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Key West

$351+ Cheap flights from Oakland, CA to Key West (OAK - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — EYW
Apr 16 — Apr 231
Wed 4/16
Wed 4/23
1 adult, Economy
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Cheap flight deals from Oakland to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$485
(Mytrip)

One-way from

$351
(Mytrip)

Popular in

June

Cheapest in

August

Average price

$540
Provider with most accurate pricing for Oakland-Key West flight deals.
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Provider most trusted by Cheapflights users for Oakland-Key West flights.
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From Oakland to Key West
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One-way flight from Oakland to Key West
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Oakland to Key West

Cheapest flights from Oakland to Key West
Explore the most affordable flight options available from Oakland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2025.

This Mytrip deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/25:30 amOAK - EYW
3 stops23h 34mMultiple Airlines
Mon 7/75:26 pmEYW - OAK
3 stops33h 00mMultiple Airlines
Deal found 4/10$537
This Delta deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/16:00 amOAK - EYW
2 stops10h 39mDelta
Tue 7/86:00 pmEYW - OAK
2 stops25h 30mDelta
Deal found 4/10$730

Cheapflights Fare Finder

Customize your flight search to find flights from Oakland 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, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2025.
Use the filters below to find and compare flights from Oakland to Key West that are best for you.

Fly from

Oakland

Fly to

Key West

Route

Depart

Return

Price

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Thu 4/24

6:40 pm-4:16 pm

2 stops18h 36m

Key West

Mon 4/28

9:51 am-5:35 pm

2 stops34h 44m

$485

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Tue 7/1

6:00 am-7:39 pm

2 stops10h 39m

Key West

Tue 7/8

6:00 pm-4:30 pm

2 stops25h 30m

$730

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Fri 4/25

6:29 pm-2:56 pm

2 stops17h 27m

$351

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Thu 7/3

6:00 am-10:53 am

2 stops25h 53m

$383

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Compare providers for flights from Oakland to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Key West in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Oakland, California-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Oakland, California-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Oakland, California-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Oakland to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Oakland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oakland to Key West

What is the cheapest month to book a flight from Oakland, California to Key West?

Currently, August is the cheapest month in which you can book a flight from Oakland, California to Key West (average of $328). Flying from Oakland, California to Key West in March is currently the most expensive (average of $493). 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.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated April 11, 2025.
Delta
8.0
Very good
7,910 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Delta
8.0
Very good
7,910 reviews
Delta
8.0
Very good
7,910 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Related info for your journey

Find useful and relevant information for your journey from Oakland to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Oakland to Key West that include hotel bookings?

    Yes. In addition to deals on Oakland to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Key West.

  • Can I find deals for business class flights from Oakland to Key West?

    Yes. Cheapflights offers flight deals from Oakland to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oakland, California to Key West?

    Currently, August is the cheapest month in which you can book a flight from Oakland, California to Key West (average of $328). Flying from Oakland, California to Key West in March is currently the most expensive (average of $493). 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.

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