Best Flight From Pittsburgh Intl. To EYW

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Amazing PIT to EYW Flight Deals

The cheapest flights to Key West Intl. were $341 for round trip flights and $194 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jan 13 - Sun, Jan 17
PIT
Pittsburgh
EYW
Key West
$341 Roundtrip, found 3 days ago
$341
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jan 13 from Pittsburgh to Key West, returning Sun, Jan 17, priced at $341 found 3 days ago
Thu, Aug 13 - Thu, Aug 20
PIT
Pittsburgh
EYW
Key West
$349 Roundtrip, found 6 days ago
$349
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Aug 13 from Pittsburgh to Key West, returning Thu, Aug 20, priced at $349 found 6 days ago
Wed, Jan 13 - Sun, Jan 17
PIT
Pittsburgh
EYW
Key West
$357 Roundtrip, found 3 days ago
$357
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jan 13 from Pittsburgh to Key West, returning Sun, Jan 17, priced at $357 found 3 days ago
Wed, Jan 13 - Sun, Jan 17
PIT
Pittsburgh
EYW
Key West
$384 Roundtrip, found 3 days ago
$384
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jan 13 from Pittsburgh to Key West, returning Sun, Jan 17, priced at $384 found 3 days ago
Wed, Aug 5 - Tue, Aug 11
PIT
Pittsburgh
EYW
Key West
$392 Roundtrip, found 3 days ago
$392
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 5 from Pittsburgh to Key West, returning Tue, Aug 11, priced at $392 found 3 days ago
Wed, Jan 13 - Sun, Jan 17
PIT
Pittsburgh
EYW
Key West
$398 Roundtrip, found 3 days ago
$398
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jan 13 from Pittsburgh to Key West, returning Sun, Jan 17, priced at $398 found 3 days ago

Hotels near Key West Intl. Airport (EYW)

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
$279 nightly
The price is $314 total per night from Aug 25 to Aug 26
$314 total
Aug 25 - Aug 26
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 attractions Southernmost Point and Duval Street are located nearby.
Opens in a new windowHyatt 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
$161 nightly
The price is $181 total per night from Aug 17 to Aug 18
$181 total
Aug 17 - Aug 18
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 pool in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.
Opens in a new windowHampton 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
$165 nightly
The price is $186 total per night from Aug 9 to Aug 10
$186 total
Aug 9 - Aug 10
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 and the clean rooms in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.
8.4/10 Very Good! (1,059 reviews)
"The hotel was well maintained."

Reviewed on Jul 25, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
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Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$202 nightly
The price is $227 total per night from Aug 17 to Aug 18
$227 total
Aug 17 - Aug 18
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. Popular attractions Duval Street and Southernmost Point are located nearby.
8.6/10 Excellent! (2,376 reviews)
"The best part was, I was able to check in early and very friendly staff"

Reviewed on Jul 26, 2026

Opens in a new windowBeachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
$152 nightly
The price is $171 total per night from Aug 23 to Aug 24
$171 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.
Opens in a new windowHilton Garden Inn Key West / The Keys Collection
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
$243 nightly
The price is $273 total per night from Aug 24 to Aug 25
$273 total
Aug 24 - Aug 25
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 in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.
Opens in a new windowMargaritaville 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
$171 nightly
The price is $192 total per night from Aug 24 to Aug 25
$192 total
Aug 24 - Aug 25
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 in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
8.4/10 Very Good! (2,577 reviews)
"Staff was very friendly plenty of things to do"

Reviewed on Jul 26, 2026

Opens in a new windowBlue Flamingo Resort Key West
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard Key West FL
$159 nightly
The price is $179 total per night from Aug 11 to Aug 12
$179 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.6/10 Excellent! (1,058 reviews)
"The good part: Staff was excellent; gym and pool were very good-and the price was right. The room needed a maintenance refresh but it wasn't bad. The bad part: What messed up a perfect review was on the last day (3-day stay) I noticed bites all over my leg and my son's legs/arms. We were glad we ..."

Reviewed on Jul 25, 2026

Opens in a new windowFairfield by Marriott Inn & Suites Key West at The Keys Collection
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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.

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*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.