HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$91+ Cheap flights from Key West to Boston (EYW - BOS)

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Key West to Boston 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

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Key West to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated julio 30, 2025.

Round-trip from

$171
(American Airlines)

One-way from

$91
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$431
From Key West to Boston Logan Intl
Search Deals
One-way flight from Key West to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find flight deals from Key West to Boston

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

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.
mar. 9/236:17 pmEYW - BOS
1 stop5h 27mAmerican Airlines
mar. 10/76:00 amBOS - EYW
1 stop6h 58mAmerican Airlines
Deal found 7/30$171
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. 9/1212:09 pmEYW - BOS
2 stops23h 04mMultiple Airlines
dom. 9/142:18 pmBOS - EYW
3 stops21h 34mMultiple Airlines
Deal found 7/29$428
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/233:50 pmEYW - BOS
2 stops18h 45mUnited Airlines
mar. 10/75:30 amBOS - EYW
2 stops8h 59mUnited Airlines
Deal found 7/29$586
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/107:00 amEYW - BOS
1 stop8h 05mDelta
vie. 8/151:35 pmBOS - EYW
1 stop6h 37mDelta
Deal found 7/29$708

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Boston 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 Key West to Boston that are best for you.

Fly from

Key West

Fly to

Boston

Route

Depart

Return

Price

Key WestBoston

EYW - BOS

EYWBOS

Key West

mar. 9/23

6:17 pm-11:44 pm

1 stop5h 27m

Boston Logan Intl

mar. 10/7

6:00 am-12:58 pm

1 stop6h 58m

$171

Key WestBoston

EYW - BOS

EYWBOS

Key West

mié. 8/13

2:12 pm-11:59 pm

2 stops9h 47m

Boston Logan Intl

dom. 8/17

6:05 am-12:41 pm

1 stop6h 36m

$322

Key WestBoston

EYW - BOS

EYWBOS

Key West

vie. 9/12

12:09 pm-11:13 am

2 stops23h 04m

Boston Logan Intl

dom. 9/14

2:18 pm-11:52 am

3 stops21h 34m

$428

Key WestBoston

EYW - BOS

EYWBOS

Key West

dom. 8/10

7:00 am-3:05 pm

1 stop8h 05m

Boston Logan Intl

vie. 8/15

1:35 pm-8:12 pm

1 stop6h 37m

$708

Key WestBoston

EYW - BOS

EYWBOS

Key West

mar. 9/16

7:31 pm-12:59 am

1 stop5h 28m

$91

Key WestBoston

EYW - BOS

EYWBOS

Key West

mié. 8/20

6:22 pm-1:20 am

1 stop6h 58m

$159

Key WestBoston

EYW - BOS

EYWBOS

Key West

dom. 8/17

3:00 pm-8:10 am

2 stops17h 10m

$173

Key WestBoston

EYW - BOS

EYWBOS

Key West

dom. 12/7

2:25 pm-12:40 am

1 stop10h 15m

$183

Key WestBoston

EYW - BOS

EYWBOS

Key West

dom. 12/7

2:25 pm-9:06 am

2 stops18h 41m

$188

Key WestBoston

EYW - BOS

EYWBOS

Key West

vie. 10/31

12:40 pm-4:06 pm

Nonstop3h 26m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 12 results
1
2

Best time to book a flight from Key West to Boston

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

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

Currently, January is the cheapest month in which you can book a flight from Key West to Boston (average of $218). Flying from Key West to Boston in July is currently the most expensive (average of $311). 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 EYW to BOS?

Find hourly flight availability from Key West to Boston. 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.

Unlike in the morning, when flights are generally more expensive, you can save up to 34% on flights from Key West to Boston by exploring options for tickets in the afternoon.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated julio 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and United Airlines from Key West to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
JetBlue
7.3
Good
2,913 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Related info for your journey

Find useful and relevant information for your journey from Key West to Boston. 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 Key West to Boston round-trip?

    Cheapflights users have booked flights from Key West to Boston round-trip from $171. Other airlines that can offer you cheap pricing are United Airlines, from $586, and Delta, from $708. Users have found that American Airlines is 56% cheaper than the other options available to this destination.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $91. Users have also found prices from $159 and $173 on Delta and Allegiant Air, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Boston 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 Key West to Boston?

    Currently, January is the cheapest month in which you can book a flight from Key West to Boston (average of $218). Flying from Key West to Boston in July is currently the most expensive (average of $311). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Watertown
Seabrook
Waltham
Framingham
Lowell
Randolph
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Saco
Hampton Beach
Swansea
Lincoln

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 Key West to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to Boston flights
Fort Lauderdale to Boston flights
Orlando to Boston flights
Miami to Boston flights
West Palm Beach to Boston flights
Orlando to Hartford flights
Jacksonville to Boston flights
Orlando to Albany flights
Tampa to Hartford flights
West Palm Beach to Hartford flights
Fort Myers to Boston flights
Fort Lauderdale to Hartford flights
Pensacola to Boston flights
Fort Lauderdale to Albany flights
Tampa to Albany flights
Miami to Hartford flights
Fort Myers to Hartford flights
Sarasota to Boston flights
Orlando to Worcester flights
Panama City to Boston flights
West Palm Beach to Albany flights
Miami to Albany flights
Sarasota to Albany flights
Sarasota to Hartford flights
Tallahassee to Boston flights
Jacksonville to Albany flights
Fort Myers to Albany flights
Daytona Beach to Hartford flights
Gainesville to Boston flights
Melbourne to Boston flights
Valparaiso to Boston flights
Tampa to Hyannis flights
Daytona Beach to Boston flights
Fort Lauderdale to Worcester flights
Jacksonville to Hartford flights
Tampa to West Tisbury flights
Pensacola to Albany flights
Pensacola to Hartford flights
Melbourne to Hartford flights
West Palm Beach to Worcester flights
Orlando to Nantucket flights
Tampa to Worcester flights
Key West to Hartford flights
Orlando to Hyannis flights
Fort Lauderdale to West Tisbury flights
Fort Lauderdale to Nantucket flights
Fort Myers to West Tisbury flights
Tallahassee to Hartford flights
Daytona Beach to Albany flights

Top 3 airlines flying from Key West to Boston

Discover the top 3 airlines that operate flights from Key West to Boston. 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
DeltaCheapest$216Average$357FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$502FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$241Average$336FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.