Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Pittsburgh (PIT) to Key West (EYW)

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Lowest round trip fares by airline from Pittsburgh and Key West

Cheapest prices ($160 One Way, $286 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 19
PIT
Pittsburgh
EYW
Key West
$160
American Airlines
Fri, May 21
PIT
Pittsburgh
EYW
Key West
$186
JetBlue Airways
Fri, May 21
PIT
Pittsburgh
EYW
Key West
$195
American Airlines
Sun, May 9
PIT
Pittsburgh
EYW
Key West
$197
JetBlue Airways
Sat, Jun 19
PIT
Pittsburgh
EYW
Key West
$207
Delta
Wed, May 26 - Thu, Jun 3
PIT
Pittsburgh
EYW
Key West
$286
American Airlines
Wed, May 26 - Sat, May 29
PIT
Pittsburgh
EYW
Key West
$288
American Airlines
Tue, May 18 - Wed, May 19
PIT
Pittsburgh
EYW
Key West
$308
American Airlines
Tue, May 25 - Thu, Jun 3
PIT
Pittsburgh
EYW
Key West
$315
American Airlines
Tue, May 25 - Sat, May 29
PIT
Pittsburgh
EYW
Key West
$316
American Airlines

Great Deals On Cheap Hotels in Key West

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is $288 per night from May 10 to May 10
Located in Key West Historic District, this hotel is steps from Simonton Beach, Duval Street, and South Beach. Higgs Beach and Southernmost Point are also within ...
4.3/5Excellent! (4 reviews)
"So close to beach and restaurants in walking distance"

Reviewed on Mar 14, 2021

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 $129 per night from Jun 1 to Jun 1
Located in Old Town Key West, this hostel is within a 5-minute walk of Duval Street and South Beach. Higgs Beach and Key West Butterfly and Nature Conservatory ...
3.5/5Good! (4 reviews)
"First off for the money we paid the property was in poor condition you can see through the door there were cracks all around the bottom of it then when we flush the toilet twice sewage came back up into the shower stall the beds were up against the wall so you had to climb out at night to go to the ..."

Reviewed on Mar 19, 2020

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is $258 per night from May 31 to May 31
Located in Key West Historic District, this bed & breakfast is steps from Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West Butterfly ...
5/5Exceptional! (2 reviews)
"Great location and charm. Attentive staff. Good breakfast"

Reviewed on Sep 16, 2019

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.

Fly From Pittsburgh to Key West

Origin Pittsburgh
Destination Key West
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Pittsburgh to Key West

Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Key West Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Key West vacation that you can't get when you book flights and hotel separately.

Relax in Key West With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Pittsburgh to Key West by signing up for exclusive email deals.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.