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

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Cheap Flights from PIT to EYW starting at $149 One Way, $270 Round Trip

Prices starting at $270 for return flights and $149 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.

Sun, Aug 9 - Wed, Aug 12
PIT
Pittsburgh
EYW
Key West
$270 Roundtrip, found 5 days ago
$270
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Aug 9 from Pittsburgh to Key West, returning Wed, Aug 12, priced at $270 found 5 days ago
Sun, Aug 9 - Wed, Aug 12
PIT
Pittsburgh
EYW
Key West
$280 Roundtrip, found 5 days ago
$280
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Aug 9 from Pittsburgh to Key West, returning Wed, Aug 12, priced at $280 found 5 days ago
Sun, Aug 9 - Wed, Aug 12
PIT
Pittsburgh
EYW
Key West
$288 Roundtrip, found 5 days ago
$288
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Aug 9 from Pittsburgh to Key West, returning Wed, Aug 12, priced at $288 found 5 days ago
Tue, Jul 21 - Tue, Jul 28
PIT
Pittsburgh
EYW
Key West
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 21 from Pittsburgh to Key West, returning Tue, Jul 28, priced at $289 found 1 day ago
Tue, Jul 21 - Tue, Jul 28
PIT
Pittsburgh
EYW
Key West
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 21 from Pittsburgh to Key West, returning Tue, Jul 28, priced at $289 found 1 day ago

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
$407 nightly
The price is $458 total per night from Jun 1 to Jun 2
$458 total
Jun 1 - Jun 2
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! (1,062 reviews)
Didn't need either service

Reviewed on May 2, 2026

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
$212 nightly
The price is $238 total per night from May 31 to Jun 1
$238 total
May 31 - Jun 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 ...
9/10 Wonderful! (1,348 reviews)
Clean comfy and beautiful

Reviewed on May 1, 2026

Hampton Inn Key West FL
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
$193 nightly
The price is $217 total per night from May 31 to Jun 1
$217 total
May 31 - Jun 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 ...
8.2/10 Very Good! (1,002 reviews)
Shuttle from the airport took 43 minutes after I called. When I got to the motel around 1:30 in the afternoon, they said they had been cleaning my room and would call me when it was ready by 4:30. Nobody had called so I went and checked, and it had been ready for several hours. It’s a little things ...

Reviewed on May 1, 2026

DoubleTree Resort by Hilton Grand Key - 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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$195 nightly
The price is $219 total per night from May 31 to Jun 1
$219 total
May 31 - Jun 1
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! (2,171 reviews)
Good

Reviewed on May 2, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$250 nightly
The price is $281 total per night from May 11 to May 12
$281 total
May 11 - May 12
Total with taxes and fees
Book a stay at this 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! (2,191 reviews)
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.

Reviewed on Apr 30, 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$268 nightly
The price is $302 total per night from May 26 to May 27
$302 total
May 26 - May 27
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! (1,798 reviews)
Never had a chance to check in the reservation from Expedia never went through and even though I showed them the invoice they still had me waiting to get hold of management finally after waiting for what seemed like forever without a solution other than paying again and getting refunded from yall ...

Reviewed on May 1, 2026

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.

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
$193 nightly
The price is $217 total per night from May 31 to Jun 1
$217 total
May 31 - Jun 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 ...
8.2/10 Very Good! (1,002 reviews)
Shuttle from the airport took 43 minutes after I called. When I got to the motel around 1:30 in the afternoon, they said they had been cleaning my room and would call me when it was ready by 4:30. Nobody had called so I went and checked, and it had been ready for several hours. It’s a little things ...

Reviewed on May 1, 2026

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
$212 nightly
The price is $238 total per night from May 31 to Jun 1
$238 total
May 31 - Jun 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 ...
9/10 Wonderful! (1,348 reviews)
Clean comfy and beautiful

Reviewed on May 1, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$227 nightly
The price is $255 total per night from May 18 to May 19
$255 total
May 18 - May 19
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! (1,004 reviews)
It was wonderful! Staff very helpful

Reviewed on May 1, 2026

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
$194 nightly
The price is $218 total per night from Jun 2 to Jun 3
$218 total
Jun 2 - Jun 3
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! (1,319 reviews)
Was clean Great location The bar was great

Reviewed on May 1, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$164 nightly
The price is $185 total per night from May 3 to May 4
$185 total
May 3 - May 4
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! (1,001 reviews)
Yea

Reviewed on May 2, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$229 nightly
The price is $255 total per night from May 3 to May 4
$255 total
May 3 - May 4
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! (1,026 reviews)
Excellent

Reviewed on May 1, 2026

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 and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$312 nightly
The price is $352 total per night from May 25 to May 26
$352 total
May 25 - May 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! (3,260 reviews)
Great location and room!

Reviewed on May 2, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
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

Get rates
Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$195 nightly
The price is $219 total per night from May 31 to Jun 1
$219 total
May 31 - Jun 1
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! (2,171 reviews)

Families like: Outdoor pools, playground, miniature golf, game room

Travelers say...
Good

Reviewed on May 2, 2026

Blue Flamingo Resort 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.

PIT to EYW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
PIT Address & GPS
Address:
1000 Airport Boulevard
Pittsburgh PA, 15231-0370
United States
IATA Code:
PIT
Longitude:
-80.25657
Latitude:
40.49585
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

Are there non-stop flights from Pittsburgh Airport to EYW?
There are no direct flights between these destinations. But American Airlines, United Airlines and Delta Air Lines can fly you from Pittsburgh Airport to EYW with only one stopover.
What is the shortest flight from Pittsburgh Airport to Key West Intl. Airport?
Traveling from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport will take you at least 4 hours and 53 minutes. Indulge in a tipple and get stuck into that book — it's the ideal opportunity to just relax.
How many hours flight from PIT to EYW?
It usually takes about 5 hours and 1 minute to travel from Pittsburgh Airport to EYW. Get through the flight by watching movies and getting stuck into a good book. Alternatively, catch up on some Zs.
What airlines have the most flights from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport?
Right now, you won't find any direct flights between PIT and EYW. However, you will find flights with one or more stops. Look on the positive side — use the time to stretch your legs or grab a nice coffee!

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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