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Find cheap flights from Oakland to the Cayman Islands from $607

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to the Cayman Islands departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 5/19
Sun 5/26

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In the last 7 days travelers have searched 44,212,662 times on KAYAK, and here is why:

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FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Oakland to the Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to the Cayman Islands from Oakland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to the Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to the Cayman Islands with an airline and back to Oakland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to the Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to the Cayman Islands from Oakland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to the Cayman Islands

  • Morning departure is around 4% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Book cheap flights from Oakland to the Cayman Islands

Recent round-trip flight deals

9/26Thu
1 stopDelta
10h 45mOAK-GCM
9/29Sun
1 stopDelta
10h 45mGCM-OAK
$607
9/26Thu
1 stopDelta
10h 45mOAK-GCM
9/29Sun
2 stopsDelta
13h 05mGCM-OAK
$657
5/16Thu
2 stopsDelta
20h 06mOAK-GCM
5/21Tue
2 stopsDelta
13h 00mGCM-OAK
$665
9/26Thu
2 stopsDelta
16h 15mOAK-GCM
9/29Sun
2 stopsDelta
13h 05mGCM-OAK
$759
6/14Fri
1 stopDelta
10h 41mOAK-GCM
6/24Mon
1 stopDelta
10h 50mGCM-OAK
$1,030
6/14Fri
2 stopsDelta
16h 36mOAK-GCM
6/24Mon
1 stopDelta
10h 50mGCM-OAK
$1,080
5/16Thu
3 stopsAmerican Airlines
22h 10mOAK-GCM
5/21Tue
3 stopsAmerican Airlines
31h 27mGCM-OAK
$5,770
10/14Mon
2 stopsAmerican Airlines
22h 26mOAK-GCM
10/19Sat
2 stopsAmerican Airlines
34h 08mGCM-OAK
$5,922

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Oakland - Cayman Islands Flights

Departure:

Oakland (OAK)United States

Cabin classes: