$48 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 1/12. 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
$71
Overall average: $137
Multiple Airlines
pt. 1/16pon. 1/19
MCO - BDL • Non-stop
Cheapest non-stop
$72
Typical prices: $58-$207
Frontier
sob. 1/17sob. 1/24
MCO - BDL • Non-stop
Top routes
MCO-BDL
Cheapest
DCA-BDL
Most popular
Insights
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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

pt., sty 16 - pon., sty 19
Multiple Airlines Logo
2:21 pm - 5:11 pm
MCO
-
BDL
2h 50mnonstop
Multiple Airlines Logo
1:56 pm - 6:23 pm
BDL
-
MCO
4h 27m1 stop
$71Multiple Airlines
sob., sty 17 - sob., sty 24
Frontier Logo
4:27 pm - 7:20 pm
MCO
-
BDL
2h 53mnonstop
Frontier Logo
8:01 pm - 11:15 pm
BDL
-
MCO
3h 14mnonstop
$72Frontier
czw., sty 15 - ndz., sty 18
Breeze Airways Logo
10:21 am - 1:24 pm
RSW
-
BDL
3h 03mnonstop
Breeze Airways Logo
6:05 am - 9:41 am
BDL
-
RSW
3h 36mnonstop
$137Breeze Airways
pt., sty 23 - pon., sty 26
Breeze Airways Logo
10:21 am - 1:24 pm
RSW
-
BDL
3h 03mnonstop
Breeze Airways Logo
6:05 am - 9:41 am
BDL
-
RSW
3h 36mnonstop
$138Breeze Airways
pt., sty 23 - pon., sty 26
American Airlines Logo
6:00 am - 12:32 pm
RSW
-
BDL
6h 32m1 stop
American Airlines Logo
1:22 pm - 7:59 pm
BDL
-
RSW
6h 37m1 stop
$159American Airlines
śr., sty 21 - sob., sty 24
American Airlines Logo
9:19 am - 2:49 pm
FLL
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BDL
5h 30m1 stop
American Airlines Logo
4:17 pm - 9:49 pm
BDL
-
FLL
5h 32m1 stop
$159American Airlines
śr., kwi 1 - śr., kwi 8
Delta Logo
6:00 am - 12:04 pm
IAD
-
BDL
6h 04m1 stop
Delta Logo
5:34 am - 11:32 am
BDL
-
IAD
5h 58m1 stop
$224Delta
sob., sty 17 - ndz., sty 18
United Airlines Logo
11:04 am - 2:22 pm
ORD
-
BDL
2h 18mnonstop
United Airlines Logo
4:46 pm - 6:36 pm
BDL
-
ORD
2h 50mnonstop
$227United Airlines
sob., sty 17 - ndz., sty 18
United Airlines Logo
11:04 am - 2:22 pm
ORD
-
BDL
2h 18mnonstop
United Airlines Logo
3:00 pm - 6:37 pm
BDL
-
ORD
4h 37m1 stop
$237United Airlines
sob., sty 10 - śr., sty 14
Delta Logo
5:27 pm - 11:40 pm
IAD
-
BDL
6h 13m1 stop
Delta Logo
5:40 am - 11:49 am
BDL
-
IAD
6h 09m1 stop
$239Delta
Useful Info

Good to know - Book Cheap Brattleboro Plane Tickets

Low seasonFebruary
Cheapest flight$48
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 21% 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 
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 35m
    Flights from Washington, D.C.1h 29m
    Flights from Tampa3h 02m
    Flights from Atlanta2h 39m
    Flights from Orlando3h 03m
  • 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 $71 return. The most popular connection is from Washington, D.C. to Hartford and KAYAK users have found round-trip deals for as low as $224 in the last 3 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 Miami $129, from Los Angeles $314, from Denver $323
  • 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 250 reviews
8.2Comfort
6.7Food
6.7Entertainment
8.4Boarding
8.8Crew
Airline reviews

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

6.0 GoodAnonymous, Dec 2025
SWF - CHS
Read more Breeze Airways reviews

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.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

My experience is typically great with Breeze. This trip wasn’t any different.

This was my first experience with Breeze. The plane was cleaner and more comfortable than any other I've experienced. The process of boarding was streamlined. We boarded early and arrived at our destination 45 minutes early. The only hiccup was my ticket was rejected by TSA PreCheck and I got sent to the back of a very long line at Fort Myers. I entered my information when I bought my ticket, but it apparently didn't connect to my permanent profile. I'll correct that for next time. I was expecting an Allegiant experience, but Breeze was much more upscale. I really, really enjoyed it.

Great experience. Non stop is great in and of itself.

Lady at check in counter helped me get a seat in the cut row all to myself.

It was great except the other passengers who didnt have children complaining and not giving grace to the mommas with tiny babies who were trying to comfort their little ones during the decent. They were clearly trying and every child travels different.

It was pretty good. Only thing that makes our boarding uncomfortable was, that we had to pass TSA at terminal 1 and after that walk 15 minutes to terminal B, because bus was insufficient to take so many people and waiting time for the bus was more then 1 hour.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

They did the one thing that really matters - got to Chicago early.

I liked the snacks and the flight attendants were friendly.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

Flight was late - I was downgraded from first class to coach

Not good - outbound flight was delayed and missed my connection even though I got to the gate after running through the airport - the agent would not let me on because the door was closed (flight had not left). There was no notification from United - overall experience was very disappointing. Additionally, I was downgraded from first class to coach on the alternative flight

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

WiFi didn’t work the entire flight. Very disappointing. Minimal food and options - sadly the state of current affairs. All other aspects of the flight were fine.

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

The pilot greased the landing and the crew was fantastic.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

delayed due to weather. Could not communicate with family since the wifi was broken

Everything you need to know for your flight to Brattleboro