$102 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 9/4. 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

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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Best Florida Keys Flight Deals from Oakland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$178
Key West
Key West2 stops$525
Miami
Miami1 stop$178
Key West
Key West2 stops$525

Cheap Flights from Oakland to Florida Keys

 
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, Jul 2 - Thu, Jul 17
Spirit Airlines Logo
5:30 am - 9:15 pmOAK-MIA
12h 45m1 stop
Spirit Airlines Logo
7:00 am - 11:47 amMIA-OAK
7h 47m1 stop
$178Spirit Airlines
Find Deal
Wed, Jul 2 - Thu, Jul 3
Spirit Airlines Logo
5:30 am - 9:15 pmOAK-MIA
12h 45m1 stop
Spirit Airlines Logo
8:55 pm - 9:36 amMIA-OAK
15h 41m2 stops
$201Spirit Airlines
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Sat, Sep 20 - Wed, Oct 1
Delta Logo
5:05 pm - 6:07 amOAK-MIA
10h 02m1 stop
Delta Logo
6:45 pm - 11:53 pmMIA-OAK
8h 08m1 stop
$257Delta
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Sat, Sep 20 - Wed, Oct 1
Delta Logo
5:05 pm - 9:23 amOAK-MIA
13h 18m2 stops
Delta Logo
6:45 pm - 11:53 pmMIA-OAK
8h 08m1 stop
$262Delta
Find Deal
Tue, Sep 2 - Wed, Sep 10
Alaska Airlines Logo
7:58 pm - 5:31 pmOAK-MIA
18h 33m1 stop
Alaska Airlines Logo
6:31 pm - 10:21 amMIA-OAK
18h 50m1 stop
$277Alaska Airlines
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Wed, Sep 3 - Wed, Sep 10
Alaska Airlines Logo
7:58 pm - 5:31 pmOAK-MIA
18h 33m1 stop
Alaska Airlines Logo
6:31 pm - 8:59 amMIA-OAK
17h 28m2 stops
$291Alaska Airlines
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Thu, Aug 14 - Mon, Aug 18
Southwest Logo
5:25 am - 10:10 pmOAK-MIA
13h 45m2 stops
Southwest Logo
4:10 pm - 11:10 pmMIA-OAK
10h 00m1 stop
$309Southwest
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Wed, Jul 16 - Sat, Jul 19
Southwest Logo
5:20 am - 9:55 pmOAK-MIA
13h 35m1 stop
Southwest Logo
1:50 pm - 8:05 pmMIA-OAK
9h 15m1 stop
$322Southwest
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Fri, Jul 18 - Tue, Jul 22
 Logo
9:15 pm - 5:38 amOAK-MIA
29h 23m2 stops
 Logo
11:44 am - 11:33 pmMIA-OAK
14h 49m2 stops
Wed, Jul 9 - Sun, Jul 13
 Logo
6:00 am - 4:53 pmOAK-MIA
31h 53m3 stops
 Logo
7:00 am - 8:25 pmMIA-OAK
40h 25m2 stops
Useful Info

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 $561, 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 May, when tickets cost $235 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $556 and $507 respectively.

What’s the cheapest day of the week to fly from Oakland to Florida Keys?

The average price of all round-trip flights from Oakland to Florida Keys clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Oakland to Florida Keys, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Florida Keys, Thursday is the cheapest day to fly and Sunday is the most expensive.

How far in advance should I book a flight from Oakland to Florida Keys?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Oakland to Florida Keys, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.


Good to know

Low seasonMay
High seasonJuly
Cheapest flight$102
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 9% lower on average.
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.

  • What is the cheapest time of day to fly to Florida Keys?

    The cheapest time of day to fly to Florida Keys is generally in the morning, when round-trip flights cost $359 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Florida Keys is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $397.

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.
8.0
SouthwestOverall score based on 4280 reviews
7.1Food
8.2Boarding
7.6Entertainment
8.0Comfort
8.6Crew
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

It is southwest seat was ok. Not the most comfortable seat

Plz don't take away free bags and free seating

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

It went well. Plane wasn't full. Will be great when assigned seating is in place

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

get E+, a must for 5 hours flight if you are tall

The first flight was better in terms of the aircraft.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Didn't like size of seats. Found charges for checked luggage and carry on too high

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again

It was horrible. We were not allowed on the flight by spirit staff at the gate during boarding because I had a guitar. The same guitar I had at check in which I paid for and they said I can take it on the plane. We missed our flight, lost our luggage, and had to pay another $900 to rebook flights. Worst travel experience ever and spirit staff are the worst staff ever.

My experience with spirit was terrible. Customer service was terrible. Flight got canceled abruptly with no accommodations made for the inconvenience or any sort of help. I was unable to rebook a new flight.

The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.

It’s what we expected from Spirit..reasonable cost, good for a 2-3 hour flight. Disappointed that we had a 2 hour delay in departure from DFW for a maintenance issue, but the pilot handled it well once we were outbound on a different Airbus.

My experience was okay. The flight did not offer even water without a fee. Also had to pay extra for my carry on, as I was told I had to check my bag, even though it said I had the option to carry on a bag when booking. This costed me an extra $100. Would likely not fly with Spirit again.

The flight was rescheduled several times without a reason for the schedule changes. I had to be in New Orleans at a certain time and it was just easier to drive at a certain point. I don’t know if the flight ever left. This is my first experience with Spirit Airlines and is also the last.

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