What are the cheapest airlines flying from Boston to Key West round-trip?

Currently priced at $317, United Airlines will fly you from Boston to Key West and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Allegiant Air - these airlines can fly you to your destination from $322 and $332, respectively. United Airlines is 25% cheaper than the average price of flights available within the next 90 days to this destination.

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

The cheapest airlines for a one-way flight from Boston to Key West are Allegiant Air ($135), American Airlines ($169), and Delta ($179).

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

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

What are the cheapest flights from Boston to Key West?

The cheapest flight price from Boston to Key West is $148. On average you can expect to pay $414. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $244.

What are the most reliable airlines from Boston to Key West?

No one likes to see their flight delayed. When booking a flight from Boston to Key West consider choosing JetBlue (80%), TAP AIR PORTUGAL (70%) or American Airlines (59%) as they are the most reliable in getting you off to your destination on time.

What are the most popular airlines that fly from Boston to Key West?

The most popular airlines flying from Boston to Key West are American Airlines, JetBlue and Delta. Something to consider prior to booking your flight.

Where are the most common layover locations when flying from Boston to Key West?

Flights departing from Boston and landing in Key West layover in Miami most frequently. Charlotte sees the second most layovers for non-direct flights flying from Boston to Key West.

Where are the least popular layover locations for Boston to Key West flights?

Boston to Key West flights have a layover in Philadelphia the least frequently.

What are some popular things to do or see while on a layover in Miami?

Wynwood Art District, Bayfront Park, and Bayside Marketplace are currently the most popular points of interest in Miami at the moment. Those on a layover in Miami interested in visiting Wynwood Art District, Bayfront Park, or Bayside Marketplace can do so by traveling 5.5 mi, 6.4 mi, and 6.4 mi, respectively from Miami. Travelers in need of a car in Miami can rent one for about $24 per day.

What are some popular points of interest to see during a layover in Charlotte?

The majority of Charlotte visitors spend their time at Carowind, Mint Museum Uptown, and NASCAR Hall of Fame. Carowind, Mint Museum Uptown and NASCAR Hall of Fame are located about 8.2 mi, 5.4 mi, and 5.7 mi, respectively from Charlotte Douglas if you are interested in checking them out. Those looking to explore during their layover in Charlotte can rent a car from Charlotte Douglas for about $55 per day.

What is the cheapest day to fly round-trip from Boston to Key West?

Users have found that flying from Boston to Key West on a Wednesday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

How far in advance should I book a flight from Boston to Key West?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 50 days in advance, which can save you up to 15% on flights from Boston to Key West compared to booking the week you need them. Waiting 50 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $335. For sooner than that we have options available in the next 3 days from $380.

What is the cheapest month to fly from Boston to Key West?

Flights from Boston to Key West lean towards being more expensive in April. Prices are generally better when you fly from Boston to Key West in September, with the cheapest ticket starting at $216.

Most accurate provider : When it comes to deals on Boston-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Key West flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Boston-Key West flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

How can I find direct flights from Boston to Key West?

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

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

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

$135+ Flights from Boston to Key West - Compare & Save Big

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Find cheap flights from Boston to Key West with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Boston Logan Intl to Key West are usually found in September or January, booked 49 days in advance, depart on a Monday or Saturday and return on a Friday

Cheap flight deals from Boston to Key West

Most accurate provider	FlightHub 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$317 (United Airlines)
One-way from	$135 (Mytrip)
Popular in	April
Cheapest in	September
Average price	$591
Good round-trip deal	$426 or less
Good one-way deal	$173 or less

Provider with most accurate pricing for Boston Logan Intl-Key West flight deals.

Search Deals

Provider most trusted by Cheapflights users for Boston Logan Intl-Key West flights.

Search Deals

From Boston Logan Intl to Key West

Search Deals

One-way flight from Boston Logan Intl to Key West

Search Deals

Highest demand for flights based on searches. 14% potential increase in price ($74 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

Search Deals

Price to beat on a round-trip flight from Boston Logan Intl to Key West.

Search Deals

Price to beat on a one-way flight from Boston Logan Intl to Key West.

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Find flight deals from Boston to Key West

Cheapest flights from Boston to Key West
Explore the most affordable flight options available from Boston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

Tue 6/105:15 amBOS - EYW

1 stop5h 35mAmerican Airlines

Fri 6/131:00 pmEYW - BOS

1 stop6h 18mAmerican Airlines

Deal found 4/29

$317

Wed 5/215:45 amBOS - EYW

3 stops35h 00mMultiple Airlines

Tue 5/274:16 pmEYW - BOS

1 stop17h 54mMultiple Airlines

Deal found 4/29

$323

Sat 5/1711:00 amBOS - EYW

2 stops21h 03mAllegiant Air

Wed 5/214:46 pmEYW - BOS

2 stops15h 26mAllegiant Air

Deal found 4/29

$332

Mon 11/106:00 amBOS - EYW

1 stop9h 06mUnited Airlines

Fri 11/146:45 pmEYW - BOS

2 stops19h 21mUnited Airlines

Deal found 4/28

$355

Wed 10/158:15 amBOS - EYW

Nonstop3h 35mJetBlue

Wed 10/228:45 amEYW - BOS

1 stop7h 21mJetBlue

Deal found 4/29

$373

Tue 4/2910:45 amBOS - EYW

1 stop6h 32mDelta

Tue 5/67:00 amEYW - BOS

1 stop5h 40mDelta

Deal found 4/29

$506

Best flights from Boston to Key West
Discover carefully curated flight deals from Boston to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 29, 2025.

Mon 6/27:00 amBOS - EYW

1 stop5h 53mUnited Airlines

Fri 6/62:12 pmEYW - BOS

1 stop5h 49mUnited Airlines

Deal found 4/29

$317

Tue 6/105:49 amBOS - EYW

2 stops8h 19mAmerican Airlines

Tue 6/174:54 pmEYW - BOS

1 stop5h 49mAmerican Airlines

Deal found 4/29

$322

Wed 5/215:45 amBOS - EYW

3 stops35h 00mMultiple Airlines

Tue 5/274:16 pmEYW - BOS

1 stop17h 54mMultiple Airlines

Deal found 4/29

$323

Sat 5/1711:00 amBOS - EYW

2 stops21h 03mAllegiant Air

Wed 5/214:46 pmEYW - BOS

2 stops15h 26mAllegiant Air

Deal found 4/29

$332

Thu 5/2911:32 amBOS - EYW

2 stops8h 35mDelta

Sun 6/16:25 pmEYW - BOS

1 stop6h 52mDelta

Deal found 4/29

$997

Last-minute flights from Boston to Key West
Discover last-minute flight deals from Boston to Key West. Data last updated April 29, 2025 and is based on user searches.

Tue 4/2910:45 amBOS - EYW

1 stop6h 32mDelta

Tue 5/67:00 amEYW - BOS

1 stop5h 40mDelta

Deal found 4/29

$506

Tue 5/67:00 amBOS - EYW

1 stop6h 03mUnited Airlines

Thu 5/82:18 pmEYW - BOS

1 stop8h 09mUnited Airlines

Deal found 4/29

$413

Thu 5/810:11 amBOS - EYW

1 stop6h 29mAmerican Airlines

Mon 5/125:30 pmEYW - BOS

1 stop6h 49mAmerican Airlines

Deal found 4/29

$393

Fri 5/99:26 amBOS - EYW

2 stops29h 30mMultiple Airlines

Sun 5/118:53 amEYW - BOS

2 stops24h 42mMultiple Airlines

Deal found 4/28

$433

Sat 5/107:00 amBOS - EYW

1 stop6h 34mUnited Airlines

Wed 5/142:18 pmEYW - BOS

1 stop6h 09mUnited Airlines

Deal found 4/29

$370

Sat 5/1711:00 amBOS - EYW

2 stops21h 03mAllegiant Air

Wed 5/214:46 pmEYW - BOS

2 stops15h 26mAllegiant Air

Deal found 4/29

$332

Wed 5/215:45 amBOS - EYW

3 stops35h 00mMultiple Airlines

Tue 5/274:16 pmEYW - BOS

1 stop17h 54mMultiple Airlines

Deal found 4/29

$323

Mon 5/265:56 amBOS - EYW

1 stop5h 36mAmerican Airlines

Fri 5/302:18 pmEYW - BOS

1 stop7h 02mAmerican Airlines

Deal found 4/29

$317

One-way flights from Boston to Key West
Search for one-way flight options from Boston to Key West. Find affordable one-way fares based on user searches. Data last updated April 29, 2025.

Sat 5/1711:00 amBOS - EYW

1 stop28h 16mAllegiant Air

Deal found 4/28

$135

Fri 5/236:00 amBOS - EYW

2 stops33h 02mMultiple Airlines

Deal found 4/28

$149

Thu 6/265:49 amBOS - EYW

1 stop7h 59mAmerican Airlines

Deal found 4/29

$169

Wed 5/287:35 amBOS - EYW

2 stops12h 32mDelta

Deal found 4/27

$179

Wed 6/259:30 amBOS - EYW

2 stops22h 30mUnited Airlines

Deal found 4/27

$183

Sat 6/76:00 amBOS - EYW

3 stops31h 48mAlaska Airlines

Deal found 4/29

$508

Cheapflights Fare Finder

Use the filters below to find and compare flights from Boston to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 6/2

7:00 am-12:53 pm

1 stop5h 53m

Key West

Fri 6/6

2:12 pm-8:01 pm

1 stop5h 49m

$317

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 6/10

5:49 am-2:08 pm

2 stops8h 19m

Key West

Tue 6/17

4:54 pm-10:43 pm

1 stop5h 49m

$322

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 5/21

5:45 am-4:45 pm

3 stops35h 00m

Key West

Tue 5/27

4:16 pm-10:10 am

1 stop17h 54m

$323

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 5/17

11:00 am-8:03 am

2 stops21h 03m

Key West

Wed 5/21

4:46 pm-8:12 am

2 stops15h 26m

$332

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 5/29

11:32 am-8:07 pm

2 stops8h 35m

Key West

Sun 6/1

6:25 pm-1:17 am

1 stop6h 52m

$997

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 6/6

8:10 am-1:48 pm

1 stop5h 38m

$169

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 5/14

11:07 am-6:05 pm

2 stops30h 58m

$208

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 6/7

6:00 am-1:48 pm

3 stops31h 48m

$508

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Compare providers for flights from Boston to Key West

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Key West in April.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Priceline	Price Accuracy2 stars	Trust Score*3 stars
CheapTicketsDeal	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Boston-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Key West flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Boston-Key West flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West 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 Key West

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

Booking 49 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Key West. 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 Key West?

Currently, August is the cheapest month in which you can book a flight from Boston to Key West (average of $328). Flying from Boston to Key West in March is currently the most expensive (average of $493). 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 EYW?

It’s typically best to fly out from Boston to Key West at noon. Doing so could potentially save you 13% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Key West by month

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Read through reviews of airlines operating flights from Boston to Key West, such as Alaska Airlines, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Alaska Airlines

8.0

Very good

9,961 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Delta

8.0

Very good

7,929 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

United Airlines

7.4

Good

8,696 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Allegiant Air

7.3

Good

734 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

American Airlines

7.2

Good

10,000 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

What are the cheapest airlines flying from Boston to Key West round-trip?
Currently priced at $317, United Airlines will fly you from Boston to Key West and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Allegiant Air - these airlines can fly you to your destination from $322 and $332, respectively. United Airlines is 25% cheaper than the average price of flights available within the next 90 days to this destination.
What are the cheapest airlines to fly from Boston to Key West one-way?
The cheapest airlines for a one-way flight from Boston to Key West are Allegiant Air ($135), American Airlines ($169), and Delta ($179).
What are the most reliable airlines from Boston to Key West?
No one likes to see their flight delayed. When booking a flight from Boston to Key West consider choosing JetBlue (80%), TAP AIR PORTUGAL (70%) or American Airlines (59%) as they are the most reliable in getting you off to your destination on time.
What are the cheapest flights from Boston to Key West?
The cheapest flight price from Boston to Key West is $148. On average you can expect to pay $414. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $244.
Where are the most common layover locations when flying from Boston to Key West?
Flights departing from Boston and landing in Key West layover in Miami most frequently. Charlotte sees the second most layovers for non-direct flights flying from Boston to Key West.
What are some popular things to do or see while on a layover in Miami?
Wynwood Art District, Bayfront Park, and Bayside Marketplace are currently the most popular points of interest in Miami at the moment. Those on a layover in Miami interested in visiting Wynwood Art District, Bayfront Park, or Bayside Marketplace can do so by traveling 5.5 mi, 6.4 mi, and 6.4 mi, respectively from Miami. Travelers in need of a car in Miami can rent one for about $24 per day.
What are some popular points of interest to see during a layover in Charlotte?
The majority of Charlotte visitors spend their time at Carowind, Mint Museum Uptown, and NASCAR Hall of Fame. Carowind, Mint Museum Uptown and NASCAR Hall of Fame are located about 8.2 mi, 5.4 mi, and 5.7 mi, respectively from Charlotte Douglas if you are interested in checking them out. Those looking to explore during their layover in Charlotte can rent a car from Charlotte Douglas for about $55 per day.
Where are the least popular layover locations for Boston to Key West flights?
Boston to Key West flights have a layover in Philadelphia the least frequently.
Can I find deals for flights from Boston to Key West that include hotel bookings?
Yes. In addition to deals on Boston to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Boston to Key West?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Key West.
Can I find deals for business class flights from Boston to Key West?
Yes. Cheapflights offers flight deals from Boston to Key West 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 Key West?
Currently, August is the cheapest month in which you can book a flight from Boston to Key West (average of $328). Flying from Boston to Key West in March is currently the most expensive (average of $493). 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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Other flights to Key West

Top 5 airlines flying from Boston to Key West

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$66	Average$100	FlexibilityNo cancel fee	On-time65%
United Airlines	Cheapest$145	Average$378	FlexibilityNo cancel fee	On-time69%
JetBlue	Cheapest$211	Average$536	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$216	Average$362	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$259	Average$404	FlexibilityNo cancel fee	On-time71%

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$135+ Cheap flights from Boston to Key West (BOS - EYW)

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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Boston to Key West with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Boston Logan Intl to Key West are usually found in September or January, booked 49 days in advance, depart on a Monday or Saturday and return on a Friday

Cheap flight deals from Boston to Key West

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Boston to Key West

Cheapest flights from Boston to Key WestExplore the most affordable flight options available from Boston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

Explore the most affordable flight options available from Boston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Boston to Key West that are best for you.

Compare providers for flights from Boston to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Key West in April.

Best time to book a flight from Boston to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Boston with our price prediction graph.

Cheapflights Insights

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

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

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

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

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

Find hourly flight availability from Boston to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

Reviews of airlines servicing Key West

Read through reviews of airlines operating flights from Boston to Key West, such as Alaska Airlines, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

What are the cheapest airlines flying from Boston to Key West round-trip?

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

What are the most reliable airlines from Boston to Key West?

What are the cheapest flights from Boston to Key West?

Where are the most common layover locations when flying from Boston to Key West?

What are some popular things to do or see while on a layover in Miami?

What are some popular points of interest to see during a layover in Charlotte?

Where are the least popular layover locations for Boston to Key West flights?

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

How can I find direct flights from Boston to Key West?

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Key West

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Boston to Key West

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Cheapest flights from Boston to Key West
Explore the most affordable flight options available from Boston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.