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 $439 One Way, $634 Round Trip
Prices starting at $634 for return flights and $439 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
$634 Roundtrip, found 6 days ago
$634
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$723 Roundtrip, found 4 days ago
$723
Roundtrip
found 4 days ago
OAK
Oakland
EYW
Key West
$743 Roundtrip, found 6 days ago
$743
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$777 Roundtrip, found 6 days ago
$777
Roundtrip
found 6 days ago
OAK
Oakland
EYW
Key West
$813 Roundtrip, found 6 days ago
$813
Roundtrip
found 6 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
$359 nightly
The price is $404 total per night from Jun 27 to Jun 28
$404 total
Jun 27 - Jun 28
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 ...
9.4/10 Exceptional! (1,098 reviews)
"Beautiful property"
Reviewed on May 25, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$167 nightly
The price is $188 total per night from Jun 7 to Jun 8
$188 total
Jun 7 - Jun 8
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 ...
9/10 Wonderful! (1,364 reviews)
"The hotel is very good that they have breakfast and gym included makes it even better. the very friendly staff. I will always say the only negative thing is that check-in is at 4 pm and check-out is at 11. you get robbed of many hours"
Reviewed on May 25, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$181 nightly
The price is $203 total per night from Jun 2 to Jun 3
$203 total
Jun 2 - Jun 3
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! (1,030 reviews)
"the best hotel ever"
Reviewed on May 26, 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
$184 nightly
The price is $207 total per night from May 28 to May 29
$207 total
May 28 - May 29
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 ...
8.4/10 Very Good! (2,285 reviews)
"Excellent hotel"
Reviewed on May 27, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$261 nightly
The price is $294 total per night from Jun 25 to Jun 26
$294 total
Jun 25 - Jun 26
Total with taxes and fees
Book a stay at this beach 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 ...
8.8/10 Excellent! (3,338 reviews)
"Staff were all amazing, easy check in, with a wrist band that we really liked. No searching for room card. Easy walking through the main streets. There was a lot of sargassum in the ocean front but, Mother Nature, nothing they can do about that at the resort. I like to take a dip in the ocean but, ..."
Reviewed on May 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$268 nightly
The price is $302 total per night from Jun 9 to Jun 10
$302 total
Jun 9 - Jun 10
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,807 reviews)
"The room was a large King Suite for 2-4 people. King Bed, convertible sofa bed. Very clean, fresh smell, included a good small refrigerator, microwave, Keurig coffee maker, supply of coffee and some bottles of water. Wide bathroom counter and single sink with plenty of room for 2 people to get ready ..."
Reviewed on May 26, 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.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$181 nightly
The price is $203 total per night from Jun 2 to Jun 3
$203 total
Jun 2 - Jun 3
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! (1,030 reviews)
"the best hotel ever"
Reviewed on May 26, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$167 nightly
The price is $188 total per night from Jun 7 to Jun 8
$188 total
Jun 7 - Jun 8
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 ...
9/10 Wonderful! (1,364 reviews)
"The hotel is very good that they have breakfast and gym included makes it even better. the very friendly staff. I will always say the only negative thing is that check-in is at 4 pm and check-out is at 11. you get robbed of many hours"
Reviewed on May 25, 2026
Eden House
1015 Fleming St Key West FL
$199 nightly
The price is $224 total per night from Jun 15 to Jun 16
$224 total
Jun 15 - Jun 16
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. ...
9/10 Wonderful! (1,000 reviews)
"Super cute stay and great location!"
Reviewed on May 24, 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.
Low Priced Key West Hotels
Southwinds Motel
1321 Simonton Street Key West FL
$175 nightly
The price is $196 total per night from May 28 to May 29
$196 total
May 28 - May 29
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. ...
8.6/10 Excellent! (1,344 reviews)
"Small, clean & tidy room. Good location for walking around. Little bar next door had great live music."
Reviewed on May 27, 2026
Seashell Motel
718 South Street Key West FL
$142 nightly
The price is $160 total per night from Jun 2 to Jun 3
$160 total
Jun 2 - Jun 3
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 ...
8/10 Very Good! (1,006 reviews)
"Great location! Walking distance to many attractions."
Reviewed on May 26, 2026
Duval House
815 Duval St Key West FL
$171 nightly
The price is $189 total per night from May 31 to Jun 1
$189 total
May 31 - Jun 1
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 ...
9.4/10 Exceptional! (1,036 reviews)
"Facilities are old. Over 100 years. Breakfast had a number of options. Plenty of fresh fruit"
Reviewed on May 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
$261 nightly
The price is $294 total per night from Jun 25 to Jun 26
$294 total
Jun 25 - Jun 26
Total with taxes and fees
Book a stay at this beach 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 ...
8.8/10 Excellent! (3,338 reviews)
"Staff were all amazing, easy check in, with a wrist band that we really liked. No searching for room card. Easy walking through the main streets. There was a lot of sargassum in the ocean front but, Mother Nature, nothing they can do about that at the resort. I like to take a dip in the ocean but, ..."
Reviewed on May 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.4/10 Very Good! (999 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
"This is a beautiful resort full of amenities! Margaritas when you arrive, smoothies at the pool each day around noon, free airport and old town shuttles so we didn’t need to Uber anywhere, also coffee/water/cookies in the lobby daily. The beach is an easy walk across the street. The hotel is super ..."
Reviewed on Apr 19, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from May 28 to May 29
$207 total
May 28 - May 29
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 ...
8.4/10 Very Good! (2,285 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"Excellent hotel"
Reviewed on May 27, 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 |
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
- Great Travel Ideas
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
Other Flights from Oakland Intl. Airport (OAK)
Other Flights to Key West Intl. Airport (EYW)
- 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.