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Key West

$186+ Cheap flights from Hartford to Key West (BDL - 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
feb. 20 — feb. 271
vie. 2/20
vie. 2/27
1 adult, Economy
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Cheap flight deals from Hartford to Key West

Cheapest flights from Hartford to Key West
Explore the most affordable flight options available from Hartford to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2026.

This Breeze Airways deal was found by Cheapflights users on 1/21. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/73:59 pm
BDL
-
EYW
1 stop16h 07m
Breeze Airways
mié. 3/1111:51 am
EYW
-
BDL
2 stops29h 05m
Breeze Airways
Deal found 1/21$212
This Breeze Airways deal was found by Cheapflights users on 1/21. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 1/318:05 am
BDL
-
EYW
1 stop25h 21m
Breeze Airways
lun. 2/211:04 am
EYW
-
BDL
1 stop6h 44m
Breeze Airways
Deal found 1/21$224
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/12:55 pm
BDL
-
EYW
1 stop18h 14m
Breeze Airways
sáb. 2/710:49 am
EYW
-
BDL
2 stops37h 07m
Breeze Airways
Deal found 1/19$228
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/188:05 am
BDL
-
EYW
1 stop25h 01m
Breeze Airways
mié. 3/2511:51 am
EYW
-
BDL
2 stops29h 05m
Breeze Airways
Deal found 1/21$230
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/192:27 pm
BDL
-
EYW
2 stops18h 42m
Multiple Airlines
jue. 2/269:46 am
EYW
-
BDL
1 stop24h 02m
Multiple Airlines
Deal found 1/21$251
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/238:30 am
BDL
-
EYW
1 stop8h 32m
Multiple Airlines
vie. 3/271:06 pm
EYW
-
BDL
1 stop6h 07m
Multiple Airlines
Deal found 1/21$260
This Breeze Airways deal was found by Cheapflights users on 1/20. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/283:59 pm
BDL
-
EYW
1 stop17h 07m
Breeze Airways
lun. 3/21:06 pm
EYW
-
BDL
1 stop27h 14m
Breeze Airways
Deal found 1/20$261

Find flight deals from Hartford to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Hartford (BDL) to Key West (EYW). 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 enero 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$218
(Kiwi.com)

One-way from

$186
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$415
Provider with most accurate pricing for Hartford Bradley Intl-Key West flight deals.
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Provider most trusted by Cheapflights users for Hartford Bradley Intl-Key West flights.
Search Deals
From Hartford Bradley Intl to Key West
Search Deals
One-way flight from Hartford Bradley Intl to Key West
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hartford to Key West 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 enero 21, 2026.
Use the filters below to find and compare flights from Hartford to Key West that are best for you.

Fly from

Hartford

Fly to

Key West

Route

Depart

Return

Price

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

dom. 3/8

3:00 pm-9:09 am

1 stop18h 09m

Key West

mié. 3/11

11:51 am-4:56 pm

2 stops29h 05m

$207

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

sáb. 1/31

8:05 am-9:26 am

1 stop25h 21m

Key West

lun. 2/2

11:04 am-5:48 pm

1 stop6h 44m

$224

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

sáb. 2/28

3:59 pm-9:06 am

1 stop17h 07m

Key West

lun. 3/2

1:06 pm-4:20 pm

1 stop27h 14m

$261

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

lun. 3/23

8:30 am-5:02 pm

1 stop8h 32m

Key West

vie. 3/27

1:06 pm-7:13 pm

1 stop6h 07m

$265

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

sáb. 2/28

5:31 pm-10:37 pm

1 stop5h 06m

Key West

mié. 3/4

12:12 pm-5:00 pm

1 stop4h 48m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

dom. 2/15

3:00 pm-9:09 am

1 stop18h 09m

Key West

jue. 2/19

11:01 am-10:04 pm

1 stop11h 03m

$313

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

dom. 2/15

7:15 am-1:30 pm

2 stops30h 15m

Key West

jue. 2/19

9:46 am-4:55 pm

1 stop7h 09m

$330

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

jue. 2/19

3:00 pm-9:09 am

1 stop18h 09m

Key West

jue. 2/26

11:01 am-10:04 pm

1 stop11h 03m

$333

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

sáb. 2/14

9:00 pm-9:06 am

1 stop12h 06m

$186

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

jue. 4/30

2:21 pm-7:40 pm

1 stop5h 19m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 13 results
1
2

Compare providers for flights from Hartford 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 Hartford to Key West in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust 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 Hartford-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hartford-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hartford-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hartford-Key West flights, Cheapflights users trust Expedia the most. Expedia 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 Hartford-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 Hartford to Key West

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

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

Use this chart to determine the optimal time to book a round-trip flight from Hartford to Key West. Price data was last updated on January 16, 2026.

The price you pay for your flight from Hartford to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Hartford to Key West (average of $112). Flying from Hartford to Key West in June is currently the most expensive (average of $280). 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.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated enero 21, 2026.
Get a feel of what it's like to fly with Breeze Airways, Delta, and United Airlines from Hartford to Key West by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
259 reviews

Food

6.7

Crew

8.7

Overall

8.2

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
259 reviews
Breeze Airways
8.2
Very good
259 reviews

Food

6.7

Crew

8.7

Overall

8.2

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,085 reviews
Breeze Airways
8.2
Very good
259 reviews

Food

6.7

Crew

8.7

Overall

8.2

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
United Airlines
7.4
Good
9,190 reviews
Breeze Airways
8.2
Very good
259 reviews

Food

6.7

Crew

8.7

Overall

8.2

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,172 reviews
Breeze Airways
8.2
Very good
259 reviews

Food

6.7

Crew

8.7

Overall

8.2

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
JetBlue
7.2
Good
2,890 reviews
Breeze Airways
8.2
Very good
259 reviews

Food

6.7

Crew

8.7

Overall

8.2

Comfort

8.2

Boarding

8.3

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

Related info for your journey

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

  • How long is the flight from Hartford to Key West?

    There are many flights that can get you from Hartford to Key West in 18h 09m. Fly via Breeze Airways to get the fastest option. The distance from Hartford to Key West is about 1308 mi.

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

    According to our current data, Breeze Airways ($139), United Airlines ($208), and Delta ($229) offers the cheapest pricing from Hartford to Key West. Breeze Airways is currently priced 66% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Hartford to Key West (average of $112). Flying from Hartford to Key West in June is currently the most expensive (average of $280). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Hartford to Key West

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Hartford to Key West

Discover the top 5 airlines that operate flights from Hartford to Key West. 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 enero 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$139Average$274FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$208Average$452FlexibilityNo cancel feeOn-time69%
DeltaCheapest$229Average$451FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$248Average$504FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$263Average$395FlexibilityNo cancel feeOn-time71%

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