$43 Find Cheap Flights to Brattleboro

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Brattleboro departing on 8/21. 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

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Cheap Flights to Brattleboro

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

Fri, Aug 29 - Sun, Aug 31
Frontier Logo
8:00 am - 10:49 amMCO-BDL
2h 49mnonstop
Frontier Logo
11:05 am - 2:06 pmBDL-MCO
3h 01mnonstop
$92Frontier
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Fri, Aug 29 - Mon, Sep 1
Frontier Logo
8:00 am - 10:49 amMCO-BDL
2h 49mnonstop
Frontier Logo
11:44 am - 2:45 pmBDL-MCO
3h 01mnonstop
$97Frontier
Find Deal
Fri, Oct 3 - Mon, Oct 6
Breeze Airways Logo
9:50 am - 12:45 pmTPA-BDL
2h 55mnonstop
Breeze Airways Logo
6:00 am - 9:10 amBDL-TPA
3h 10mnonstop
$103Breeze Airways
Find Deal
Fri, Oct 3 - Mon, Oct 6
Breeze Airways Logo
9:50 am - 12:45 pmTPA-BDL
2h 55mnonstop
Breeze Airways Logo
6:00 am - 9:10 amBDL-TPA
3h 10mnonstop
$107Breeze Airways
Find Deal
Mon, Sep 29 - Tue, Sep 30
United Airlines Logo
8:15 am - 9:37 amIAD-BDL
1h 22mnonstop
United Airlines Logo
7:53 pm - 9:20 pmBDL-IAD
1h 27mnonstop
$137United Airlines
Find Deal
Wed, Aug 6 - Sat, Aug 16
United Airlines Logo
10:24 pm - 11:59 pmIAD-BDL
1h 35mnonstop
United Airlines Logo
6:10 am - 7:34 amBDL-IAD
1h 24mnonstop
$144United Airlines
Find Deal
Thu, Aug 14 - Tue, Aug 19
American Airlines Logo
8:25 pm - 11:49 pmORD-BDL
2h 24mnonstop
American Airlines Logo
5:44 pm - 7:25 pmBDL-ORD
2h 41mnonstop
$147American Airlines
Find Deal
Tue, Aug 12 - Tue, Aug 19
American Airlines Logo
8:02 am - 11:24 amORD-BDL
2h 22mnonstop
American Airlines Logo
5:44 pm - 7:25 pmBDL-ORD
2h 41mnonstop
$148American Airlines
Find Deal
Wed, Sep 3 - Sat, Sep 6
Delta Logo
6:00 am - 11:48 amIAD-BDL
5h 48m1 stop
Delta Logo
6:41 pm - 11:26 pmBDL-IAD
4h 45m1 stop
$177Delta
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Wed, Aug 6 - Sat, Aug 16
Delta Logo
5:23 pm - 11:01 pmIAD-BDL
5h 38m1 stop
Delta Logo
6:41 pm - 11:26 pmBDL-IAD
4h 45m1 stop
$193Delta
Find Deal
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Good to know - Book Cheap Brattleboro Plane Tickets

Low seasonFebruary
High seasonJuly
Cheapest flight$43
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Tampa to Hartford

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

Insights shared by verified travelers who flew to Brattleboro 
Verified travelerFlew with American AirlinesDFW-BDLJan 2025
Dallas is huge and has gate changes quite frequently so be sure to set alerts and notifications for your flight.
RoderickFlew with DeltaMSP-BDLNov 2024
For 7a flight, arrive early! Security lines were very long.
Verified travelerFlew with Breeze AirwaysTPA-BDLMar 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 Fort Lauderdale3h 10m
    Flights from Washington, D.C.1h 26m
    Flights from Tampa3h 00m
    Flights from Atlanta2h 33m
    Flights from Orlando2h 56m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Tampa, at $92 return. The most popular connection is from Orlando to Hartford and KAYAK users have found round-trip deals for as low as $92 in the last 3 days.

  • Which airlines fly to Hartford?

    Many airlines fly to Hartford, the most common ones being American Airlines, Delta, and Southwest. 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 Miami $241, from Denver $375, from Los Angeles $438
  • 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.
8.1
Breeze AirwaysOverall score based on 182 reviews
8.4Boarding
6.6Entertainment
8.2Comfort
6.8Food
8.8Crew
Airline reviews

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

10.0 ExcellentAnonymous, Jun 2025SAN - PIT
Read more Breeze Airways reviews

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

The return flight was soooooo much colder than the departure flight to Connecticut! I appreciated the layover because I didn't have to change planes. The staff and the service were the best! Everyone was so professional and accommodating. Having internet was great, but for the movies the flight offers through the app could be updated. THANKS EVERYONE! I fly BREEZE every opportunity I can get.

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

This is one of the worst trips that I have ever had. Ending up with an overnight delay. I’m not happy with the fact that they did not provide and set up the arrangement needed for lodging that we had to do it on our own. I also feel there should’ve been Compensation for food.

Had to approach landing twice which caused concern but probably due to weather

This was my first time flying your airline and it was okay. The people were nice but I am not used to all the add ons and no movies or even water. But I knew it was going to be that way. I think I prefer paying for the extras to be more comfortable.

Plane did no snacks and had no wifi or entertainment although the flight was 4 hours long.

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

I was surprised at how wonderful it was. The aircraft was clean. The crew was warm and welcoming and as a result the passengers were friendly. One warning the only free thing was water. I kind of liked picking wet hat I was willing to pay for and what I was willing to skip.

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

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.

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

They changed my seats after I checked in and I was stressed from the time I saw that information until just before boarding, when the gate attendant fixed it, but it shouldn't have happened. And if it couldn't be prevented, then the people on the phone I spoke with should have done something to help, which they did not, nor did they offer me compensation, just meaningless apologies.

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

My flight was delayed a very short period of time but they did not hold my connecting flight to San Diego, also through United. So they closed the doors before we got off our plane. They would only have to help the door open for another five to ten minutes. So I missed a court deadline for a manditory mediation settlement conference for my client. I had to get an associate to be there in person and be on the phone with him relaying what he needs to do the entire time. The court was very upset with me and so was my client. United cannot be trusted.

Very rough getting into denver. my kid threw up it was so rough.

We were given vouchers we couldn’t use with a 5.5 hour delay

Cramped seat even in economy plus seat 10A. Over booked flight, no space for the bags

Why wasn't this flight departure scheduled eith another crew so that it could leave on time? When we arrived in Denver we had so little time between flights we had run to the connecting flight. We should received some credit for the inconvenience.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

Gate agent did not hold flight for connection, provided no assistance to get new flight

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

This flight never occurred because AA couldn’t get their act together.

Terrible. Cancelled my original flight. It made getting a boarding pass difficult. The AA employee (in a loud voice, so everyone around could hear) griped at me for not getting a boarding pass 24 hours before. I asked how I was supposed to do that when I had no idea what flight I was going to be on. She said (loudly), “Talk to AA customer service, not me!” I could certainly tell serving customers was not important to her. Our new flight was set to a completely different city. We had to change our rental car, and the price went way up. It took 2-1/2 hours to get checked in. By then our new flight had left. We ended up on stand by and had to split up the family to get to our destination. It cost us the whole first day of the trip. AA needs to employ people who actually care about doing a good job. I suppose those people are getting harder to find, but atleast try.

Am still mad at American airlines. You should know it's us travel nurses who are your customers and you treat us like nonsense it's not ok. American airlines took my money, no refund for whatsoever. A trip that was of 466 and I paid 466 and 833 then they chose for me where to sit and refund my seat choices and gave me expensive seats for 79 USD. Kayak doesn't help at all after booking you are on your own. Skyscanner is better

This was a horrible experience. For a first class experience, my chair was held together by 3M tape - and I have a photo. The crew weren’t very attentive, somewhat dismissive and forgot my drink and snack, the chair reclined about 3 inches on a 6-hour cross country flight. I was also not informed that there was no lounge available in Newark airport because of renovations, so all around this was one of the worst experiences and I would actively avoid both American and Alaska Air going forward.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

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