Cheap Flight Deals to Siesta Key FL from CA $122
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How to find cheap flights to Siesta Key?
The cheapest prices found with in the last 7 days for return flights were CA $361 and CA $122 for one-way flights to Siesta Key for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| BOS | Sarasota | May 26 to May 30 | CA $361 |
| JFK | Sarasota | June 18 to June 22 | CA $434 |
| DTW | Sarasota | June 4 to June 7 | CA $489 |
| YYZ | Sarasota | May 31 to June 3 | CA $664 |
| CLE | Sarasota | June 4 to June 7 | CA $1,166 |
| ORD | Sarasota | June 22 to June 24 | CA $1,194 |
| ORD | Sarasota | June 22 to June 24 | CA $1,194 |
Your guide to flights to Siesta Key, FL
Breeze Airways, JetBlue Airways, Delta, American Airlines fly to Siesta Key, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Siesta Key FL currently costs between CA $361 and CA $1,194. Prices vary, but for the best fares, travel in May when prices are at their lowest.
Top tips for finding cheap flights to Siesta Key
The cheapest flight for a round trip to Siesta Key is currently CA $361. When you search for flights to Siesta Key, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Siesta Key for nearby days. The cheapest month to travel to Siesta Key is May from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Siesta Key
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Siesta Key with Travelocity
We have top deals on plane tickets even for last minute flights to Siesta Key, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Siesta Key for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Siesta Key
Siesta Key Beach Resort and Suites
We loved it - it was amazing. I would recommend this place again. It was close to everything all within walking distance.
Reviewed on May 13, 2026
Tropical Breeze Resort
I found the close proximity to the village for walking and the beach. Excellent with all of the local businesses nearby no vehicle vehicles needed. I was disappointed that they did not have hairdryers in the room, and the room itself looked like it could've used a little more finesse in cleaning
Reviewed on May 14, 2026
Captiva Beach Resort
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.
Reviewed on May 8, 2026
Tropical Beach Resorts
This was such a great place to stay. The pool was GREAT and the beach access was fantastic
Reviewed on May 14, 2026
Luxury Hotels in Siesta Key
Tropical Beach Resorts
This was such a great place to stay. The pool was GREAT and the beach access was fantastic
Reviewed on May 14, 2026
Captiva Beach Resort
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.
Reviewed on May 8, 2026
Siesta Key Beach Resort and Suites
We loved it - it was amazing. I would recommend this place again. It was close to everything all within walking distance.
Reviewed on May 13, 2026
Tropical Breeze Resort
I found the close proximity to the village for walking and the beach. Excellent with all of the local businesses nearby no vehicle vehicles needed. I was disappointed that they did not have hairdryers in the room, and the room itself looked like it could've used a little more finesse in cleaning
Reviewed on May 14, 2026
Family Friendly Hotels in Siesta Key
Tropical Beach Resorts
This was such a great place to stay. The pool was GREAT and the beach access was fantastic
Reviewed on May 14, 2026
Beach Club at Siesta Key by RVA
Good
Reviewed on Dec 30, 2022
Siesta Key Beachside Villas
The staff are great and helpful, however, the size of our room was not worth the money spent. It was literally a bedroom and my girlfriend and I couldn't even walk passed each other and we are small people. I understand the property has some larger rooms but not many, so you have to be lucky enough ...
Reviewed on May 13, 2026
Captiva Beach Resort
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.
Reviewed on May 8, 2026
Best Siesta Key Flight and Hotel Packages
Siesta Key flight + hotel packages - economy flights
Need a car after flight to Siesta Key?
Economy
Compact
Midsize
SUV
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!
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