Cheap Flights to Chatham from $32

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How Much Does it Cost To Fly To Chatham?

The cheapest prices found with in the last 7 days for return flights were $64 and $32 for one-way flights to Chatham for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
EWRBostonAugust 27 to September 30$106
LGANantucketAugust 30 to September 2$137
JFKHyannisAugust 12 to August 20$196
DENNantucketJuly 11 to July 15$230
PHLHyannisAugust 6 to August 13$248
CLTNantucketAugust 9 to August 13$300
DENHyannisAugust 23 to August 27$374
FCOBostonAugust 28 to September 12$460
JFKProvincetownJune 23 to June 27$461
CLTHyannisJune 30 to July 8$471
SEAHyannisSeptember 5 to September 10$490
PHLProvincetownAugust 19 to August 22$617
DENProvincetownJuly 9 to July 10$634
SEAProvincetownAugust 30 to September 5$800
IAHHyannisAugust 29 to September 1$1,134
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PHLBostonJune 15 to June 19$200
CLTBostonJune 14 to June 29$216
EWRBostonJune 13 to June 16$232
IAHBostonJune 15 to July 2$286
BOSNantucketJune 15 to June 18$302
BOSHyannisJune 14 to June 15$303
BOSProvincetownJune 15 to June 16$316
JFKHyannisJune 13 to June 30$388
PHLHyannisJune 14 to June 23$487
SEABostonJune 13 to June 17$509
FCOBostonJune 13 to June 29$600
PHLNantucketJune 14 to June 16$644
IAHNantucketJune 13 to June 16$795
IAHHyannisJune 13 to June 15$1,754
PHLProvincetownJune 14 to June 15$1,867
*Prices include taxes and fees

Chatham BOS Flight Information

Traveling to
Chatham BOS
Lowest Price
$64
Number of Airlines Serving
10
Airlines Serving
Spirit Airlines, JetBlue Airways
Number of Daily Flights
20
Airlines with Direct Flights
American Airlines, Qatar Airways, KLM, Air France, SAS, Delta Air Lines, Iberia, ITA Airways, Korean Air, Virgin Atlantic

Find The Perfect Hotel For After Your Flight

Amazing Chatham Accommodation Deals

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
Book a stay at this 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! (765 reviews)
The best!
"We had an amazing trip! The hotel and staff were the best! And let’s not forget the use of the Lexus! Absolutely wonderful!"

Reviewed on May 20, 2025

Chatham Bars 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! (604 reviews)
"Nice quiet clean room. Large bathroom."

Reviewed on Jun 8, 2025

The Chatham Motel
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.

Luxury Hotels in Chatham

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
Book a stay at this 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! (765 reviews)
The best!
"We had an amazing trip! The hotel and staff were the best! And let’s not forget the use of the Lexus! Absolutely wonderful!"

Reviewed on May 20, 2025

Chatham Bars 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! (604 reviews)
"Nice quiet clean room. Large bathroom."

Reviewed on Jun 8, 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! (217 reviews)
"Had an amazing stay at Greyfinch Chatham Inn. The place is beautiful, super clean, and the vibe is peaceful and relaxing. Staff were friendly and welcoming from the moment we arrived. Loved the little touches that made the stay feel extra special. Would definitely come back and recommend it to anyone ..."

Reviewed on May 24, 2025

Greyfinch Chatham Inn
Save an average of 15% on thousands of hotels when you're signed in
Old Harbor Inn

Old Harbor Inn

3.5 out of 5
22 Old Harbor Rd., Chatham, MA
Stay at this 3.5-star B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Railroad Museum and Gallery Antonia are ...
"Judy and Ray were so warm and welcoming. The property was pristine, quiet, and very conveniently located to town. I would highly recommend this stay from someone who wants a touch of luxury with a home like feel."

Reviewed on Aug 15, 2024

Old Harbor Inn
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.

Family Friendly Hotels in Chatham

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! (604 reviews)
"Nice quiet clean room. Large bathroom."

Reviewed on Jun 8, 2025

The Chatham Motel
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
Book a stay at this 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! (765 reviews)
The best!
"We had an amazing trip! The hotel and staff were the best! And let’s not forget the use of the Lexus! Absolutely wonderful!"

Reviewed on May 20, 2025

Chatham Bars Inn
Pleasant Bay Village Resort

Pleasant Bay Village Resort

3 out of 5
1191 Orleans Road, Chatham, MA
Stay at this 3-star hotel in Chatham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (274 reviews)
"The gardens were unique and enjoyable. The staff were very friendly and accommodating."

Reviewed on Jun 6, 2025

Pleasant Bay Village Resort
Save an average of 15% on thousands of hotels when you're signed in
Greyfinch Chatham Inn
Great for families

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! (217 reviews)

Families like: Outdoor pool, close to beach, bicycle rentals

Travelers say...
"Had an amazing stay at Greyfinch Chatham Inn. The place is beautiful, super clean, and the vibe is peaceful and relaxing. Staff were friendly and welcoming from the moment we arrived. Loved the little touches that made the stay feel extra special. Would definitely come back and recommend it to anyone ..."

Reviewed on May 24, 2025

Greyfinch Chatham Inn
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.

Best Chatham Flight and Hotel Packages

Chatham flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa
Sea Mist Resort
The Inn at Hastings Park, Relais & Chateaux - Boston
Don't see what you're looking for?
See all available trips from Detroit to Chatham
View all trips

Chatham flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Encore Boston Harbor
YOTEL Boston
Don't see what you're looking for?
See all available trips from Dallas to Chatham
View all trips

Chatham flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
citizenM Boston North Station
Battery Wharf Hotel, Boston Waterfront
The Boxer
Don't see what you're looking for?
See all available trips from Denver to Chatham
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 4 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Chatham?
Being a large travel hub, it’s no surprise that Chatham has 20 airlines that fly in and out of the city. Check out the fares on offer with these top carriers:

  • Delta Air Lines
  • JetBlue Airways
  • American Airlines

Where to stay in Chatham
Finding a great place to stay is a key ingredient for an amazing travel experience. Take your pick of 2,178 properties in Chatham and start cooking up the escape of your dreams!After a long day of exploring, there’s nothing better than returning to a stylish room and a plush bed. The Queen Anne Inn and the Chatham Bars Inn are the top luxury properties to consider in Chatham. However, if you don’t think you’ll spend much time in your suite, how about a cheaper option like the Chatham Highlander Village Inn or the The Hawthorne?
Places to visit in Chatham
Chatham Fish Pier is a charming spot where you can find something unique or just enjoy a delicious snack. Like some more ideas? Pick a quiet lookout, make yourself comfy and watch as day becomes night at Chatham Lighthouse. And that’s not all. Plan a fun family outing at Chatham Lighthouse Beach, where you can frolic in the water as long as you like.
How to get through airport security fast when traveling to Chatham
Make your journey to Chatham that little bit easier by reading over these handy security tips:

  • Have your boarding pass and passport somewhere accessible. They’ll be the first things you’ll be asked to produce by airport security.
  • Belts, wallets and power banks are to be placed in a tub for X-raying. If you walk into the body scanner with these items, you’ll be requested to turn back and remove them.
  • All laptops must be taken out of their protective carriers and placed in a tray for inspection.
  • Flying with a favorite perfume or cologne? As long as it contains no more than 3.4 ounces (100 milliliters) and it’s stored in a clear resealable plastic bag, you can keep it with you in your carry-on luggage.
  • Hiking boots and other bulky shoes tend to be X-rayed by airport security. We suggest wearing lightweight sneakers instead.
  • The list of non-permissible items is forever changing. Read over your carrier’s website to learn about what is not allowed on board their aircraft.

Plane Tickets To Chatham

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chatham. Browse through our inventory to explore a wide range of cheap flights to Chatham to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chatham as you anxiously await to exit the plane and explore what Chatham has to offer. Considering all the amazing local food and culture in Chatham, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chatham to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chatham without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chatham with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chatham today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.