Cheap flights from PWM to EYW (Portland Intl. Jetport 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 PWM to EYW starting at $168 One Way, $268 Round Trip

Prices starting at $268 for return flights and $168 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.

Hotel Ideas near Key West Intl.

Airport Hotels near Key West Intl.

Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
3.5 out of 5
3675 South Roosevelt Boulevard, Key West, FL
The price is $310 per night from Dec 1 to Dec 2
$310
includes taxes & fees
$276 per night
Dec 1 - Dec 2
Stay at this 3.5-star 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. ...
9.4/10 Exceptional! (1,003 reviews)
"Very relaxing week"

Reviewed on Nov 20, 2024

Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
The price is $246 per night from Dec 1 to Dec 2
$246
includes taxes & fees
$219 per night
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,131 reviews)
"Breakfast was not good. Not close or walkable to anything. Fortunately, the shuttle service is a must."

Reviewed on Nov 20, 2024

Hampton Inn Key West FL
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is $292 per night from Dec 16 to Dec 17
$292
includes taxes & fees
$260 per night
Dec 16 - Dec 17
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,781 reviews)
"Very friendly staff, convenient free shuttle to the airport & downtown. Walking distance to a Awesome beach…"

Reviewed on Nov 20, 2024

Margaritaville Beach House Key West
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

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
The price is $341 per night from Dec 17 to Dec 18
$341
includes taxes & fees
$303 per night
Dec 17 - Dec 18
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.4/10 Very Good! (2,181 reviews)
"It would be nice to have a regular coffee machine in the room instead of an expresso machine. Mine didn't work anyway, leaked water all over the tray."

Reviewed on Nov 21, 2024

Southernmost Beach Resort
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is $292 per night from Dec 16 to Dec 17
$292
includes taxes & fees
$260 per night
Dec 16 - Dec 17
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,781 reviews)
"Very friendly staff, convenient free shuttle to the airport & downtown. Walking distance to a Awesome beach…"

Reviewed on Nov 20, 2024

Margaritaville Beach House Key West
Havana Cabana at Key West - Adults Only
Havana Cabana at Key West - Adults Only
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is $245 per night from Dec 9 to Dec 10
$245
includes taxes & fees
$218 per night
Dec 9 - Dec 10
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,598 reviews)
Absolute Gem!
"Second stay, we come to Key West 1-2 times per year and this is a favorite place for us. We usually get a lanai room right next to the pool… very convenient! Great pool, fun vibe, wonderful staff. I try to recommend it as much as I can. Our other favorite place is The Perry which we just found out ..."

Reviewed on Nov 21, 2024

Havana Cabana at Key West - Adults Only
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
DoubleTree Resort by Hilton Grand Key - Key West
4 out of 5
3990 S Roosevelt Blvd, Key West, FL
The price is $204 per night from Dec 15 to Dec 16
$204
includes taxes & fees
$181 per night
Dec 15 - Dec 16
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,000 reviews)
"Lovely hotel with a great restaurant, pool/jacuzzi/poolside bar and staff."

Reviewed on Nov 16, 2024

DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
The price is $246 per night from Dec 1 to Dec 2
$246
includes taxes & fees
$219 per night
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,131 reviews)
"Breakfast was not good. Not close or walkable to anything. Fortunately, the shuttle service is a must."

Reviewed on Nov 20, 2024

Hampton Inn Key West FL
Eden House
Eden House
3.5 out of 5
1015 Fleming St, Key West, FL
The price is $310 per night from Nov 24 to Nov 25
$310
includes taxes & fees
$276 per night
Nov 24 - Nov 25
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! (1,000 reviews)
Tiny but has what you need
"Tiny room but fine for one night before flying out."

Reviewed on Nov 18, 2024

Eden House
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
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
The price is $213 per night from Dec 3 to Dec 4
$213
includes taxes & fees
$189 per night
Dec 3 - Dec 4
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. ...
8.6/10 Excellent! (1,018 reviews)
"First time for us visiting the Southwinds and we thought it was a great location. We had a daily stop at the Tipsy Rooster, which is located on the property, to relax while listening to the live music."

Reviewed on Nov 19, 2024

Southwinds Motel
Seashell Motel & Key West Hostel
Seashell Motel & Key West Hostel
1.5 out of 5
718 South Street, Key West, FL
The price is $135 per night from Nov 24 to Nov 25
$135
includes taxes & fees
$120 per night
Nov 24 - Nov 25
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 ...
7.6/10 Good! (1,001 reviews)
"Good location"

Reviewed on Nov 16, 2024

Seashell Motel & Key West Hostel
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is $189 per night from Nov 24 to Nov 25
$189
includes taxes & fees
$171 per night
Nov 24 - Nov 25
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! (1,003 reviews)
"i just want to say "exelent. " service, property, location."

Reviewed on Nov 21, 2024

Duval House
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
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
The price is $341 per night from Dec 17 to Dec 18
$341
includes taxes & fees
$303 per night
Dec 17 - Dec 18
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.4/10 Very Good! (2,181 reviews)
"It would be nice to have a regular coffee machine in the room instead of an expresso machine. Mine didn't work anyway, leaked water all over the tray."

Reviewed on Nov 21, 2024

Southernmost Beach Resort
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
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 Mallory Square ...
8.2/10 Very Good! (999 reviews)

Families like: Outdoor pools, babysitting, close to beach, bicycle rentals

Travelers say...
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining ..."

Reviewed on Feb 6, 2021

Margaritaville Beach House Key West
24 North Hotel Key West - Newly Renovated
24 North Hotel Key West - Newly Renovated
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is $205 per night from Nov 24 to Nov 25
$205
includes taxes & fees
$182 per night
Nov 24 - Nov 25
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
7.4/10 Good! (1,362 reviews)
"Great"

Reviewed on Nov 19, 2024

24 North Hotel Key West - Newly Renovated
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

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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

Frequently asked questions

Am I able to catch a flight from Portland, ME Airport (PWM-Portland Intl. Jetport) to Key West, FL Airport (EYW-Key West Intl.) now?
Our Covid-19 Travel Advisor will answer all your questions about quarantine and travel restrictions when catching a flight from Portland, ME Airport (PWM-Portland Intl. Jetport) to Key West, FL Airport (EYW-Key West Intl.).
Are there non-stop flights from Portland Intl. Jetport to Key West Intl. Airport (EYW)?
While you can’t fly straight from PWM to Key West Intl. Airport (EYW), there are plenty of carriers that operate on this route with just a single stopover. Why not find out if the dates available with American Airlines or United Airlines suit your travel plans? If they don’t, there’s always JetBlue.
What is the shortest flight from Portland Intl. Jetport to EYW?
Relish in a miniature bottle of vino and get comfortable in your seat with an absorbing novel or movie. With the trip from Portland Intl. Jetport to Key West Intl. Airport (EYW) taking 5 hours and 12 minutes, you’ll have plenty of time to sit back and enjoy the ride.
How many hours flight from PWM to Key West Intl. Airport?
Typically, it takes 5 hours and 16 minutes to fly from Portland Intl. Jetport to EYW. You’ll be in the sky for quite some time, so consider bringing some entertainment, like a magazine or your travel journal.
If I am not able to travel due to COVID-19, can I cancel my flight to Key West, FL Airport (EYW-Key West Intl.)?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Key West, FL Airport (EYW-Key West Intl.) have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Key West, FL Airport (EYW-Key West Intl.) with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Key West, FL Airport (EYW-Key West Intl.) without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What airlines have the most flights from Portland Intl. Jetport Airport (PWM) to Key West Intl. Airport?
Currently, there are no airlines that advertise direct flights between Portland Intl. Jetport Airport (PWM) and Key West Intl. Airport (EYW). But there’s a silver lining. There are loads of single or multi-stop options available.

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.