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$68+ Cheap flights from Florida Keys to Boston (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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Aug 9 — Aug 161
Sat 8/9
Sat 8/16
1 adult, Economy
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Cheap flight deals from Florida Keys to Boston

Keep the following information in mind while searching for Florida Keys to Boston flight deals. Data was last updated August 4, 2025.

Round-trip from

$127
(Delta)

One-way from

$68
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$339
From Florida Keys to Boston Logan Intl
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One-way flight from Florida Keys to Boston Logan Intl
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Highest demand for flights based on searches. 16% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Florida Keys to Boston

Cheapest flights from Florida Keys to Boston
Explore the most affordable flight options available from Florida Keys to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2025.

This eDestinos deal was found by Cheapflights users on 8/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/273:40 pmMIA - BOS
1 stop6h 54mSpirit Airlines
Sun 8/313:25 pmBOS - MIA
Nonstop3h 41mSpirit Airlines
Deal found 8/3$130
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 9/177:38 pmMIA - BOS
1 stop5h 40mDelta
Wed 9/245:25 pmBOS - MIA
1 stop6h 58mDelta
Deal found 8/3$137
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 10/811:38 amMIA - BOS
Nonstop3h 15mAmerican Airlines
Sun 10/125:30 amBOS - MIA
Nonstop3h 35mAmerican Airlines
Deal found 8/3$142
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sat 9/66:05 amMIA - BOS
1 stop6h 10mSouthwest
Sun 9/75:30 amBOS - MIA
1 stop6h 40mSouthwest
Deal found 8/4$145
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Thu 9/111:59 pmEYW - BOS
1 stop6h 15mAmerican Airlines
Mon 9/156:00 amBOS - EYW
1 stop5h 49mAmerican Airlines
Deal found 8/2$171
This Mytrip deal was found by Cheapflights users on 8/4. 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.
Mon 9/83:44 pmEYW - BOS
2 stops17h 59mMultiple Airlines
Thu 9/115:50 amBOS - EYW
2 stops26h 17mMultiple Airlines
Deal found 8/4$397
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 8/273:41 pmEYW - BOS
1 stop5h 40mUnited Airlines
Wed 9/37:10 amBOS - EYW
1 stop7h 45mUnited Airlines
Deal found 8/3$445
This Delta deal was found by Cheapflights users on 8/2. 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.
Sun 8/107:00 amEYW - BOS
1 stop8h 05mDelta
Fri 8/151:35 pmBOS - EYW
1 stop6h 37mDelta
Deal found 8/2$488

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys 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 August 4, 2025.
Use the filters below to find and compare flights from Florida Keys to Boston that are best for you.

Fly from

Florida Keys

Fly to

Boston

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 8/27

3:40 pm-10:34 pm

1 stop6h 54m

Boston Logan Intl

Sun 8/31

3:25 pm-7:06 pm

Nonstop3h 41m

$130

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 9/17

3:15 pm-10:30 pm

1 stop7h 15m

Boston Logan Intl

Wed 9/24

1:05 pm-9:22 pm

1 stop8h 17m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 10/8

11:38 am-2:53 pm

Nonstop3h 15m

Boston Logan Intl

Sun 10/12

5:30 am-9:05 am

Nonstop3h 35m

$142

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 9/6

6:05 am-12:15 pm

1 stop6h 10m

Boston Logan Intl

Sun 9/7

5:30 am-12:10 pm

1 stop6h 40m

$145

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 9/11

1:59 pm-8:14 pm

1 stop6h 15m

Boston Logan Intl

Mon 9/15

6:00 am-11:49 am

1 stop5h 49m

$171

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 9/8

3:44 pm-9:43 am

2 stops17h 59m

Boston Logan Intl

Thu 9/11

5:50 am-8:07 am

2 stops26h 17m

$397

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 8/27

3:41 pm-9:21 pm

1 stop5h 40m

Boston Logan Intl

Wed 9/3

7:10 am-2:55 pm

1 stop7h 45m

$445

MiamiBoston

MIA - BOS

MIABOS

Miami

Mon 10/20

12:40 pm-4:04 pm

Nonstop3h 24m

$68

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 9/10

8:25 pm-11:59 pm

Nonstop3h 34m

$69

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 10/15

4:35 pm-9:10 pm

1 stop4h 35m

$71

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/2

Showing 1-10 of 20 results
1
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Best time to book a flight from Florida Keys to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Florida Keys 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 Florida Keys to Boston

What is the cheapest month to book a flight from Florida Keys to Boston?

Currently, January is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $218). Flying from Florida Keys 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 EOA to BOS?

Find hourly flight availability from Florida Keys 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 August 4, 2025.

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

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 August 4, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Florida Keys to Boston to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
7,987 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
8,912 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
4,246 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

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 Florida Keys to Boston. 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 into for flights to Boston from Florida Keys?

    Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Florida Keys to Boston. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

  • What are the cheapest airlines to fly from Florida Keys to Boston one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $68. However, be on the lookout for offers from Delta and Southwest, as they are both options that can get you from Florida Keys to Boston for a low price.

  • Can I find deals for flights from Florida Keys to Boston that include hotel bookings?

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

  • How can I find direct flights from Florida Keys to Boston?

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

  • Can I find deals for business class flights from Florida Keys to Boston?

    Yes. Cheapflights offers flight deals from Florida Keys 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 Florida Keys to Boston?

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $218). Flying from Florida Keys 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
Waltham
Seabrook
Framingham
Lowell
Hampton Beach
Lincoln
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Saco
Swansea
Burlington

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Florida Keys to Boston

Discover the top 3 airlines that operate flights from Florida Keys 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 August 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$357FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$502FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$258Average$339FlexibilityNo cancel feeOn-time71%

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