Cheap flights To Holmes Beach (PIE) from $48

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Cheap Flights to Holmes Beach from $48 One Way, $119 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jun 5 - Fri, Jun 12
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 18 hours ago
$119
Roundtrip
found 18 hours ago
Select Avelo Airlines flight, departing Fri, Jun 5 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Fri, Jun 12, priced at $119 found 18 hours ago
Mon, Jun 8 - Fri, Jun 12
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Mon, Jun 8 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Fri, Jun 12, priced at $148 found 3 days ago
Fri, Aug 28 - Mon, Aug 31
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$151 Roundtrip, just found
$151
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Aug 28 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Mon, Aug 31, priced at $151 just found
Mon, Jun 15 - Fri, Jun 19
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$153 Roundtrip, found 23 hours ago
$153
Roundtrip
found 23 hours ago
Select Avelo Airlines flight, departing Mon, Jun 15 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Fri, Jun 19, priced at $153 found 23 hours ago
Fri, Aug 28 - Mon, Aug 31
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$156 Roundtrip, found 3 hours ago
$156
Roundtrip
found 3 hours ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Mon, Aug 31, priced at $156 found 3 hours ago
Fri, Jun 12 - Mon, Jun 15
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Jun 12 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Mon, Jun 15, priced at $161 found 2 days ago
Mon, Sep 21 - Mon, Sep 28
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Mon, Sep 21 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Mon, Sep 28, priced at $162 found 3 days ago
Fri, Sep 4 - Mon, Sep 7
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Sep 4 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Mon, Sep 7, priced at $173 found 2 days ago
Mon, Jun 1 - Fri, Jun 5
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Mon, Jun 1 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Fri, Jun 5, priced at $177 found 4 days ago
Mon, Jun 1 - Fri, Jun 5
HVN
Tweed - New Haven Regional
SRQ
Sarasota-Bradenton Intl.
$187 Roundtrip, found 18 hours ago
$187
Roundtrip
found 18 hours ago
Select Avelo Airlines flight, departing Mon, Jun 1 from Tweed - New Haven Regional to Sarasota-Bradenton Intl., returning Fri, Jun 5, priced at $187 found 18 hours ago

Holmes Beach Flight Information

Traveling To
Holmes Beach
Destination Airport IATA Code
PIE
Number of Airlines Serving
Airlines
Frontier Airlines, Avelo Airlines
Flight Price
$119
Earliest Departing Flight
Latest Departing Flight

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Holmes Beach economy flight packages

Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort
3.0-star property

Captiva Beach Resort

Jun 19 - Jun 22

3 night stay

Atlanta (ATL) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $699, price is now $439 per person
$439
per person
found 1 day ago
Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

Jun 22 - Jun 25

3 night stay

Atlanta (ATL) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,139, price is now $692 per person
$692
per person
found 1 day ago
The Avalon Club
4.0-star property

The Avalon Club

Jun 25 - Jun 29

4 night stay

Atlanta (ATL) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,862, price is now $1,264 per person
$1,264
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Holmes Beach
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Holmes Beach premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort
3.0-star property

Captiva Beach Resort

9/10 Wonderful! (1,245 reviews)

Jun 12 - Jun 19

7 night stay

Chicago (ORD) to Tampa (TPA)

United • PremiumEconomy

Tampa (TPA) to Chicago (ORD)

Frontier Airlines • PremiumEconomy
Price was $1,970, price is now $1,420 per person
$1,420
per person
found 1 day ago
Pristine studio. Charming property. Super friendly staff. 1 minute to walk to the beach. Highly recommend.

Reviewed on Jan 11, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5-star property

The Residences at Siesta Key Beach by Hyatt Vacation Club

9.8/10 Exceptional! (339 reviews)

Jun 12 - Jun 19

7 night stay

Chicago (ORD) to Tampa (TPA)

United • PremiumEconomy

Tampa (TPA) to Chicago (ORD)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $4,770, price is now $3,153 per person
$3,153
per person
found 1 day ago
Too expensive but large rooms

Reviewed on May 7, 2026

The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (534 reviews)

Jul 1 - Jul 6

5 night stay

Chicago (ORD) to Tampa (TPA)

United • PremiumEconomy

Tampa (TPA) to Chicago (ORD)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $2,947, price is now $2,141 per person
$2,141
per person
found 1 day ago
A lot of attention to detail, high quality space with quality things like bedsheets, mattress and pillows. Above all.. incredible staff! Very friendly and thoughtful.

Reviewed on Mar 28, 2026

Don't see what you're looking for?
See all available trips from Chicago to Holmes Beach
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Holmes Beach first class flight packages

Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (506 reviews)

Jun 15 - Jun 19

4 night stay

Chicago (ORD) to Tampa (TPA)

American Airlines • Roundtrip • FirstClass
Price was $1,746, price is now $1,438 per person
$1,438
per person
found 1 hour 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

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5-star property

The Residences at Siesta Key Beach by Hyatt Vacation Club

9.8/10 Exceptional! (339 reviews)

Jun 15 - Jun 19

4 night stay

Chicago (ORD) to Tampa (TPA)

American Airlines • Roundtrip • FirstClass
Price was $3,015, price is now $2,245 per person
$2,245
per person
found 1 hour ago
Too expensive but large rooms

Reviewed on May 7, 2026

The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (534 reviews)

Jun 18 - Jun 21

3 night stay

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

United • FirstClass

Tampa (TPA) to Newark Liberty Intl. Airport (EWR)

American Airlines • FirstClass
Price was $2,492, price is now $2,010 per person
$2,010
per person
found 1 hour ago
A lot of attention to detail, high quality space with quality things like bedsheets, mattress and pillows. Above all.. incredible staff! Very friendly and thoughtful.

Reviewed on Mar 28, 2026

Don't see what you're looking for?
See all available trips from Chicago to Holmes 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.