$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
Mar Bay Motel &Suites
Feb 12 - Feb 17
Chicago (ORD) to Tampa (TPA)
Tampa (TPA) to Chicago (ORD)
voco Sarasota by IHG
Feb 27 - Mar 2
Chicago (CHI) to Tampa (TPA)
Reviewed on Jun 30, 2024
Clearwater packages with premium economy flights
The Westin Tampa Bay
Feb 20 - Feb 23
Chicago (ORD) to Tampa (TPA)
Reviewed on Nov 10, 2025
Candlewood Suites Safety Harbor - Clearwater NE by IHG
Feb 20 - Feb 23
Chicago (ORD) to Tampa (TPA)
Reviewed on Jun 25, 2024
Kompose Boutique Hotel
Feb 19 - Feb 22
Chicago (CHI) to Tampa (TPA)
Reviewed on Dec 15, 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
Orbitz is the number one travel site for finding guaranteed low prices on Chicago to Clearwater flights. Not only do we have discount tickets on domestic and international tickets but our cutting-edge mobile tools keep you informed on the go.
Find Low Prices in One Place
Booking a trip from Chicago to Clearwater has never been easier. Not only will you find great deals on flights, we offer bargains on cruises, car rentals, top-notch hotels, and more. You can also research and add local activities in Clearwater to your flight or hotel reservation to keep the kids happy and active.
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Use our mobile app for your iPhone, iPad, or Android phone—or our mobile website m.orbitz.com—to find bargains on flights from Chicago to Clearwater wherever you are. Book your cheap Chicago to Clearwater flights and a hotel room too—even at the last minute. Orbitz also makes your life easier with free alerts that are sent to your mobile phone or email about delays to your upcoming flights from Chicago to Clearwater.
Don’t Miss out on Miles
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- 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.