Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 321,000 hotels worldwide and 400 airlines worldwide.

Secure incredible value with Expedia's Price Guarantee.

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap OAK to EYW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Cheap OAK to EYW Flights

Question : Can you cut down on flight costs by changing the day of the week you travel to Key West?
Answer : The lowest-cost day to fly in December is Tuesday. Being flexible with your travel days garners even more savings during booking.

Question : What is the cheapest round-trip ticket you can get to Key West?
Answer : American Airlines is your best bet for finding that coveted low fare. They're offering fares as low as $598, while prices for other flights are as high as $1,314.

Question : How much should a trip from Oakland (OAK) to Key West (EYW) cost?
Answer : Prices for this trip tend to change less than other flights in the United States. They can vary from $598 to $1,314. The further out you book a route, the more likely you are to save.

Question : How long do most people visit Key West?
Answer : Of course you're not most people, but if you were, you'd stay roughly five days.

Question : Is there another local airport that can get you to Key West?
Answer : Departing from Metropolitan Oakland International Airport is not the only way to get to Key West International Airport. Try searching for flights from San Francisco International Airport (SFO) as well. Over the next few months, flights from SFO to EYW are being booked 21% cheaper than flights from OAK to EYW. Being only 12 miles away, it's easily accessible for most.

Oakland to Key West Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Oakland to Key West will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Key West.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with OAK to EYW flights that won’t make your bank account wince. Ready to temporarily leave behind Oakland for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to EYW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.