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Florida Keys

$89+ Cheap flights from Hobby (HOU) to Florida Keys

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — EYW
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap flight deals from Hobby to Florida Keys

Cheapest flights from Hobby to Florida Keys
Explore the most affordable flight options available from Hobby to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This American Airlines deal was found by Cheapflights users on 12/9. 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 12/175:44 amHOU - MIA
1 stop7h 28mAmerican Airlines
Thu 1/86:04 amMIA - HOU
1 stop7h 05mAmerican Airlines
Deal found 12/9$302
This Delta deal was found by Cheapflights users on 12/9. 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.
Tue 12/306:40 pmHOU - MIA
1 stop5h 08mDelta
Sat 1/105:50 amMIA - HOU
1 stop5h 31mDelta
Deal found 12/9$329
This American Airlines deal was found by Cheapflights users on 12/6. 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.
Tue 12/165:44 amHOU - MIA
1 stop5h 36mAmerican Airlines
Tue 12/163:32 pmMIA - HOU
1 stop5h 46mAmerican Airlines
Deal found 12/6$341
This Delta deal was found by Cheapflights users on 12/6. 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 12/136:40 pmHOU - MIA
1 stop5h 06mDelta
Tue 12/167:00 amMIA - HOU
1 stop7h 28mDelta
Deal found 12/6$347
This Southwest deal was found by Cheapflights users on 12/7. 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.
Wed 12/3110:35 amHOU - MIA
1 stop10h 15mSouthwest
Thu 1/17:40 amMIA - HOU
1 stop8h 40mSouthwest
Deal found 12/7$351
This Southwest deal was found by Cheapflights users on 12/8. 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.
Mon 12/228:35 pmHOU - MIA
Nonstop2h 20mSouthwest
Thu 12/255:05 pmMIA - HOU
1 stop5h 05mSouthwest
Deal found 12/8$363
This Delta deal was found by Cheapflights users on 12/8. 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.
Mon 12/226:00 amHOU - MIA
1 stop11h 25mDelta
Wed 12/314:01 pmMIA - HOU
1 stop5h 23mDelta
Deal found 12/8$406
This Delta deal was found by Cheapflights users on 12/6. 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 12/72:32 pmHOU - EYW
1 stop4h 34mDelta
Sat 12/136:10 pmEYW - HOU
1 stop5h 23mDelta
Deal found 12/6$454
This American Airlines deal was found by Cheapflights users on 12/6. 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.
Sun 12/79:05 amHOU - EYW
1 stop6h 21mAmerican Airlines
Sat 12/1311:35 amEYW - HOU
2 stops9h 43mAmerican Airlines
Deal found 12/6$489
This Kiwi.com deal was found by Cheapflights users on 12/8. 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 12/198:15 pmHOU - EYW
2 stops16h 15mMultiple Airlines
Mon 12/222:33 pmEYW - HOU
1 stop5h 52mMultiple Airlines
Deal found 12/8$572
This American Airlines deal was found by Cheapflights users on 12/7. 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.
Tue 12/910:08 amHOU - EYW
1 stop4h 59mAmerican Airlines
Thu 12/112:31 pmEYW - HOU
1 stop6h 16mAmerican Airlines
Deal found 12/7$617
This American Airlines deal was found by Cheapflights users on 12/8. 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.
Tue 12/239:05 amHOU - EYW
1 stop6h 25mAmerican Airlines
Sat 12/272:52 pmEYW - HOU
1 stop5h 52mAmerican Airlines
Deal found 12/8$643

Find flight deals from Hobby to Florida Keys

Keep the following information in mind while searching for Hobby to Florida Keys flight deals. Data was last updated December 9, 2025.

Round-trip from

$172
(Southwest)

One-way from

$89
(Southwest)

Popular in

April

Cheapest in

October

Average price

$213
From Houston Hobby to Florida Keys
Search Deals
One-way flight from Houston Hobby to Florida Keys
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby to Florida Keys 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 9, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Florida Keys that are best for you.

Fly from

Hobby

Fly to

Florida Keys

Route

Depart

Return

Price

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Sat 2/21

5:35 pm-12:53 am

1 stop6h 18m

Miami

Tue 2/24

5:55 pm-10:28 pm

1 stop5h 33m

$197

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Tue 1/6

5:04 pm-12:51 am

1 stop6h 47m

Miami

Tue 1/13

5:50 am-10:21 am

1 stop5h 31m

$197

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Sun 2/1

9:55 am-4:30 pm

1 stop5h 35m

Miami

Thu 2/5

7:55 am-6:00 pm

2 stops11h 05m

$249

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Tue 1/6

11:20 am-8:05 pm

2 stops7h 45m

Miami

Tue 1/13

4:55 pm-10:10 pm

1 stop6h 15m

$267

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Sat 2/7

10:50 am-2:05 pm

Nonstop2h 15m

Miami

Mon 2/9

5:50 pm-11:05 pm

1 stop6h 15m

$268

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Thu 1/1

3:25 pm-8:58 pm

1 stop4h 33m

Key West

Thu 1/8

6:06 pm-10:33 pm

1 stop5h 27m

$274

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Wed 1/7

5:45 am-12:14 pm

1 stop5h 29m

Miami

Sat 1/10

5:50 am-10:21 am

1 stop5h 31m

$277

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Thu 1/22

5:45 am-2:18 pm

1 stop7h 33m

Miami

Thu 1/29

4:32 pm-10:33 pm

1 stop7h 01m

$278

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Sat 2/21

5:25 am-1:48 pm

1 stop7h 23m

Key West

Wed 2/25

6:07 pm-10:28 pm

1 stop5h 21m

$304

HoustonKey West

HOU - EYW

HOUEYW

Houston Hobby

Fri 2/20

1:06 pm-7:42 pm

1 stop5h 36m

Key West

Tue 2/24

6:07 pm-10:28 pm

1 stop5h 21m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 26 results
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Best time to book a flight from Hobby to Florida Keys

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

What is the cheapest month to book a flight from Houston Hobby Airport to Florida Keys?

Currently, May is the cheapest month in which you can book a flight from Houston Hobby Airport to Florida Keys (average of $198). Flying from Houston Hobby Airport to Florida Keys 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 Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated December 9, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Houston Hobby Airport to Florida Keys. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
9,092 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,048 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
8,174 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
5.8
Fair
3,085 reviews
Southwest
7.9
Good
4,253 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Hobby to Florida Keys. 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 Houston Hobby Airport to Florida Keys?

    Delta, Southwest, and American Airlines can get you from Houston Hobby Airport to Florida Keys in just under 5h 04m. Your travel time can differ by up to 1h 14m. Airlines will cover a distance of 901 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Houston Hobby Airport to Florida Keys one-way?

    The cheapest airlines for a one-way flight from Houston Hobby Airport to Florida Keys are Frontier ($39), Spirit Airlines ($40), and American Airlines ($63).

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Houston Hobby Airport to Florida Keys (average of $198). Flying from Houston Hobby Airport to Florida Keys 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.

See more FAQs

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Top 3 airlines flying from Hobby to Florida Keys

Discover the top 3 airlines that operate flights from Hobby to Florida Keys. 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 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$220Average$317FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$236Average$378FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$448FlexibilityNo cancel feeOn-time69%

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