
$107 Cheap flight deals from Chicago (CHI) to Siesta Key (SRQ)
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This Weekend's Flight Deals from Chicago to Siesta Key
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $107 One Way, $211 Round Trip from Chicago to Siesta Key
Prices starting at $211 for return flights and $107 for one-way flights to Siesta Key were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Siesta Key economy flight packages

Hotel Alba, Tapestry Collection by Hilton
Oct 23 - Oct 28
Chicago (CHI) to Sarasota (SRQ)
Reviewed on Sep 12, 2025

Ocean Club Treasure Island Hotel
Oct 23 - Oct 28
Chicago (CHI) to Tampa (TPA)
Reviewed on Apr 29, 2025

The Avalon Club
Oct 23 - Oct 28
Chicago (CHI) to Tampa (TPA)
Reviewed on Aug 17, 2025
More About Flying To Siesta Key from Chicago
Route Information for Flights from Chicago to Siesta Key
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | SRQ |
Distance | 1052 mi |
Direct Flight Airlines | Air Canada, Emirates, Air New Zealand, United Airlines |
Earliest Flight Arrival | 7:12PM UTC |
Latest Flight Arrival | 7:12PM UTC |
Chicago to Siesta Key
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The Easy Way to Plan Travel Cheaply
We provide access to many low-cost vacation packages and travelers can mix and match airlines when scheduling their flights for the best prices and flight times. Finding cheap tickets on flights from Chicago to Siesta Key is easy when you make Orbitz your #1 travel planner.
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Siesta Key Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.