Cheap flights To Chatham (PVC) from $39

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Chatham from $39 One Way, $89 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 20 - Wed, May 27
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$89 Roundtrip, found 2 hours ago
$89
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, May 20 from Raleigh - Durham Intl. to Logan Intl., returning Wed, May 27, priced at $89 found 2 hours ago
Thu, Apr 9 - Sun, Apr 12
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$105 Roundtrip, found 6 days ago
$105
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Apr 9 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Apr 12, priced at $105 found 6 days ago
Sat, May 30 - Sat, Jun 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, May 30 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 6, priced at $117 found 5 days ago
Sat, Apr 4 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$121 Roundtrip, found 22 hours ago
$121
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Sat, Apr 4 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $121 found 22 hours ago
Fri, Apr 10 - Sat, Apr 11
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$140 Roundtrip, found 3 days ago
$140
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Apr 10 from Southwest Florida Intl. to Logan Intl., returning Sat, Apr 11, priced at $140 found 3 days ago
Sat, May 30 - Wed, Jun 3
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$187 Roundtrip, found 11 hours ago
$187
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Sat, May 30 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 3, priced at $187 found 11 hours ago
Tue, Apr 21 - Wed, May 6
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Apr 21 from Raleigh - Durham Intl. to Logan Intl., returning Wed, May 6, priced at $193 found 1 day ago
Thu, May 7 - Mon, May 11
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, May 7 from Raleigh - Durham Intl. to Logan Intl., returning Mon, May 11, priced at $195 found 7 hours ago
Wed, Apr 15 - Wed, Apr 22
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$198 Roundtrip, found 5 days ago
$198
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Apr 15 from Southwest Florida Intl. to Portsmouth Intl., returning Wed, Apr 22, priced at $198 found 5 days ago
Sat, Apr 18 - Wed, Apr 22
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 18 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Apr 22, priced at $207 found 5 days ago

Chatham Flight Information

Traveling To
Chatham
Destination Airport IATA Code
PVC
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways, Spirit Airlines, JetBlue Airways, Southwest Airlines, Delta, American Airlines
Flight Price
$89
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Chatham economy flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
4.0-star property

Eurostars The Boxer

Apr 26 - Apr 30

4 night stay

Chicago (CHI) to Boston (BOS)

Delta • Coach

Boston (BOS) to Chicago (CHI)

American Airlines • Coach
Price was $1,006, price is now $782 per person
$782
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

May 8 - May 10

2 night stay

Chicago (CHI) to Boston (BOS)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,405, price is now $891 per person
$891
per person
found 2 days ago
Omni Parker House
4.5-star property

Omni Parker House

Apr 26 - Apr 30

4 night stay

Chicago (CHI) to Boston (BOS)

Delta • Coach

Boston (BOS) to Chicago (CHI)

American Airlines • Coach
Price was $1,185, price is now $924 per person
$924
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Chatham
View all trips

Chatham first class flight packages

Price found within the past 48 hours. Click for updated prices.
Omni Parker House
4.5-star property

Omni Parker House

9/10 Wonderful! (3,322 reviews)

Apr 28 - Apr 30

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $860, price is now $708 per person
$708
per person
found 10 hours ago
The room was very small and the bathroom was smaller. It was fine because it was just one night and in the winter, so we got a great rate. We just kept saying thank goodness we didn't pay the high season rate. Location is amazing!

Reviewed on Mar 4, 2026

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,001 reviews)

Apr 28 - Apr 30

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,131, price is now $1,365 per person
$1,365
per person
found 10 hours ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

Club Quarters Hotel Faneuil Hall, Boston
4.0-star property

Club Quarters Hotel Faneuil Hall, Boston

9/10 Wonderful! (2,995 reviews)

Apr 28 - Apr 30

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $911, price is now $769 per person
$769
per person
found 10 hours ago
Staff was great and this is a great location for seeing all the things you want to see in Boston. Issues: Room was hot, elevator was under repair and no fridges in room

Reviewed on Nov 11, 2025

Don't see what you're looking for?
See all available trips from Chicago to Chatham
View all trips

Chatham

When you plan to buy tickets for flights to Chatham, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

Reliable Customer Service

Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Chatham flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

Bargain Tickets for Chatham Flights

Orbitz offers deeply discounted flights to Chatham, and we provide the resources to research your travel destination and plan your complete itinerary.

Use Orbitz to Earn Points with Your Frequent Flyer Program

Saving your frequent flyer miles for your flights to Chatham? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.

Convenient Travel Planning Services

If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Chatham flights.

Frequently asked questions

Which airlines fly to Chatham?
Search for a flight that suits your budget among the 20 airlines that operate services to and from Nantucket Memorial Airport (ACK). The simplest way to save some cash on flight tickets is to book ahead of time. Take a look at these reputable domestic air carriers and pick up a great deal today:

  • Cape Air - 181 flights to Chatham per month
  • JetBlue - 104 flights to Chatham per month
  • Southern Airways Express - 88 flights to Chatham per month

What is the best airport to fly to in Chatham?
You'll want to search for an affordable fare to Nantucket Memorial Airport (ACK). It's the city's main terminal and is located around 30 miles south of the downtown area. Once you've collected your suitcase, it won't be long before you're ticking off the sights and sounds of Chatham.
How much is a flight to Chatham?
If you're hunting down return flights, fares ranged from $89 to $207 this week. The cheapest price for one-way was $39, originating in Raleigh (RDU).
How to book the cheapest flight to Chatham?
Using Orbitz, you'll find some of the best flight deals around from a wide range of airlines. But if you'd love to boost your prospects of scoring cheap flights to Chatham, here are some pointers to follow:

  • Departing from or landing at nearby airports may work out cheaper. Enter your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' option to scan the flight deals for a selection of departure dates. You may find an even better fare.
  • To fine tune your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Once you've figured out your travel dates, reserve your flight. Fares normally become more expensive as the departure date gets closer.
  • Bundle your hotels, flights and car rental into a value-for-money package deal. Save your dollars for things that really excite you, like exploring every corner of Chatham.
  • Don't travel during peak seasons if possible. By steering clear of school vacations and summer, you can save big on your airfare.

How long is a flight to Chatham?
The time you spend in the air will depend on where you're departing from, whether that's the East Coast, the West Coast or anywhere else. Listed below are some of the most common routes to Chatham and how long they take:

  • Boston, MA (BOS-Logan Intl.) to Nantucket Memorial Airport (ACK) - 49 minutes
  • Hyannis, MA (HYA-Barnstable Municipal) to Nantucket Memorial Airport (ACK) - 22 minutes
  • New York, NY (LGA-LaGuardia) to Nantucket Memorial Airport (ACK) - 1 hour and 10 minutes

What is the best time to book a flight to Chatham?
Book in January, February or August for the lowest airfares to Chatham. Once you've located a bargain, snap it up — cheap flights will come and go in an instant.
What day of the week is the cheapest to book a flight to Chatham?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Chatham. If you're after unbeatable airfares, search across those days and you just might score a fantastic flight deal.
What is the cheapest day of the week to fly to Chatham?
According to Orbitz data from 2020, Monday tends to be the best day of the week for cheap flights to Chatham. Tuesday also offers wallet-friendly airfares, whereas Saturday has the most expensive ticket prices. Even though flying out at the weekend is often more convenient, you'll have more money to play with if you jet out early in the week.
What is the cheapest month to fly to Chatham?
You can jet for less in August. This is generally the best month to take off if you're looking for cheap flights to Chatham, Orbitz data shows. The most expensive time to fly is June, so try to avoid this month if you're on a budget.
Which airlines allow free cancellation?
When searching for flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. Relax knowing that if things change, your ticket can too.
What do I need for the flight to Chatham?
There's nothing more exciting than flying off on vacation, but it's smart to be prepared. These handy tips will help get your journey off to a good start:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some form of government-issued photo ID. If you're traveling internationally, make sure your passport is valid.
  • To keep you amused on the short hop to Chatham, download some new songs or stock up the podcast library on your smartphone. Food can also be a nice distraction while in the air, so pack a snack.
  • No matter the weather outside (or how long the flight), plane cabins can get seriously cold. Take a hoodie on board to keep yourself comfy.

How many direct flights are there to Chatham?
Each month, there are 80 flights that travel straight to Chatham. Carriers that fly nonstop to this location include Cape Air, JetBlue Airways and Southern Airways Express.
How do I get cheap first-class/business deals to Chatham?
There are ways of booking business or first-class fares to Chatham that won't burn through your wallet. Find a seat at the front of the plane for less with these practical tips:

  • Be more flexible with your travel dates and wait for sales or exclusive offers on first or business-class airfares.
  • Low-cost airlines offer first or business-class seats at a fraction of the usual price. Ditch the full-service carriers and check out these cheaper options.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You can also try upgrading with points earned through a flight loyalty scheme.

What is the best time to go to Chatham?
You'll have fun whatever time of the year you choose to visit Chatham, but April, May and June are the most popular months. Like to pack your schedule with plenty of warm-weather experiences? Plan your trip close to June 20. This is when summertime starts in the Northern Hemisphere. Expect the mercury to drift between 65 ºF and 70 ºF during this time.
Travel tips for Chatham

  • Slip on a pair of comfortable kicks and explore this city on foot. There are some terrific attractions you shouldn't miss, such as Chatham Fish Pier and Chatham Lighthouse.
  • If you're on the lookout for a nice little day trip, there are more sights waiting to dazzle you a short drive from the center. Discover why Pilgrim Monument and Herring Cove Beach are on the itineraries of most Chatham visitors.
  • Get into the driver's seat and find out what else makes Massachusetts such a big hit. Lock in a car rental with Orbitz and enjoy the wonders of two more fabulous cities — Boston and Worcester.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.