
$29 Cheap flight deals from Chicago (CHI) to Clearwater-St. Pete Beaches (TPA)
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This Weekend's Flight Deals from Chicago to Clearwater-St. Pete Beaches
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 $29 One Way, $73 Round Trip from Chicago to Clearwater-St. Pete Beaches
Prices starting at $73 for return flights and $29 for one-way flights to Clearwater-St. Pete Beaches were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Clearwater-St. Pete Beaches economy flight packages

voco Sarasota by IHG
Dec 21 - Dec 26
Chicago (CHI) to Tampa (TPA)
Tampa (TPA) to Chicago (CHI)
Reviewed on Jun 30, 2024

The Avalon Club
Dec 29 - Jan 1
Chicago (CHI) to Tampa (TPA)
Tampa (TPA) to Chicago (CHI)
Reviewed on Aug 17, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club
Dec 21 - Dec 26
Chicago (CHI) to Sarasota (SRQ)
Sarasota (SRQ) to Chicago (CHI)
Reviewed on May 10, 2025
Clearwater-St. Pete Beaches first class flight packages

Kompose Boutique Hotel
Dec 25 - Jan 2
Chicago (ORD) to Tampa (TPA)
Reviewed on Sep 29, 2025

Tropical Breeze Resort
Dec 25 - Jan 2
Chicago (ORD) to Sarasota (SRQ)
Reviewed on Sep 6, 2025

Carlisle Inn
Dec 25 - Jan 2
Chicago (ORD) to Tampa (TPA)
Reviewed on Nov 12, 2025
More About Flying To Clearwater-St. Pete Beaches from Chicago
Route Information for Flights from Chicago to Clearwater-St. Pete Beaches
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | TPA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Clearwater-St. Pete Beaches
If it is not enough that we have guaranteed low prices for Chicago to Clearwater-St. Pete Beaches flights, Orbitz can also integrate your hotel and car rental needs into the package. This ensures your trip goes smoothly and you get the best possible bargain.
Save Big On Hotels With Our Summer Hotel Sale When Booking Chicago to Clearwater-St. Pete Beaches Flights
We will get you bargain air tickets for Chicago to Clearwater-St. Pete Beaches flights and can save you even more with our Summer Hotel sale. You can get a discount of up to 40% when you book a hotel along with your bargain flight from Orbitz.
If You Are Going To The Beach We Can Save You Even More
When you are arranging budget flights from Chicago to Clearwater-St. Pete Beaches, you can save even more by staying near a beach. Orbitz Beach Hotel Deals will allow you to get as much as half off the price of an already cheap hotel. Saving money has never been this fun.
Plan A Spontaneous Trip Using Our Top Hotel and Flight Destinations
Want to know where other people are staying after flights from Chicago to Clearwater-St. Pete Beaches? We not only recommend top destinations, but will tell you the most popular places to stay after {origin.name} to Clearwater-St. Pete Beaches flights.
Use Orbitz.com For Up To The Minute Hot Deals
Budget deals on flights from Chicago to Clearwater-St. Pete Beaches are constantly changing. You can get up-to-the-minute updates on the hottest deals on discount tickets and hotels on our website.
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Clearwater-St. Pete Beaches 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.




