Cheap Flights to Chatham from $34

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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 $34 for one-way flights to Chatham for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
EWRBostonJanuary 27 to February 3$106
CLTBostonJanuary 23 to January 24$129
PHLBostonFebruary 12 to February 17$137
DENBostonJanuary 26 to February 3$179
BOSHyannisMarch 4 to March 11$215
SEABostonFebruary 11 to March 24$248
BOSNantucketDecember 25 to December 29$386
PHLNantucketJanuary 10 to January 24$417
JFKHyannisJanuary 21 to January 21$447
FCOBostonJanuary 25 to February 3$517
FCOBostonJanuary 25 to February 3$517
JFKNantucketJanuary 7 to January 7$542
PHLHyannisDecember 24 to December 25$554
SEANantucketJanuary 21 to January 22$828
IAHNantucketDecember 27 to January 4$2,322
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TTNBostonDecember 12 to January 5$176
EWRBostonDecember 13 to December 16$200
IAHBostonDecember 13 to December 16$218
DENBostonDecember 13 to December 15$301
BOSHyannisDecember 12 to December 15$318
CLTBostonDecember 12 to January 4$384
BOSNantucketDecember 12 to December 13$421
SEABostonDecember 13 to December 16$513
JFKHyannisDecember 13 to December 14$557
LGANantucketDecember 12 to December 21$604
FCOBostonDecember 14 to December 28$886
FCOBostonDecember 14 to December 28$886
PHLNantucketDecember 14 to December 16$1,643
*Prices include taxes and fees

Chatham Flight Information

Traveling to
Chatham
Lowest Price
$64
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

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
$357 nightly
The price is $409 total per night from Dec 14 to Dec 15
$409 total
Dec 14 - Dec 15
Total with taxes and fees
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 ...
9.2/10 Wonderful! (796 reviews)
Great accommodation and staff.

Reviewed on Nov 8, 2025

Opens in a new windowChatham 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! (630 reviews)
Very safe . Cafe Mood great food run by Jamaican family

Reviewed on Oct 11, 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
$357 nightly
The price is $409 total per night from Dec 14 to Dec 15
$409 total
Dec 14 - Dec 15
Total with taxes and fees
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 ...
9.2/10 Wonderful! (796 reviews)
Great accommodation and staff.

Reviewed on Nov 8, 2025

Opens in a new windowChatham 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! (630 reviews)
Very safe . Cafe Mood great food run by Jamaican family

Reviewed on Oct 11, 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
Book a stay at this 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! (253 reviews)
Lovely room, well kept and cozy

Reviewed on Oct 24, 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
Stay at this B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Veterans Field and Mayo House are located nearby.
9.6/10 Exceptional! (161 reviews)
The room was cozy and very clean. Service was friendly and welcoming. We fell in love with the whole Chatham area and had a great time!

Reviewed on Oct 16, 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
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! (630 reviews)
Very safe . Cafe Mood great food run by Jamaican family

Reviewed on Oct 11, 2025

Opens in a new windowThe Chatham Motel
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$357 nightly
The price is $409 total per night from Dec 14 to Dec 15
$409 total
Dec 14 - Dec 15
Total with taxes and fees
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 ...
9.2/10 Wonderful! (796 reviews)
Great accommodation and staff.

Reviewed on Nov 8, 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
Stay at this 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! (304 reviews)
Fantastic hotel! Super friendly, helpful staff, clean and spacious rooms, beautiful propert!

Reviewed on Nov 2, 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
Book a stay at this 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! (253 reviews)

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

Travelers say...
Lovely room, well kept and cozy

Reviewed on Oct 24, 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.
The Whitney Hotel
Boston Lodge and Suites
Boston Harbor Hotel
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Need a Car For After Your Flight?

Lowest prices found within the past 2 days. 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!

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*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.