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Key West

$244+ Cheap flights from Hobby (HOU) to Key West (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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — EYW
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheapflights Tip: The best prices from Houston Hobby to Key West are usually found in September or November, booked 13 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Hobby to Key West

Cheapest flights from Hobby to Key West
Explore the most affordable flight options available from Hobby to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:25 pmHOU - EYW
1 stop4h 33mDelta
Tue 1/66:06 pmEYW - HOU
1 stop5h 27mDelta
Deal found 12/20$654
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:13 amHOU - EYW
1 stop5h 17mAmerican Airlines
Sun 12/282:28 pmEYW - HOU
1 stop6h 16mAmerican Airlines
Deal found 12/21$769
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Fri 12/268:10 pmHOU - EYW
2 stops16h 20mMultiple Airlines
Sun 12/283:32 pmEYW - HOU
1 stop28h 58mMultiple Airlines
Deal found 12/22$788
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Fri 12/2610:13 amHOU - EYW
2 stops8h 09mAmerican Airlines
Sun 12/284:03 pmEYW - HOU
2 stops8h 43mAmerican Airlines
Deal found 12/22$799
This Delta deal was found by Cheapflights users on 12/22. 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.
Fri 12/263:25 pmHOU - EYW
1 stop4h 33mDelta
Sun 12/281:02 pmEYW - HOU
1 stop5h 48mDelta
Deal found 12/22$914
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amHOU - EYW
1 stop5h 07mDelta
Sun 12/287:25 amEYW - HOU
1 stop8h 13mDelta
Deal found 12/20$1,014
This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/254:17 pmHOU - EYW
2 stops17h 49mAmerican Airlines
Sun 12/284:03 pmEYW - HOU
2 stops8h 43mAmerican Airlines
Deal found 12/20$1,134
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amHOU - EYW
1 stop5h 07mDelta
Fri 1/26:20 pmEYW - HOU
1 stop5h 51mDelta
Deal found 12/21$1,219

Find flight deals from Hobby to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

One-way from

$244
(American Airlines)

Popular in

October

Cheapest in

September

Average price

$435
Provider with most accurate pricing for Houston Hobby-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Houston Hobby-Key West flights.
Search Deals
From Houston Hobby to Key West
Search Deals
One-way flight from Houston Hobby to Key West
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby 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 December 23, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Key West that are best for you.

Fly from

Hobby

Fly to

Key West

Route

Depart

Return

Price

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Tue 2/3

11:09 am-7:40 pm

1 stop7h 31m

Key West

Wed 2/11

6:06 pm-10:33 pm

1 stop5h 27m

$249

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Tue 1/20

5:45 am-11:25 am

1 stop4h 40m

Key West

Tue 1/27

6:06 pm-10:33 pm

1 stop5h 27m

$249

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Sat 2/21

5:25 am-10:59 am

1 stop4h 34m

Key West

Wed 2/25

5:56 pm-10:28 pm

1 stop5h 32m

$304

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Fri 5/1

1:45 pm-7:40 pm

1 stop4h 55m

Key West

Wed 5/6

6:25 pm-10:44 pm

1 stop5h 19m

$304

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Wed 2/11

5:45 am-11:25 am

1 stop4h 40m

Key West

Wed 2/25

5:56 pm-10:28 pm

1 stop5h 32m

$334

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Wed 5/27

1:00 pm-7:44 pm

1 stop5h 44m

Key West

Thu 6/4

7:00 am-12:10 pm

1 stop6h 10m

$334

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Wed 2/4

11:09 am-7:40 pm

1 stop7h 31m

Key West

Thu 2/12

5:56 pm-10:28 pm

1 stop5h 32m

$334

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Tue 2/3

11:09 am-7:40 pm

1 stop7h 31m

Key West

Tue 2/10

6:06 pm-4:10 pm

1 stop23h 04m

$337

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Sat 2/7

5:04 pm-11:25 am

1 stop17h 21m

Key West

Thu 2/12

5:56 pm-10:28 pm

1 stop5h 32m

$355

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Fri 6/5

1:00 pm-7:44 pm

1 stop5h 44m

Key West

Tue 6/9

7:00 am-12:10 pm

1 stop6h 10m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 20 results
1
2

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

Have a flexible travel schedule? Discover the best time to fly to Key West from Hobby 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 Houston Hobby Airport to Key West

How far ahead should I book a flight from Houston Hobby Airport to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Hobby to Key West. Price data was last updated on December 19, 2025.

The price you pay for your flight from Houston Hobby Airport to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 13 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 Houston Hobby Airport to Key West?

Currently, May is the cheapest month in which you can book a flight from Houston Hobby Airport to Key West (average of $198). Flying from Houston Hobby Airport to Key West in December is currently the most expensive (average of $318). 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 December 23, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Houston Hobby Airport to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,014 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
9,105 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Hobby 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 airport do you fly into for flights to Key West from Houston Hobby?

    Key West (EYW) is the airport you will fly into if you book a flight from Houston Hobby to Key West. You should not have trouble finding flights to Key West from Houston Hobby; the airport handles an average of 0 inbound flights from Houston Hobby per day. You should also have plenty of airline options to choose from since 3 airlines have flights to the Key West airport from Houston Hobby. It is only a 2.6 mi journey from Key West (EYW) to Key West’s city center.

  • How long is the flight from Houston Hobby Airport to Key West?

    A quick flight from Houston Hobby Airport to Key West can take about 7h 31m. Delta provides one of the quickest options available for as low as $249. The distance from Houston Hobby Airport to Key West is about 901 mi.

  • What are the cheapest airlines flying from Houston Hobby Airport to Key West round-trip?

    Delta, at $220, was found to be the cheapest airline from Houston Hobby Airport to Key West.Alternate airlines to your destination round-trip include American Airlines and United Airlines. Delta is 41% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hobby 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 Houston Hobby Airport to Key West?

    Currently, May is the cheapest month in which you can book a flight from Houston Hobby Airport to Key West (average of $198). Flying from Houston Hobby Airport to Key West in December is currently the most expensive (average of $318). 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.

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Top 3 airlines flying from Hobby to Key West

Discover the top 3 airlines that operate flights from Hobby 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$220Average$317FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$236Average$380FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$422FlexibilityNo cancel feeOn-time69%

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