$115+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — EYW
Mar 22 — Mar 291
1 adult, Economy
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Find cheap flights from Oakland to Florida Keys with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Oakland to Florida KeysExplore 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 February 20, 2026.
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 February 20, 2026.
This CheapOair deal was found by Cheapflights users on 2/16. 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.
Sat 5/26:20 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Wed 5/66:04 pm
MIA
- OAK
1 stop18h 09m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 2/17. 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.
Wed 4/111:55 pm
OAK
- MIA
1 stop8h 45m
Southwest
Wed 4/86:40 am
MIA
- OAK
1 stop8h 55m
Southwest
Deal found 2/17![Southwest logo]()
$264
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.
Sat 5/26:20 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Thu 5/76:04 pm
MIA
- OAK
1 stop31h 28m
Alaska Airlines
Deal found 2/18![Alaska Airlines logo]()
$286
This CheapOair deal was found by Cheapflights users on 2/16. 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 2/256:15 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Tue 3/34:44 pm
MIA
- OAK
1 stop19h 40m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 2/17. 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 4/55:40 am
OAK
- MIA
1 stop9h 20m
Southwest
Fri 4/105:30 am
MIA
- OAK
1 stop7h 50m
Southwest
Deal found 2/17![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 2/15. 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 3/15:05 am
OAK
- MIA
1 stop13h 55m
Southwest
Wed 3/49:00 am
MIA
- OAK
1 stop11h 30m
Southwest
Deal found 2/15![Southwest logo]()
$305
This CheapOair deal was found by Cheapflights users on 2/17. 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.
Sun 3/86:15 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Wed 3/115:59 pm
MIA
- OAK
1 stop18h 15m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$309
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.
Wed 2/254:59 pm
OAK
- MIA
1 stop9h 29m
Delta
Thu 3/56:43 am
MIA
- OAK
1 stop8h 12m
Delta
Deal found 2/18![Delta logo]()
$312
This CheapOair deal was found by Cheapflights users on 2/17. 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 7/217:50 pm
OAK
- MIA
1 stop18h 18m
Alaska Airlines
Wed 7/296:08 pm
MIA
- OAK
1 stop18h 28m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$313
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:55 pm
OAK
- EYW
2 stops13h 53m
Delta
Tue 3/242:40 pm
EYW
- OAK
2 stops12h 06m
Delta
Deal found 2/19![Delta logo]()
$1,189
This Delta deal was found by Cheapflights users on 2/16. 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 4/165:04 pm
OAK
- EYW
2 stops14h 42m
Delta
Tue 4/217:33 am
EYW
- OAK
2 stops11h 51m
Delta
Deal found 2/16![Delta logo]()
$1,209
This Delta deal was found by Cheapflights users on 2/16. 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 4/165:04 pm
OAK
- EYW
2 stops14h 42m
Delta
Mon 4/207:33 am
EYW
- OAK
2 stops11h 51m
Delta
Deal found 2/16![Delta logo]()
$1,269
Best flights from Oakland to Florida KeysDiscover carefully curated flight deals from Oakland to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 20, 2026.
Discover carefully curated flight deals from Oakland to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 20, 2026.
This Southwest deal was found by Cheapflights users on 2/17. 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.
Wed 4/111:55 pm
OAK
- MIA
1 stop8h 45m
Southwest
Wed 4/86:40 am
MIA
- OAK
1 stop8h 55m
Southwest
Deal found 2/17![Southwest logo]()
$264
This Delta deal was found by Cheapflights users on 2/17. 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.
Wed 3/44:59 pm
OAK
- MIA
2 stops13h 27m
Delta
Sat 3/76:43 am
MIA
- OAK
1 stop8h 12m
Delta
Deal found 2/17![Delta logo]()
$343
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.
Sun 3/86:15 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Wed 3/115:59 pm
MIA
- OAK
1 stop18h 15m
Alaska Airlines
Deal found 2/19![Alaska Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 2/17. 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 4/55:40 am
OAK
- MIA
1 stop9h 20m
Southwest
Fri 4/105:30 am
MIA
- OAK
1 stop7h 50m
Southwest
Deal found 2/17![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 2/15. 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 3/15:05 am
OAK
- MIA
1 stop13h 55m
Southwest
Wed 3/49:00 am
MIA
- OAK
1 stop11h 30m
Southwest
Deal found 2/15![Southwest logo]()
$305
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.
Sun 5/245:55 pm
OAK
- MIA
1 stop8h 51m
Delta
Tue 5/266:55 pm
MIA
- OAK
2 stops32h 02m
Delta
Deal found 2/18![Delta logo]()
$351
This Southwest deal was found by Cheapflights users on 2/16. 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 3/1711:55 pm
OAK
- MIA
1 stop8h 45m
Southwest
Wed 3/183:35 pm
MIA
- OAK
1 stop9h 10m
Southwest
Deal found 2/16![Southwest logo]()
$354
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.
Mon 4/611:55 pm
OAK
- MIA
1 stop9h 00m
Southwest
Fri 4/175:30 am
MIA
- OAK
1 stop7h 50m
Southwest
Deal found 2/18![Southwest logo]()
$357
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:55 pm
OAK
- EYW
2 stops13h 53m
Delta
Tue 3/242:40 pm
EYW
- OAK
2 stops12h 06m
Delta
Deal found 2/19![Delta logo]()
$1,189
This Delta deal was found by Cheapflights users on 2/16. 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 4/165:04 pm
OAK
- EYW
2 stops14h 42m
Delta
Tue 4/217:33 am
EYW
- OAK
2 stops11h 51m
Delta
Deal found 2/16![Delta logo]()
$1,209
This Delta deal was found by Cheapflights users on 2/16. 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 4/165:04 pm
OAK
- EYW
2 stops14h 42m
Delta
Mon 4/207:33 am
EYW
- OAK
2 stops11h 51m
Delta
Deal found 2/16![Delta logo]()
$1,269
This Delta deal was found by Cheapflights users on 2/17. 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 3/75:55 am
OAK
- EYW
2 stops10h 47m
Delta
Thu 3/127:30 am
EYW
- OAK
2 stops11h 30m
Delta
Deal found 2/17![Delta logo]()
$1,329
This Delta deal was found by Cheapflights users on 2/16. 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 4/145:55 am
OAK
- EYW
2 stops10h 45m
Delta
Sat 4/187:33 am
EYW
- OAK
2 stops11h 53m
Delta
Deal found 2/16![Delta logo]()
$1,369
This Delta deal was found by Cheapflights users on 2/16. 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.
Wed 4/155:55 am
OAK
- EYW
2 stops10h 45m
Delta
Sun 4/197:33 am
EYW
- OAK
2 stops11h 51m
Delta
Deal found 2/16![Delta logo]()
$1,439
This Delta deal was found by Cheapflights users on 2/16. 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 5/55:04 pm
OAK
- EYW
2 stops14h 42m
Delta
Mon 5/112:00 pm
EYW
- OAK
2 stops12h 57m
Delta
Deal found 2/16![Delta logo]()
$1,849
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/304:49 pm
OAK
- EYW
2 stops14h 59m
Delta
Sat 4/411:43 am
EYW
- OAK
2 stops13h 00m
Delta
Deal found 2/19![Delta logo]()
$2,012
Last-minute flights from Oakland to Florida KeysDiscover last-minute flight deals from Oakland to Florida Keys. Data last updated February 20, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Florida Keys. Data last updated February 20, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/16. 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 2/256:15 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Tue 3/34:44 pm
MIA
- OAK
1 stop19h 40m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$298
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.
Wed 2/254:59 pm
OAK
- MIA
1 stop9h 29m
Delta
Thu 3/56:43 am
MIA
- OAK
1 stop8h 12m
Delta
Deal found 2/18![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 2/15. 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 3/15:05 am
OAK
- MIA
1 stop13h 55m
Southwest
Wed 3/49:00 am
MIA
- OAK
1 stop11h 30m
Southwest
Deal found 2/15![Southwest logo]()
$305
This CheapOair deal was found by Cheapflights users on 2/16. 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.
Sun 3/16:15 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Tue 3/104:44 pm
MIA
- OAK
1 stop19h 40m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 2/17. 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.
Wed 3/44:59 pm
OAK
- MIA
1 stop9h 29m
Delta
Sat 3/76:43 am
MIA
- OAK
1 stop8h 12m
Delta
Deal found 2/17![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 2/17. 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 3/75:55 am
OAK
- EYW
2 stops10h 47m
Delta
Thu 3/127:30 am
EYW
- OAK
2 stops11h 30m
Delta
Deal found 2/17![Delta logo]()
$1,329
This CheapOair deal was found by Cheapflights users on 2/17. 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.
Sun 3/86:15 am
OAK
- MIA
1 stop31h 44m
Alaska Airlines
Wed 3/115:59 pm
MIA
- OAK
1 stop18h 15m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$309
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.
Mon 3/165:45 am
OAK
- MIA
1 stop14h 45m
Southwest
Wed 3/185:30 am
MIA
- OAK
2 stops9h 40m
Southwest
Deal found 2/18![Southwest logo]()
$339
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:55 pm
OAK
- EYW
2 stops13h 53m
Delta
Tue 3/242:40 pm
EYW
- OAK
2 stops12h 06m
Delta
Deal found 2/19![Delta logo]()
$1,189
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/304:49 pm
OAK
- EYW
2 stops14h 59m
Delta
Sat 4/411:43 am
EYW
- OAK
2 stops13h 00m
Delta
Deal found 2/19![Delta logo]()
$2,012
One-way flights from Oakland to Florida KeysSearch for one-way flight options from Oakland to Florida Keys. Find affordable one-way fares based on user searches. Data last updated February 20, 2026.
Search for one-way flight options from Oakland to Florida Keys. Find affordable one-way fares based on user searches. Data last updated February 20, 2026.
This Southwest deal was found by Cheapflights users on 2/15. 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 3/1011:55 pm
OAK
- MIA
1 stop8h 45m
Southwest
Deal found 2/15![Southwest logo]()
$115
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.
Mon 4/68:10 pm
OAK
- MIA
1 stop16h 34m
Alaska Airlines
Deal found 2/18![Alaska Airlines logo]()
$120
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.
Tue 3/104:49 pm
OAK
- MIA
1 stop9h 51m
Delta
Deal found 2/18![Delta logo]()
$129
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.
Sun 4/55:40 am
OAK
- MIA
1 stop9h 20m
Southwest
Deal found 2/18![Southwest logo]()
$150
This CheapOair deal was found by Cheapflights users on 2/16. 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.
Mon 4/208:10 pm
OAK
- MIA
1 stop16h 34m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$154
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 5/261:01 pm
OAK
- MIA
1 stop24h 59m
Alaska Airlines
Deal found 2/18![Alaska Airlines logo]()
$155
This CheapOair deal was found by Cheapflights users on 2/15. 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 3/105:31 pm
OAK
- MIA
2 stops14h 49m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$165
This Southwest deal was found by Cheapflights users on 2/16. 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.
Wed 3/1811:55 pm
OAK
- MIA
1 stop8h 45m
Southwest
Deal found 2/16![Southwest logo]()
$167
This CheapOair deal was found by Cheapflights users on 2/17. 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.
Sat 4/256:20 am
OAK
- MIA
2 stops13h 31m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$170
This CheapOair deal was found by Cheapflights users on 2/15. 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 5/271:01 pm
OAK
- MIA
2 stops19h 19m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$171
This CheapOair deal was found by Cheapflights users on 2/16. 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 3/45:31 pm
OAK
- MIA
2 stops22h 34m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$174
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 6/91:01 pm
OAK
- MIA
2 stops19h 19m
Alaska Airlines
Deal found 2/18![Alaska Airlines logo]()
$176
Find 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 February 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $219 (CheapOair) |
One-way from | $115 (Southwest) |
Popular in | December |
Cheapest in | August |
Average price | $423 |
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 February 20, 2026.
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 4/1
11:55 pm-11:40 am
1 stop8h 45m
Miami
Wed 4/8
6:40 am-12:35 pm
1 stop8h 55m
$264
OaklandMiami
OAK - MIA
OAKMIA
Oakland
Sun 4/5
5:40 am-6:00 pm
1 stop9h 20m
Miami
Fri 4/10
5:30 am-10:20 am
1 stop7h 50m
$299
OaklandMiami
OAK - MIA
OAKMIA
Oakland
Sun 3/1
5:05 am-10:00 pm
1 stop13h 55m
Miami
Wed 3/4
9:00 am-5:30 pm
1 stop11h 30m
$305
OaklandMiami
OAK - MIA
OAKMIA
Oakland
Wed 3/4
4:59 pm-9:26 am
2 stops13h 27m
Miami
Sat 3/7
6:43 am-11:55 am
1 stop8h 12m
$343
OaklandMiami
OAK - MIA
OAKMIA
Oakland
Sun 3/8
6:15 am-4:59 pm
1 stop31h 44m
Miami
Wed 3/11
5:59 pm-9:14 am
1 stop18h 15m
$349
OaklandMiami
OAK - MIA
OAKMIA
Oakland
Sun 5/24
5:55 pm-5:46 am
1 stop8h 51m
Miami
Tue 5/26
6:55 pm-11:57 pm
2 stops32h 02m
$351
OaklandMiami
OAK - MIA
OAKMIA
Oakland
Tue 3/17
11:55 pm-11:40 am
1 stop8h 45m
Miami
Wed 3/18
3:35 pm-9:45 pm
1 stop9h 10m
$354
OaklandMiami
OAK - MIA
OAKMIA
Oakland
Mon 4/6
11:55 pm-11:55 am
1 stop9h 00m
Miami
Fri 4/17
5:30 am-10:20 am
1 stop7h 50m
$357
OaklandKey West
OAK - EYW
OAKEYW
Oakland
Sat 3/21
5:55 pm-10:48 am
2 stops13h 53m
Key West
Tue 3/24
2:40 pm-11:46 pm
2 stops12h 06m
$1,189
OaklandKey West
OAK - EYW
OAKEYW
Oakland
Thu 4/16
5:04 pm-10:46 am
2 stops14h 42m
Key West
Tue 4/21
7:33 am-4:24 pm
2 stops11h 51m
$1,209
Showing 1-10 of 30 results
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.
OAK-MIA
OAK-EYW
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
OAK-zzEOA
OAK-MIA
OAK-EYW
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 $227). Flying from Oakland, California to Florida Keys in September is currently the most expensive (average of $501). 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 February 20, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines 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.
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
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.
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