Cheap Flights to Siesta Key from $39
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How Much Does it Cost To Fly To Siesta Key?
The cheapest prices found with in the last 7 days for return flights were $59 and $39 for one-way flights to Siesta Key for the period specified. Prices and availability are subject to change. Additional terms apply
CLE
Hopkins Intl.
SRQ
Sarasota-Bradenton Intl.
$59 Roundtrip, found 1 day ago
$59
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| CLE | Sarasota | February 15 to February 20 | $98 |
| PHL | Sarasota | February 17 to February 24 | $99 |
| JFK | Sarasota | February 4 to February 18 | $147 |
| EWR | Sarasota | February 8 to March 18 | $157 |
| BOS | Sarasota | March 17 to March 25 | $166 |
| DTW | Sarasota | February 21 to February 26 | $216 |
| ORD | Sarasota | March 2 to March 10 | $225 |
| ORD | Sarasota | March 2 to March 10 | $225 |
| MSP | Sarasota | April 26 to April 30 | $237 |
| YYZ | Sarasota | February 25 to March 10 | $386 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Sarasota | February 1 to February 2 | $306 |
| DTW | Sarasota | January 30 to February 2 | $346 |
| EWR | Sarasota | January 30 to February 3 | $348 |
| EWR | Sarasota | January 30 to February 3 | $348 |
| CLE | Sarasota | January 31 to February 3 | $357 |
| MSP | Sarasota | February 1 to March 6 | $385 |
| YYZ | Sarasota | February 1 to February 11 | $402 |
| TTN | Sarasota | January 30 to January 31 | $443 |
| ORD | Sarasota | January 31 to February 2 | $521 |
| ORD | Sarasota | January 31 to February 2 | $521 |
Siesta Key Flight Information
Traveling to | Siesta Key |
|---|---|
Lowest Price | $59 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Siesta Key Accommodation Deals
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
$257 nightly
The price is $290 total per night from Jan 29 to Jan 30
$290 total
Jan 29 - Jan 30
Total with taxes and fees
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,061 reviews)
Loved the location, very clean and friendly staff!
Reviewed on Jan 27, 2026
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
$203 nightly
The price is $230 total per night from Jan 29 to Jan 30
$230 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,006 reviews)
Amazing location, cute decor.
Reviewed on Jan 23, 2026
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
$259 nightly
The price is $291 total per night from Feb 1 to Feb 2
$291 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,191 reviews)
Yes, very clean and attentive staff.
Reviewed on Jan 21, 2026
Save an average of 15% on thousands of hotels when you're signed in
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$190 nightly
The price is $214 total per night from Jan 29 to Jan 30
$214 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (5,247 reviews)
Great little find
Reviewed on Jan 20, 2026
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.
Luxury Hotels in Siesta Key
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$190 nightly
The price is $214 total per night from Jan 29 to Jan 30
$214 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (5,247 reviews)
Great little find
Reviewed on Jan 20, 2026
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
$259 nightly
The price is $291 total per night from Feb 1 to Feb 2
$291 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,191 reviews)
Yes, very clean and attentive staff.
Reviewed on Jan 21, 2026
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
$257 nightly
The price is $290 total per night from Jan 29 to Jan 30
$290 total
Jan 29 - Jan 30
Total with taxes and fees
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,061 reviews)
Loved the location, very clean and friendly staff!
Reviewed on Jan 27, 2026
Save an average of 15% on thousands of hotels when you're signed in
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
$203 nightly
The price is $230 total per night from Jan 29 to Jan 30
$230 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,006 reviews)
Amazing location, cute decor.
Reviewed on Jan 23, 2026
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 Siesta Key
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$190 nightly
The price is $214 total per night from Jan 29 to Jan 30
$214 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (5,247 reviews)
Families like: Outdoor pool, kitchenette, close to beach, bicycle rentals
Travelers say...
Great little find
Reviewed on Jan 20, 2026
Beach Club at Siesta Key by RVA
6732 Sarasea Circle Siesta Key FL
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...
Good
Reviewed on Dec 30, 2022
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
$291 nightly
The price is $329 total per night from Jan 29 to Jan 30
$329 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (912 reviews)
What a great place to stay in this great beach town. The staff is amazing and so friendly! Everything is very clean. I have no complaints but our villa was small but I still I would suggest hooks to hang wet towels and bathing suits. We had 4 people in a 2 bedroom villa. My son
Reviewed on Jan 15, 2026
Save an average of 15% on thousands of hotels when you're signed in
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
$259 nightly
The price is $291 total per night from Feb 1 to Feb 2
$291 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,191 reviews)
Yes, very clean and attentive staff.
Reviewed on Jan 21, 2026
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.
Best Siesta Key Flight and Hotel Packages
Siesta Key flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Siesta Key flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Siesta Key flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Philadelphia to Siesta Key
View all tripsNeed a Car For After Your Flight?
Special
Sarasota, Florida, USA
$31
$95 total
found 2 days ago
Midsize
Sarasota, Florida, USA
$33
$105 total
found 2 days ago
Compact
Sarasota, Florida, USA
$34
$107 total
found 2 days ago
Economy
Sarasota, Florida, USA
$34
$107 total
found 2 days ago
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Plane Tickets To Siesta Key
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Siesta Key. Browse through our inventory to explore a wide range of cheap flights to Siesta Key to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Siesta Key as you anxiously await to exit the plane and explore what Siesta Key has to offer. Considering all the amazing local food and culture in Siesta Key, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Siesta Key to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Siesta Key without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Siesta Key with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Siesta Key today!
More Ways To Wander
Siesta Key Hotels
Find the perfect hotel after your flight
Siesta Key Vacation Rentals
Great Deals on alternative accommodations
Siesta Key Car Rentals
Affordable cars to get you around town
Siesta Key Vacations
Save more by combining flights, hotels and cars
Things to do in Siesta Key
Activities, attractions and tours
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