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$28 Find Cheap Flights to Chatham

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chatham departing on 10/3. 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.
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Low season

January

High season

October

Cheapest flight

$28
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Orlando Airport to Boston

FAQs - booking Chatham flights

  • How long is the flight to Chatham?

    Flights from Chicago2h 42m
    Flights from Washington, D.C.1h 42m
    Flights from San Francisco6h 10m
    Flights from Atlanta2h 44m
    Flights from Los Angeles5h 59m
  • What is the cheapest flight to Boston?

    In the last 3 days, the lowest price for a flight to Boston was $28 for a one-way ticket from Orlando and $62 for a round-trip. The most popular route searched for by our users was for flights from San Francisco to Boston and the best round-trip deal found in the last 3 days was $188.

  • Which airlines fly to Boston?

    Airlines flying the most to Boston from United States are Delta, JetBlue and American Airlines. See the amount of flights per week for popular airlines flying to Boston.

  • How to fly to Chatham?

    You cannot fly directly to Chatham. KAYAK recommends you fly to Boston Logan Intl (BOS) (71.57 miles from Chatham). From there you can rent a car or get a taxi.

  • What airports are near Chatham?

    The closest airport is Hyannis Barnstable (HYA) (16.73 mi). Other nearby airports are Nantucket Memorial (ACK) (29.81 mi), Provincetown (PVC) (30.08 mi), West Tisbury Martha's Vineyard (MVY) (39.31 mi) or New Bedford Regional (EWB) (51.39 mi). KAYAK recommends you fly to Boston Logan Intl.

  • How far is Boston Logan Intl Airport from central Boston?

    Boston Logan Intl Airport is 3 miles from the center of Boston.

  • What is the name of Boston’s airport?

    All flights to Boston land at Boston Logan Intl Airport. The airport code is BOS,and it can also be referred to as Boston Logan, General Edward Lawrence Logan Intl, or Logan Intl.

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

    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 Chatham.

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

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

    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 Chatham 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 Chatham?

    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 Chatham up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Chatham

  • There is no major airport in Chatham. It is instead served by Boston Logan Intl Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chatham flight deals.

Top 5 airlines flying to Chatham

Need help choosing which airline to fly with from the United States to Chatham? 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.
8.0
DeltaOverall score based on 9135 reviews
8.0Entertainment
8.2Boarding
7.4Food
7.9Comfort
8.6Crew
Airline reviews

In thirty years of traveling, mostly with Delta, this was the worst day ever.

2.0 MediocreScott, Sep 2024MSP - DFW
Read more Delta reviews

In thirty years of traveling, mostly with Delta, this was the worst day ever.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

I am so shocked at the service in first class. We were not greeted or offered a beverage for 45 minutes into the flight. She did however have time to write a long note. I just wanted a snack and something to drink. We were never offered coffee and the snacks came after dinner? It was the oddest flight I have ever been on. The gentleman next to me got up and gave our dinner box’s to the flight attendant and asked for a second glass of wine for each of us. Our dinner boxes sat on our tray for 20 minutes. She was rather distracted. He then asked another flight attendant for wine… finally we had a second glass. I was trying to give her some grace, she also told the man next me we couldn’t have any more wine because we drank it all… after landing the seasoned traveler next me ask for her employee number. Then it was a mutiny! She was refusing and it got tense. The captain came and asked what was happening, the flight attendants totally gave a biased account of the fact. The captain told the police the man I was seated next to was intoxicated! That was completely inaccurate and it really escalated things. I policeman found me at the luggage carousel to verify the facts. The flight attendants made false accusations that he touched them! That never happened. It was a very poorly trained crew. I am so anngry and shock by the entire experience! It was terrible service! I would like a refund for what I paid to be in first class and the most uncomfortable flight ever. I always fly Delta, it has been wonderful. I was so flustered by the entire experience! Please give me an update on this matter! Thank you, Kelle Myers

It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.

Late departure due to large number of wheel chair patrons. Used to having a box of snacks to select from in comfort plus. The flight attendant just rattled off what was available and asked us to pick. Felt rushed and uncomfortable. Seat was great. Prefer having the screen on the seat in front of me instead of having to pull it up from the seat side. Lots of room for my carryon under the seat in front of me.

The airplanes were so old and out-dated it was terrifying to fly on them.

It’s was good. There’s so much room for improvement though. Since the plane was small, there was no entertainment but for years now, the most jarring aspect of travel is the lack of tasty snacks.

The important things including boarding and the flight being on time and safe were excellent. The disappointment comes from the comfort and amenities. Was misled by the "availability" of inflight internet- there is an extra cost. The tray table was broken, the bathroom door stuck and flight attendants were competent but not very friendly.

The Pilot was one of the best I've had, very informative about turbulence and got us to our destination early

The Gate Attendant @ Gate B36 was rude The flight was good but the entertainment system was not functioning as expected. The snacks were ok but could be better The flight crew was excellent.

I paid for the service of having the right to choose my seat and it was not like that, they put me where they wanted and I explained to one of the staff that they were before boarding and they were very rude. I am traveling with the family and they put us in separate seats.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

I still prefer Delta, but Delta doesn’t fly to State College PA.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

The flight attendant was very kind and offered my son a snack for free.

Flight was quite late as there was no pilot Crew is usually excellent, this flight not as good as usual there were more mistakes, slower and less friendly service But honestly the aircraft was too cramped and uncomfortable for a 4 hour flying get so, do to the aircraft liability the very best you could ever do is mediocre.

To san Francisco it was ok. From sf to Manila it was horrible

They opened my checked bag and even though my lock was tsa approved, they loose my lock and left my bag just like that. Incompetent people, very upset about it. I’ll try to avoid traveling with united

The passenger in the row in front of me was listening to a political speech on his phone at full volume with no headphones and it was disturbing all of the passengers around him for several rows. I asked 2 of the flight attendants to speak to this passenger but they only shrugged. It was obvious that they were afraid there might be conflict and would not say anything. I had to take it upon myself to tell the passenger that he needed to turn it off or wear headphones as it was disturbing everyone around him not wearing their own headphones. I was very disappointed in the United flight attendants.

Flight was ok. Unfortunately it was a Boeing 737, which is a cramped / tight airplane. I prefer the Airbus as they are a more comfortable flight experience.

We fly to Ecuador frequently. Checking in is usually a hassle because most United agents take some time before they can verify that my passport doesn't require a visa to Ecuador. This time the process was even longer due to the cyber attack. But she was really nice to us. So glad we brought plenty of snacks to supplement the 3 flights from SEA to GYE.

Awful, rude staff. Their abrasive comments are unnecessary. Most seek a frictionless experience and will cooperate if you ask. Additional childish bullying of customers is not acceptable or tolerated. We had the same problem with our departure flight. We will never fly United again.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Flight was on time, no drinks served on the two short flights. Comfortable seats.

This flight was fine but had no time to breathe as the connection was late from Sea to ORD.. Super stressful. If we checked bags, the trip would have been very distressed.

The one gate agent was very abrupt and rude. Not a good look for American for the day

It was late, then the bathroom was inoperable plus it was very hot as well. Plane was very old

Other than Charlotte airport being crowded and a mush of people at the gate and even through the priority lane, the flight was great.

This time there was nothing to be better, really! Boarding on time, taking off on time and arriving earlier. The only complain is about way too long line at pre-check security point at DFW. But this is the airport’s problem, not American Airline.

3 hours late. Second consecutive time this month that a flight from DFW was delayed 3+ hours.

Seats were very uncomfortable. I paid extra for a seat with more leg room, the seat was no different than a seat at the back of the plane. Flight attendant was rude.

Departure more than an hour later. Conexion/waiting time at the airport was more than 7 hours :(

Comfortable and plenty of. Having to buy water and coffee, though is ridiculous!

Better overall experience from my first flight with Spirit several years ago. Efficient boarding (albeit I arrived after all rows were called) and flight actually left earlier than planned. I am still baffled by being charged for everything, even a non-alcoholic beverage. And there is definitely less seat room which makes a flight that’s more than 2 hours really uncomfortable.

Check in was made easy with the ladies at the luggage. they were fast and so kind. You should pay them more.

This was the best spirit airlines fight I have ever had. I take spirit up to 3 or more times a year and I am ready to be the Jared of spirit. 🤪 Best flight ever. Everyone was great. I hope my return flight is the same. When you're traveling with a 9 month old you need a different type of care and accommodation. I didn't ask the staff for anything but I didn't have any added stress.

Purchasing tickets on their website is upsetting, they take the consumer for a ride...I wanted 2 tickets for me and my friend but we only had one carry on between the two of us. It was impossible to only pay for one - I had to pay for 2 carry ons and blew $50! Shame on their sleazy business practices! The seats in the airplane are shockingly uncomfortable! In the future I will only fly Spirit if I have no other reasonably priced choice. The flight and the crew were good. But still: Go Southwest Airlines!!!

Could at least have little recline in economy seats and windows to the last row, they were super uncomfortable and lots of chit chat and disturbance from the operation of crew members and other passengers

The plane crew made the decision to leave a LARGE group of us passengers who were stuck literally at the gate next to the Las Vegas flight & trying to get off. We were lied to & told the Vegas to Dallas plane was going to wait for us. I’m having to fly the whole night to my destination now because of this

Doubt that you care, the flight from OAK to Las Vegas took longer on the runway when we arrived. The flight attendants & pilot announced that they knew a lot of us were getting on a connection to Dallas & that it was waiting for us. Lied. Ended up having to take another layover & it’s added way more time to my flights. The ticketing staff at the gates were extremely rude. I don’t think I ever want to fly Spirit again.

Everyone on the plane was wonderful. I can't say that the trip of flying was wonderful because I hadn't done that since I was 13 years old. Honestly I was terrified. What would make it better is if they didn't drive so fast but I know they have to. And if they could go up slowly and land slowly. But none of that they can control.

Was told by one of the helpers at spirit in Detroit that I had to pay for my bag that could fit on the over head bin after I asked her repeatedly well what about the over head bin can’t my bag fit in there she said no I had to check it. Then sent me the long way to the tsa when my gate was the other way. I didn’t have that problem in Chicago.

Book Cheap Chatham Plane Tickets

Recent round-trip flight deals

11/1Fri
nonstopSpirit Airlines
3h 54mDFW-BOS
11/4Mon
nonstopSpirit Airlines
4h 15mBOS-DFW
$62
9/24Tue
nonstopSpirit Airlines
1h 30mBWI-BOS
10/1Tue
nonstopSpirit Airlines
1h 31mBOS-BWI
$62
9/26Thu
nonstopDelta
1h 48mDCA-BOS
9/30Mon
nonstopDelta
1h 48mBOS-DCA
$93
9/26Thu
nonstopDelta
1h 42mDCA-BOS
9/30Mon
nonstopDelta
1h 50mBOS-DCA
$102
9/24Tue
nonstopJetBlue
1h 32mDCA-BOS
9/24Tue
nonstopJetBlue
1h 46mBOS-DCA
$111
10/26Sat
nonstopJetBlue
1h 43mDCA-BOS
10/30Wed
nonstopJetBlue
1h 42mBOS-DCA
$117
9/25Wed
nonstopUnited Airlines
1h 39mIAD-BOS
9/28Sat
nonstopUnited Airlines
1h 42mBOS-IAD
$117
10/2Wed
nonstopUnited Airlines
1h 39mIAD-BOS
10/3Thu
nonstopUnited Airlines
1h 42mBOS-IAD
$127
1/17Fri
nonstopAmerican Airlines
1h 31mDCA-BOS
1/20Mon
nonstopAmerican Airlines
1h 47mBOS-DCA
$145
9/22Sun
nonstopAmerican Airlines
1h 34mDCA-BOS
9/24Tue
nonstopAmerican Airlines
1h 44mBOS-DCA
$147

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10/3Thu
nonstopFrontier
3h 07mMCO-BOS
$28
10/7Mon
nonstopSpirit Airlines
1h 32mBWI-BOS
$31
9/23Mon
nonstopDelta
1h 38mDCA-BOS
$56
10/15Tue
nonstopDelta
1h 41mDCA-BOS
$58
9/23Mon
nonstopJetBlue
1h 42mDCA-BOS
$59
10/12Sat
nonstopUnited Airlines
1h 39mIAD-BOS
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9/25Wed
nonstopJetBlue
2h 32mORD-BOS
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12/20Fri
nonstopUnited Airlines
1h 35mIAD-BOS
$75
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$89
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nonstopAmerican Airlines
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$89

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Last minute flight, train and bus deals

9/16Mon
nonstopSpirit Airlines
3h 15mFLL-BOS
9/23Mon
nonstopSpirit Airlines
3h 29mBOS-FLL
$76
9/14Sat
multi-stop
6h 59mBWI-BOS
10/16Wed
nonstop
1h 31mBOS-BWI
$79
9/16Mon
nonstopJetBlue
1h 35mDCA-BOS
9/16Mon
nonstopJetBlue
1h 44mBOS-DCA
$171
9/16Mon
nonstopAmerican Airlines
1h 46mDCA-BOS
9/18Wed
nonstopAmerican Airlines
1h 45mBOS-DCA
$172
9/16Mon
nonstopDelta
2h 30mORD-BOS
9/19Thu
nonstopDelta
2h 50mBOS-ORD
$177
9/16Mon
nonstopDelta
1h 41mDCA-BOS
9/21Sat
nonstopDelta
1h 50mBOS-DCA
$177
9/16Mon
nonstopJetBlue
3h 20mFLL-BOS
9/19Thu
multi-stopJetBlue
7h 21mBOS-FLL
$186
9/16Mon
multi-stopAmerican Airlines
4h 18mDCA-BOS
9/18Wed
nonstopAmerican Airlines
1h 44mBOS-DCA
$212
9/13Fri
nonstopUnited Airlines
1h 39mIAD-BOS
10/16Wed
nonstopUnited Airlines
1h 42mBOS-IAD
$218
9/13Fri
multi-stopUnited Airlines
5h 36mIAD-BOS
10/16Wed
nonstopUnited Airlines
1h 42mBOS-IAD
$228

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