What are the cheapest airlines flying from Houston Hobby Airport to Simpson Bay round-trip?

Cheapflights users have booked flights from Houston Hobby Airport to Simpson Bay round-trip from $592. Other airlines that can offer you cheap pricing are Delta, from $612, and WestJet, from $3,847. These flights start at 6% lower than the current average price 3 months from now.

What is the cheapest day to fly from Houston Hobby Airport to Simpson Bay?

Travelers seeking maximum savings on their Houston Hobby Airport to Simpson Bay flight should consider departing on Thursday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What are the most popular airlines that fly from Houston Hobby Airport to Simpson Bay?

When booking a flight from Houston Hobby Airport to Simpson Bay, you may want to consider flying on American Airlines, Delta or Spirit Airlines as they are the most popular for this route.

What is the cheapest day to fly round-trip from Houston Hobby Airport to Simpson Bay?

Departing on a Monday is a good option for securing a great price. You can expect to save up to 35% when planning your travel around this day of the week.

What is the cheapest month to fly from Houston Hobby Airport to Simpson Bay?

Our data shows that August tends to be the cheapest month to fly to Simpson Bay from Houston Hobby Airport. Users have commonly found prices around $636 for the month, but tickets can be as low as $203. Due to multiple factors, prepare for potentially higher prices in June.

What is the cheapest time of day to fly from HOU to SXM?

It’s optimal to fly from Houston Hobby Airport to Simpson Bay in the afternoon. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight in the morning.

What airport do you fly into for flights to Simpson Bay from Houston Hobby?

Located just 0.5 mi from the city center, Simpson Bay Princess Juliana is the airport most travelers will use when flying to Simpson Bay from Houston Hobby. Booking flights from Houston Hobby to Princess Juliana (SXM) should be relatively easy as there are 0 daily inbound flights from Houston Hobby from 3 different airlines.

Can I find deals for flights from Hobby to Simpson Bay that include hotel bookings?

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

How can I find direct flights from Hobby to Simpson Bay?

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

Can I find deals for business class flights from Hobby to Simpson Bay?

Yes. Cheapflights offers flight deals from Hobby to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$318+ Flights from Houston Hobby Airport to Simpson Bay

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Cheapflights Tip: The best prices from Houston Hobby to Simpson Bay Princess Juliana are usually found in August or January, booked 4 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Hobby to Simpson Bay

Round-trip from	$592 (American Airlines)
One-way from	$318 (Delta)
Popular in	June
Cheapest in	August
Average price	$652

From Houston Hobby to Simpson Bay Princess Juliana

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One-way flight from Houston Hobby to Simpson Bay Princess Juliana

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Highest demand for flights based on searches. 12% potential increase in price ($86 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Hobby to Simpson Bay

Cheapest flights from Hobby to Simpson Bay
Explore the most affordable flight options available from Hobby to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.

Sat 8/166:30 pmHOU - SXM

2 stops19h 39mAmerican Airlines

Fri 8/224:30 pmSXM - HOU

2 stops16h 50mAmerican Airlines

Deal found 7/10

$592

Sat 8/166:00 amHOU - SXM

1 stop6h 56mDelta

Fri 8/223:21 pmSXM - HOU

1 stop8h 10mDelta

Deal found 7/10

$612

Best flights from Hobby to Simpson Bay
Discover carefully curated flight deals from Hobby to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2025.

Sat 8/166:30 pmHOU - SXM

2 stops19h 39mAmerican Airlines

Fri 8/224:30 pmSXM - HOU

2 stops16h 50mAmerican Airlines

Deal found 7/10

$592

Sat 8/166:00 amHOU - SXM

1 stop6h 56mDelta

Fri 8/223:21 pmSXM - HOU

1 stop8h 10mDelta

Deal found 7/10

$612

Wed 1/710:30 amHOU - SXM

2 stops26h 47mWestJet

Sun 1/114:10 pmSXM - HOU

2 stops24h 52mWestJet

Deal found 7/10

$3,847

Last-minute flights from Hobby to Simpson Bay
Discover last-minute flight deals from Hobby to Simpson Bay. Data last updated July 11, 2025 and is based on user searches.

Wed 7/165:00 amHOU - SXM

2 stops9h 05mAmerican Airlines

Tue 7/222:50 pmSXM - HOU

2 stops19h 50mAmerican Airlines

Deal found 7/10

$952

Sat 8/166:30 pmHOU - SXM

2 stops19h 39mAmerican Airlines

Fri 8/224:30 pmSXM - HOU

2 stops16h 50mAmerican Airlines

Deal found 7/10

$592

Sat 8/166:00 amHOU - SXM

1 stop6h 56mDelta

Fri 8/223:21 pmSXM - HOU

1 stop8h 10mDelta

Deal found 7/10

$612

One-way flights from Hobby to Simpson Bay
Search for one-way flight options from Hobby to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated July 11, 2025.

Thu 9/46:34 pmHOU - SXM

1 stop18h 11mDelta

Deal found 7/10

$318

Cheapflights Fare Finder

Use the filters below to find and compare flights from Houston Hobby Airport to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonSimpson Bay

HOU - SXM

HOUSXM

Houston Hobby

Sat 8/16

6:30 pm-3:09 pm

2 stops19h 39m

Simpson Bay Princess Juliana

Fri 8/22

4:30 pm-8:20 am

2 stops16h 50m

$592

HoustonSimpson Bay

HOU - SXM

HOUSXM

Houston Hobby

Sat 8/16

6:00 am-1:56 pm

1 stop6h 56m

Simpson Bay Princess Juliana

Fri 8/22

3:21 pm-10:31 pm

1 stop8h 10m

$612

HoustonSimpson Bay

HOU - SXM

HOUSXM

Houston Hobby

Wed 1/7

10:30 am-3:17 pm

2 stops26h 47m

Simpson Bay Princess Juliana

Sun 1/11

4:10 pm-3:02 pm

2 stops24h 52m

$3,847

HoustonSimpson Bay

HOU - SXM

HOUSXM

Houston Hobby

Thu 9/4

6:34 pm-1:45 pm

1 stop18h 11m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Best time to book a flight from Hobby to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay 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 Simpson Bay

How far ahead should I book a flight from Houston Hobby Airport to Simpson Bay?

The price you pay for your flight from Houston Hobby Airport to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 4 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 Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Simpson Bay (average of $459). Flying from Houston Hobby Airport to Simpson Bay in March is currently the most expensive (average of $655). 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.

How much does it cost to fly round-trip from Houston Hobby Airport to Simpson Bay?

Reviews of airlines servicing Simpson Bay

Read through reviews of airlines operating flights from Houston Hobby Airport to Simpson Bay, such as Delta, American Airlines, and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,952 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,952 reviews

Delta

8.0

Very good

7,952 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,952 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

WestJet

7.2

Good

2,924 reviews

Delta

8.0

Very good

7,952 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What airport do you fly into for flights to Simpson Bay from Houston Hobby?
Located just 0.5 mi from the city center, Simpson Bay Princess Juliana is the airport most travelers will use when flying to Simpson Bay from Houston Hobby. Booking flights from Houston Hobby to Princess Juliana (SXM) should be relatively easy as there are 0 daily inbound flights from Houston Hobby from 3 different airlines.
What are the cheapest airlines flying from Houston Hobby Airport to Simpson Bay round-trip?
Cheapflights users have booked flights from Houston Hobby Airport to Simpson Bay round-trip from $592. Other airlines that can offer you cheap pricing are Delta, from $612, and WestJet, from $3,847. These flights start at 6% lower than the current average price 3 months from now.
Can I find deals for flights from Hobby to Simpson Bay that include hotel bookings?
Yes. In addition to deals on Hobby to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Hobby to Simpson Bay?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hobby to Simpson Bay.
Can I find deals for business class flights from Hobby to Simpson Bay?
Yes. Cheapflights offers flight deals from Hobby to Simpson Bay 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 Simpson Bay?
Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Simpson Bay (average of $459). Flying from Houston Hobby Airport to Simpson Bay in March is currently the most expensive (average of $655). 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 Simpson Bay

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$301	Average$445	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$587	Average$722	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$599	Average$691	FlexibilityNo cancel fee	On-time71%

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$318+ Cheap flights from Hobby (HOU) to Simpson Bay (SXM)

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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Hobby to Simpson Bay with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Houston Hobby to Simpson Bay Princess Juliana are usually found in August or January, booked 4 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Hobby to Simpson Bay

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Hobby to Simpson Bay

Cheapest flights from Hobby to Simpson BayExplore the most affordable flight options available from Hobby to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.

Explore the most affordable flight options available from Hobby to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Houston Hobby Airport to Simpson Bay that are best for you.

Best time to book a flight from Hobby to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Hobby with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Houston Hobby Airport to Simpson Bay

How far ahead should I book a flight from Houston Hobby Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Hobby to Simpson Bay. Price data was last updated on June 27, 2025.

What is the cheapest month to book a flight from Houston Hobby Airport to Simpson Bay?

How much does it cost to fly round-trip from Houston Hobby Airport to Simpson Bay?

Reviews of airlines servicing Simpson Bay

Read through reviews of airlines operating flights from Houston Hobby Airport to Simpson Bay, such as Delta, American Airlines, and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Hobby to Simpson Bay. 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 Simpson Bay from Houston Hobby?

What are the cheapest airlines flying from Houston Hobby Airport to Simpson Bay round-trip?

Can I find deals for flights from Hobby to Simpson Bay that include hotel bookings?

How can I find direct flights from Hobby to Simpson Bay?

Can I find deals for business class flights from Hobby to Simpson Bay?

What is the cheapest month to book a flight from Houston Hobby Airport to Simpson Bay?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hobby to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Hobby to Simpson Bay

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Book with Flexibility

Travel Smart

Cheapest flights from Hobby to Simpson Bay
Explore the most affordable flight options available from Hobby to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.