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Cheap Flights to Brattleboro

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Brattleboro

Sat, Dec 12 - Mon, Dec 14
Frontier Logo
1:45 pm - 4:36 pmMCO  Orlando-BDL Hartford Bradley Intl
2h 51mnonstop
Frontier Logo
5:31 pm - 8:49 pmBDL  Hartford Bradley Intl-MCO Orlando
3h 18mnonstop
$126Frontier
Fri, Oct 9 - Mon, Oct 12
Breeze Airways Logo
6:12 pm - 10:26 pmMCO  Orlando-BDL Hartford Bradley Intl
4h 14m1 stop New Bern Coastal Carolina Rgnl
Breeze Airways Logo
1:04 pm - 5:32 pmBDL  Hartford Bradley Intl-MCO Orlando
4h 28m1 stop New Bern Coastal Carolina Rgnl
$134Breeze Airways
Fri, Oct 2 - Mon, Oct 5
Frontier Logo
11:30 am - 2:18 pmMCO  Orlando-BDL Hartford Bradley Intl
2h 48mnonstop
Frontier Logo
3:16 pm - 6:17 pmBDL  Hartford Bradley Intl-MCO Orlando
3h 01mnonstop
$135Frontier
Fri, Oct 9 - Mon, Oct 12
Breeze Airways Logo
6:12 pm - 10:26 pmMCO  Orlando-BDL Hartford Bradley Intl
4h 14m1 stop New Bern Coastal Carolina Rgnl
Breeze Airways Logo
1:04 pm - 5:32 pmBDL  Hartford Bradley Intl-MCO Orlando
4h 28m1 stop New Bern Coastal Carolina Rgnl
$136Breeze Airways
Thu, Nov 5 - Mon, Nov 9
Multiple Airlines Logo
11:30 am - 2:20 pmMCO  Orlando-BDL Hartford Bradley Intl
2h 50mnonstop
Multiple Airlines Logo
3:13 pm - 7:43 pmBDL  Hartford Bradley Intl-MCO Orlando
4h 30m1 stop Greensboro/H. Point
$142Multiple Airlines
Fri, Oct 9 - Mon, Oct 12
Multiple Airlines Logo
6:12 pm - 10:26 pmMCO  Orlando-BDL Hartford Bradley Intl
4h 14m1 stop New Bern Coastal Carolina Rgnl
Multiple Airlines Logo
3:16 pm - 6:19 pmBDL  Hartford Bradley Intl-MCO Orlando
3h 03mnonstop
$145Multiple Airlines
Fri, Oct 2 - Mon, Oct 5
JetBlue Logo
6:45 pm - 11:46 pmMCO  Orlando-BDL Hartford Bradley Intl
5h 01m1 stop New York John F Kennedy Intl
JetBlue Logo
6:25 am - 1:06 pmBDL  Hartford Bradley Intl-MCO Orlando
6h 41m1 stop New York John F Kennedy Intl
$147JetBlue
Fri, Oct 2 - Tue, Oct 6
JetBlue Logo
6:45 pm - 11:46 pmMCO  Orlando-BDL Hartford Bradley Intl
5h 01m1 stop New York John F Kennedy Intl
JetBlue Logo
6:25 am - 1:06 pmBDL  Hartford Bradley Intl-MCO Orlando
6h 41m1 stop New York John F Kennedy Intl
$162JetBlue
Thu, Sep 24 - Sat, Sep 26
United Airlines Logo
10:27 pm - 11:59 pmIAD  Washington, D.C. Dulles Intl-BDL Hartford Bradley Intl
1h 32mnonstop
United Airlines Logo
7:40 pm - 9:16 pmBDL  Hartford Bradley Intl-IAD Washington, D.C. Dulles Intl
1h 36mnonstop
$227United Airlines
Sat, Oct 3 - Sun, Oct 4
United Airlines Logo
10:27 pm - 11:59 pmIAD  Washington, D.C. Dulles Intl-BDL Hartford Bradley Intl
1h 32mnonstop
United Airlines Logo
6:00 am - 7:24 amBDL  Hartford Bradley Intl-IAD Washington, D.C. Dulles Intl
1h 24mnonstop
$228United Airlines
Useful Info

Good to know - Book Cheap Brattleboro Plane Tickets

Low season

January

Cheapest flight

$86
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Orlando Airport to Hartford

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

Insights shared by verified travelers who flew to Brattleboro 
RasheshFlew with JetBlue-Jul 2026
Hafw the outlets at Ft Lauderdale Airport were not working, but the bag drop off and security line went without a hitch
Verified travelerFlew with American Airlines-Jan 2025
Dallas is huge and has gate changes quite frequently so be sure to set alerts and notifications for your flight.
RoderickFlew with Delta-Nov 2024
For 7a flight, arrive early! Security lines were very long.
Verified travelerFlew with Breeze Airways-Mar 2024
Trains connect the airport terminals and you need to take a train from the car rentals to the main terminal

FAQs - booking Brattleboro flights

  • How long is the flight to Brattleboro?

    Flights from Denver3h 30m
    Flights from Orlando Airport2h 43m
    Flights from Tampa2h 40m
    Flights from Atlanta2h 14m
    Flights from Los Angeles7h 02m
  • What is the cheapest flight to Hartford?

    In the last 5 days, the cheapest flight deal to Hartford was found on the route from Orlando, at $134 return. The most popular connection is from Los Angeles to Hartford and KAYAK users have found round-trip deals for as low as $304 in the last 5 days.

  • Which airlines fly to Hartford?

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

  • How to fly to Brattleboro?

    You cannot fly directly to Brattleboro. KAYAK recommends you fly to Hartford Bradley Intl (BDL) (63.38 miles from Brattleboro). From there you can rent a car or get a taxi.

  • What airports are near Brattleboro?

    The closest airport is Rutland (RUT) (50.63 mi). Other nearby airports are Worcester (ORH) (53.17 mi), Lebanon Municipal (LEB) (55.11 mi) or Manchester (MHT) (56.94 mi). KAYAK recommends you fly to Hartford Bradley Intl.

  • How far is Hartford Bradley Intl Airport from central Hartford?

    There are 12 miles between Hartford city center and Hartford Bradley Intl Airport.

  • What is the name of Hartford’s airport?

    Hartford is served by Hartford Bradley Intl Airport, also commonly referred to as Bradley Intl. The airport code is BDL.

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

    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 Brattleboro.

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

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

    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 Brattleboro 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 Brattleboro?

    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 Brattleboro 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 Brattleboro

  • There is no major airport in Brattleboro. It is instead served by Hartford Bradley Intl Airport.
  • Looking for cheap airfare to Brattleboro? 25% of our users found round-trip tickets to Brattleboro for the following prices or less: From Las Vegas $244, from Fort Lauderdale $283, from Miami $320
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Brattleboro flight deals.

Reviews of the top 5 airlines flying to Brattleboro

 
Need help choosing which airline to fly with from the United States to Brattleboro? 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.
8.2
Breeze AirwaysOverall score based on 317 reviews
6.7Entertainment
6.7Food
8.8Crew
8.2Comfort
8.4Boarding
Airline reviews

Support for wheel chair was not good. Desk did not open until 2 hours before takeoff not check in time.

6.0 GoodDenis, Aug 2026
Read more Breeze Airways reviews

Support for wheel chair was not good. Desk did not open until 2 hours before takeoff not check in time.

Boarding process was super smooth and the staff and crew were wonderful. Seats made me feel like I was being bent forward. Might be because I'm shorter and the puffy head rest pushes my head down. I would have liked to have been able to remove it

What entertainment!? Snack i bought was unusual and in very small quantity. Very limited selection of snacks to buy. Taste was mediocre.

Leg room was good. Seat pockets were good. Especially the one for menu. Personal Explanation for potential of needing help since i came on a wheelchair was excellent! That has never happened to me flying before. It happened before many passengers had boarded and the attendant leaned way over in front of me. Great help with my carry on since i was in a wheelchair. I was surprised about cost of drinks and snacks. Didn't know there was no free snack. I was cold on both legs of flight. Asked for a blanket but none was brought. Does Breeze even have them? Temperature was adjusted for a short time. Had to put on jacket and put a shirt from my carry on across my legs. Guy next to me pulled his collar up. My nose was cold to touch. I asked flight attendant if they always kept it that cold. She said she thought they had adjusted the temp. When i suggested she feel how cold my nose was, she said she would note it. Casual dress of crew was interesting to me. I thought tennis shoes was very practical. Observed the captain had gone to get food at a fast food place for the crew before we took off. They did not have time to go having moved from one plane to the next at a different gate than planned. Thought that was great commaradiery! And i told him so. Hard to reach call button and air control. Gate staff suggested we use restrooms before boarding since one on board was so small. Thought that was amusing and thoughtful. Pilot made announcements about delays--mechanical warning light, weather delay, traffic on runway and construction near gate and weather where we were landing. Interesting about crew having to do cleanup. Nice about offering upgrades a couple days before flight. Nice sbout sending reminder to check in.

Flying with this airline is a true nightmare. We got delayed than stranded on layovers due to maintenance issues both ways of our flight and there’s no way to communicate with anyone other than AI bots that are absolutely useless. Never again.

Flight was great except for lunatic lady and her mother sitting middle/window who went nuts when the woman on the aisle wouldn’t stand up right away to let them out even though the aisle was full. Police had to be called. Some people just shouldn’t be allowed to fly.

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Delayed and once landed waited very long for the luggage

Nice managed … it was a smaller plane, so the seating wasn’t as comfortable.

The Southwest airline was ok. A big thank you to Kayak team (David), who worked with me on Sunday afternoon to rebook my travel from Burbank, CA, to CVG. My original flight on Sunday was delayed, so I had to cancel Sunday flight and rebook my travel to Monday. Could not have done it without help from David from Kayak team. Ante Soda GE Aerospace

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.

Flight left on time and was early landing. Seats not comfortable and not enough space…

Flight left on time. Seat spacing is way too small…

It would have been better if the flight was on time

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

Just crazy with times being pushed and pushed and pushed and gate crew at Philly super rude and unprofessional with many under stress with delays.

Delta exceeded my expectations! I am beyond satisfied. Thank you!

Flight was on time! That's the most important thing for me.

Delayed flight. Dirty seats, dirty seat belts with food stuck on it from previous passengers maybe. No one cleaned the seats or flight.

The flight was delayed and knowing I was going to miss my connection, nothing was done proactively to try and get me rebooked. It was an act of congress to do so. This is not on the crew, but on the experience itself

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

Sat in the tarmac at O’Hare for 65 minutes. This is a regular occurrence for delta at O’Hare

Delta is getting worst by the minute. Where this was at one point my only go to airline, it has become like a budget airline

All was fine. Small plane so no food or entertainment.

Very disappointed in the crew as they did not pick up my trash nor offer headsets

Smooth boarding and I always like when the crew asks passengers with tight connections to deplane first. I wasn’t in that group but many times needed to be. When the staff asks for it the other passengers usually listen.

Awful. Delay after delay. And then again on the tarmac.

WiFi was slow as compared to trip down. Maybe because it was a night flight and more people were using it?

Excellent except for the 2 screaming kids who wouldn’t stop crying and screaming for the entire flight but what are you going to do? The flight was early- good experience

Kept changing the takeoff time and the moved it up so arrived when boarding had already started. Then sat waiting to taxi in for a long time

Airplane is not very clean, food quality and taste was not good. Lufthansa used to be good but nowadays went down. Overall experience is just okay, wouldn't fly again, prefer Turkish airlines.

I missed the flight due to maintenance issues. This is the second flight I’ve missed in four days because United allows such little time between layovers. Very disappointing

My return flight to Honolulu (UA 1170) was on a 777-200. I’d forgotten the weird seating arrangement in first-class (2-2-2); I was in 1B, so I faced the passenger in 1C. Unfortunately, there was a problem with the flight computer, so we left LA an hour late (6:05pm). The meal I chose was Korean BBQ Glazed short rib. It was served with a nice salad and fried rice. This meal was better than breakfast on the outgoing leg. All in all, a decent flying experience. Ratings: 777: 3.75, food: 3.5, service: 5 (out of 5).

The attendant on board was amazing. She should be doing business/first international long haul.

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

Missed this flight due to delays from my previous flight

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Delayed and WIFI was not working for most of flight.

The big challenge here was that the inbound flight was delayed, THEN, the aircraft was deemed in need of service, so we had to deplane after being a few minutes away from departure, THEN we had to switch terminals, where another plane in our gate had maintenance issues so we had to change gates again. I am a regular flyer (not on American) so I understand these things happen. The crew was great. The pilot in particular was gracious and understanding and stayed with the passengers the whole time to answer questions and give updates - that was impressive. But the flight was massively delayed as a result, and today I really wanted to be home in time. Sigh The flight was otherwise great.

I am Plstinum Pro snd was standby on earlier flight. They gave seats to people that asked rather than follow standby order. When realized what was happening was too late to get on as no seats left. My scheduled flight was late. Then filled the seat beside me Ruth rude person that they had to move from her original seat

My flight was delayed close to 10 times over the course of the evening. I was originally scheduled to depart at 7:03 PM but did not leave until 12:33 AM, resulting in over 9 hours spent waiting at the airport. The only explanation provided was that the aircraft kept being swapped, with no clear reasoning as to why. Weather conditions at both DCA and Tampa were clear, so that was not a factor. The only accommodation offered was a $12 food voucher, which was entirely insufficient given the length of the delay. Overall, I was completely unsatisfied with this experience. A delay of this magnitude with no meaningful communication or accommodations is unacceptable, and I would have expected much more from American Airlines in terms of customer care.

No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.

Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.

Flight was cancelled due to a myriad of operational issues. You guys really suck

Our flight from Chicago to Des Moines was the problem flight due to a dismissive flight attendant. His conduct was unnecessary and unprofessional.. I will avoid using Americam Airlines again because of the situation. Very disappointing.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

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