$52 Find Cheap Flights to Bennington

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Bennington departing on 10/30. 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
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Bennington

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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

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

Free to useThere are no hidden charges or fees.

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

Flight Deals
Useful Info
Flight Deals

Cheap Flights to Bennington

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Bennington 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 Bennington

Fri, Oct 31 - Mon, Nov 3
JetBlue Logo
5:55 pm - 8:45 pmMCO-ALB
2h 50mnonstop
JetBlue Logo
8:29 am - 11:35 amALB-MCO
3h 06mnonstop
$137JetBlue
Find Deal
Fri, Oct 24 - Mon, Oct 27
Southwest Logo
9:00 pm - 11:45 pmMCO-ALB
2h 45mnonstop
Southwest Logo
8:35 am - 2:25 pmALB-MCO
5h 50m1 stop
$147Southwest
Find Deal
Fri, Oct 31 - Tue, Nov 4
American Airlines Logo
10:28 am - 5:01 pmMCO-ALB
6h 33m1 stop
American Airlines Logo
6:29 pm - 11:42 pmALB-MCO
5h 13m1 stop
$159American Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
Breeze Airways Logo
8:35 am - 12:45 pmMCO-ALB
4h 10m1 stop
Breeze Airways Logo
1:25 pm - 11:36 pmALB-MCO
10h 11m1 stop
$175Breeze Airways
Find Deal
Tue, Sep 30 - Sat, Oct 4
American Airlines Logo
6:10 am - 11:53 amMCO-ALB
5h 43m1 stop
American Airlines Logo
12:23 pm - 8:20 pmALB-MCO
7h 57m1 stop
$178American Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
Breeze Airways Logo
8:35 am - 12:45 pmMCO-ALB
4h 10m1 stop
Breeze Airways Logo
1:05 pm - 5:44 pmALB-MCO
4h 39m1 stop
$182Breeze Airways
Find Deal
Fri, Oct 17 - Fri, Oct 24
United Airlines Logo
11:59 pm - 10:25 amDEN-ALB
8h 26m1 stop
United Airlines Logo
4:50 pm - 10:00 pmALB-DEN
7h 10m1 stop
$183United Airlines
Find Deal
Sat, Sep 27 - Wed, Oct 1
United Airlines Logo
2:30 pm - 9:23 pmMCO-ALB
6h 53m1 stop
United Airlines Logo
7:35 pm - 12:45 amALB-MCO
5h 10m1 stop
$212United Airlines
Find Deal
Sat, Oct 4 - Sun, Oct 12
Delta Logo
10:49 am - 5:06 pmMCO-ALB
6h 17m1 stop
Delta Logo
5:45 am - 11:11 amALB-MCO
5h 26m1 stop
$218Delta
Find Deal
Wed, Oct 8 - Wed, Oct 15
Delta Logo
4:30 pm - 11:57 pmMCO-ALB
7h 27m1 stop
Delta Logo
5:45 am - 11:11 amALB-MCO
5h 26m1 stop
$238Delta
Find Deal

Everything you should know

Top routes
MCO-ALB
Cheapest
ORD-ALB
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
$137
Overall average: $310
JetBlue
Fri 10/31Mon 11/3
MCO - ALB • Non-stop
Cheapest one-way
$52
Typical prices: $103-286
Breeze Airways
Thu 10/30
MCO - ALB • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Bennington!
Useful Info

Good to know - Book Cheap Bennington Plane Tickets

Low seasonFebruary
Cheapest flight$52
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Orlando Airport to Albany

FAQs - booking Bennington flights

  • How long is the flight to Bennington?

    Flights from Chicago2h 26m
    Flights from Charlotte2h 07m
    Flights from Washington, D.C.1h 32m
    Flights from Orlando2h 54m
    Flights from Raleigh1h 46m
  • What is the cheapest flight to Albany?

    In the last 3 days, the cheapest flight deal to Albany was found on the route from Orlando, at $137 return. The most popular connection is from Chicago to Albany and KAYAK users have found round-trip deals for as low as $226 in the last 3 days.

  • Which airlines fly to Albany?

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

  • How to fly to Bennington?

    You cannot fly directly to Bennington. KAYAK recommends you fly to Albany Intl (ALB) (32.07 miles from Bennington). From there you can rent a car or get a taxi.

  • What airports are near Bennington?

    The closest airport is Albany Intl (ALB) (32.07 mi). Other nearby airports are Rutland (RUT) (46.55 mi), Lebanon Municipal (LEB) (68.37 mi) or Hartford Bradley Intl (BDL) (69.91 mi). KAYAK recommends you fly to Albany Intl.

  • How far is Albany Intl Airport from central Albany?

    You’ll need to travel 7 miles to reach the Albany city center from Albany Intl Airport.

  • What is the name of Albany’s airport?

    Albany is served by Albany Intl Airport, also commonly referred to as Albany Intl. The airport code is ALB.

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

    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 Bennington.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Bennington 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 Bennington?

    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 Bennington 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 Bennington?

    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 Bennington 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 Bennington

  • There is no major airport in Bennington. It is instead served by Albany Intl Airport.
  • Looking for cheap airfare to Bennington? 25% of our users found round-trip tickets to Bennington for the following prices or less: From Las Vegas $192, from Denver $432
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Bennington flight deals.

Reviews of the top 5 airlines flying to Bennington

 
Need help choosing which airline to fly with from the United States to Bennington? 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 4242 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

I flew with my dog and had already purchased my dog’s ticket. Even that morning I had called costumer service to insure that my husband and I had seats together since the website was giving me an error when choosing our seats and the representative mentioned our dog. I showed up early to the airport and when I got to the gate and we started boarding I was help back and told that I was supposed to have a yellow tag and that I should have checked in at the counter for them to give me that tag. I was not aware of this, the representative on the phone did not say anything. Nor did I see it anywhere in the checking process online, so if you travel with a pet and are not checking in luggage, just know that you still have to go to the check in counter when arriving at the airport unless you want to be the last one to board and not have room for your carry on in the overhead bins. Other than that, I had a great experience.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

There was no food available for this red eye... one little waffle cookie for a 6+ hour flight... thank God I was able to sleep some

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Everything you need to know for your flight to Bennington

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.