Cheap flights from PWM to EYW (Portland Intl. Jetport to Key West Intl.)
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Cheap Flights from PWM to EYW starting at $184 One Way, $269 Round Trip
Prices starting at $269 for return flights and $184 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.
PWM
Portland
EYW
Key West
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
PWM
Portland
EYW
Key West
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
PWM
Portland
EYW
Key West
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
PWM
Portland
EYW
Key West
$304 Roundtrip, found 6 days ago
$304
Roundtrip
found 6 days ago
PWM
Portland
EYW
Key West
$309 Roundtrip, found 6 days ago
$309
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
$324 nightly
The price is $365 total per night from Nov 18 to Nov 19
$365 total
Nov 18 - Nov 19
Total with taxes and fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,047 reviews)
All very good!
Reviewed on Nov 4, 2025
Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
$203 nightly
The price is $229 total per night from Nov 19 to Nov 20
$229 total
Nov 19 - Nov 20
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! (1,252 reviews)
It all worked and was stress free.
Reviewed on Nov 6, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Nov 19 to Nov 20
$186 total
Nov 19 - Nov 20
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,006 reviews)
Very very nice stay!
Reviewed on Nov 7, 2025
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
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
$208 nightly
The price is $234 total per night from Nov 17 to Nov 18
$234 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,728 reviews)
We’ve stayed here twice now. Staff is great, the shuttle into town is super convenient (hi Jeffrey!). We love that you can use the kayaks or paddleboards every day. The tiki hut crew is the best! The place is clean and I feel safe walking around there. It’s well lit and easy to navigate.
Reviewed on Nov 2, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
$148 nightly
The price is $167 total per night from Nov 17 to Nov 18
$167 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 4-star family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,663 reviews)
Great staff!
Reviewed on Nov 6, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
$183 nightly
The price is $206 total per night from Nov 17 to Nov 18
$206 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,669 reviews)
Clain for one of the nicest places in Key West
Reviewed on Nov 9, 2025
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
$165 nightly
The price is $186 total per night from Nov 19 to Nov 20
$186 total
Nov 19 - Nov 20
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,006 reviews)
Very very nice stay!
Reviewed on Nov 7, 2025
Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
$203 nightly
The price is $229 total per night from Nov 19 to Nov 20
$229 total
Nov 19 - Nov 20
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! (1,252 reviews)
It all worked and was stress free.
Reviewed on Nov 6, 2025
Eden House
1015 Fleming St, Key West, FL
$237 nightly
The price is $266 total per night from Nov 12 to Nov 13
$266 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 3.5-star 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 ...
9/10 Wonderful! (1,001 reviews)
Eden House is conveniently located by many attractions and restaurants. It’s clean and the staff are friendly. We will return!
Reviewed on Nov 3, 2025
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
$163 nightly
The price is $184 total per night from Nov 18 to Nov 19
$184 total
Nov 18 - Nov 19
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,214 reviews)
Keep in mind it’s a motel! Staff were very friendly and the place was clean, as was the bathroom. Never entertained the two pools they have but people seemed to enjoy them. I think my only don’t is the property owns a bar next door and if your room is next to it - it can be quite noisy. Otherwise ...
Reviewed on Nov 9, 2025
Seashell Motel
718 South Street, Key West, FL
$109 nightly
The price is $123 total per night from Nov 12 to Nov 13
$123 total
Nov 12 - Nov 13
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 ...
7.8/10 Good! (1,001 reviews)
The rooms are small but very clean. I’ve stayed here a few times and it’s always been nice.
Reviewed on Oct 28, 2025
Duval House
815 Duval St, Key West, FL
$171 nightly
The price is $189 total per night from Nov 17 to Nov 18
$189 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,008 reviews)
Beautiful property, courtyard is amazing. Breakfast staff were great. Close to everything.
Reviewed on Nov 9, 2025
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
$242 nightly
The price is $272 total per night from Nov 30 to Dec 1
$272 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,841 reviews)
Excellent amenities, good location. Friendly staff. Very good bar staff and pool side kitchen fare.
Reviewed on Nov 9, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (1,000 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
Stayed here many times. Easy in and out, plenty of parking. Great friendly staff
Reviewed on Sep 1, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
$148 nightly
The price is $167 total per night from Nov 17 to Nov 18
$167 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 4-star family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,663 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Great staff!
Reviewed on Nov 6, 2025
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.
PWM to EYW Route Info
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PWM Address & GPS
Address:
1001 Westbrook Street
Portland ME, 04102
United States
IATA Code:
PWM
Longitude:
-70.310307
Latitude:
43.647492
Time Zone:
America/New_York
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 Portland Intl. Jetport Airport (PWM)
Other Flights to Key West Intl. Airport (EYW)
- Sanford Seacoast Regional Airport (SFM)
- Auburn - Lewiston Municipal Airport (LEW)
- Eastern Slopes Regional Airport (FRY)
- Portsmouth Intl. Airport (PSM)
- Augusta State Airport (AUG)
- Laconia Municipal Airport (LCI)
- Knox County Regional Airport (RKD)
- Concord Municipal Airport (CON)
- Robert Lafleur Airport (WVL)
- Manchester-Boston Regional Airport (MHT)
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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.
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