 29, priced at $352 found 1 day ago
Sun, May 24 - Fri, May 29
HPN
White Plains
GCM
Grand Cayman
$353 Roundtrip, found 1 day ago
$353
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 24 from White Plains to Grand Cayman, returning Fri, May 29, priced at $353 found 1 day ago
Mon, Apr 27 - Thu, Apr 30
HPN
White Plains
GCM
Grand Cayman
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Apr 27 from White Plains to Grand Cayman, returning Thu, Apr 30, priced at $354 found 2 days ago

Hotel Ideas near Owen Roberts Intl.

Airport Hotels near Owen Roberts Intl.

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
$583 nightly
The price is $651 total per night from May 6 to May 7
$651 total
May 6 - May 7
Total with taxes and fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,003 reviews)
overall a great experience and a true resort. most important staff is amazing and that is what makes the difference. cherry on the top is the beach is back.

Reviewed on Apr 5, 2026

Grand Cayman Marriott Resort
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way Seven Mile Beach
$300 nightly
The price is $336 total per night from May 2 to May 3
$336 total
May 2 - May 3
Total with taxes and fees
Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (753 reviews)
Breakfast was fresh , parking no problem. Biggest problem is to find chair on the beach or at the pool.

Reviewed on Mar 31, 2026

Hampton by Hilton Grand Cayman Seven Mile Beach
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way Seven Mile Beach West Bay
$499 nightly
The price is $557 total per night from May 5 to May 6
$557 total
May 5 - May 6
Total with taxes and fees
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of ...
9.8/10 Exceptional! (578 reviews)
While the distant ocean view was unobstructed, the beach view was non-existent. It’s a 4 minute walk across the street and through the community play area. This is a beautiful boutique hotel! Immaculately clean. The staff was top tier. Willie was our favorite pool-side waiter. We ate at all 4 restaurants. ...

Reviewed on Apr 4, 2026

Hotel Indigo Grand Cayman by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In George Town

ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
63 Goring Ave George Town George Town
Book a stay at this luxury hotel in George Town. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Port of Georgetown and Seven Mile Beach ...
Get rates
ONE GT Grand Cayman
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

South Sound Grand Cayman
Stay at this apartment in George Town. Enjoy a garden, Netflix, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (102 reviews)
Convenient location as described in the listing… close to Georgetown and a short drive to Spott’s Beach too. We rented a car which I would recommend! It was great to have Smith’s Cove beach in walking distance as well as Sunset House for when we wanted to go to dinner without driving. We loved having ...

Reviewed on Mar 25, 2026

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Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
Beachfront 2BR Condo on Private Spotts Beach

Beachfront 2BR Condo on Private Spotts Beach

Savannah George Town
Book a stay at this beach condo in George Town. Enjoy free WiFi, a private beach, and laundry facilities. Popular attractions Port of Georgetown and Spotts Beach ...
9.8/10 Exceptional! (167 reviews)
Great place, nicely appointed, great location!!! Could not be more happy…

Reviewed on Mar 7, 2026

Get rates
Beachfront 2BR Condo on Private Spotts Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in George Town

Sprat Bay Luxury Villa

Sprat Bay Luxury Villa

4 out of 5
482 South Sound Road, Grand Cayman George Town
Book a stay at this beach villa in George Town. Enjoy free WiFi, free parking, and a private beach. Popular attractions Port of Georgetown and Seven Mile Beach ...

Families like: Kids pool, kitchen, playground, game room

Get rates
Sprat Bay Luxury Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HPN to GCM Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

What is the shortest flight from White Plains Airport to GCM?
The fastest flight from White Plains Airport to GCM is 5 hours and 30 minutes. Slip a few things into your carry-on to keep you occupied, like a gripping book or your travel journal.
How many hours flight from White Plains Airport to Owen Roberts Intl. Airport?
It takes an average of 5 hours and 33 minutes to jet from White Plains Airport to Owen Roberts Intl. Airport (GCM). Get through the journey by watching TV shows and getting stuck into a good book. Alternatively, why not catch up on some sleep?
What airlines have the most flights from White Plains Airport to GCM?
Unfortunately, you can't fly nonstop from Westchester County Airport (HPN) to GCM. However, you can find flights with one or more stops. Look on the bright side — use the break to get the blood flowing again or do a little souvenir shopping!

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.