$105 Cheap Flights from Hartford (HFD) to Key West (EYW)

View $105 flight on Fri, May 30, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Hartford to Key West (HFD-EYW)

Prices were available within the past 7 days and start at $105 for one-way flights and $209 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, May 25 - Wed, May 28
BDL
Hartford
EYW
Key West
$209 Roundtrip, found 15 hours ago
$209
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sun, May 25 from Hartford to Key West, returning Wed, May 28, priced at $209 found 15 hours ago
American Airlines
Tue, Sep 16 - Thu, Sep 25
BDL
Hartford
EYW
Key West
$210 Roundtrip, found 3 days ago
$210
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 16 from Hartford to Key West, returning Thu, Sep 25, priced at $210 found 3 days ago
American Airlines
Tue, Sep 9 - Thu, Sep 18
BDL
Hartford
EYW
Key West
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 9 from Hartford to Key West, returning Thu, Sep 18, priced at $214 found 3 days ago
American Airlines
Sun, May 25 - Wed, May 28
BDL
Hartford
EYW
Key West
$214 Roundtrip, found 15 hours ago
$214
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sun, May 25 from Hartford to Key West, returning Wed, May 28, priced at $214 found 15 hours ago
American Airlines
Wed, Jul 23 - Mon, Jul 28
BDL
Hartford
EYW
Key West
$216 Roundtrip, found 4 days ago
$216
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jul 23 from Hartford to Key West, returning Mon, Jul 28, priced at $216 found 4 days ago
Delta
Tue, Jul 1 - Fri, Jul 4
BDL
Hartford
EYW
Key West
$217 Roundtrip, found 3 hours ago
$217
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Jul 1 from Hartford to Key West, returning Fri, Jul 4, priced at $217 found 3 hours ago
Delta
Wed, May 28 - Fri, May 30
BDL
Hartford
EYW
Key West
$221 Roundtrip, found 16 hours ago
$221
Roundtrip
found 16 hours ago
Select Delta flight, departing Wed, May 28 from Hartford to Key West, returning Fri, May 30, priced at $221 found 16 hours ago
American Airlines
Tue, Sep 16 - Thu, Sep 25
BDL
Hartford
EYW
Key West
$223 Roundtrip, found 3 days ago
$223
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 16 from Hartford to Key West, returning Thu, Sep 25, priced at $223 found 3 days ago
United
Wed, Jan 7 - Wed, Jan 21
BDL
Hartford
EYW
Key West
$284 Roundtrip, found 12 hours ago
$284
Roundtrip
found 12 hours ago
Select United flight, departing Wed, Jan 7 from Hartford to Key West, returning Wed, Jan 21, priced at $284 found 12 hours ago
JetBlue Airways
Thu, Jun 5 - Tue, Jun 10
BDL
Hartford
EYW
Key West
$367 Roundtrip, found 2 days ago
$367
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Jun 5 from Hartford to Key West, returning Tue, Jun 10, priced at $367 found 2 days ago

Frequently asked questions

How much does a flight from Hartford, CT (HFD-Hartford - Brainard) to Key West Intl. Airport (EYW) cost?
Discover the latest flight deals from HFD to EYW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from HFD to EYW?
The cheapest flights from HFD to EYW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from HFD to EYW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from HFD to EYW. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Hartford, CT (HFD-Hartford - Brainard) to Key West Intl. Airport (EYW)?
Nonstop flights from Hartford, CT (HFD-Hartford - Brainard) to Key West Intl. Airport (EYW) aren’t available daily, so you’ll need to take a flight with a layover. Explore your options with Expedia’s filters. Enter your dates and click on either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from HFD to EYW?
Typically you’ll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hartford, CT (HFD-Hartford - Brainard) to Key West Intl. Airport (EYW)?
To touch down at Key West Intl. Airport (EYW) without delays, choose a flight that leaves from Hartford, CT (HFD-Hartford - Brainard) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Hartford, CT (HFD-Hartford - Brainard) to Key West Intl. Airport (EYW) last-minute?
Last-minute fares from HFD to EYW are usually more expensive. To secure the lowest rates, start searching for flights early. That said, if you’re flexible with your travel dates, you may score a cheap ticket just before your departure.
Is it cheaper to book a HFD to EYW flight and hotel package?
You’ll generally save money by booking a HFD to EYW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s easy to manage everything in one place. Once you’ve selected your ideal accommodations and flights, consider other add-ons like activities, car rentals and tours.
Can I cancel or change the date of my flight from Hartford, CT (HFD-Hartford - Brainard) to Key West Intl. Airport (EYW)?
If you reserved your HFD to EYW flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you’d like more information.
*Available to One Key members.