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Cheap flights from Valparaiso, Florida to the Cayman Islands from $635

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to the Cayman Islands departing on 9/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Valparaiso, Florida to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:40 am - 11:00 amVPS  Valparaiso Destin-Ft Walton Beach-GCM George Town Owen Roberts Intl
5h 20m1 stop Miami
American Airlines Logo
12:00 pm - 11:00 pmGCM  George Town Owen Roberts Intl-VPS Valparaiso Destin-Ft Walton Beach
11h 00m1 stop Miami
$635American Airlines
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
6:00 am - 7:52 pmVPS  Valparaiso Destin-Ft Walton Beach-GCM George Town Owen Roberts Intl
12h 52m1 stop Miami
American Airlines Logo
1:05 pm - 10:22 pmGCM  George Town Owen Roberts Intl-VPS Valparaiso Destin-Ft Walton Beach
10h 17m1 stop Charlotte Douglas
$685American Airlines
Fri, Dec 25 - Thu, Dec 31
American Airlines Logo
12:19 pm - 11:00 amVPS  Valparaiso Destin-Ft Walton Beach-GCM George Town Owen Roberts Intl
22h 41m2 stops Dallas/Fort Worth Miami
American Airlines Logo
12:00 pm - 11:00 pmGCM  George Town Owen Roberts Intl-VPS Valparaiso Destin-Ft Walton Beach
11h 00m1 stop Miami
$689American Airlines
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
4:50 pm - 11:00 amVPS  Valparaiso Destin-Ft Walton Beach-GCM George Town Owen Roberts Intl
18h 10m2 stops Charlotte Douglas Miami
American Airlines Logo
12:00 pm - 11:29 amGCM  George Town Owen Roberts Intl-VPS Valparaiso Destin-Ft Walton Beach
23h 29m2 stops Miami Dallas/Fort Worth
$806American Airlines
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
6:00 am - 11:46 amVPS  Valparaiso Destin-Ft Walton Beach-GCM George Town Owen Roberts Intl
4h 46m1 stop Miami
American Airlines Logo
3:30 pm - 11:56 amGCM  George Town Owen Roberts Intl-VPS Valparaiso Destin-Ft Walton Beach
21h 26m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$816American Airlines
Fri, Dec 25 - Thu, Dec 31
American Airlines Logo
6:00 am - 7:52 pmVPS  Valparaiso Destin-Ft Walton Beach-GCM George Town Owen Roberts Intl
12h 52m1 stop Miami
American Airlines Logo
3:25 pm - 11:55 pmGCM  George Town Owen Roberts Intl-VPS Valparaiso Destin-Ft Walton Beach
9h 30m1 stop Miami
$1,116American Airlines
Fri, Dec 25 - Fri, Jan 1
American Airlines Logo
7:15 am - 7:52 pmVPS  Valparaiso Destin-Ft Walton Beach-GCM George Town Owen Roberts Intl
11h 37m2 stops Charlotte Douglas Miami
American Airlines Logo
3:30 pm - 11:56 amGCM  George Town Owen Roberts Intl-VPS Valparaiso Destin-Ft Walton Beach
21h 26m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$1,172American Airlines
Fri, Dec 25 - Thu, Dec 31

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American Airlines flights from Valparaiso, Florida to Cayman Islands

Our best American Airlines deals on Valparaiso, Florida to Cayman Islands flight tickets
American Airlines
Sep 9
VPS5:40 amValparaiso Destin-Ft Walton Beach
5h 20m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
Sep 16
GCM12:00 pmGeorge Town Owen Roberts Intl
11h 00m
1 stop
VPS11:00 pmValparaiso Destin-Ft Walton Beach
$635
American Airlines
Dec 25
VPS6:00 amValparaiso Destin-Ft Walton Beach
12h 52m
1 stop
GCM7:52 pmGeorge Town Owen Roberts Intl
Dec 31
GCM1:05 pmGeorge Town Owen Roberts Intl
10h 17m
1 stop
VPS10:22 pmValparaiso Destin-Ft Walton Beach
$685
American Airlines
Sep 9
VPS12:19 pmValparaiso Destin-Ft Walton Beach
22h 41m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Sep 16
GCM12:00 pmGeorge Town Owen Roberts Intl
11h 00m
1 stop
VPS11:00 pmValparaiso Destin-Ft Walton Beach
$689

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 15, 2026.
Use the filters below to find and compare flights from Valparaiso, Florida to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ValparaisoGeorge Town

VPS Valparaiso Destin-Ft Walton Beach - GCM George Town Owen Roberts Intl

VPSGCM

Valparaiso Destin-Ft Walton Beach

Wed 9/9

5:40 am-11:00 am

1 stop5h 20m

George Town Owen Roberts Intl

Wed 9/16

12:00 pm-11:00 pm

1 stop11h 00m

$635

ValparaisoGeorge Town

VPS Valparaiso Destin-Ft Walton Beach - GCM George Town Owen Roberts Intl

VPSGCM

Valparaiso Destin-Ft Walton Beach

Fri 12/25

6:00 am-7:52 pm

1 stop12h 52m

George Town Owen Roberts Intl

Thu 12/31

1:05 pm-10:22 pm

1 stop10h 17m

$685

ValparaisoGeorge Town

VPS Valparaiso Destin-Ft Walton Beach - GCM George Town Owen Roberts Intl

VPSGCM

Valparaiso Destin-Ft Walton Beach

Wed 9/9

12:19 pm-11:00 am

2 stops22h 41m

George Town Owen Roberts Intl

Wed 9/16

12:00 pm-11:00 pm

1 stop11h 00m

$689

ValparaisoGeorge Town

VPS Valparaiso Destin-Ft Walton Beach - GCM George Town Owen Roberts Intl

VPSGCM

Valparaiso Destin-Ft Walton Beach

Wed 9/9

4:50 pm-11:00 am

2 stops18h 10m

George Town Owen Roberts Intl

Wed 9/16

12:00 pm-11:29 am

2 stops23h 29m

$806

ValparaisoGeorge Town

VPS Valparaiso Destin-Ft Walton Beach - GCM George Town Owen Roberts Intl

VPSGCM

Valparaiso Destin-Ft Walton Beach

Fri 12/25

6:00 am-11:46 am

1 stop4h 46m

George Town Owen Roberts Intl

Thu 12/31

3:30 pm-11:56 am

2 stops21h 26m

$816

ValparaisoGeorge Town

VPS Valparaiso Destin-Ft Walton Beach - GCM George Town Owen Roberts Intl

VPSGCM

Valparaiso Destin-Ft Walton Beach

Fri 12/25

6:00 am-7:52 pm

1 stop12h 52m

George Town Owen Roberts Intl

Fri 1/1

3:25 pm-11:55 pm

1 stop9h 30m

$1,116

ValparaisoGeorge Town

VPS Valparaiso Destin-Ft Walton Beach - GCM George Town Owen Roberts Intl

VPSGCM

Valparaiso Destin-Ft Walton Beach

Fri 12/25

7:15 am-7:52 pm

2 stops11h 37m

George Town Owen Roberts Intl

Thu 12/31

3:30 pm-11:56 am

2 stops21h 26m

$1,172

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Cheap Valparaiso, Florida to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Valparaiso, Florida to Cayman Islands

Fastest flight time

5h 40m

Direct flights

None
The fastest flight from Valparaiso, Florida to Cayman Islands takes 5h 40m
There are no direct flights from Valparaiso, Florida to Cayman Islands. There are no popular flight routes from Valparaiso, Florida to Cayman Islands.
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Frequently asked questions about flying from Valparaiso, Florida to the Cayman Islands

  • When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Cayman Islands?

    Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Cayman Islands refresh daily.

  • How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Cayman Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Frequently asked questions about flying from Valparaiso, Florida to the Cayman Islands

  • How do I get Price Alerts for flights from Valparaiso, Florida to Cayman Islands?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Valparaiso, Florida from Cayman Islands. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Valparaiso, Florida to Cayman Islands with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

Why use momondo?

Why should I use momondo to find a flight deal from Valparaiso to Cayman Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Valparaiso to Cayman Islands for you.

Can I find flights from Valparaiso to Cayman Islands with flexible booking policies on momondo?

Flights from Valparaiso to Cayman Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Valparaiso to Cayman Islands?

momondo helps you find the best flight between Valparaiso and Cayman Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Valparaiso to Cayman Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Cayman Islands from Valparaiso are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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