
$105 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 $105 One Way, $198 Round Trip from Chicago to Clearwater
Prices starting at $198 for return flights and $105 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 Westin Sarasota
Jul 22 - Jul 27
Chicago (CHI) to Tampa (TPA)
Reviewed on Sep 8, 2025


Driftwood at Anna Maria Island Inn
Aug 11 - Aug 16
Chicago (CHI) to Tampa (TPA)
Reviewed on Jan 30, 2026
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
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- Flights to Tampa
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- Hotels near Pier 60 Park
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- Pet-friendly Hotels in Clearwater Beach
- Cottages in Clearwater Beach
- Motels in Clearwater Beach
- Oceanfront Hotels in Clearwater Beach
- Visit Beach Walk
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- Visit Sand Key Park
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.




