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Siesta Key

$54+ Cheap flights from Boston (BOS) to Siesta Key, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — TPA
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Siesta Key are usually found in January or September, booked 77 days in advance, depart on a Monday or Friday and return on a Friday

Cheap flight deals from Boston to Siesta Key

Keep the following information in mind while searching for Boston to Siesta Key flight deals. Data was last updated julio 30, 2025.

Round-trip from

$129
(Booking.com)

One-way from

$54
(Flightnetwork)

Popular in

April

Cheapest in

January

Average price

$270
From Boston Logan Intl to Siesta Key
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One-way flight from Boston Logan Intl to Siesta Key
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Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Boston to Siesta Key

Cheapest flights from Boston to Siesta Key
Explore the most affordable flight options available from Boston to Siesta Key. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

This Booking.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/2211:28 amBOS - SRQ
Nonstop3h 16mAllegiant Air
lun. 9/297:31 amSRQ - BOS
Nonstop3h 07mAllegiant Air
Deal found 7/29$129
This Priceline deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/137:15 amBOS - SRQ
Nonstop3h 30mJetBlue
mar. 10/2111:45 amSRQ - BOS
Nonstop3h 11mJetBlue
Deal found 7/28$132
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/11:45 pmBOS - SRQ
1 stop5h 33mDelta
sáb. 11/86:00 amSRQ - BOS
1 stop8h 10mDelta
Deal found 7/28$137
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/812:35 pmBOS - SRQ
1 stop8h 45mSouthwest
sáb. 11/155:30 amSRQ - BOS
1 stop7h 40mSouthwest
Deal found 7/30$151
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/812:00 pmBOS - SRQ
1 stop7h 09mAmerican Airlines
mar. 11/117:25 amSRQ - BOS
1 stop5h 08mAmerican Airlines
Deal found 7/30$159
This Mytrip deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/2611:28 amBOS - SRQ
Nonstop3h 16mMultiple Airlines
lun. 9/294:41 pmSRQ - BOS
2 stops21h 07mMultiple Airlines
Deal found 7/29$209

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Siesta Key that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
Use the filters below to find and compare flights from Boston to Siesta Key that are best for you.

Fly from

Boston

Fly to

Siesta Key

Route

Depart

Return

Price

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

lun. 9/22

11:28 am-2:44 pm

Nonstop3h 16m

Sarasota Bradenton Intl

lun. 9/29

7:31 am-10:38 am

Nonstop3h 07m

$129

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

lun. 10/13

7:15 am-10:45 am

Nonstop3h 30m

Sarasota Bradenton Intl

mar. 10/21

11:45 am-2:56 pm

Nonstop3h 11m

$132

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

mié. 10/8

5:40 am-12:29 pm

1 stop6h 49m

Sarasota Bradenton Intl

mar. 10/14

5:15 pm-1:13 am

1 stop7h 58m

$137

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

mié. 9/3

6:00 am-11:12 am

1 stop5h 12m

Sarasota Bradenton Intl

mié. 9/10

6:49 pm-11:44 pm

1 stop4h 55m

$159

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

vie. 9/26

11:28 am-2:44 pm

Nonstop3h 16m

Sarasota Bradenton Intl

lun. 9/29

4:41 pm-1:48 pm

2 stops21h 07m

$209

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

vie. 9/26

11:28 am-2:44 pm

Nonstop3h 16m

$54

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

mar. 10/28

8:55 am-12:34 pm

Nonstop3h 39m

$64

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

mar. 10/28

5:45 am-2:15 pm

1 stop8h 30m

$74

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

mar. 9/30

5:40 am-11:05 am

1 stop5h 25m

$76

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

mar. 10/14

6:44 am-2:30 pm

1 stop7h 46m

$80

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 13 results
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Best time to book a flight from Boston to Siesta Key

Have a flexible travel schedule? Discover the best time to fly to Siesta Key from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Siesta Key

How far ahead should I book a flight from Boston to Siesta Key?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Siesta Key. Price data was last updated on July 25, 2025.

Booking 77 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Siesta Key. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Siesta Key?

Currently, January is the cheapest month in which you can book a flight from Boston to Siesta Key (average of $208). Flying from Boston to Siesta Key in March is currently the most expensive (average of $270). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to S1E?

Find hourly flight availability from Boston to Siesta Key. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 30, 2025.

When flying from Boston to Siesta Key, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Boston to Siesta Key?

Use this chart to determine the cheapest time to fly round-trip from Boston to Siesta Key. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Siesta Key flight should consider departing on Monday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Boston to Siesta Key

Explore weekly flight availability from Boston to Siesta Key. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated julio 30, 2025.

The most flights from BOS to S1E are scheduled on a Wednesday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

Reviews of airlines servicing Siesta Key

Get insights into the airlines that provide service to Siesta Key. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Siesta Key. Reviews last updated julio 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Boston to Siesta Key by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Boston to Siesta Key. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Siesta Key?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Siesta Key. On average, Logan Intl has 0 outbound flights to Siesta Key per day from 10 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How popular is this Boston to Siesta Key flight route?

    Within the past month, 72 users have taken a look at flights from Boston Logan Intl to Siesta Key.

  • What are the cheapest airlines to fly from Boston to Siesta Key one-way?

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $54. However, be on the lookout for offers from JetBlue and Delta, as they are both options that can get you from Boston to Siesta Key for a low price.

  • What are the most reliable airlines from Boston to Siesta Key?

    No one likes to see their flight delayed. When booking a flight from Boston to Siesta Key consider choosing Frontier (78%), Hawaiian Airlines (70%) or JetBlue (66%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Boston to Siesta Key?

    Looking at all options, your cheapest flight can be booked for $78. While the most popular route (Boston Logan Intl - Sarasota Bradenton Intl) can be booked for $88 on average our data indicates $516 when flying from Boston to Siesta Key.

  • Can I find deals for flights from Boston to Siesta Key that include hotel bookings?

    Yes. In addition to deals on Boston to Siesta Key flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Siesta Key?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Siesta Key.

  • Can I find deals for business class flights from Boston to Siesta Key?

    Yes. Cheapflights offers flight deals from Boston to Siesta Key by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Siesta Key?

    Currently, January is the cheapest month in which you can book a flight from Boston to Siesta Key (average of $208). Flying from Boston to Siesta Key in March is currently the most expensive (average of $270). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 10 airlines flying from Boston to Siesta Key

Discover the top 10 airlines that operate flights from Boston to Siesta Key. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$35Average$145FlexibilityNo cancel feeOn-time65%
FrontierCheapest$39Average$128FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$61Average$212FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$62Average$263FlexibilityNo cancel feeOn-time88%
DeltaCheapest$92Average$251FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$103Average$255FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$296FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$163Average$406FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$166Average$261FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$188Average$333FlexibilityNo cancel feeOn-time69%

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