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$100+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — EYW
Apr 14 — Apr 211
Mon 4/14
Mon 4/21
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 April 9, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$193
(Booking.com)

One-way from

$100
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$357
Provider with most accurate pricing for San Francisco-Miami flight deals.
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Provider most trusted by Cheapflights users for San Francisco-Miami flights.
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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. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 9, 2025.

This Booking.com deal was found by Cheapflights users on 4/7. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/711:51 amOAK - MIA
1 stop14h 52mSpirit Airlines
Wed 5/148:55 pmMIA - OAK
2 stops15h 46mSpirit Airlines
Deal found 4/7$193
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/36:20 amOAK - MIA
1 stop8h 05mSouthwest
Sat 6/76:05 pmMIA - OAK
1 stop7h 40mSouthwest
Deal found 4/6$265
This Delta deal was found by Cheapflights users on 4/7. 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.
Sat 4/195:10 pmOAK - MIA
1 stop9h 40mDelta
Tue 4/226:40 pmMIA - OAK
1 stop8h 03mDelta
Deal found 4/7$277
This Alaska Airlines deal was found by Cheapflights users on 4/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:00 amOAK - MIA
1 stop31h 20mAlaska Airlines
Tue 8/56:20 pmMIA - OAK
1 stop20h 49mAlaska Airlines
Deal found 4/7$319
This Mytrip deal was found by Cheapflights users on 4/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2311:32 amOAK - EYW
2 stops26h 17mMultiple Airlines
Sun 4/279:03 amEYW - OAK
3 stops37h 29mMultiple Airlines
Deal found 4/7$500
This Delta deal was found by Cheapflights users on 4/7. 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.
Tue 10/141:15 pmOAK - EYW
2 stops18h 44mDelta
Fri 10/247:00 amEYW - OAK
2 stops19h 53mDelta
Deal found 4/7$707

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 April 9, 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

Wed 5/7

11:51 am-5:43 am

1 stop14h 52m

Miami

Wed 5/14

8:55 pm-9:41 am

2 stops15h 46m

$193

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Tue 6/3

6:20 am-5:25 pm

1 stop8h 05m

Miami

Sat 6/7

6:05 pm-10:45 pm

1 stop7h 40m

$265

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Sat 4/19

5:10 pm-5:50 am

1 stop9h 40m

Miami

Tue 4/22

6:40 pm-11:43 pm

1 stop8h 03m

$277

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Tue 7/29

7:00 am-5:20 pm

1 stop31h 20m

Miami

Tue 8/5

6:20 pm-12:09 pm

1 stop20h 49m

$319

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Wed 4/23

11:32 am-4:49 pm

2 stops26h 17m

Key West

Sun 4/27

9:03 am-7:32 pm

3 stops37h 29m

$500

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Sat 6/14

6:00 am-5:34 pm

2 stops32h 34m

Key West

Mon 6/23

7:10 am-4:16 pm

2 stops36h 06m

$884

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Wed 5/7

11:51 am-5:43 am

1 stop14h 52m

$100

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Tue 5/6

6:20 am-5:25 pm

1 stop8h 05m

$126

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Wed 4/16

5:10 pm-5:50 am

1 stop9h 40m

$159

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Mon 4/14

6:43 am-5:02 pm

1 stop31h 19m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 11 results
1
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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 $493). 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.

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

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 April 9, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Oakland to Florida Keys by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,847 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,847 reviews
Alaska Airlines
8.0
Very good
9,847 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,281 reviews
Alaska Airlines
8.0
Very good
9,847 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,906 reviews
Alaska Airlines
8.0
Very good
9,847 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Spirit Airlines
6.3
Okay
7,904 reviews
Alaska Airlines
8.0
Very good
9,847 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • What are the cheapest airlines to fly from Oakland, California to Florida Keys one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $100. Delta flights start at $149 while deals on Alaska Airlines start at $197 one-way.

  • 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 $493). 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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