
$29 Cheap flight deals from Chicago (CHI) to Clearwater (TPA)
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This Weekend's Flight Deals from Chicago to Clearwater
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, $58 Round Trip from Chicago to Clearwater
Prices starting at $58 for return flights and $29 for one-way flights to Clearwater 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 economy flight packages


The Avalon Club
Dec 22 - Dec 27
Chicago (CHI) to Tampa (TPA)
Reviewed on Aug 17, 2025

St Pete Beach Suites
Dec 3 - Dec 7
Chicago (CHI) to Tampa (TPA)
Reviewed on Feb 8, 2025
Clearwater packages with premium economy flights

Wyndham Grand Clearwater Beach
Dec 8 - Dec 14
Chicago (CHI) to Tampa (TPA)
Reviewed on Sep 28, 2025

Ocean Club Treasure Island Hotel
Dec 8 - Dec 14
Chicago (CHI) to Tampa (TPA)
Reviewed on Oct 22, 2025

Hyatt Regency Clearwater Beach Resort & Spa
Dec 8 - Dec 14
Chicago (CHI) to Tampa (TPA)
Reviewed on Jun 4, 2025
More About Flying To Clearwater from Chicago
Route Information for Flights from Chicago to Clearwater
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | TPA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Clearwater
Score low fares on flights from Chicago to Clearwater with Orbitz. We make it easier than ever to find cheap Chicago to Clearwater flights with our cutting-edge mobile tools and mobile website.
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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.



