$677+ Cheap flights from Oakland, CA to Key West (OAK - EYW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — EYW
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Key West 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Key West
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Best
Last-minute
Cheapest flights from Oakland to Key WestExplore the most affordable flight options available from Oakland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Oakland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This Delta deal was found by Cheapflights users on 10/29. 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 12/115:07 pm -
2 stops14h 41m
Sat 12/197:15 am -
2 stops19h 43m
Deal found 10/29![Delta logo]()
$677
This Delta deal was found by Cheapflights users on 10/29. 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 11/135:55 am -
2 stops11h 05m
Tue 11/172:07 pm -
2 stops12h 48m
Deal found 10/29![Delta logo]()
$687
This Delta deal was found by Cheapflights users on 10/29. 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 12/115:07 pm -
2 stops14h 41m
Sun 12/207:15 am -
2 stops19h 43m
Deal found 10/29![Delta logo]()
$698
This Delta deal was found by Cheapflights users on 10/26. 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 11/105:55 am -
2 stops11h 05m
Sat 11/147:30 am -
2 stops11h 47m
Deal found 10/26![Delta logo]()
$839
This Delta deal was found by Cheapflights users on 10/27. 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 12/215:00 pm -
2 stops14h 52m
Mon 12/282:50 pm -
2 stops12h 08m
Deal found 10/27![Delta logo]()
$1,109
Best flights from Oakland to Key WestDiscover carefully curated flight deals from Oakland to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Oakland to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Delta deal was found by Cheapflights users on 10/29. 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 12/115:07 pm -
2 stops14h 41m
Sat 12/197:15 am -
2 stops19h 43m
Deal found 10/29![Delta logo]()
$677
This Delta deal was found by Cheapflights users on 10/26. 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 11/105:55 am -
2 stops11h 05m
Sat 11/147:30 am -
2 stops11h 47m
Deal found 10/26![Delta logo]()
$839
This Delta deal was found by Cheapflights users on 10/29. 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 3/85:05 pm -
2 stops14h 53m
Fri 3/122:35 pm -
2 stops12h 21m
Deal found 10/29![Delta logo]()
$1,059
This Delta deal was found by Cheapflights users on 10/27. 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 12/215:00 pm -
2 stops14h 52m
Mon 12/282:50 pm -
2 stops12h 08m
Deal found 10/27![Delta logo]()
$1,109
This Delta deal was found by Cheapflights users on 10/28. 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 12/25:55 am -
2 stops11h 06m
Mon 12/72:06 pm -
2 stops12h 57m
Deal found 10/28![Delta logo]()
$1,109
This Delta deal was found by Cheapflights users on 10/27. 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 2/95:00 pm -
2 stops14h 53m
Fri 2/122:35 pm -
2 stops12h 21m
Deal found 10/27![Delta logo]()
$1,347
This Delta deal was found by Cheapflights users on 10/25. 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 4/35:05 pm -
2 stops14h 53m
Sat 4/1011:45 am -
2 stops13h 41m
Deal found 10/25![Delta logo]()
$1,429
This Delta deal was found by Cheapflights users on 10/29. 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 3/25:55 am -
2 stops10h 48m
Fri 3/52:35 pm -
2 stops12h 21m
Deal found 10/29![Delta logo]()
$2,769
This Delta deal was found by Cheapflights users on 10/26. 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 1/155:46 am -
2 stops12h 03m
Mon 1/182:50 pm -
2 stops12h 07m
Deal found 10/26![Delta logo]()
$4,219
Last-minute flights from Oakland to Key WestDiscover last-minute flight deals from Oakland to Key West. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Key West. Data last updated October 30, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/26. 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 11/105:55 am -
2 stops11h 05m
Sat 11/147:30 am -
2 stops11h 47m
Deal found 10/26![Delta logo]()
$839
This Delta deal was found by Cheapflights users on 10/29. 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 11/135:55 am -
2 stops11h 05m
Tue 11/172:07 pm -
2 stops12h 48m
Deal found 10/29![Delta logo]()
$687
Find flight deals from Oakland to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $677 (Delta) |
Popular in | December |
Cheapest in | August |
Average price | $541 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Key West 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 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from Oakland to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Fri 12/11
5:07 pm-10:48 am
2 stops14h 41m
Key West
Sat 12/19
7:15 am-11:58 pm
2 stops19h 43m
$677
Quickest round-trip
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Tue 11/10
5:55 am-8:00 pm
2 stops11h 05m
Key West
Sat 11/14
7:30 am-4:17 pm
2 stops11h 47m
$839
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Mon 3/8
5:05 pm-10:58 am
2 stops14h 53m
Key West
Fri 3/12
2:35 pm-11:56 pm
2 stops12h 21m
$1,059
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Mon 12/21
5:00 pm-10:52 am
2 stops14h 52m
Key West
Mon 12/28
2:50 pm-11:58 pm
2 stops12h 08m
$1,109
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Wed 12/2
5:55 am-8:01 pm
2 stops11h 06m
Key West
Mon 12/7
2:06 pm-12:03 am
2 stops12h 57m
$1,109
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Tue 2/9
5:00 pm-10:53 am
2 stops14h 53m
Key West
Fri 2/12
2:35 pm-11:56 pm
2 stops12h 21m
$1,347
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Sat 4/3
5:05 pm-10:58 am
2 stops14h 53m
Key West
Sat 4/10
11:45 am-10:26 pm
2 stops13h 41m
$1,429
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Tue 3/2
5:55 am-7:43 pm
2 stops10h 48m
Key West
Fri 3/5
2:35 pm-11:56 pm
2 stops12h 21m
$2,769
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Fri 1/15
5:46 am-8:49 pm
2 stops12h 03m
Key West
Mon 1/18
2:50 pm-11:57 pm
2 stops12h 07m
$4,219
Sorted by cheapest first
Compare providers for flights from Oakland to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Key West in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Oakland, California-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Oakland, California-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Oakland to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Oakland with our price prediction graph.
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.
Related info for your journey
Find useful and relevant information for your journey from Oakland to Key West. 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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