$39 Cheap flight deals from Cleveland (CLE) to Anna Maria (TPA)

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This Weekend's Flight Deals from Cleveland to Anna Maria

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, Mar 14 - Wed, Mar 18
CLE
Hopkins Intl.
TPA
Tampa Intl.
$152 Roundtrip, just found
$152
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Mar 14 from Hopkins Intl. to Tampa Intl., returning Wed, Mar 18, priced at $152 just found
Fri, Mar 13 - Mon, Mar 16
CLE
Hopkins Intl.
SRQ
Sarasota-Bradenton Intl.
$190 Roundtrip, found 3 hours ago
$190
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Mar 13 from Hopkins Intl. to Sarasota-Bradenton Intl., returning Mon, Mar 16, priced at $190 found 3 hours ago
Sun, Mar 15 - Wed, Mar 18
CAK
Akron-Canton
TPA
Tampa Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 15 from Akron-Canton to Tampa Intl., returning Wed, Mar 18, priced at $207 found 1 day ago
Sat, Mar 14 - Wed, Mar 18
CAK
Akron-Canton
SRQ
Sarasota-Bradenton Intl.
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 14 from Akron-Canton to Sarasota-Bradenton Intl., returning Wed, Mar 18, priced at $265 found 1 day ago

Airfares from $39 One Way, $64 Round Trip from Cleveland to Anna Maria

Prices starting at $64 for return flights and $39 for one-way flights to Anna Maria were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Apr 15 - Sat, Apr 18
CLE
Cleveland
TPA
Tampa
$64 Roundtrip, found 4 days ago
$64
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Cleveland to Tampa, returning Sat, Apr 18, priced at $64 found 4 days ago
Fri, May 8 - Wed, May 13
CLE
Cleveland
TPA
Tampa
$73 Roundtrip, found 4 days ago
$73
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 8 from Cleveland to Tampa, returning Wed, May 13, priced at $73 found 4 days ago
Tue, Sep 1 - Thu, Sep 10
CAK
Akron
TPA
Tampa
$82 Roundtrip, found 2 hours ago
$82
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Akron to Tampa, returning Thu, Sep 10, priced at $82 found 2 hours ago
Fri, Mar 13 - Thu, Mar 19
CLE
Cleveland
SRQ
Sarasota
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Mar 13 from Cleveland to Sarasota, returning Thu, Mar 19, priced at $140 found 1 day ago
Tue, Apr 14 - Tue, Apr 21
CLE
Cleveland
TPA
Tampa
$182 Roundtrip, found 4 days ago
$182
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Apr 14 from Cleveland to Tampa, returning Tue, Apr 21, priced at $182 found 4 days ago

Anna Maria economy flight packages

Price found within the past 48 hours. Click for updated prices.
Legacy Hotel at IMG Academy
4.0-star property

Legacy Hotel at IMG Academy

9/10 Wonderful! (959 reviews)

Apr 20 - Apr 25

5 night stay

Cleveland (CLE) to Sarasota (SRQ)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $996, price is now $649 per person
$649
per person
found 1 day ago
This is our second time we stayed at Legacy and it has turned into one of my wife’s favorites. My only little “oops” is that it would be nice if the clerk that checked us in made it a point to remind us concerning the 25% off a meal at the restaurant, we didn’t see it until we checked out. We also enjoy dining at the restaurant.

Reviewed on Aug 14, 2025

Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (492 reviews)

Apr 7 - Apr 12

5 night stay

Cleveland (CLE) to Sarasota (SRQ)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,424, price is now $1,525 per person
$1,525
per person
found 1 day ago
Extremely clean. Friendly, helpful staff that went above and beyond. I traveled with my teenage daughter and her friend and we never once felt unsafe. I was fine using the free trolley transportation up and down the island, but the girls talked me into renting a golf cart. That did provide more freedom for our short time there. The resort has golf carts for rent. We will definitely be back!

Reviewed on Aug 10, 2025

voco Sarasota by IHG
3.5-star property

voco Sarasota by IHG

9.2/10 Wonderful! (1,002 reviews)

Apr 10 - Apr 17

7 night stay

Cleveland (CLE) to Tampa (TPA)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,916, price is now $1,225 per person
$1,225
per person
found 1 day ago
Hotel was great. They are close to restaurants and have a shuttle that will take you places like St Armand’s Circle. They also have beach towels, chairs and umbrellas that you can use at the beach. We would stay at hotel again for sure.

Reviewed on Jun 30, 2024

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Anna Maria packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
3.0-star property

Kompose Boutique Hotel

9.2/10 Wonderful! (5,056 reviews)

Apr 23 - Apr 26

3 night stay

Cleveland (CLE) to Tampa (TPA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,256, price is now $1,025 per person
$1,025
per person
found 1 day ago
Housekeeping everyday should be included The QR check in is annoying A/C makes noice and seems it was working but the room did not change temperature Room smelled muggy

Reviewed on Dec 15, 2025

The Sarasota Modern, a Tribute Portfolio Hotel
4.0-star property

The Sarasota Modern, a Tribute Portfolio Hotel

8.2/10 Very Good! (530 reviews)

Apr 23 - Apr 26

3 night stay

Cleveland (CLE) to Tampa (TPA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,354, price is now $1,112 per person
$1,112
per person
found 1 day ago
The only thing we didn’t like was being charged 30.00 a day to park. Also bathrooms very dark as were the black hallways.

Reviewed on Nov 12, 2022

The Westin Sarasota
4.0-star property

The Westin Sarasota

9/10 Wonderful! (1,185 reviews)

Apr 23 - Apr 26

3 night stay

Cleveland (CLE) to Tampa (TPA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,445, price is now $1,244 per person
$1,244
per person
found 1 day ago
$50 per valet without other option is too high

Reviewed on Sep 8, 2025

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More About Flying To Anna Maria from Cleveland

Route Information for Flights from Cleveland to Anna Maria

Origin Airport IATA Code
CLE
Destination Airport IATA Code
TPA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Cleveland to Anna Maria

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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.