
$106 Cheap flight deals from Chicago (CHI) to Longboat Key (SRQ)
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This Weekend's Flight Deals from Chicago to Longboat 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 $106 One Way, $211 Round Trip from Chicago to Longboat Key
Prices starting at $211 for return flights and $106 for one-way flights to Longboat 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.
Longboat Key economy flight packages


The Residences at Siesta Key Beach by Hyatt Vacation Club
Dec 14 - Dec 20
Chicago (CHI) to Sarasota (SRQ)
Reviewed on May 10, 2025

The Hotel Zamora
Dec 14 - Dec 20
Chicago (CHI) to Tampa (TPA)
Reviewed on Oct 8, 2025
Longboat Key packages with premium economy flights

DoubleTree by Hilton Tampa Rocky Point Waterfront
Dec 8 - Dec 14
Chicago (CHI) to Sarasota (SRQ)
Reviewed on Jan 3, 2025

Pelican Post at Anna Maria Island Inn
Dec 8 - Dec 14
Chicago (CHI) to Sarasota (SRQ)
Reviewed on Aug 27, 2024

Hampton Inn Tampa Downtown Channel District
Dec 8 - Dec 14
Chicago (CHI) to Sarasota (SRQ)
Reviewed on Sep 28, 2025
More About Flying To Longboat Key from Chicago
Route Information for Flights from Chicago to Longboat Key
Origin Airport IATA Code  | CHI | 
|---|---|
Destination Airport IATA Code  | SRQ | 
Distance  | |
Direct Flight Airlines  | |
Earliest Flight Arrival  | |
Latest Flight Arrival  | 
Chicago to Longboat Key
For the best available deals on flights from Chicago to Longboat Key, look no further than Orbitz. Offering the perfect packages with cutting-edge mobile tools, Orbitz is your ideal destination.
One Stop Travel Shop
Not only is Orbitz the best source for great deals on flights from Chicago to Longboat Key, we offer the complete package. From guaranteed low prices on hotels, car rentals and activities, simply decide what you want and Orbitz will put together the complete vacation package.
Searching Anywhere
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Worry-free Travel Planning
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Miles Better
If you frequently travel on flights from Chicago to Longboat Key, it’s easy to rack up your air miles. Just add your frequent flyer number when booking your flights and we will do the rest. Orbitz will even store your number in your profile to automatically add on your miles each time you book.
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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.



