- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 30% on select hotels after you book a flight*
Plan, book, fly with confidence
Cheap Flights from Chicago to Siesta Key (CHI-SRQ)
Prices were available within the past 7 days and start at $75 for one-way flights and $150 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
Sat, Aug 24 - Sat, Aug 31
ORD
Chicago
SRQ
Sarasota
$150 Roundtrip, found 1 hour ago
$150
Roundtrip
found 1 hour ago
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
Sat, Jul 20 - Tue, Jul 23
MDW
Chicago
SRQ
Sarasota
$170 Roundtrip, found 1 hour ago
$170
Roundtrip
found 1 hour ago
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
Thu, Aug 29 - Sat, Aug 31
ORD
Chicago
SRQ
Sarasota
$185 Roundtrip, found 17 hours ago
$185
Roundtrip
found 17 hours ago
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
Tue, Jul 9 - Thu, Jul 11
ORD
Chicago
SRQ
Sarasota
$191 Roundtrip, found 3 hours ago
$191
Roundtrip
found 3 hours ago
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
Tue, Aug 6 - Thu, Aug 15
ORD
Chicago
SRQ
Sarasota
$193 Roundtrip, found 2 hours ago
$193
Roundtrip
found 2 hours ago
![Delta](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)
Tue, Aug 13 - Wed, Aug 21
MDW
Chicago
SRQ
Sarasota
$196 Roundtrip, found 4 days ago
$196
Roundtrip
found 4 days ago
- Chicago to Siesta Key
- Newark to Siesta Key
- Washington to Siesta Key
- Detroit to Siesta Key
- New York to Siesta Key
- Boston to Siesta Key
- Minneapolis - St. Paul to Siesta Key
- Denver to Siesta Key
- Philadelphia to Siesta Key
- Baltimore to Siesta Key
- Atlanta to Siesta Key
- Cleveland to Siesta Key
- Indianapolis to Siesta Key
- Columbus to Siesta Key
Expedia's Latest Trends
Flights
Flights from Las Vegas to AnaheimFlights from Seattle to MauiFlights from Philadelphia to IrvineFlights from Philadelphia to AnaheimFlights from New York to Yellowstone National ParkFlights from San Francisco to South Lake TahoeFlights from Los Angeles to ShenyangFlights from Honolulu to MauiFlights from Houston to OconomowocFlights from Chicago to South Lake TahoeFlights from Los Angeles to San Miguel de AllendeFlights from Boston to ProvidencialesFlights from Denver to BentonvilleFlights from Charlotte to Isla HolboxFlights from Orlando to GatlinburgFlights from Phoenix to AnaheimFlights from Chicago to AnaheimFlights from Denver to AnaheimFlights from Houston to BentonvilleFlights from Spokane to MauiFlights from Phoenix to Rochelle ParkFlights from Los Angeles to Machu PicchuFlights from Anchorage to MauiFlights from Seattle to AnaheimFlights from Las Vegas to MauiFlights from Minneapolis - St. Paul to AnaheimFlights from Los Angeles to Paradise IslandFlights from Des Moines to NahaFlights from Houston to AnaheimFlights from Boston to Anaheim
*Available to One Key members.