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$120+ Cheap flights from Florida Keys to Oakland, CA (OAK)

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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — OAK
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap flight deals from Florida Keys to Oakland

Cheapest flights from Florida Keys to Oakland
Explore the most affordable flight options available from Florida Keys to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2026.

This Southwest deal was found by Cheapflights users on 2/20. 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 4/76:15 am
MIA
-
OAK
1 stop7h 55m
Southwest
Tue 4/711:55 pm
OAK
-
MIA
1 stop9h 00m
Southwest
Deal found 2/20$229
This Delta deal was found by Cheapflights users on 2/18. 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 3/56:43 am
MIA
-
OAK
1 stop8h 12m
Delta
Wed 3/114:49 pm
OAK
-
MIA
1 stop9h 51m
Delta
Deal found 2/18$257
This CheapOair deal was found by Cheapflights users on 2/18. 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.
Tue 5/196:00 pm
MIA
-
OAK
1 stop18h 55m
Alaska Airlines
Tue 6/97:43 pm
OAK
-
MIA
1 stop18h 25m
Alaska Airlines
Deal found 2/18$299
This Delta deal was found by Cheapflights users on 2/18. 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 2/276:43 am
MIA
-
OAK
1 stop8h 12m
Delta
Tue 3/104:49 pm
OAK
-
MIA
1 stop9h 51m
Delta
Deal found 2/18$312
This Delta deal was found by Cheapflights users on 2/21. 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 3/56:43 am
MIA
-
OAK
1 stop8h 12m
Delta
Tue 3/104:49 pm
OAK
-
MIA
2 stops13h 31m
Delta
Deal found 2/21$317
This CheapOair deal was found by Cheapflights users on 2/18. 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.
Tue 4/76:04 pm
MIA
-
OAK
1 stop32h 39m
Alaska Airlines
Mon 6/87:43 pm
OAK
-
MIA
1 stop18h 17m
Alaska Airlines
Deal found 2/18$321
This Southwest deal was found by Cheapflights users on 2/18. 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.
Fri 3/275:10 am
MIA
-
OAK
1 stop8h 15m
Southwest
Wed 4/111:55 pm
OAK
-
MIA
1 stop8h 45m
Southwest
Deal found 2/18$328
This CheapOair deal was found by Cheapflights users on 2/19. 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 2/264:44 pm
MIA
-
OAK
1 stop19h 40m
Alaska Airlines
Sun 3/86:15 am
OAK
-
MIA
1 stop31h 44m
Alaska Airlines
Deal found 2/19$333
This CheapOair deal was found by Cheapflights users on 2/18. 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.
Tue 4/283:53 pm
MIA
-
OAK
2 stops20h 20m
Alaska Airlines
Tue 5/52:09 pm
OAK
-
MIA
1 stop23h 55m
Alaska Airlines
Deal found 2/18$334
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Tue 7/146:08 pm
MIA
-
OAK
1 stop18h 28m
Alaska Airlines
Mon 7/207:50 pm
OAK
-
MIA
1 stop18h 18m
Alaska Airlines
Deal found 2/20$348

Find flight deals from Florida Keys to Oakland

Keep the following information in mind while searching for Florida Keys to Oakland flight deals. Data was last updated February 22, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$229
(Southwest)

One-way from

$120
(CheapOair)
Provider with most accurate pricing for Key West-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-San Francisco flights.
Search Deals
From Florida Keys to Oakland
Search Deals
One-way flight from Florida Keys to Oakland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to Oakland 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 February 22, 2026.
Use the filters below to find and compare flights from Florida Keys to Oakland that are best for you.

Fly from

Florida Keys

Fly to

Oakland

Route

Depart

Return

Price

MiamiOakland

MIA - OAK

MIAOAK

Miami

Tue 4/7

6:15 am-11:10 am

1 stop7h 55m

Oakland

Tue 4/7

11:55 pm-11:55 am

1 stop9h 00m

$229

MiamiOakland

MIA - OAK

MIAOAK

Miami

Tue 5/19

6:00 pm-9:55 am

1 stop18h 55m

Oakland

Tue 6/9

7:43 pm-5:08 pm

1 stop18h 25m

$299

MiamiOakland

MIA - OAK

MIAOAK

Miami

Fri 2/27

6:43 am-11:55 am

1 stop8h 12m

Oakland

Tue 3/10

4:49 pm-5:40 am

1 stop9h 51m

$312

MiamiOakland

MIA - OAK

MIAOAK

Miami

Tue 4/7

6:04 pm-11:43 pm

1 stop32h 39m

Oakland

Mon 6/8

7:43 pm-5:00 pm

1 stop18h 17m

$321

MiamiOakland

MIA - OAK

MIAOAK

Miami

Fri 3/27

5:10 am-10:25 am

1 stop8h 15m

Oakland

Wed 4/1

11:55 pm-11:40 am

1 stop8h 45m

$328

MiamiOakland

MIA - OAK

MIAOAK

Miami

Tue 4/28

3:53 pm-9:13 am

2 stops20h 20m

Oakland

Tue 5/5

2:09 pm-5:04 pm

1 stop23h 55m

$334

MiamiOakland

MIA - OAK

MIAOAK

Miami

Fri 2/27

6:43 am-11:55 am

1 stop8h 12m

Oakland

Mon 3/2

4:59 pm-10:36 am

2 stops14h 37m

$372

MiamiOakland

MIA - OAK

MIAOAK

Miami

Tue 4/21

6:42 am-11:53 am

1 stop8h 11m

$129

MiamiOakland

MIA - OAK

MIAOAK

Miami

Tue 3/24

3:33 pm-11:46 pm

2 stops11h 13m

$134

MiamiOakland

MIA - OAK

MIAOAK

Miami

Wed 3/11

6:30 am-12:45 pm

1 stop9h 15m

$150

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 18 results
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Best time to book a flight from Florida Keys to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Florida Keys 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 Florida Keys to Oakland
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Oakland. 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 into for flights to Oakland from Florida Keys?

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

  • How long is the flight from Florida Keys to Oakland, California?

    Departing from Florida Keys to Oakland, California will take you 7h 55m. The distance between Florida Keys and Oakland, California is about 2572 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Florida Keys to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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