$71 Find Cheap Flights to Webster - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Webster departing on 9/11. 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.
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1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights to Webster

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Webster 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Webster

Sat, Sep 5 - Fri, Sep 11
Southwest Logo
7:15 pm - 8:45 pmMCO  Orlando-HOU Houston Hobby
2h 30mnonstop
Southwest Logo
6:00 pm - 11:45 pmHOU  Houston Hobby-MCO Orlando
4h 45m1 stop Dallas Love Field
$151Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
7:15 pm - 8:45 pmMCO  Orlando-HOU Houston Hobby
2h 30mnonstop
Southwest Logo
6:25 pm - 9:45 pmHOU  Houston Hobby-MCO Orlando
2h 20mnonstop
$155Southwest
Sat, Sep 26 - Sat, Oct 3
Frontier Logo
10:22 am - 10:39 pmBWI  Baltimore/Washington-HOU Houston Hobby
13h 17m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:00 am - 4:46 pmHOU  Houston Hobby-BWI Baltimore/Washington
9h 46m1 stop Atlanta Hartsfield-Jackson
$194Frontier
Wed, Sep 9 - Wed, Sep 16
Delta Logo
3:40 pm - 10:39 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
6h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:00 am - 6:45 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
7h 45m1 stop Atlanta Hartsfield-Jackson
$205Delta
Thu, Dec 3 - Mon, Dec 7
Delta Logo
8:04 am - 2:10 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
6h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 pm - 11:59 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
6h 29m1 stop Atlanta Hartsfield-Jackson
$205Delta
Fri, Oct 30 - Tue, Nov 3
American Airlines Logo
6:00 am - 11:11 amMCO  Orlando-HOU Houston Hobby
6h 11m1 stop Dallas/Fort Worth
American Airlines Logo
2:07 pm - 8:56 pmHOU  Houston Hobby-MCO Orlando
5h 49m1 stop Dallas/Fort Worth
$217American Airlines
Thu, Sep 10 - Tue, Sep 15
American Airlines Logo
7:31 pm - 11:50 pmBWI  Baltimore/Washington-HOU Houston Hobby
5h 19m1 stop Dallas/Fort Worth
American Airlines Logo
6:04 am - 2:59 pmHOU  Houston Hobby-BWI Baltimore/Washington
7h 55m1 stop Dallas/Fort Worth
$239American Airlines
Sat, Sep 5 - Thu, Sep 10
JetBlue Logo
11:20 am - 7:10 pmMCO  Orlando-HOU Houston Hobby
8h 50m1 stop Baltimore/Washington
JetBlue Logo
6:30 pm - 8:10 amHOU  Houston Hobby-MCO Orlando
12h 40m1 stop Miami
$243JetBlue
Thu, Oct 1 - Sun, Oct 4
Sun Country Air Logo
11:48 am - 9:57 amEWR  Newark-HOU Houston Hobby
23h 09m1 stop Minneapolis St Paul
Sun Country Air Logo
9:00 am - 10:42 amHOU  Houston Hobby-EWR Newark
24h 42m1 stop Minneapolis St Paul
$455Sun Country Air
Thu, Oct 1 - Sun, Oct 4
Sun Country Air Logo
11:48 am - 9:57 amEWR  Newark-HOU Houston Hobby
23h 09m1 stop Minneapolis St Paul
Sun Country Air Logo
9:00 am - 10:42 amHOU  Houston Hobby-EWR Newark
24h 42m1 stop Minneapolis St Paul
$455Sun Country Air
Useful Info

Good to know - Book Cheap Webster Plane Tickets

Low season

January

Cheapest flight

$71
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Orlando to Houston Hobby Airport

Flights to Webster: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Webster 
DrakeFlew with Southwest-Mar 2026
Arrive 4 hours early During government shut down
Mike & DebbieFlew with Southwest-Mar 2025
TSA screening backs up over lunch time. A smaller area for Screening slows things down.
ThuFlew with Southwest-Oct 2024
Oakland is a great airport to fly in and out of. Long term park is very reasonable.
LindsayFlew with Southwest-Mar 2024
Make sure you’re connecting flight isnt within an hour because SW is always running late and youll miss it and no one will tell you

FAQs - booking Webster flights

  • How long is the flight to Webster?

    Flights from Chicago2h 34m
    Flights from New York5h 13m
    Flights from Boston4h 08m
    Flights from Atlanta2h 01m
    Flights from Los Angeles3h 10m
  • What is the cheapest flight to Houston Hobby Airport?

    In the last 5 days, the cheapest flight deal to Houston Hobby Airport was found on the route from Orlando, at $155 return. The most popular connection is from Los Angeles to Houston Hobby Airport and KAYAK users have found round-trip deals for as low as $227 in the last 5 days.

  • Which airlines fly to Houston Hobby Airport?

    Many airlines fly to Houston Hobby Airport, the most common ones being United Airlines, Southwest, and American Airlines. See the amount of flights per week for popular airlines flying to Houston Hobby Airport.

  • How to fly to Webster?

    You cannot fly directly to Webster. KAYAK recommends you fly to Houston Hobby (HOU) (12.21 miles from Webster). From there you can rent a car or get a taxi.

  • What airports are near Webster?

    The closest airport is Houston Hobby (HOU) (12.21 mi). Other nearby airports are Houston George Bush Intcntl (IAH) (33.79 mi) or Beaumont Jefferson County (BPT) (71.85 mi). KAYAK recommends you fly to Houston Hobby.

  • How far is Houston Hobby Airport from central Houston?

    There are 9 miles between Houston city center and Houston Hobby Airport.

  • How does KAYAK find such low prices on flights to Webster?

    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 to Webster.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Webster?

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

  • What is the Hacker Fare option on flights to Webster?

    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 Webster with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Webster?

    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 Webster up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Webster

  • There is no major airport in Webster. It is instead served by Houston Hobby Airport.
  • Looking for cheap airfare to Webster? 25% of our users found round-trip tickets to Webster for the following prices or less: From Fort Lauderdale $227, from Los Angeles $265, from Miami $316
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Webster flight deals.

Reviews of the top 5 airlines flying to Webster

 
Need help choosing which airline to fly with from the United States to Webster? 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
SouthwestOverall score based on 4217 reviews
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

10.0 ExcellentK, Jun 2026
Read more Southwest reviews

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

The seat was not comfortable. 1D. My back was sore all night and the next day.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Only freetext wifi was available in flight; browsing WiFi required payment. Since the seats had no in flight entertainment, Delta should revisit this policy on this longer flight.

Because I was moved to an exit row, the snacks in economy comfort, the selection of snacks was better.

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

In thirty years of traveling, mostly with Delta, this was the worst day ever.

Flight was 2.5 late. Maybe not United’s fault but late none the less. We were late as well on the first leg. WiFi quit working with an hour left.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

Flight staff and all was fine. Food always sucks on planes so nothing new.

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

The international portion was good. Food and beverage options were good. The sustainable wooden eatery was less than desirable. Your Star Alliance partner ANA provided real silverware. I'm 6'3" & 198 lbs and felt cramped in the exit row. How can that be? Flight attendant all had a pleasant disposition which is always good.

Boarded from a very small gate at LAX. Staff at gate had us line up, then waited 25 minutes to board without a word of explanation. Plane arrived on time then waited 20 minutes for a plane to vacate our gate. Majority of bags arrived after 15 minutes but it took an hour for a small number of remaining bags to be off-loaded despite my “priority” bag tag.

The boarding process on the departure from LA was rather slow even though I was in Group 1. For first class, I was not expecting to have to pay for Wi-fi but I did and then the wi-fi was spotty. The entree was surprisingly good and so that was a pleasant surprise. However, once I got to Houston, it was terrible. Unfortunately there was bad weather but the constant gate changes for my connecting flight was difficult to manage due to having to navigate back and forth between different terminals.

This planes staff was top tier. Everything went great and had a great flight home.

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

The flight was delayed, they didn’t even have water for the toilets or for drinks

Flying on this airline is nothing short of a full blown circus clown show. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. Can’t forget to mention that on all of these planes the WiFi only worked on two. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

Smooth flight, on time, got to DFW early, crew was great, I was on row 11 so lots of room. Snacks were OK. We were pleased.

Flying on this airline is nothing short of a full blown circus clown show. It is so mismanaged it should not be in business as there is no way it can be safe as badly as it is managed. It is 100% about money and customers be damned. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

American notified via app that the flight was delayed. However, when I went to the gate, they were already boarding and had not updated communications that they had pulled the flight time back. They made the entire flight re-check in which by this time I had lost my exit row seat and ended up in a middle seat. As a 4 decade flyer of American and Exec Plat, my expectations for the company are that the customer service would be better. This unfortunately is no longer a strong point for any of the major airlines including American. They are basically city buses flying at 30 thousand feet.

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

No AC, no beverage service and no explanation from the captain. 4 flight legs in 2 days with no internet service.

No service on New Orleans to DFW or DFW to San Antonio. Also no explanation from the captain why we had no AC. Unacceptable!

They lost my bag on both the going and return flight of my round-trip.

Nice ! I am gold member at United Airlnes probably I will shift at American Airlines and JAL ! Thank you ! Kindly maintain quality service I fly often! ❤️

Didn’t happe- would have missed connection so we rebooked

Terrible. Delayed my family flight for several hours affecting family plans

Flight was delayed and then my second leg was completely canceled. Had to get a refund

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

My flight was canceled I was promised a reginf still not received.

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

It was a short flight so no food or entertainment….

Frontier had yet another flight cancellation. Have never made a complete round trip with this airline without at least one leg getting cancelled. Miserable flights - dirty, uncomfortable planes that apparently always have issues since I've had multiple delays and cancellations with them.

They changed the timing , first delayed by 4 hours then went back to 40 mins late, we had to run back to airport to not miss our flight. This is ridiculous

Everything you need to know for your flight to Webster