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 $75 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*
PHLBostonOctober 19 to October 23$92
EWRBostonNovember 18 to November 19$107
BOSNantucketOctober 14 to October 17$129
SEABostonOctober 22 to October 24$187
JFKHyannisOctober 4 to October 6$188
BOSProvincetownNovember 2 to November 8$202
LGANantucketOctober 4 to October 11$219
PHLNantucketOctober 18 to October 20$270
JFKProvincetownNovember 4 to November 4$364
PHLHyannisOctober 31 to November 8$445
FCOBostonOctober 13 to October 21$450
SWFPortsmouthOctober 31 to November 5$544
SEAHyannisDecember 2 to December 10$828
CLTNantucketOctober 4 to October 8$897
SEANantucketNovember 12 to November 16$939
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CLTBostonOctober 3 to October 5$175
LGABostonOctober 4 to October 6$178
BOSNantucketOctober 4 to October 11$182
JFKHyannisOctober 4 to October 6$188
JFKNantucketOctober 3 to October 10$219
IAHBostonOctober 3 to October 6$297
BOSHyannisOctober 5 to October 5$344
DENBostonOctober 3 to October 5$402
PHLNantucketOctober 4 to October 8$423
BOSProvincetownOctober 3 to November 3$446
CLTHyannisOctober 4 to October 24$609
FCOBostonOctober 4 to October 5$612
DENNantucketOctober 3 to October 10$654
JFKProvincetownOctober 4 to October 5$724
CLTNantucketOctober 4 to October 8$897
*Prices include taxes and fees

Chatham BOS Flight Information

Traveling to
Chatham BOS
Lowest Price
$75
Number of Airlines Serving
11
Airlines Serving
Frontier Airlines, JetBlue Airways
Number of Daily Flights
15
Airlines with Direct Flights
American Airlines, Qatar Airways, KLM, Air France, SAS, Delta Air Lines, Iberia, Korean Air, WestJet, Virgin Atlantic, British Airways

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
$406 nightly
The price is $465 total per night from Oct 13 to Oct 14
$465 total
Oct 13 - Oct 14
Total with taxes and fees
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! (786 reviews)
"Very clean and happy staff"

Reviewed on Aug 29, 2025

Opens in a new windowChatham Bars Inn
The Chatham Motel

The Chatham Motel

2 out of 5
1487 Main Street, Chatham, MA
$219 nightly
The price is $251 total per night from Sep 28 to Sep 29
$251 total
Sep 28 - Sep 29
Total with taxes and fees
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! (626 reviews)
"Clean, Convenient, Friendly"

Reviewed on Sep 8, 2025

Opens in a new windowThe 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
$406 nightly
The price is $465 total per night from Oct 13 to Oct 14
$465 total
Oct 13 - Oct 14
Total with taxes and fees
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! (786 reviews)
"Very clean and happy staff"

Reviewed on Aug 29, 2025

Opens in a new windowChatham Bars Inn
The Chatham Motel

The Chatham Motel

2 out of 5
1487 Main Street, Chatham, MA
$219 nightly
The price is $251 total per night from Sep 28 to Sep 29
$251 total
Sep 28 - Sep 29
Total with taxes and fees
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! (626 reviews)
"Clean, Convenient, Friendly"

Reviewed on Sep 8, 2025

Opens in a new windowThe Chatham Motel
Greyfinch Chatham Inn

Greyfinch Chatham Inn

3 out of 5
946 Main Street (Rte 28), Chatham, MA
$173 nightly
The price is $198 total per night from Oct 20 to Oct 21
$198 total
Oct 20 - Oct 21
Total with taxes and fees
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! (242 reviews)
Greyfinch, Chatham, September 2025
"We had 5 days at the Greyfinch, rooms and pool area spotless, close to main town to drive just a few minutes. Grocery and chemist were close enough to mark, as was the Mexican and a true diamond called the del-mar. If I had one complaint it was noise from rooms both side, as you could clearly hear ..."

Reviewed on Sep 18, 2025

Opens in a new windowGreyfinch 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
$296 nightly
The price is $339 total per night from Sep 29 to Sep 30
$339 total
Sep 29 - Sep 30
Total with taxes and fees
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 ...
9.6/10 Exceptional! (160 reviews)
"Very professional and well done b and b in capecod. Can’t recommend enough"

Reviewed on Jul 6, 2025

Opens in a new windowOld 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
$219 nightly
The price is $251 total per night from Sep 28 to Sep 29
$251 total
Sep 28 - Sep 29
Total with taxes and fees
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! (626 reviews)
"Clean, Convenient, Friendly"

Reviewed on Sep 8, 2025

Opens in a new windowThe Chatham Motel
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
$406 nightly
The price is $465 total per night from Oct 13 to Oct 14
$465 total
Oct 13 - Oct 14
Total with taxes and fees
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! (786 reviews)
"Very clean and happy staff"

Reviewed on Aug 29, 2025

Opens in a new windowChatham Bars Inn
Pleasant Bay Village Resort

Pleasant Bay Village Resort

3 out of 5
1191 Orleans Road, Chatham, MA
$191 nightly
The price is $219 total per night from Oct 1 to Oct 2
$219 total
Oct 1 - Oct 2
Total with taxes and fees
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! (293 reviews)
"Staff was extremely helpful and friendly Gave great recommendations on restaurants nearby. Grounds are stunning. ."

Reviewed on Sep 21, 2025

Opens in a new windowPleasant 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
$173 nightly
The price is $198 total per night from Oct 20 to Oct 21
$198 total
Oct 20 - Oct 21
Total with taxes and fees
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! (242 reviews)

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

Greyfinch, Chatham, September 2025
"We had 5 days at the Greyfinch, rooms and pool area spotless, close to main town to drive just a few minutes. Grocery and chemist were close enough to mark, as was the Mexican and a true diamond called the del-mar. If I had one complaint it was noise from rooms both side, as you could clearly hear ..."

Reviewed on Sep 18, 2025

Opens in a new windowGreyfinch 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.
Boston Lodge and Suites
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Hampton Inn Manchester Downtown
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.
The Colonnade Hotel Back Bay
Raffles Boston
Boston Harbor Hotel
Don't see what you're looking for?
See all available trips from Chicago to Chatham
View all trips

Need a Car For After Your Flight?

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.