The cheapest times to fly from OAK to EYW are

  • January 1st to February 4th
  • April 16th to June 10th (except the weeks of May 7th and May 21st)
  • August 6th to November 18th (except the weeks of October 1st and October 15th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from OAK to EYW is early to mid September. Prices can be as high as $1609 for Sunday flights during late December, or as low as $307 for Tuesday flights around early to mid September.


When to Fly to Key West

Flying from Oakland, CA (OAK) to Key West, FL (EYW) will usually cost between $407 to $1027 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early to mid September with an average ticket price of $411. Due to high demand the most expensive time to fly is late December, with an average price of $1020. Planning your trip to low-cost times can easily save you $609 on economy flights and even more on first-class flights. Generally, any price below $578 can be considered a good price for a round-trip OAK to EYW flight.

See below for a graph of average weekly prices for the OAK to EYW route. All prices are for round-trip tickets in USD.

OAK to EYW Flight Prices

Compared to other flights, the OAK to EYW flight is cheaper than the average and costs much less than the average flight leaving from Oakland. The average price per mile (for a direct flight) is $0.14, which is far below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $304 (37%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $481. Return trip prices are from the EYW to OAK flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from OAK to EYW can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 5 hour 33 minutes may not be realistic.


Alternative Nearby Airports

Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is not usually a nonstop flight from OAK to EYW while comparing.

Destination alternative #1: Miami International Airport (MIA) in Miami, FL

  • 126 miles (203 km) away from EYW
  • Usually 28.83% less expensive than EYW
  • 1-layover flights available

See OAK to MIA flights

Destination alternative #2: Fort Lauderdale-Hollywood International Airport (FLL) in Fort Lauderdale, FL

  • 145 miles (233 km) away from EYW
  • Usually 21.39% less expensive than EYW
  • 1-layover flights available

See OAK to FLL flights

Destination alternative #3: Southwest Florida International Airport (RSW) in Fort Myers, FL

  • 137 miles (220 km) away from EYW
  • Usually 17.58% less expensive than EYW
  • 1-layover flights available

See OAK to RSW flights

Destination alternative #4: Jose Marti International Airport (HAV) in Havana

  • 116 miles (187 km) away from EYW
  • Usually 7.45% less expensive than EYW
  • 1-layover flights available

See OAK to HAV flights


Flight Questions Answered

Still have questions about flying from OAK to EYW? We’ve got answers.

Which airlines fly this route?

You can find 6 major airlines flying this route most often: Alaska, American, Delta, JetBlue, Silver Airways, United, and potentially more during busy seasons.

How far away is it from Key West International Airport to Metropolitan Oakland International Airport?

The distance between the two airports is roughly 2536 miles or 4081 kilometers.

How long does it take to fly from OAK to EYW?

The real-world flight time for a nonstop OAK to EYW flight is about 5 hour 33 minutes.

How many flights go between Oakland, CA and Key West, FL?

It depends on the day of the week and the date, but a typical day might have around 107 available flights from OAK to EYW.


Airport Location Info


Departing Airport

Origination codeOAK
Origination airport nameMetropolitan Oakland International Airport
CityOakland, CA
Countrythe United States

Return Airport

Destination codeEYW
Destination airport nameKey West International Airport
CityKey West, FL
Countrythe United States


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.