$86 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 6/3. 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
$126
Typical prices: $277-$123
Breeze Airways
Fri 6/5Mon 6/8
MCO - BDL • 1 stop
Cheapest non-stop
$133
Typical prices: $260-$94
Frontier
Sat 6/6Mon 6/15
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, Jun 5 - Mon, Jun 8
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
$126Breeze Airways
Fri, Jun 12 - Sat, Jun 13
Multiple Airlines Logo
1:48 pm - 6:17 pm
MCO
-
BDL
4h 29m
1 stop
Multiple Airlines Logo
8:05 pm - 10:56 pm
BDL
-
MCO
2h 51mnonstop
$129Multiple Airlines
Fri, May 29 - Sun, May 31
Delta Logo
8:32 am - 10:47 am
ATL
-
BDL
2h 15mnonstop
Delta Logo
6:00 am - 8:32 am
BDL
-
ATL
2h 32mnonstop
$159Delta
Wed, May 27 - Sat, May 30
Southwest Logo
1:10 pm - 7:00 pm
ATL
-
BDL
5h 50m
1 stop
Southwest Logo
12:30 pm - 4:55 pm
BDL
-
ATL
4h 25m
1 stop
$179Southwest
Fri, May 29 - Sun, May 31
American Airlines Logo
5:00 am - 9:27 am
ATL
-
BDL
4h 27m
1 stop
American Airlines Logo
7:20 am - 12:01 pm
BDL
-
ATL
4h 41m
1 stop
$187American Airlines
Wed, Jun 3 - Mon, Jun 8
Southwest Logo
7:00 am - 12:10 pm
TPA
-
BDL
5h 10m
1 stop
Southwest Logo
5:20 am - 8:20 am
BDL
-
TPA
3h 00mnonstop
$197Southwest
Sat, Jun 13 - Tue, Jun 16
Delta Logo
6:20 pm - 11:35 pm
DCA
-
BDL
5h 15m
1 stop
Delta Logo
1:15 pm - 6:59 pm
BDL
-
DCA
5h 44m
1 stop
$233Delta
Sat, May 23 - Mon, May 25
American Airlines Logo
8:45 pm - 10:02 pm
DCA
-
BDL
1h 17mnonstop
American Airlines Logo
5:01 am - 6:48 am
BDL
-
DCA
1h 47mnonstop
$235American Airlines
Tue, Jun 2 - Tue, Jun 9
United Airlines Logo
12:40 pm - 2:06 pm
IAD
-
BDL
1h 26mnonstop
United Airlines Logo
6:00 am - 7:26 am
BDL
-
IAD
1h 26mnonstop
$247United Airlines
Wed, Jul 8 - Mon, Jul 13
United Airlines Logo
12:40 pm - 2:06 pm
IAD
-
BDL
1h 26mnonstop
United Airlines Logo
6:00 am - 7:26 am
BDL
-
IAD
1h 26mnonstop
$249United Airlines
Useful Info

Good to know - Book Cheap Brattleboro Plane Tickets

Low seasonJanuary
Cheapest flight$86
Most popular time to fly and prices are also 2% lower on average.
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 
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 Chicago O'Hare Intl Airport2h 36m
    Flights from Denver4h 09m
    Flights from Orlando Airport2h 56m
    Flights from Tampa3h 00m
    Flights from Atlanta2h 23m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Orlando, at $126 return. The most popular connection is from Tampa to Hartford and KAYAK users have found round-trip deals for as low as $190 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 Las Vegas $188, from Fort Lauderdale $200, from Miami $237
  • 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 283 reviews
6.6Entertainment
8.3Boarding
8.7Crew
8.2Comfort
6.6Food
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.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

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?

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Everything you need to know for your flight to Brattleboro