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Chatham

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Chatham Flights as Low as $117

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Cheap Flights to Chatham

Fall in love at first flight with your vacation to Chatham by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chatham on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chatham, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chatham

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chatham with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the PVC airport.

What is the cheapest month to fly to Chatham?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chatham are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chatham?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Chatham.

What airport is best to fly into Chatham?

When you’re planning your trip to Chatham, convenience is the name of the game. Luckily, Chatham Barnstable Municipal Airport is nearby so you can deplane and get going on checking off everything on your Chatham must-do list.

How much are flights to Chatham?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chatham on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $117, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chatham?

The trick to saving a stack of cash on your flight to Chatham? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $117 right now, why wait?

Chatham Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$159

Last Minute Hotel Deals in Chatham

Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
Stay at this 5-star luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (769 reviews)
"Absolutely gorgeous property. Everything was top notch and close enough to be able to walk into town. Just what we were looking for."

Reviewed on Jun 30, 2025

Chatham Bars Inn
Chatham Wayside Inn
Chatham Wayside Inn
4 out of 5
512 Main St, Chatham, MA
Stay at this 4-star golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (519 reviews)
"Very clean and breakfast was nice to have outside in the morning."

Reviewed on Jul 11, 2025

Chatham Wayside Inn
The Chatham Motel
The Chatham Motel
2 out of 5
1487 Main Street, Chatham, MA
Stay at this motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hardings Beach and Ridgevale Beach are located ...
9.2/10 Wonderful! (614 reviews)
"Room was spacious and clean."

Reviewed on Jul 10, 2025

The Chatham Motel
Greyfinch Chatham Inn
Greyfinch Chatham Inn
3 out of 5
946 Main Street (Rte 28), Chatham, MA
Stay at this 3-star family-friendly motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (225 reviews)
"A true gem In Chatham."

Reviewed on Jul 10, 2025

Greyfinch Chatham Inn
Cape Sands Inn
Cape Sands Inn
2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,007 reviews)
"Problem with finding a parking spot upon return from. Not certain why there was not a spot for every room. Had to park in a spot marked for compact cars only parking spot. Went out at 5 am to move car to available open spot."

Reviewed on Jul 8, 2025

Cape Sands Inn
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,389 reviews)
"Convienant location Good amenities Coffee and pastries Breakfast Pool snack bar Pub with menu after 6 pm to 11 pm"

Reviewed on Jul 9, 2025

Bayside Resort Hotel
Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
4 out of 5
1225 Iyannough Rd, Hyannis, MA
Stay at this 4-star spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
8.6/10 Excellent! (210 reviews)
"The rooms are gorgeous definitely an upgrade from the Cape Coder. We wish though there were small drier machines on each floor in order to dry the bathing suits that would be perfect!"

Reviewed on Jul 10, 2025

Margaritaville Resort Cape Cod
Hyannis Harbor Hotel
Hyannis Harbor Hotel
3.5 out of 5
213 Ocean St, Hyannis, MA
Stay at this 3.5-star business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
8/10 Very Good! (1,005 reviews)
"Close to all tours and excursions, great restaurants, very poor parking at hotel, parking spots are very small and have only 3 handicap parking."

Reviewed on Jul 5, 2025

Hyannis Harbor Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.