
$56 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 $56 One Way, $111 Round Trip from Chicago to Clearwater
Prices starting at $111 for return flights and $56 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

Kompose Boutique Hotel
May 10 - May 14
Chicago (CHI) to Tampa (TPA)
Reviewed on Dec 15, 2025

Ocean Club Treasure Island Hotel
May 10 - May 14
Chicago (CHI) to Tampa (TPA)
Reviewed on Dec 4, 2025

RumFish Beach at TradeWinds
Apr 17 - Apr 21
Chicago (CHI) to Tampa (TPA)
Reviewed on Jan 7, 2026
Clearwater packages with premium economy flights

The Barrymore Hotel Tampa Riverwalk
Apr 29 - May 3
Chicago (ORD) to Tampa (TPA)
Tampa (TPA) to Chicago (ORD)
Reviewed on Jan 4, 2026

Wyndham Grand Clearwater Beach
Apr 29 - May 3
Chicago (ORD) to Tampa (TPA)
Tampa (TPA) to Chicago (ORD)
Reviewed on Nov 6, 2025

ChartHouse Clearwater Beach Marina Hotel
Apr 29 - May 3
Chicago (ORD) to Tampa (TPA)
Tampa (TPA) to Chicago (ORD)
Reviewed on Feb 15, 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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- Visit Beach Walk
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- Visit Sand Key Park
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- Beach Hotels in Clearwater Beach
- Hotels near Sand Key Park
- Hotels in Clearwater Beach
- Car rentals at Tampa Airport (TPA)
- Condos in Clearwater Beach
- Flights to Tampa
- Hotel Wedding Venues in Clearwater Beach
- Flights to Clearwater Beach
- Hotels near Pier 60 Park
- Family Hotels in Clearwater Beach
- Cheap Hotels in Clearwater Beach
- Pet-friendly Hotels in Clearwater Beach
- Cottages in Clearwater Beach
- Motels in Clearwater Beach
- Oceanfront Hotels in Clearwater Beach
- Visit Beach Walk
- Clearwater Beach vacation rentals
- Clearwater Beach vacations
- 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.




