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Cheap flights from Oakland, California to Key West from $585

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Key West departing on 7/27. 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
0 bags

Find the cheapest flights from Oakland, California to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:05 pm - 11:00 am
OAK
-
EYW
14h 55m
2 stops
Delta Logo
6:18 pm - 11:51 pm
EYW
-
OAK
32h 33m
2 stops
$585Delta
Mon, Jul 27 - Mon, Aug 3
Delta Logo
12:30 pm - 7:51 pm
OAK
-
EYW
28h 21m
2 stops
Delta Logo
6:18 pm - 11:50 am
EYW
-
OAK
20h 32m
2 stops
$645Delta
Sun, Jul 26 - Mon, Aug 3
Delta Logo
5:05 pm - 11:00 am
OAK
-
EYW
14h 55m
2 stops
Delta Logo
6:18 pm - 11:50 am
EYW
-
OAK
20h 32m
2 stops
$661Delta
Thu, Jul 23 - Mon, Aug 3
Delta Logo
5:05 pm - 11:00 am
OAK
-
EYW
14h 55m
2 stops
Delta Logo
6:18 pm - 11:50 pm
EYW
-
OAK
32h 32m
2 stops
$668Delta
Thu, Jul 23 - Thu, Jul 30
Delta Logo
5:05 pm - 11:00 am
OAK
-
EYW
14h 55m
2 stops
Delta Logo
6:18 pm - 11:51 pm
EYW
-
OAK
32h 33m
2 stops
$681Delta
Mon, Jul 27 - Sun, Aug 2
Delta Logo
5:05 pm - 11:00 am
OAK
-
EYW
14h 55m
2 stops
Delta Logo
2:24 pm - 11:50 am
EYW
-
OAK
24h 26m
2 stops
$696Delta
Mon, Jul 27 - Tue, Aug 4
Delta Logo
6:00 am - 11:00 am
OAK
-
EYW
26h 00m
2 stops
Delta Logo
6:18 pm - 11:50 am
EYW
-
OAK
20h 32m
2 stops
$702Delta
Tue, Jul 28 - Mon, Aug 3
Delta Logo
6:00 am - 5:23 pm
OAK
-
EYW
32h 23m
2 stops
Delta Logo
6:18 pm - 11:51 pm
EYW
-
OAK
32h 33m
2 stops
$741Delta
Sun, Jul 26 - Sun, Aug 2
Delta Logo
5:05 pm - 11:00 am
OAK
-
EYW
14h 55m
2 stops
Delta Logo
6:18 pm - 11:51 pm
EYW
-
OAK
32h 33m
2 stops
$757Delta
Thu, Jul 23 - Sun, Aug 2
Delta Logo
5:05 pm - 11:00 am
OAK
-
EYW
14h 55m
2 stops
Delta Logo
11:56 am - 11:50 am
EYW
-
OAK
26h 54m
2 stops
$772Delta
Thu, Jul 23 - Tue, Aug 4

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Delta flights from Oakland, California to Key West

Our best Delta deals on Oakland, California to Key West flight tickets
Delta
Jul 27
OAK5:05 pmOakland
14h 55m
2 stops
EYW11:00 amKey West
Aug 3
EYW6:18 pmKey West
32h 33m
2 stops
OAK11:51 pmOakland
$585
Delta
Jul 26
OAK12:30 pmOakland
28h 21m
2 stops
EYW7:51 pmKey West
Aug 3
EYW6:18 pmKey West
20h 32m
2 stops
OAK11:50 amOakland
$645
Delta
Jul 23
OAK5:05 pmOakland
14h 55m
2 stops
EYW11:00 amKey West
Aug 3
EYW6:18 pmKey West
20h 32m
2 stops
OAK11:50 amOakland
$661

momondo Fare Finder

 
Customize your flight search to find flights from Oakland, California to Key West 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 May 5, 2026.
Use the filters below to find and compare flights from Oakland, California to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Mon 7/27

5:05 pm-11:00 am

2 stops14h 55m

Key West

Mon 8/3

6:18 pm-11:51 pm

2 stops32h 33m

$585

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Sun 7/26

12:30 pm-7:51 pm

2 stops28h 21m

Key West

Mon 8/3

6:18 pm-11:50 am

2 stops20h 32m

$645
Quickest round-trip

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Thu 7/23

5:05 pm-11:00 am

2 stops14h 55m

Key West

Mon 8/3

6:18 pm-11:50 am

2 stops20h 32m

$661

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Thu 7/23

5:05 pm-11:00 am

2 stops14h 55m

Key West

Thu 7/30

6:18 pm-11:50 pm

2 stops32h 32m

$668

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Mon 7/27

5:05 pm-11:00 am

2 stops14h 55m

Key West

Sun 8/2

6:18 pm-11:51 pm

2 stops32h 33m

$681

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Mon 7/27

5:05 pm-11:00 am

2 stops14h 55m

Key West

Tue 8/4

2:24 pm-11:50 am

2 stops24h 26m

$696

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Tue 7/28

6:00 am-11:00 am

2 stops26h 00m

Key West

Mon 8/3

6:18 pm-11:50 am

2 stops20h 32m

$702

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Sun 7/26

6:00 am-5:23 pm

2 stops32h 23m

Key West

Sun 8/2

6:18 pm-11:51 pm

2 stops32h 33m

$741

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Thu 7/23

5:05 pm-11:00 am

2 stops14h 55m

Key West

Sun 8/2

6:18 pm-11:51 pm

2 stops32h 33m

$757

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Thu 7/23

5:05 pm-11:00 am

2 stops14h 55m

Key West

Tue 8/4

11:56 am-11:50 am

2 stops26h 54m

$772

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Key West from

How to get the cheapest flight ticket from Oakland, California to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Key West?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Key West from Oakland, California according to our data. American Airlines is the first choice among our users, with 71% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 3 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

When to book flights from Oakland, California to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Oakland, California to Key West according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oakland, California to Key West (OAK to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Key West

Fastest flight time

10h 49m

Direct flights

None
The fastest flight from Oakland, California to Key West takes 10h 49m
There are no direct flights from Oakland, California to Key West. There are no popular flight routes from Oakland, California to Key West.
Search flight deals

Frequently asked questions about flying from Oakland, California to Key West

  • How far is Oakland to Key West by plane?

    The distance between Oakland and Key West is about 2536.2 mi. A reasonable flight in good conditions will take 10h 49m.

  • When did momondo last update prices for flights from Oakland Airport to Key West Airport?

    Prices for flights from Oakland Airport to Key West Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Oakland Airport to Key West Airport?

    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 Oakland Airport to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents required for your trip to Key West Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Oakland to Key West?

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 Oakland to Key West for you.

Can I find flights from Oakland to Key West with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Oakland to Key West flights to just show those with flexible booking policies.

How can momondo help me find flights from Oakland to Key West?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Key West from Oakland.

I’m not ready to book a flight from Oakland to Key West right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Oakland to Key West now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Key West and let you know when they change.

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