
$135 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 $135 One Way, $269 Round Trip from Chicago to Longboat Key
Prices starting at $269 for return flights and $135 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

Ocean Club Treasure Island Hotel
Jun 5 - Jun 9
Chicago (CHI) to Tampa (TPA)
Reviewed on Apr 29, 2025

The Avalon Club
Jun 5 - Jun 9
Chicago (CHI) to Tampa (TPA)
Reviewed on Jun 7, 2024

Cedar Cove Resort and Cottages
Jun 18 - Jun 22
Chicago (CHI) to Sarasota (SRQ)
Sarasota (SRQ) to Chicago (CHI)
Reviewed on Nov 30, 2024
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 | 1052 mi |
Direct Flight Airlines | Air Canada, Emirates, Air New Zealand, United Airlines |
Earliest Flight Arrival | 3:13PM UTC |
Latest Flight Arrival | 7:06PM UTC |
Chicago to Longboat Key
When you’re searching for Chicago to Longboat Key flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:
Suitable Schedules
Orbitz simplifies the process of finding and booking budget flights from Chicago to Longboat Key. Since we monitor hundreds of flight fares, you can compare several flights from a range of different airlines to find the best fares and most suitable departure and arrival times. Mix and match your departure and return flight for even more discounts and travel flexibility.
Mobile Apps
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Flight Alerts
Orbitz won’t leave you wondering whether your flight will take off on time. We can send you free alerts about your flights from Chicago to Longboat Key to your mobile phone and email. Whether your flights from Chicago to Longboat Key are running just a few minutes to a few hours late, we will let you know.
Miles and Points
If you travel regularly, you can still earn miles and points when you book qualifying Chicago to Longboat Key flights. Enter your frequent flyer number with your reservation to see the miles rack up.
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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.