$39 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 5/4. 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, 0 bags

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Everything you should know

Cheapest round-trip
$106
Typical prices: $246-$99
Frontier, Breeze Airways
Fri 5/29Mon 6/1
MCO - BDL • Non-stop
Cheapest non-stop
$122
Typical prices: $216-$76
Frontier
Sat 5/23Sat 5/30
MCO - BDL • Non-stop
Arrival airport
You can't fly directly to Brattleboro. It is served by Hartford (BDL), located 63.4 miles from Brattleboro.
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Flight Deals
Useful Info
Flight Deals

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, May 29 - Mon, Jun 1
Multiple Airlines Logo
1:52 pm - 4:45 pm
MCO
-
BDL
2h 53mnonstop
Multiple Airlines Logo
6:57 pm - 11:27 pm
BDL
-
MCO
4h 30m
1 stop
$106Multiple Airlines
Fri, May 29 - Mon, Jun 1
Breeze Airways Logo
6:32 pm - 10:49 pm
MCO
-
BDL
4h 17m
1 stop
Breeze Airways Logo
6:57 pm - 11:27 pm
BDL
-
MCO
4h 30m
1 stop
$116Breeze Airways
Thu, May 28 - Sun, May 31
Delta Logo
10:15 pm - 12:33 am
ATL
-
BDL
2h 18mnonstop
Delta Logo
6:00 am - 8:32 am
BDL
-
ATL
2h 32mnonstop
$159Delta
Sat, May 30 - Sun, May 31
Southwest Logo
6:00 pm - 10:55 pm
ATL
-
BDL
4h 55m
1 stop
Southwest Logo
7:15 pm - 12:25 am
BDL
-
ATL
5h 10m
1 stop
$172Southwest
Fri, May 29 - Sun, May 31
Southwest Logo
6:50 pm - 11:10 pm
ATL
-
BDL
4h 20m
1 stop
Southwest Logo
7:15 pm - 12:25 am
BDL
-
ATL
5h 10m
1 stop
$179Southwest
Sat, May 16 - Sat, May 23
American Airlines Logo
5:05 am - 9:10 am
BWI
-
BDL
4h 05m
1 stop
American Airlines Logo
5:24 pm - 12:10 am
BDL
-
BWI
6h 46m
1 stop
$211American Airlines
Tue, Sep 1 - Tue, Sep 15
United Airlines Logo
10:25 pm - 11:57 pm
IAD
-
BDL
1h 32mnonstop
United Airlines Logo
3:05 pm - 4:28 pm
BDL
-
IAD
1h 23mnonstop
$213United Airlines
Tue, Jun 2 - Wed, Jun 3
American Airlines Logo
5:01 am - 9:27 am
BWI
-
BDL
4h 26m
1 stop
American Airlines Logo
6:01 am - 1:05 pm
BDL
-
BWI
7h 04m
1 stop
$217American Airlines
Thu, May 14 - Sun, May 17
United Airlines Logo
10:19 pm - 11:44 pm
IAD
-
BDL
1h 25mnonstop
United Airlines Logo
6:05 am - 7:31 am
BDL
-
IAD
1h 26mnonstop
$220United Airlines
Thu, May 28 - Sun, May 31
Delta Logo
6:00 am - 12:07 pm
IAD
-
BDL
6h 07m
1 stop
Delta Logo
5:30 am - 10:22 am
BDL
-
IAD
4h 52m
1 stop
$240Delta
Useful Info

Good to know - Book Cheap Brattleboro Plane Tickets

Low seasonJanuary
Cheapest flight$39
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Atlanta 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 Airlines
DFW
-
BDL
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
MSP
-
BDL
Nov 2024
For 7a flight, arrive early! Security lines were very long.
Verified travelerFlew with Breeze Airways
TPA
-
BDL
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 Chicago2h 36m
    Flights from Denver4h 09m
    Flights from Tampa3h 02m
    Flights from Atlanta2h 24m
    Flights from Orlando2h 57m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Atlanta, at $106 return. The most popular connection is from Orlando to Hartford and KAYAK users have found round-trip deals for as low as $106 in the last 3 days.

  • Which airlines fly to Hartford?

    Many airlines fly to Hartford, the most common ones being American Airlines, Southwest, and JetBlue. 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 $206, from Fort Lauderdale $246, from Las Vegas $263
  • 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 281 reviews
6.6Food
6.6Entertainment
8.2Comfort
8.7Crew
8.3Boarding
Airline reviews

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

8.0 ExcellentBrian, Apr 2026
HSV - TPA
Read more Breeze Airways reviews

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

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?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

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

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

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

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was delayed from take off because only one runway was operational in San Francisco.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

My bags were misplaced!!! Im in a foreign country with no bags

The entertainment options on the seat back video boards were nice.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

Got home at 3am after deboarding the plane. No compensation offered by American

Delayed flight. Missed connection, AA put us on a later connecting flight. The connection flight was delayed 4 times and we had to deplane. Didnt get home until 3am, when I was supposed to be home at 8:30p. Zero compensation offered from American. I would not fly them again.

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

Everything you need to know for your flight to Brattleboro