Cheap Flights to Chatham from $70
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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 $157 and $70 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
ACK
Nantucket Memorial
$157 Roundtrip, found 6 hours ago
$157
Roundtrip
found 6 hours ago
LGA
LaGuardia
BOS
Logan Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ORD | Boston | July 22 to July 22 | $162 |
| JFK | Boston | July 2 to July 2 | $172 |
| BOS | Nantucket | June 6 to June 10 | $227 |
| SAT | Boston | May 6 to May 6 | $236 |
| JFK | Hyannis | June 29 to July 8 | $246 |
| BOS | Provincetown | May 17 to May 23 | $247 |
| ORD | Hyannis | July 11 to July 18 | $299 |
| BOS | Hyannis | May 9 to May 13 | $348 |
| ORD | Nantucket | July 28 to August 1 | $357 |
| JFK | Provincetown | May 23 to May 24 | $537 |
| MXP | Boston | May 23 to May 29 | $542 |
| FCO | Boston | May 21 to May 26 | $548 |
| FCO | Boston | May 21 to May 26 | $548 |
| DCA | Provincetown | June 10 to June 13 | $693 |
| ORD | Provincetown | June 13 to June 16 | $706 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| IAD | Boston | May 3 to May 10 | $212 |
| ORD | Boston | May 3 to June 6 | $228 |
| JFK | Boston | May 2 to May 4 | $242 |
| BOS | Hyannis | May 2 to May 6 | $349 |
| BOS | Nantucket | May 2 to May 3 | $575 |
| MXP | Boston | May 3 to June 3 | $577 |
| FCO | Boston | May 1 to July 10 | $581 |
| FCO | Boston | May 1 to July 10 | $581 |
| JFK | Hyannis | May 1 to May 3 | $647 |
| JFK | Nantucket | May 3 to May 4 | $844 |
| ORD | Nantucket | May 1 to May 4 | $923 |
| SAT | Boston | May 1 to May 4 | $948 |
| DCA | Hyannis | May 1 to May 8 | $1,059 |
| DCA | Nantucket | May 1 to May 3 | $1,149 |
Chatham Flight Information
Traveling to | Chatham |
|---|---|
Lowest Price | $157 |
Number of Airlines Serving | |
Airlines Serving | JetBlue Airways, Delta, American Airlines |
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
$376 nightly
The price is $430 total per night from Apr 26 to Apr 27
$430 total
Apr 26 - Apr 27
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! (820 reviews)
Absolutely wonderful stay. My room was in the main inn, and it was peaceful and beautiful. I can’t wait to go back!
Reviewed on Apr 23, 2026
The Chatham Motel
1487 Main Street Chatham MA
$219 nightly
The price is $251 total per night from May 18 to May 19
$251 total
May 18 - May 19
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! (631 reviews)
Very safe . Cafe Mood great food run by Jamaican family
Reviewed on Oct 11, 2025
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
$376 nightly
The price is $430 total per night from Apr 26 to Apr 27
$430 total
Apr 26 - Apr 27
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! (820 reviews)
Absolutely wonderful stay. My room was in the main inn, and it was peaceful and beautiful. I can’t wait to go back!
Reviewed on Apr 23, 2026
The Chatham Motel
1487 Main Street Chatham MA
$219 nightly
The price is $251 total per night from May 18 to May 19
$251 total
May 18 - May 19
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! (631 reviews)
Very safe . Cafe Mood great food run by Jamaican family
Reviewed on Oct 11, 2025
Greyfinch Chatham Inn
946 Main Street (Rte 28) Chatham MA
$142 nightly
The price is $162 total per night from May 6 to May 7
$162 total
May 6 - May 7
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. ...
Save an average of 15% on thousands of hotels when you're signed in
Old Harbor Inn
22 Old Harbor Rd. Chatham MA
$229 nightly
The price is $262 total per night from Apr 26 to Apr 27
$262 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gallery Antonia and Veterans Field are located nearby.
9.6/10 Exceptional! (162 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
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
$219 nightly
The price is $251 total per night from May 18 to May 19
$251 total
May 18 - May 19
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! (631 reviews)
Very safe . Cafe Mood great food run by Jamaican family
Reviewed on Oct 11, 2025
Chatham Bars Inn
297 Shore Rd Chatham MA
$376 nightly
The price is $430 total per night from Apr 26 to Apr 27
$430 total
Apr 26 - Apr 27
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! (820 reviews)
Absolutely wonderful stay. My room was in the main inn, and it was peaceful and beautiful. I can’t wait to go back!
Reviewed on Apr 23, 2026
Pleasant Bay Village Resort
1191 Orleans Road Chatham MA
$213 nightly
The price is $243 total per night from May 5 to May 6
$243 total
May 5 - May 6
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 ...
9.6/10 Exceptional! (304 reviews)
Fantastic hotel! Super friendly, helpful staff, clean and spacious rooms, beautiful propert!
Reviewed on Nov 2, 2025
Save an average of 15% on thousands of hotels when you're signed in
Greyfinch Chatham Inn
946 Main Street (Rte 28) Chatham MA
$142 nightly
The price is $162 total per night from May 6 to May 7
$162 total
May 6 - May 7
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. ...
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 - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Special
East Boston, Massachusetts, USA
$24
$93 total
found 1 day ago
Compact
East Boston, Massachusetts, USA
$27
$99 total
found 1 day ago
Midsize
East Boston, Massachusetts, USA
$27
$99 total
found 1 day ago
Economy
East Boston, Massachusetts, USA
$27
$99 total
found 1 day ago
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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