$129 Find Cheap Flights from Oakland to Florida Keys

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Florida Keys departing on 8/4. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Florida Keys

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Florida Keys, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Florida Keys, as well as popular online travel agencies
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Cheap Flights from Oakland to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$262
Key West
Key West2 stops$1,139
Miami
Miami1 stop$262
Key West
Key West2 stops$1,139

Book Cheap Oakland to Florida Keys Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Florida Keys that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Florida Keys

Wed, Nov 11 - Tue, Nov 17
Delta Logo
5:05 pm - 6:08 am
OAK
-
MIA
10h 03m
1 stop
Delta Logo
2:03 pm - 11:56 pm
MIA
-
OAK
12h 53m
2 stops
$262Delta
Wed, Sep 2 - Thu, Sep 10
Southwest Logo
11:55 am - 9:50 pm
OAK
-
MIA
6h 55m
1 stop
Southwest Logo
3:20 pm - 7:45 pm
MIA
-
OAK
7h 25m
1 stop
$279Southwest
Sat, Aug 15 - Wed, Aug 19
Delta Logo
5:00 pm - 6:00 am
OAK
-
MIA
10h 00m
1 stop
Delta Logo
1:30 pm - 11:56 pm
MIA
-
OAK
13h 26m
2 stops
$284Delta
Sun, Jul 26 - Wed, Jul 29
Southwest Logo
5:05 am - 7:40 pm
OAK
-
MIA
11h 35m
1 stop
Southwest Logo
5:45 am - 1:50 pm
MIA
-
OAK
11h 05m
1 stop
$290Southwest
Wed, Nov 11 - Tue, Nov 17
Delta Logo
5:05 pm - 6:08 am
OAK
-
MIA
10h 03m
1 stop
Delta Logo
6:50 am - 12:25 pm
MIA
-
OAK
8h 35m
1 stop
$303Delta
Sat, Jul 11 - Thu, Jul 16
Delta Logo
5:30 pm - 5:40 am
OAK
-
MIA
9h 10m
1 stop
Delta Logo
6:55 am - 11:46 am
MIA
-
OAK
7h 51m
1 stop
$309Delta
Sat, Oct 3 - Tue, Oct 6
Southwest Logo
6:40 am - 4:35 pm
OAK
-
MIA
6h 55m
1 stop
Southwest Logo
6:35 am - 1:35 pm
MIA
-
OAK
10h 00m
2 stops
$314Southwest
Mon, Jul 20 - Tue, Jul 28
Southwest Logo
5:45 am - 6:10 pm
OAK
-
MIA
9h 25m
1 stop
Southwest Logo
5:45 am - 1:50 pm
MIA
-
OAK
11h 05m
1 stop
$319Southwest
Wed, Sep 2 - Thu, Sep 10
Southwest Logo
5:30 am - 8:10 pm
OAK
-
MIA
11h 40m
2 stops
Southwest Logo
5:45 am - 3:40 pm
MIA
-
OAK
12h 55m
2 stops
$325Southwest
Thu, Jul 9 - Tue, Jul 14
Delta Logo
5:05 pm - 5:40 am
OAK
-
MIA
9h 35m
1 stop
Delta Logo
6:55 am - 11:46 am
MIA
-
OAK
7h 51m
1 stop
$339Delta
Booking Insights

KAYAK's insights & trends for Oakland to Florida Keys flights

Get data-powered insights and trends into flights from Oakland to Florida Keys to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Oakland to Florida Keys?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $407, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Oakland to Florida Keys?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Florida Keys, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to Florida Keys is December, when tickets cost $150 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $366 and $343 respectively.

Good to know

Low seasonJanuary
Cheapest flight$129
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 60% increase in price.
Flight from Oakland to Miami

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from Oakland to Florida Keys?

    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 Florida Keys.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland to Florida Keys 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 Florida Keys?

    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 from Oakland to Florida Keys with an airline and back with another airline.

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

    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 from Oakland to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Oakland to Florida Keys

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Florida Keys. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Oakland to Florida Keys? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12521 reviews
7.1Food
7.0Entertainment
8.1Boarding
8.5Crew
7.8Comfort
Airline reviews

Was disappointed not to have known Alaska Air offers no music, no flight aware, no films.

10.0 ExcellentAnonymous, May 2026
SEA - TPA
Read more Alaska Airlines reviews

Was disappointed not to have known Alaska Air offers no music, no flight aware, no films.

The plane was to narrow. Uncomfortable seats.. Kayak is Awesome!

Affirmed my disability by allowing me to board when most accessible. Very parable, helpful and friendly staff. Smooth flight overall! I always fly Alaska when possible! Thank you!

The room for legs is adequate for a 6’ tall man and the flight was comfortable. The cabin is clean and the crew is very friendly and pleasant.

The stewardess are very nice and pleasant, Someone onboard had a medical attention, and they attended that person non-stop all throughout the flight, and yet, did not forget to serve and help other passengers.

My Alaska Airlines return flight, although worked out in the end, didn't start off well. The initial plane that my family and I boarded was grounded because of a mishap that happened to one of the engines and everyone on board had to disembark the plane. Thankfully we were accommodated with a another plane but our initial flight was supposed to have departed at 11 pm San Diego time for Orlando but instead we ended up leaving at 1:40 am San Diego time. All Passengers were informed that part of the delay was that the plane had to be inspected by the captain, the food had to be stocked and the individuals responsible for fueling the plane left for the evening and had to be summoned to return to fill up our. The Alaska Airlines crew at the airport and on the plane were awesome and apologetic. I know that the crew wasn't responsible for the mishap of the engine but I think in the future the airline should offer a complimentary drink or (1) item of food other than pretzels, nuts or chips to all passengers since we're not to blame for the extreme set backs. The airline in general is good and I recommend to all flyers.

Food was terrible, noisy plane & would never pay to fly first class again. Seats in regular price are too small, no leg room & center aisle much too, too small. Seats in 1st class larger but not comfortable.

Crew was rude and passive aggressive when i told them I didnt want to check my duffel bag. Then a crew member slammed my bag to the side when organizing the overhead compartment. The plane had worn leather seats with no infotainment. Plane landing was noticeably rough (this is the one year ive flown multiple times and out of american and delta this was the worst). The only redeeming quality is that we were noticeably earlier than we should have been.

In both halves of the trip (going and returning) there were problems. Not exactly Alaska's fault, but still really difficult. Outgoing flight was canceled and rebooked twice due to a total ground stop of all Alaska's flights. This required me to change airports with minimal notice and I almost missed my flight transferring to the other airport (which was roughly an hour and a half away). On the return, the first leg was delayed by an hour, and the second leg was delayed by nearly 3 hours. This was a rough set of flights and the communication about all of these changes was minimal. Crew did their best however, so no fault there. Other thing to remember is there is no food on Alaska flights unless you pre-order. Take that into account when you choose airlines.

It was a great experience, friendly staff and good snacks

Was fine, delayed and feels like southwest is always late

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

N Everything was perfect from boarding to assistance to baggage in Tampa

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Service was professional and quick. Premium economy seat was comfortable given the class

The staff was extremely helpful and friendly at all times! They went above and beyond to get us into an earlier flight in San Diego to make our connection in SFO possible, because our original flight did actually not make it! I did so much appreciate the UA team and how they made this possible. We also didn’t have seats together on the long flight to Singapore, but they found us seats together last moment with no additional cost! Nobody sat next to us, so that we were able to sleep! Thanks to UA for improving their service and Underpricer for booking this trip! Please be careful: 1,5 hrs for transfer in San Francisco might not be enough time in the future

Over 2.5 hour maintenance delay on first morning flight with no acknowledgement, compensation or even gesture of good will. Aircraft had overnighted at airport so issue should have been addressed prior to boarding. Over 3.5 hours before first slow and deliberate beverage service.

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Late plane. Only one crew on the ground so we b had to wait for Denver flight to come in, board, and depart. At 78 yrs of age I was not pleased trying to get my connection. What really made me angry was the notification you sent me to hurry up or I would miss my connection. Why tell me to hurry up when you got me in late. It was not a good way of treating customers.

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

No screens or meal options. Freezing cold. Dirty seats. Left late.

Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports