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$58+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — EYW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$162
(CheapOair)

One-way from

$58
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$374
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 ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This CheapOair deal was found by Cheapflights users on 6/11. 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.
Wed 7/25:30 amOAK - MIA
1 stop12h 45mSpirit Airlines
Thu 7/177:00 amMIA - OAK
1 stop7h 47mSpirit Airlines
Deal found 6/11$162
This Delta deal was found by Cheapflights users on 6/10. 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 9/165:05 pmOAK - MIA
1 stop10h 02mDelta
Tue 9/234:40 pmMIA - OAK
2 stops10h 13mDelta
Deal found 6/10$262
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 8/307:58 pmOAK - MIA
1 stop18h 33mAlaska Airlines
Tue 9/26:31 pmMIA - OAK
1 stop18h 50mAlaska Airlines
Deal found 6/11$315
This Southwest deal was found by Cheapflights users on 6/10. 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 7/15:25 amOAK - MIA
1 stop13h 15mSouthwest
Sat 7/53:10 pmMIA - OAK
2 stops10h 35mSouthwest
Deal found 6/10$338
This Trip.com deal was found by Cheapflights users on 6/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/295:30 amOAK - MIA
1 stop21h 15mMultiple Airlines
Sat 7/57:15 amMIA - OAK
1 stop19h 11mMultiple Airlines
Deal found 6/12$350
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Mon 9/157:30 amOAK - EYW
2 stops22h 37mMultiple Airlines
Wed 9/249:47 amEYW - OAK
2 stops16h 52mMultiple Airlines
Deal found 6/11$458
This Delta deal was found by Cheapflights users on 6/12. 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 6/276:00 amOAK - EYW
2 stops10h 39mDelta
Tue 7/12:05 pmEYW - OAK
2 stops11h 23mDelta
Deal found 6/12$993

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 June 12, 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 7/2

5:30 am-9:15 pm

1 stop12h 45m

Miami

Thu 7/17

7:00 am-11:47 am

1 stop7h 47m

$162

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Tue 9/16

5:05 pm-9:23 am

2 stops13h 18m

Miami

Wed 9/24

6:45 pm-11:53 pm

1 stop8h 08m

$262

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Sun 10/26

6:30 am-5:18 pm

1 stop31h 48m

Miami

Fri 10/31

6:23 pm-11:57 pm

1 stop32h 34m

$301

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Tue 7/1

5:25 am-9:40 pm

1 stop13h 15m

Miami

Sat 7/5

3:10 pm-10:45 pm

2 stops10h 35m

$338

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Sun 6/29

5:30 am-5:45 am

1 stop21h 15m

Miami

Sat 7/5

7:15 am-11:26 pm

1 stop19h 11m

$350

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Mon 9/15

7:30 am-9:07 am

2 stops22h 37m

Key West

Wed 9/24

9:47 am-11:39 pm

2 stops16h 52m

$458

OaklandKey West

OAK - EYW

OAKEYW

Oakland

Fri 6/27

6:00 am-7:39 pm

2 stops10h 39m

Key West

Tue 7/1

2:05 pm-10:28 pm

2 stops11h 23m

$993

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Tue 7/1

5:30 am-9:15 pm

1 stop12h 45m

$58

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Fri 7/4

7:15 am-8:05 pm

1 stop9h 50m

$110

OaklandMiami

OAK - MIA

OAKMIA

Oakland

Wed 9/17

5:05 pm-6:07 am

1 stop10h 02m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 11 results
1
2

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 June 12, 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
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

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

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

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
8,052 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

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.

  • 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 $58. Southwest flights start at $110 while deals on Delta start at $129 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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