Cheap Flight Deals From Chicago (CHI) to Clearwater Beach (TPA) Starting at $54

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This Weekend's Flight Deals from Chicago to Clearwater Beach

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.

Sat, Jun 10
MDW
Midway Intl.
TPA
Tampa Intl.
$168 One way, found 1 day ago
$168
One way
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 10 from Midway Intl. to Tampa Intl., priced at $168 found 1 day ago
Sat, Jun 10 - Wed, Jun 14
MDW
Midway Intl.
TPA
Tampa Intl.
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 10 from Midway Intl. to Tampa Intl., returning Wed, Jun 14, priced at $168 found 1 day ago
Sat, Jun 10
ORD
O'Hare Intl.
TPA
Tampa Intl.
$264 One way, just found
$264
One way
just found
Select Spirit Airlines flight, departing Sat, Jun 10 from O'Hare Intl. to Tampa Intl., priced at $264 just found
Sat, Jun 10 - Fri, Jun 16
ORD
O'Hare Intl.
TPA
Tampa Intl.
$264 Roundtrip, just found
$264
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jun 10 from O'Hare Intl. to Tampa Intl., returning Fri, Jun 16, priced at $264 just found

Airfares from $54 One Way, $108 Round Trip from Chicago to Clearwater Beach

Prices starting at $108 for return flights and $54 for one-way flights to Clearwater Beach were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jul 18
MDW
Chicago
TPA
Tampa
$54 One way, just found
$54
One way
just found
Select Frontier Airlines flight, departing Tue, Jul 18 from Chicago to Tampa, priced at $54 just found
Tue, Jul 18
ORD
Chicago
TPA
Tampa
$59 One way, just found
$59
One way
just found
Select Spirit Airlines flight, departing Tue, Jul 18 from Chicago to Tampa, priced at $59 just found
Tue, Jun 20
MDW
Chicago
TPA
Tampa
$63 One way, just found
$63
One way
just found
Select Frontier Airlines flight, departing Tue, Jun 20 from Chicago to Tampa, priced at $63 just found
Tue, Jun 20
MDW
Chicago
TPA
Tampa
$64 One way, found 6 hours ago
$64
One way
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Jun 20 from Chicago to Tampa, priced at $64 found 6 hours ago
Wed, Oct 11
ORD
Chicago
TPA
Tampa
$89 One way, just found
$89
One way
just found
Select United flight, departing Wed, Oct 11 from Chicago to Tampa, priced at $89 just found
Wed, Jul 26 - Wed, Aug 2
MDW
Chicago
TPA
Tampa
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Jul 26 from Chicago to Tampa, returning Wed, Aug 2, priced at $108 just found
Wed, Aug 9 - Wed, Aug 30
ORD
Chicago
TPA
Tampa
$113 Roundtrip, found 1 hour ago
$113
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Aug 9 from Chicago to Tampa, returning Wed, Aug 30, priced at $113 found 1 hour ago
Wed, Aug 30 - Wed, Sep 6
ORD
Chicago
TPA
Tampa
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Aug 30 from Chicago to Tampa, returning Wed, Sep 6, priced at $118 just found
Tue, Jun 27 - Wed, Jul 12
MDW
Chicago
TPA
Tampa
$123 Roundtrip, found 2 days ago
$123
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 27 from Chicago to Tampa, returning Wed, Jul 12, priced at $123 found 2 days ago
Thu, Nov 30 - Wed, Dec 6
ORD
Chicago
TPA
Tampa
$250 Roundtrip, found 8 hours ago
$250
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Thu, Nov 30 from Chicago to Tampa, returning Wed, Dec 6, priced at $250 found 8 hours ago

Clearwater Beach economy flight packages

Sirata Beach Resort
3.0-star property

Sirata Beach Resort

7.2/10 Good! (1,856 reviews)

Jul 15 - Jul 19

4 night stay

Chicago (CHI) to Tampa (TPA)

Spirit Airlines • Non-stop • Coach

Tampa (TPA) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Price was $527, price is now $387 per person
per person
This was my first time staying here and I was warned that in the last 5 months or so the quality has gone way down. Maybe new management? The positives were comfortable beds, good food and drinks. The big negative for me was cleanliness. Our room floor was FILTHY. You were walking on dust and grime and could feel it under your foot in every step. My feet were black underneath in minutes. We either had to wear our shoes in the room to shield our feet or we spread out towels over the whole floor to feel like we had something clean and nice to walk on. The bathrooms probably also received a mere wipe down. There was black mold around the sink and in the shower. This place is way too expensive to not offer immaculate rooms. A little sand I can deal with but actual filth was not okay.

Reviewed on Apr 24, 2023

Hyatt Regency Clearwater Beach Resort & Spa
4.0-star property

Hyatt Regency Clearwater Beach Resort & Spa

8.8/10 Excellent! (1,608 reviews)

Jul 15 - Jul 20

5 night stay

Chicago (CHI) to Tampa (TPA)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flightPrice was $1,159, price is now $875 per person
per person
Location was fantastic Room was beautiful clean The tub was difficult to get in and out.

Reviewed on Mar 2, 2023

Thunderbird Beach Resort
3.0-star property

Thunderbird Beach Resort

8.2/10 Very Good! (1,077 reviews)

Jul 15 - Jul 20

5 night stay

Chicago (CHI) to Tampa (TPA)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flightPrice was $796, price is now $613 per person
per person
Everything we needed was within walking distance. Updated suites were perfect. Two clean pools and a five minute walk to the gulf. The property manager was present to manage...such a fun get-away! 😀

Reviewed on Mar 31, 2023

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More About Flying To Clearwater Beach from Chicago

Route Information for Flights from Chicago to Clearwater Beach

Origin Airport IATA Code
CHI
Destination Airport IATA Code
TPA
Distance
1013 mi
Direct Flight Airlines
American Airlines, Air Canada, JAL, LOT - Polish Airlines, Aer Lingus, Copa Airlines, SWISS, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Southwest Airlines, SAS, ANA, Brussels Airlines, Lufthansa, Spirit Airlines
Earliest Flight Arrival
3:13PM UTC
Latest Flight Arrival
3:56AM UTC

Chicago to Clearwater Beach

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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.