Cheap Flights to Siesta Key from $41

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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 $82 and $41 for one-way flights to Siesta Key for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ORDSarasotaAugust 12 to August 13$145
ORDSarasotaAugust 12 to August 13$145
JFKSarasotaSeptember 3 to September 6$147
MSPSarasotaAugust 13 to August 19$155
EWRSarasotaJune 28 to July 1$157
CLESarasotaAugust 11 to August 15$167
BOSSarasotaJuly 26 to August 11$203
DTWSarasotaJuly 1 to July 5$203
PHLSarasotaAugust 16 to August 24$286
YYZSarasotaJuly 10 to July 14$314
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MSPSarasotaJune 14 to June 21$209
JFKSarasotaJune 15 to June 19$286
EWRSarasotaJune 14 to June 21$367
PHLSarasotaJune 14 to June 21$406
BOSSarasotaJune 15 to June 25$423
YYZSarasotaJune 14 to June 16$480
MDWSarasotaJune 15 to June 22$513
DTWSarasotaJune 15 to June 21$529
ORDSarasotaJune 15 to June 18$559
CLESarasotaJune 14 to June 18$647
*Prices include taxes and fees

Siesta Key SRQ Flight Information

Traveling to
Siesta Key SRQ
Lowest Price
$82
Number of Airlines Serving
1
Airlines Serving
Breeze Airways
Number of Daily Flights
1
Airlines with Direct Flights
Southwest Airlines

Find The Perfect Hotel For After Your Flight

Amazing Siesta Key Accommodation Deals

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
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! (1,003 reviews)
"We found the property to be very clean the staff was great and I would definitely go back"

Reviewed on Jun 11, 2025

Siesta Key Beach Resort and Suites
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Stay at this 3-star 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 ...
8.8/10 Excellent! (1,004 reviews)
"Wonderful."

Reviewed on Jun 9, 2025

Tropical Breeze Resort
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
6772 Sara Sea Circle, Siesta Key, FL
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 ...
8.8/10 Excellent! (1,102 reviews)
"Very nice place, rooms were very clean and the staff were friendly. Relaxing and quiet place. Great location to the beach"

Reviewed on Jun 10, 2025

Captiva Beach Resort
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Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,695 reviews)
Beach disappointment
"The property itself was good and very pleasing. The room was more than I expected the beach area however was very disappointing. There was no food or beverage service and no bathrooms close by and the beach was just a tiny little area. I ended up driving to the public beach and had a great time for ..."

Reviewed on Jun 9, 2025

Tropical Beach Resorts
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
Great for families

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,695 reviews)

Families like: Outdoor pool, kitchenette, close to beach, bicycle rentals

Beach disappointment
"The property itself was good and very pleasing. The room was more than I expected the beach area however was very disappointing. There was no food or beverage service and no bathrooms close by and the beach was just a tiny little area. I ended up driving to the public beach and had a great time for ..."

Reviewed on Jun 9, 2025

Tropical Beach Resorts
Beach Club at Siesta Key by RVA

Beach Club at Siesta Key by RVA

3.5 out of 5
6732 Sarasea Circle, Siesta Key, FL
Stay at this 3.5-star 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

Beach Club at Siesta Key by RVA
Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd, Siesta Key, FL
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! (815 reviews)
"My wife and I had a wonderful time here. The amenities were great, the location is perfect- just a short walk to the beach or restaurants and the staff are very friendly/helpful."

Reviewed on Jun 2, 2025

Siesta Key Beachside Villas
Save an average of 15% on thousands of hotels when you're signed in
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
6772 Sara Sea Circle, Siesta Key, FL
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 ...
8.8/10 Excellent! (1,102 reviews)
"Very nice place, rooms were very clean and the staff were friendly. Relaxing and quiet place. Great location to the beach"

Reviewed on Jun 10, 2025

Captiva Beach Resort
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.
Mar Bay Motel &Suites
The Avalon Club
Captiva Beach Resort
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See all available trips from Chicago to Siesta Key
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Siesta Key flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG
The Residences at Siesta Key Beach by Hyatt Vacation Club
Tropical Breeze Resort
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See all available trips from Chicago to Siesta Key
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply.

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!

*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.