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Florida Keys

$94+ Cheap flights from Oakland, CA (OAK) to Florida Keys

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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — EYW
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
1 adult, Economy
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Cheap flight deals from Oakland to Florida Keys

Keep the following information in mind while searching for Oakland to Florida Keys flight deals. Data was last updated August 7, 2025.

Round-trip from

$208
(Cheapflightsfares)

One-way from

$94
(Southwest)

Popular in

December

Cheapest in

January

Average price

$332
From Oakland to Florida Keys
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One-way flight from Oakland to Florida Keys
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Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Oakland to Florida Keys

Cheapest flights from Oakland to Florida Keys
Explore the most affordable flight options available from Oakland to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/178:33 amOAK - MIA
1 stop7h 15mSpirit Airlines
Fri 10/249:30 pmMIA - OAK
1 stop13h 08mSpirit Airlines
Deal found 8/7$208
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/318:15 amOAK - MIA
1 stop10h 45mSouthwest
Sat 9/68:05 amMIA - OAK
1 stop12h 25mSouthwest
Deal found 8/5$209
This Mytrip deal was found by Cheapflights users on 8/5. 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.
Sun 8/316:00 amOAK - MIA
1 stop10h 23mSpirit Airlines
Sat 9/67:00 amMIA - OAK
2 stops19h 32mSpirit Airlines
Deal found 8/5$214
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:30 amOAK - MIA
1 stop9h 25mSpirit Airlines
Fri 9/127:23 pmMIA - OAK
1 stop21h 11mSpirit Airlines
Deal found 8/6$217
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:30 amOAK - MIA
1 stop9h 25mSpirit Airlines
Sun 9/77:23 pmMIA - OAK
2 stops17h 38mSpirit Airlines
Deal found 8/6$221
This FlightHub deal was found by Cheapflights users on 8/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:30 amOAK - MIA
1 stop9h 25mSpirit Airlines
Sun 9/217:23 pmMIA - OAK
2 stops17h 38mSpirit Airlines
Deal found 8/7$223
This CheapOair deal was found by Cheapflights users on 8/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:30 amOAK - MIA
1 stop9h 25mSpirit Airlines
Thu 9/257:23 pmMIA - OAK
2 stops17h 38mSpirit Airlines
Deal found 8/6$228
This Mytrip deal was found by Cheapflights users on 8/5. 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.
Thu 9/186:30 amOAK - MIA
1 stop9h 25mSpirit Airlines
Thu 9/257:23 pmMIA - OAK
2 stops17h 38mSpirit Airlines
Deal found 8/5$232
This CheapOair deal was found by Cheapflights users on 8/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:30 amOAK - MIA
1 stop9h 25mSpirit Airlines
Sun 9/147:23 pmMIA - OAK
2 stops17h 38mSpirit Airlines
Deal found 8/7$233
This Delta deal was found by Cheapflights users on 8/7. 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.
Thu 11/205:05 pmOAK - EYW
2 stops14h 54mDelta
Wed 11/2611:45 amEYW - OAK
2 stops15h 08mDelta
Deal found 8/7$889
This Delta deal was found by Cheapflights users on 8/4. 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.
Fri 11/75:55 amOAK - EYW
2 stops11h 11mDelta
Tue 11/117:00 amEYW - OAK
2 stops12h 31mDelta
Deal found 8/4$1,029
This Delta deal was found by Cheapflights users on 8/6. 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.
Fri 9/54:58 pmOAK - EYW
2 stops14h 58mDelta
Fri 9/122:00 pmEYW - OAK
2 stops12h 50mDelta
Deal found 8/6$2,569

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Florida Keys 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 August 7, 2025.
Use the filters below to find and compare flights from Oakland to Florida Keys that are best for you.

Fly from

Oakland

Fly to

Florida Keys

Route

Depart

Return

Price

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Fri 10/17

8:33 am-6:48 pm

1 stop7h 15m

Miami

Fri 10/24

9:30 pm-7:38 am

1 stop13h 08m

$208

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Sun 8/31

8:15 am-10:00 pm

1 stop10h 45m

Miami

Sat 9/6

8:05 am-5:30 pm

1 stop12h 25m

$209

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Sun 8/31

6:00 am-7:23 pm

1 stop10h 23m

Miami

Sat 9/6

7:00 am-11:32 pm

2 stops19h 32m

$214

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Fri 9/5

6:30 am-6:55 pm

1 stop9h 25m

Miami

Fri 9/12

7:23 pm-1:34 pm

1 stop21h 11m

$217

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Fri 9/5

6:30 am-6:55 pm

1 stop9h 25m

Miami

Sun 9/7

7:23 pm-10:01 am

2 stops17h 38m

$221

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Wed 9/17

6:30 am-6:55 pm

1 stop9h 25m

Miami

Sun 9/21

7:23 pm-10:01 am

2 stops17h 38m

$223

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Fri 9/5

6:30 am-6:55 pm

1 stop9h 25m

Miami

Thu 9/25

7:23 pm-10:01 am

2 stops17h 38m

$228

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Thu 9/18

6:30 am-6:55 pm

1 stop9h 25m

Miami

Thu 9/25

7:23 pm-10:01 am

2 stops17h 38m

$232

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Thu 9/11

6:30 am-6:55 pm

1 stop9h 25m

Miami

Sun 9/14

7:23 pm-10:01 am

2 stops17h 38m

$233

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Thu 11/20

5:05 pm-10:59 am

2 stops14h 54m

Key West

Wed 11/26

11:45 am-11:53 pm

2 stops15h 08m

$889

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 22 results
1
2
3

Best time to book a flight from Oakland to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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 Florida Keys

What is the cheapest month to book a flight from Oakland, California to Florida Keys?

Currently, August is the cheapest month in which you can book a flight from Oakland, California to Florida Keys (average of $328). Flying from Oakland, California to Florida Keys in March is currently the most expensive (average of $492). 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.

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated August 7, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Oakland to Florida Keys to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,247 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,987 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Spirit Airlines
6.3
Okay
8,051 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

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

  • What airport do you fly from for flights from Oakland to Florida Keys?

    For a flight from Oakland to Florida Keys, you will be flying from Oakland. Oakland (OAK) is just 7.0 mi from the center of the city.

  • Can I find deals for flights from Oakland to Florida Keys that include hotel bookings?

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

  • How can I find direct flights from Oakland to Florida Keys?

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

  • Can I find deals for business class flights from Oakland to Florida Keys?

    Yes. Cheapflights offers flight deals from Oakland to Florida Keys 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 Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Oakland, California to Florida Keys (average of $328). Flying from Oakland, California to Florida Keys in March is currently the most expensive (average of $492). 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.

See more FAQs

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