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Key West

$249+ Cheap flights from Hobby (HOU) to Key West (EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — EYW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Houston Hobby to Key West are usually found in November or July, booked 13 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap 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 August 14, 2025.

Round-trip from

$249
(American Airlines)

Popular in

March

Cheapest in

November

Average price

$330
From Houston Hobby to Key West
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 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 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 August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 11/1510:11 amHOU - EYW
1 stop5h 05mAmerican Airlines
Wed 11/192:39 pmEYW - HOU
1 stop6h 41mAmerican Airlines
Deal found 8/14$249
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/1010:15 amHOU - EYW
2 stops7h 44mAmerican Airlines
Wed 9/1711:25 amEYW - HOU
2 stops9h 46mAmerican Airlines
Deal found 8/13$274
This Delta deal was found by Cheapflights users on 8/13. 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.
Sat 8/231:05 pmHOU - EYW
1 stop6h 07mDelta
Sat 8/306:20 pmEYW - HOU
1 stop5h 11mDelta
Deal found 8/13$284
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 8/238:51 amHOU - EYW
1 stop5h 28mAmerican Airlines
Sat 8/3012:50 pmEYW - HOU
2 stops8h 09mAmerican Airlines
Deal found 8/13$334
This Delta deal was found by Cheapflights users on 8/14. 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 9/111:13 pmHOU - EYW
1 stop5h 54mDelta
Thu 9/186:10 pmEYW - HOU
1 stop5h 27mDelta
Deal found 8/14$354
This Delta deal was found by Cheapflights users on 8/13. 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 10/242:22 pmHOU - EYW
1 stop4h 44mDelta
Wed 10/296:17 pmEYW - HOU
1 stop5h 43mDelta
Deal found 8/13$355
This Delta deal was found by Cheapflights users on 8/14. 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 8/211:05 pmHOU - EYW
1 stop6h 07mDelta
Mon 8/257:00 amEYW - HOU
1 stop6h 10mDelta
Deal found 8/14$369
This Delta deal was found by Cheapflights users on 8/14. 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.
Sat 8/1610:22 amHOU - EYW
1 stop6h 05mDelta
Sat 8/2311:52 amEYW - HOU
1 stop6h 47mDelta
Deal found 8/14$379
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 8/168:51 amHOU - EYW
1 stop5h 28mAmerican Airlines
Sat 8/2311:26 amEYW - HOU
2 stops9h 33mAmerican Airlines
Deal found 8/14$384

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 August 14, 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

Wed 9/10

1:05 pm-8:12 pm

1 stop6h 07m

Key West

Wed 9/17

6:10 pm-10:37 pm

1 stop5h 27m

$249

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Tue 9/23

1:13 pm-8:07 pm

1 stop5h 54m

Key West

Tue 9/30

7:00 am-12:18 pm

1 stop6h 18m

$251

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Wed 9/10

10:15 am-6:59 pm

2 stops7h 44m

Key West

Wed 9/17

11:25 am-8:11 pm

2 stops9h 46m

$274

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Sat 8/23

10:22 am-5:27 pm

1 stop6h 05m

Key West

Sat 8/30

6:20 pm-10:31 pm

1 stop5h 11m

$284

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Sat 8/23

8:51 am-3:19 pm

1 stop5h 28m

Key West

Sat 8/30

3:59 pm-7:59 pm

1 stop5h 00m

$329

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Fri 10/24

2:22 pm-8:06 pm

1 stop4h 44m

Key West

Wed 10/29

6:17 pm-11:00 pm

1 stop5h 43m

$354

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Thu 9/11

1:13 pm-8:07 pm

1 stop5h 54m

Key West

Thu 9/18

6:10 pm-10:37 pm

1 stop5h 27m

$354

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Mon 9/8

6:00 am-1:05 pm

1 stop6h 05m

$271

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Fri 9/26

12:58 pm-8:07 pm

1 stop6h 09m

$271

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Mon 9/8

6:00 am-5:46 pm

2 stops10h 46m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 15 results
1
2

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 August 8, 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, August is the cheapest month in which you can book a flight from Houston Hobby Airport to Key West (average of $328). Flying from Houston Hobby Airport to Key West in March is currently the most expensive (average of $492). 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 August 14, 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
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

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
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

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
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

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
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

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.

  • 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 45% 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, August is the cheapest month in which you can book a flight from Houston Hobby Airport to Key West (average of $328). Flying from Houston Hobby Airport to Key West in March is currently the most expensive (average of $492). 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$220Average$334FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$229Average$381FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$299Average$490FlexibilityNo cancel feeOn-time69%

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