Cheap Flights to Chatham from $59
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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 $110 and $59 for one-way flights to Chatham for the period specified. Prices and availability are subject to change. Additional terms apply
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Boston | August 19 to August 19 | $176 |
| ORD | Nantucket | August 13 to August 14 | $205 |
| ORD | Hyannis | September 1 to September 1 | $208 |
| BOS | Nantucket | September 30 to October 2 | $237 |
| SAT | Boston | September 5 to September 13 | $255 |
| JFK | Hyannis | August 19 to August 26 | $262 |
| BOS | Hyannis | September 21 to September 25 | $280 |
| BOS | Provincetown | August 19 to August 20 | $300 |
| MXP | Boston | September 10 to September 14 | $517 |
| JFK | Provincetown | August 17 to August 20 | $530 |
| FCO | Boston | October 9 to October 18 | $553 |
| ORD | Provincetown | August 22 to August 28 | $632 |
| FCO | Nantucket | September 6 to September 13 | $1,433 |
| FCO | Nantucket | September 6 to September 13 | $1,433 |
| SAT | Nantucket | August 9 to August 13 | $1,841 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| IAD | Boston | August 2 to August 4 | $305 |
| LGA | Nantucket | August 1 to August 20 | $320 |
| LGA | Boston | August 2 to August 7 | $321 |
| BOS | Hyannis | July 31 to August 3 | $364 |
| JFK | Hyannis | August 2 to August 6 | $390 |
| BOS | Nantucket | August 2 to August 5 | $395 |
| BOS | Provincetown | July 31 to August 2 | $475 |
| SAT | Boston | July 31 to August 3 | $532 |
| ORD | Hyannis | August 1 to August 3 | $590 |
| FCO | Boston | August 2 to October 14 | $654 |
| FCO | Boston | August 2 to October 14 | $654 |
| MXP | Boston | August 1 to August 8 | $661 |
| ORD | Nantucket | July 31 to August 3 | $707 |
| JFK | Provincetown | August 2 to August 8 | $772 |
| ORD | Provincetown | August 2 to August 7 | $820 |
Chatham Flight Information
Traveling to | Chatham |
|---|---|
Lowest Price | $110 |
Number of Airlines Serving | |
Airlines Serving | JetBlue Airways, American Airlines, Delta |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Chatham Accommodation Deals
Chatham Bars Inn
297 Shore Rd Chatham MA
$1,045 nightly
The price is $1,196 total per night from Aug 12 to Aug 13
$1,196 total
Aug 12 - Aug 13
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 ...
The Chatham Motel
1487 Main Street Chatham MA
$303 nightly
The price is $346 total per night from Aug 24 to Aug 25
$346 total
Aug 24 - Aug 25
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 ...
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
297 Shore Rd Chatham MA
$1,045 nightly
The price is $1,196 total per night from Aug 12 to Aug 13
$1,196 total
Aug 12 - Aug 13
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 ...
The Chatham Motel
1487 Main Street Chatham MA
$303 nightly
The price is $346 total per night from Aug 24 to Aug 25
$346 total
Aug 24 - Aug 25
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 ...
Greyfinch Chatham Inn
946 Main Street (Rte 28) Chatham MA
$355 nightly
The price is $406 total per night from Aug 26 to Aug 27
$406 total
Aug 26 - Aug 27
Total with taxes and fees
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! (273 reviews)
"Room was very damp, nothing seemed to help"
Reviewed on Jul 24, 2026
Save an average of 15% on thousands of hotels when you're signed in
Old Harbor Inn
22 Old Harbor Rd. Chatham MA
$558 nightly
The price is $638 total per night from Jul 28 to Jul 29
$638 total
Jul 28 - Jul 29
Total with taxes and fees
Stay at this B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Railroad Museum and Gallery Antonia are located ...
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
1487 Main Street Chatham MA
$303 nightly
The price is $346 total per night from Aug 24 to Aug 25
$346 total
Aug 24 - Aug 25
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 ...
Chatham Bars Inn
297 Shore Rd Chatham MA
$1,045 nightly
The price is $1,196 total per night from Aug 12 to Aug 13
$1,196 total
Aug 12 - Aug 13
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 ...
Pleasant Bay Village Resort
1191 Orleans Road Chatham MA
$299 nightly
The price is $342 total per night from Aug 13 to Aug 14
$342 total
Aug 13 - Aug 14
Total with taxes and fees
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Greyfinch Chatham Inn
946 Main Street (Rte 28) Chatham MA
$355 nightly
The price is $406 total per night from Aug 26 to Aug 27
$406 total
Aug 26 - Aug 27
Total with taxes and fees
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! (273 reviews)
Families like: Outdoor pool, close to beach, bicycle rentals
Travelers say...
"Room was very damp, nothing seemed to help"
Reviewed on Jul 24, 2026
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.
Chatham flight + hotel packages - business class flights
Price found within the past 48 hours. Click for updated prices.
Chatham flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Standard Pickup Regular Cab
East Boston, Massachusetts, USA
$79
$326 total
found 4 days ago
Premium Pickup Regular Cab
East Boston, Massachusetts, USA
$82
$338 total
found 4 days ago
Mini Van
Boston, Massachusetts, USA
$83
$339 total
found 4 days ago
Fullsize Open Air All-Terrain
East Boston, Massachusetts, USA
$89
$362 total
found 4 days ago
Lowest prices found within the past 4 days. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Plane Tickets To Chatham
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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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