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 $181 and $59 for one-way flights to Chatham for the period specified. Prices and availability are subject to change. Additional terms apply
LAX
Los Angeles Intl.
BOS
Logan Intl.
$191 Roundtrip, found 7 hours ago
$191
Roundtrip
found 7 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Boston | October 25 to October 29 | $181 |
| ORD | Nantucket | August 22 to August 25 | $223 |
| LGA | Nantucket | August 23 to August 27 | $235 |
| BOS | Nantucket | September 27 to September 30 | $257 |
| JFK | Hyannis | September 2 to September 2 | $274 |
| BOS | Hyannis | August 23 to August 29 | $280 |
| BOS | Provincetown | August 19 to August 19 | $300 |
| MLU | Boston | September 8 to September 12 | $424 |
| MXP | Boston | September 10 to September 14 | $516 |
| FCO | Boston | October 7 to October 22 | $553 |
| JFK | Provincetown | August 22 to August 25 | $566 |
| ART | Boston | August 8 to August 15 | $903 |
| 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* |
|---|---|---|---|
| DCA | Nantucket | August 1 to August 3 | $299 |
| LGA | Nantucket | August 1 to August 14 | $353 |
| ORD | Boston | August 1 to August 8 | $382 |
| BOS | Provincetown | August 2 to August 4 | $385 |
| BOS | Nantucket | August 2 to August 6 | $470 |
| BOS | Hyannis | August 1 to August 8 | $480 |
| JFK | Hyannis | August 2 to August 4 | $593 |
| ORD | Nantucket | August 1 to August 3 | $610 |
| ORD | Hyannis | August 2 to August 7 | $669 |
| JFK | Provincetown | August 2 to August 6 | $706 |
| MXP | Boston | August 1 to August 5 | $731 |
| ORD | Provincetown | August 2 to August 7 | $820 |
| FCO | Boston | August 2 to November 17 | $1,015 |
| FCO | Boston | August 2 to November 17 | $1,015 |
| SAT | Boston | August 1 to August 14 | $1,356 |
Chatham Flight Information
Traveling to | Chatham |
|---|---|
Lowest Price | $181 |
Number of Airlines Serving | |
Airlines Serving | American Airlines, 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
297 Shore Rd Chatham MA
$1,045 nightly
The price is $1,196 total per night from Aug 3 to Aug 4
$1,196 total
Aug 3 - Aug 4
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
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 3 to Aug 4
$1,196 total
Aug 3 - Aug 4
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
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
$274 nightly
The price is $314 total per night from Aug 30 to Aug 31
$314 total
Aug 30 - Aug 31
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
$558 nightly
The price is $638 total per night from Aug 12 to Aug 13
$638 total
Aug 12 - Aug 13
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
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 3 to Aug 4
$1,196 total
Aug 3 - Aug 4
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
$305 nightly
The price is $349 total per night from Aug 13 to Aug 14
$349 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 ...
9.6/10 Exceptional! (323 reviews)
"We had a wonderful stay! Everything was perfect! Definitely hope to come back!"
Reviewed on Jul 29, 2026
Save an average of 15% on thousands of hotels when you're signed in
Greyfinch Chatham Inn
946 Main Street (Rte 28) Chatham MA
$274 nightly
The price is $314 total per night from Aug 30 to Aug 31
$314 total
Aug 30 - Aug 31
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 - premium 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?
Standard Pickup Regular Cab
East Boston, Massachusetts, USA
$86
$290 total
found 15 hours ago
Premium Pickup Regular Cab
East Boston, Massachusetts, USA
$88
$294 total
found 15 hours ago
Compact
East Boston, Massachusetts, USA
$96
$340 total
found 2 days ago
Mini Van
East Boston, Massachusetts, USA
$96
$282 total
found 15 hours ago
Lowest prices found within the past 15 hours. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
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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