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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 , 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  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 , 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  right now, why wait?

Chatham Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$282

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 ...
9/10 Wonderful! (790 reviews)
"Wonderful experience"

Reviewed on Oct 6, 2025

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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! (570 reviews)
"Excellent location!!"

Reviewed on Oct 6, 2025

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Chatham Wayside Inn
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! (243 reviews)
"Clean room and well maintained buildings and pool area"

Reviewed on Sep 24, 2025

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Greyfinch Chatham Inn
Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
25 Holway St, Chatham, MA
Book a stay at this beach B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Lighthouse and Chatham Windmill are ...
8/10 Very Good! (154 reviews)
"Staff was great and the room was exactly what I needed. Highly recommend staying"

Reviewed on Sep 24, 2025

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Surfside Inn Chatham
The Hawthorne

The Hawthorne

2 out of 5
196 Shore Rd, Chatham, MA
Book a stay at this beach hotel in Chatham. Enjoy free WiFi, free parking, and a private beach. Popular attractions Chatham Seaside Links and Mayo House are ...
9.2/10 Wonderful! (192 reviews)
"This place has a wonderful view of the bay and North Beach Island. It's got the charm and classic style of cape cod and perfect location for a stroll on the beach or walk into town or to light house beach."

Reviewed on Oct 6, 2025

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The Hawthorne
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! (371 reviews)
"It was what one would expect!!!"

Reviewed on Oct 1, 2025

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Margaritaville Resort Cape Cod
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! (1,009 reviews)
"Reasonable price for a place to stay in Cape Cod with a comfortable room and amenities such as a pool & hot tub. Located along the main drag in Yarmouth and not far from Hyannis."

Reviewed on Oct 2, 2025

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Cape Sands Inn
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road, Hyannis, MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (617 reviews)
"Clean Room and very accessible to everything"

Reviewed on Oct 2, 2025

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Fairfield Inn & Suites by Marriott Cape Cod Hyannis
See all 4,627 properties in Chatham
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.