Cheap flights from OAK to EYW (Oakland Intl. to Key West Intl.)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Cheap Flights from OAK to EYW starting at $466 One Way, $908 Round Trip
Prices starting at $908 for return flights and $466 for one-way flights to Key West Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
OAK
Oakland
EYW
Key West
$908 Roundtrip, found 4 days ago
$908
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$950 Roundtrip, found 4 days ago
$950
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,015 Roundtrip, found 4 days ago
$1,015
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,020 Roundtrip, found 4 days ago
$1,020
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$1,071 Roundtrip, found 4 days ago
$1,071
Roundtrip
found 4 days ago
Hotel Ideas near Key West Intl.
Airport Hotels near Key West Intl.
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$208 nightly
The price is $234 total per night from Oct 4 to Oct 5
$234 total
Oct 4 - Oct 5
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$144 nightly
The price is $162 total per night from Sep 30 to Oct 1
$162 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$133 nightly
The price is $150 total per night from Sep 30 to Oct 1
$150 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,104 reviews)
"Tyrone was extremely helpful with any need that came up. Even when it was not his responsibility, he made sure we were taken care of"
Reviewed on Sep 22, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$168 nightly
The price is $189 total per night from Sep 24 to Sep 25
$189 total
Sep 24 - Sep 25
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,681 reviews)
"Wish there were more options as far as eating, the staff was helpful in some ways, I think they were training a lot of them which is fine, I get it. Room was very clean. Would have been nice if there was an indoor eating area not just the outdoor bar areas but it was fine. Never were able to locate ..."
Reviewed on Sep 23, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$225 nightly
The price is $253 total per night from Sep 30 to Oct 1
$253 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,613 reviews)
"The staff was personable and pleasant. My room was great and facility maintained well. There was one pool down for service. My beach access due to seaweed/seagrass. The smell was terrible several times a day. Was hard to enjoy the beautiful outdoor restaurant. We were able to get a few times in. ..."
Reviewed on Sep 23, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$234 nightly
The price is $263 total per night from Oct 6 to Oct 7
$263 total
Oct 6 - Oct 7
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$133 nightly
The price is $150 total per night from Sep 30 to Oct 1
$150 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,104 reviews)
"Tyrone was extremely helpful with any need that came up. Even when it was not his responsibility, he made sure we were taken care of"
Reviewed on Sep 22, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$144 nightly
The price is $162 total per night from Sep 30 to Oct 1
$162 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Eden House
1015 Fleming St Key West FL
$142 nightly
The price is $160 total per night from Sep 28 to Sep 29
$160 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced Key West Hotels
Southwinds Motel
1321 Simonton Street Key West FL
$155 nightly
The price is $174 total per night from Sep 24 to Sep 25
$174 total
Sep 24 - Sep 25
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Seashell Motel
718 South Street Key West FL
$101 nightly
The price is $114 total per night from Sep 27 to Sep 28
$114 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Duval House
815 Duval St Key West FL
$128 nightly
The price is $142 total per night from Oct 5 to Oct 6
$142 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.6/10 Exceptional! (1,101 reviews)
"Loved the chilled pool!"
Reviewed on Sep 22, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$225 nightly
The price is $253 total per night from Sep 30 to Oct 1
$253 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,613 reviews)
"The staff was personable and pleasant. My room was great and facility maintained well. There was one pool down for service. My beach access due to seaweed/seagrass. The smell was terrible several times a day. Was hard to enjoy the beautiful outdoor restaurant. We were able to get a few times in. ..."
Reviewed on Sep 23, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$168 nightly
The price is $189 total per night from Sep 24 to Sep 25
$189 total
Sep 24 - Sep 25
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,681 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"Wish there were more options as far as eating, the staff was helpful in some ways, I think they were training a lot of them which is fine, I get it. Room was very clean. Would have been nice if there was an indoor eating area not just the outdoor bar areas but it was fine. Never were able to locate ..."
Reviewed on Sep 23, 2026
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$162 nightly
The price is $182 total per night from Sep 24 to Sep 25
$182 total
Sep 24 - Sep 25
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,811 reviews)
"Nice and comfortable"
Reviewed on Sep 20, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
OAK to EYW Route Info
Origin Airport | |
|---|---|
Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
OAK Address & GPS
Address:
1 Airport Drive
Oakland CA, 94621
United States
IATA Code:
OAK
Longitude:
-122.212011
Latitude:
37.71188
Time Zone:
America/Los_Angeles
EYW Address & GPS
Address:
3491 South Roosevelt Boulevard
Key West FL, 33040-5260
United States
IATA Code:
EYW
Longitude:
-81.75501
Latitude:
24.553574
Time Zone:
America/New_York
- San Francisco Intl. Airport (SFO)
- Buchanan Field Airport (CCR)
- Norman Y. Mineta San Jose Intl. Airport (SJC)
- Stockton Municipal Airport (SCK)
- Watsonville Municipal Airport (WVI)
- Sonoma County Airport (STS)
- Sacramento Intl. Airport (SMF)
- Salinas Municipal Airport (SNS)
- Monterey Peninsula Airport (MRY)
- Merced Municipal Airport (MCE)
Top Trending
Flights
- DCA to MCO
- LGA to MIA
- LAX to SJO
- JFK to LAX
- DCA to LAX
- LAX to JFK
- DTW to MCO
- LAX to ORD
- LAX to DFW
- SEA to SAN
- JFK to FLL
- LAX to MCO
- SFO to SNA
- EWR to MCO
- SNA to SFO
- SNA to LAS
- LGA to MCO
- MCO to EWR
- ORD to LAX
- ORD to MCO
- MCO to SJU
- SFO to LAX
- PHL to MCO
- BWI to MCO
- JFK to MCO
- JFK to MIA
- LAX to HND
- LAX to SGN
- BWI to LAX
- RDU to MCO
Frequently asked questions
Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.