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HOU - SXM

Find cheap flights from Houston Hobby Airport to Simpson Bay from $218

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hobby to Simpson Bay departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 5/23
Thu 5/30

Search hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Simpson Bay, as well as popular online travel agencies
In the last 7 days travelers have searched 44,632,927 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Hobby to Simpson Bay (HOU-SXM)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hobby to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:15 pm - 1:40 pmHOU-SXM
17h 25m1 stop
3:10 pm - 10:21 pmSXM-HOU
8h 11m1 stop
$475Delta
Find Deal
Mon, May 6 - Wed, May 15
7:15 pm - 1:40 pmHOU-SXM
17h 25m1 stop
3:10 pm - 12:22 pmSXM-HOU
22h 12m1 stop
$483Delta
Find Deal
Wed, May 8 - Tue, May 14
6:01 am - 1:40 pmHOU-SXM
6h 39m1 stop
3:10 pm - 10:21 pmSXM-HOU
8h 11m1 stop
$500Delta
Find Deal
Sat, May 11 - Wed, May 15
7:15 pm - 1:40 pmHOU-SXM
17h 25m1 stop
3:10 pm - 10:21 pmSXM-HOU
8h 11m1 stop
$535Delta
Find Deal
Sun, May 12 - Thu, May 16
7:15 pm - 1:40 pmHOU-SXM
17h 25m1 stop
3:10 pm - 10:21 pmSXM-HOU
8h 11m1 stop
$540Delta
Find Deal
Fri, May 10 - Tue, May 14
8:22 pm - 1:22 pmHOU-SXM
16h 00m2 stops
2:54 pm - 8:25 amSXM-HOU
18h 31m2 stops
$623American Airlines
Find Deal
Wed, Oct 2 - Tue, Oct 29
6:23 pm - 12:57 pmHOU-SXM
17h 34m2 stops
2:12 pm - 11:55 pmSXM-HOU
10h 43m2 stops
$643American Airlines
Find Deal
Sat, May 18 - Wed, May 22
8:22 pm - 1:22 pmHOU-SXM
16h 00m2 stops
4:12 pm - 9:35 amSXM-HOU
18h 23m2 stops
$649American Airlines
Find Deal
Thu, Aug 22 - Mon, Aug 26
6:31 pm - 3:22 pmHOU-SXM
19h 51m2 stops
2:42 pm - 11:38 pmSXM-HOU
9h 56m2 stops
$714American Airlines
Find Deal
Tue, Aug 6 - Sun, Aug 11
4:04 pm - 1:10 pmHOU-SXM
20h 06m2 stops
2:10 pm - 12:14 pmSXM-HOU
23h 04m2 stops
$3,579WestJet
Find Deal
Wed, Jun 5 - Sun, Jun 9

Flights from Hobby to Simpson Bay - Travel Insights & Trends

Get data-powered insights and trends into flights from Hobby to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Houston Hobby Airport to Simpson Bay?

The average price of all flights from Houston Hobby Airport to Simpson Bay clicked on KAYAK for each day over the last 12 months.
For Houston Hobby Airport to Simpson Bay, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Simpson Bay back to Houston Hobby Airport, the best deals are generally found on Monday, with Saturday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Houston Hobby Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Houston Hobby Airport to Simpson Bay is January, where tickets cost $658 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $1,213 and $1,070 respectively.

Good to know

Low season

November

High season

April

Cheapest flight

$218
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Houston Hobby Airport to Simpson Bay

When to book flights from Hobby to Simpson Bay

Are your dates flexible? Find out the best times to travel from Hobby to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Houston Hobby Airport to Simpson Bay flights

  • What is the cheapest flight from Houston Hobby Airport to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Houston Hobby Airport to Simpson Bay was $218 for a one-way ticket and $475 for a round-trip.

  • Do I need a passport to fly between Houston Hobby Airport and Simpson Bay?

    Yes

  • Which aircraft models fly most regularly from Houston Hobby Airport to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Houston Hobby Airport to Simpson Bay?

    SkyTeam, and oneworld are the airline alliances operating flights between Houston Hobby Airport and Simpson Bay, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Houston to Simpson Bay, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Houston to Simpson Bay are Delta and American Airlines. With an average price for the route of $1,092 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $839 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Houston Hobby Airport to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Houston Hobby Airport to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Houston Hobby Airport to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Houston Hobby Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Houston Hobby Airport to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Houston Hobby Airport with another airline. Booking your flights between Houston Hobby Airport and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Houston Hobby Airport to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Houston Hobby Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Hobby to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Houston to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hobby to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11028 reviews
8.2boarding
8.6crew
7.9comfort
8.0entertainment
7.5food
Airline reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

2.0 MediocreMarisol, Apr 2024DFW - ATL
Read more about Delta reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

Missed the flight because of them and up geting a rental car

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

I arrived to the airport 2 hours before my American Airlines flight was scheduled to take off. I have TSA pre-check. The airport was crazy packed when I arrived. After momentarily standing in the pre-check line, the TSA agent said that I am not pre-check. Of course I said that I am because I entered my KTN number on all my traveling sites and programs. I had to get out of line and go back to the AA counter to discover that American Airlines did not add my KTN to my boarding pass. I had to call TSA to find out my number, then have AA enter it onto my boarding pass. The emblem would not load onto my boarding pass. By this time, I decided to use my Clear in order to get through TSA but the line was ridiculous long. By the time I made through TSA, I missed my 11:08am flight and was re-booked for the 5:30pm. This is after the AA employee told me I should have gotten to the airport early. AA use to be a dependable airline not I use them only if I have too.

Flight from SBP to DFW 1. They rerouted us through PHX 2. Delayed flight out of SBP for 3 hrs so we missed our connection Downgrade on rerouted flight. Back of the plane, center seats, didn't sit together 4. Return flight out of DFW same exact thing. Delayed, missed connection, Downgrade + they lost our luggage! A complete mess.

Do not eat the bagel! Otherwise, good albeit late, breakfast in first. Boarding downgrade only because flight was delayed due to plane change due to undisclosed problem with original aircraft. I did not use entertainment.

Was as expected. Good leg room on planes - much appreciated.

Fight crew was not very attentive and the bastions were gross!

I don’t think the flight attendants are happy. They do not seem to be friendly or welcoming.

Gossipy flight attendants talked the whole flight about bar hopping and dating.

Didn't like the 6 hour delay as it caused me to miss all of my connections. Still, I did get home safely 14 hours late but exhausted.

The crew was courteous and are very well prepared for the job.

Terrible as usual!!!! Very unprofessional and rude flight attendants! You get what you pay for! HORRIBLE

The text told me it was changed to Terminal E and Gate D5. But with no one on site to ask questions there was confusion on where to go as all the gates were E's. Then we took the skyline to the D area. We left to get something to eat. No announcement was made but my daughter happened to asked and they told her our gate was moved to D12. I will not fly Spirit again.

Unnecessary announcements through out flight. WiFi on plane is terrible and overpriced

Cancelled my flight last minute and had to end up driving to Texas from Atlanta last minute. I’m going to miss another day of work, drive back to Atlanta , in my own car and spirit doesn’t want to refund the money. First time I tried flying anyone else but delta and I get ripped off . And I had. To pay for seats for a flight that didn’t happen. Usually you could say you get what you pay for but in this case, didn’t get anything and paid for everything never flying spirit again, or even attempting it or thinking about it.

Flight from Tampa to Houston was canceled. SPIRIT rebooked me and they double booked my seat. Conclusion I COULD NOT TRAVEL TO HOUSTON. I MISSED MY GRANDDAUGHTER BIRTHDAY. I would not recommend this company. I will file a complaint. I will never consider SPIRIT as an airline . It’s a faker.

My flight was cancelled and I am stranded in another state

Had to board plan 2x due to lack of security check after 1st boarding

Bad weather is one thing but repeatedly changing gates AND terminals after several hours of delays was horrible. Additionally after the long delays, gate agents were delaying us evening further by being overly picky with personal item bag sizes. Get a grip.

Horrendous. Wish they would have just shot me in the leg instead.

Book cheap flights from Houston to Simpson Bay

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Houston to Simpson Bay found on KAYAK in the last 72 hours.
5/8Wed
2 stops
38h 29mHOU-SXM
$218
5/8Wed
1 stopDelta
17h 25mHOU-SXM
$332

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Last minute flights from Hobby to Simpson Bay

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Houston to Simpson Bay that are departing in the next 10 days.
4/26Fri
multi-stopDelta
6h 55mHOU-SXM
4/29Mon
multi-stopDelta
20h 19mSXM-HOU
$955
4/26Fri
multi-stopAmerican Airlines
16h 17mHOU-SXM
4/29Mon
multi-stopAmerican Airlines
20h 12mSXM-HOU
$979

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Houston Hobby Airport - Simpson Bay Flights

Departure:

Houston Hobby Airport (HOU)United States

Destination:

Simpson Bay (SXM)St. Maarten

Cabin classes: