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Florida Keys

$50+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — EYW
Nov 20 — Nov 271
Thu 11/20
Thu 11/27
1 adult, Economy
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Find 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 October 21, 2025.

This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:00 pmHOU - MIA
1 stop4h 50mSouthwest
Thu 12/114:55 pmMIA - HOU
1 stop6h 30mSouthwest
Deal found 10/19$174
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/155:35 amHOU - MIA
1 stop9h 25mSouthwest
Tue 12/167:40 amMIA - HOU
1 stop8h 40mSouthwest
Deal found 10/19$178
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/112:00 pmHOU - MIA
1 stop4h 50mSouthwest
Tue 11/186:55 amMIA - HOU
1 stop5h 15mSouthwest
Deal found 10/19$183
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:00 amHOU - MIA
1 stop9h 10mSouthwest
Wed 12/246:55 amMIA - HOU
1 stop5h 15mSouthwest
Deal found 10/19$190
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/122:00 pmHOU - MIA
1 stop4h 50mSouthwest
Sat 11/156:05 amMIA - HOU
1 stop8h 20mSouthwest
Deal found 10/20$194
This Delta deal was found by Cheapflights users on 10/21. 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.
Sun 12/710:39 amHOU - MIA
1 stop6h 46mDelta
Sat 12/137:00 amMIA - HOU
1 stop7h 28mDelta
Deal found 10/21$197
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/148:05 pmHOU - MIA
Nonstop2h 20mSouthwest
Tue 11/186:55 amMIA - HOU
1 stop5h 15mSouthwest
Deal found 10/19$207
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:05 pmHOU - MIA
Nonstop2h 20mSouthwest
Thu 11/137:35 pmMIA - HOU
Nonstop3h 05mSouthwest
Deal found 10/19$212
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Sat 11/1510:11 amHOU - EYW
1 stop5h 05mAmerican Airlines
Wed 11/191:33 pmEYW - HOU
2 stops7h 47mAmerican Airlines
Deal found 10/20$254
This Delta deal was found by Cheapflights users on 10/20. 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.
Tue 12/96:00 amHOU - EYW
1 stop7h 07mDelta
Sat 12/136:10 pmEYW - HOU
1 stop5h 23mDelta
Deal found 10/20$264
This Delta deal was found by Cheapflights users on 10/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:32 pmHOU - EYW
1 stop4h 34mDelta
Fri 12/126:10 pmEYW - HOU
1 stop16h 24mDelta
Deal found 10/19$359
This Delta deal was found by Cheapflights users on 10/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:00 amHOU - EYW
1 stop7h 03mDelta
Mon 11/246:18 pmEYW - HOU
1 stop5h 49mDelta
Deal found 10/19$409

Cheap 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 October 21, 2025.

Round-trip from

$161
(Southwest)

One-way from

$50
(Southwest)

Popular in

December

Cheapest in

September

Average price

$150
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. 8% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 21, 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

Mon 12/8

2:00 pm-7:50 pm

1 stop4h 50m

Miami

Thu 12/11

4:55 pm-10:25 pm

1 stop6h 30m

$174

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Wed 11/12

2:00 pm-7:50 pm

1 stop4h 50m

Miami

Sat 11/15

6:05 am-1:25 pm

1 stop8h 20m

$194

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Fri 12/5

2:32 pm-10:14 pm

1 stop6h 42m

Miami

Fri 12/12

6:30 pm-10:48 pm

1 stop5h 18m

$197

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Sun 12/7

10:39 am-6:25 pm

1 stop6h 46m

Miami

Tue 12/9

3:50 pm-10:48 pm

1 stop7h 58m

$197

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Tue 11/11

6:00 am-1:02 pm

1 stop6h 02m

Miami

Fri 11/14

6:23 pm-11:07 pm

1 stop5h 44m

$197

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Wed 11/5

11:15 am-8:45 pm

1 stop8h 30m

Miami

Wed 11/12

6:55 am-11:10 am

1 stop5h 15m

$218

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Mon 1/5

8:05 pm-11:25 pm

Nonstop2h 20m

Miami

Wed 1/7

2:35 pm-10:40 pm

1 stop9h 05m

$233

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Wed 1/7

11:15 am-9:00 pm

2 stops8h 45m

Miami

Mon 1/12

7:15 am-7:40 pm

2 stops13h 25m

$235

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Mon 11/3

6:44 pm-12:29 am

1 stop4h 45m

Miami

Tue 11/4

8:11 am-1:28 pm

1 stop6h 17m

$237

HoustonMiami

HOU - MIA

HOUMIA

Houston Hobby

Mon 11/3

12:30 pm-7:50 pm

1 stop6h 20m

Miami

Tue 11/4

1:05 pm-8:00 pm

1 stop7h 55m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 38 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, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Florida Keys (average of $168). Flying from Houston Hobby Airport to Florida Keys in December is currently the most expensive (average of $344). 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 October 21, 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
8.0
Very good
4,237 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
8,991 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
11,023 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
8,096 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
3,130 reviews
Southwest
8.0
Very good
4,237 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

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?

    Southwest, Delta, and American Airlines can get you from Houston Hobby Airport to Florida Keys in just under 4h 50m. Your travel time can differ by up to 1h 52m. Airlines will cover a distance of 953 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 Southwest ($88), Delta ($99), and American Airlines ($126).

  • 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, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Florida Keys (average of $168). Flying from Houston Hobby Airport to Florida Keys in December is currently the most expensive (average of $344). 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 October 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$220Average$322FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$231Average$387FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$471FlexibilityNo cancel feeOn-time69%

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