$99 Cheap Flights from Charlottesville (CHO) to Boston (BOS)

View $99 flight on Sat, Sep 27, 2025Opens in a new window

Popular airlines from Charlottesville-Albemarle Airport (CHO) to Logan International Airport (BOS)

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Find available prices by choosing your travel dates.

Cheap Flights from Charlottesville to Boston (CHO-BOS)

Prices were available within the past 7 days and start at $99 for one-way flights and $197 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Oct 15 - Mon, Oct 20
CHO
Charlottesville
BOS
Boston
$197 Roundtrip, just found
$197
Roundtrip
just found
Select American Airlines flight, departing Wed, Oct 15 from Charlottesville to Boston, returning Mon, Oct 20, priced at $197 just found
Delta
Tue, Jul 1 - Thu, Jul 3
CHO
Charlottesville
BOS
Boston
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jul 1 from Charlottesville to Boston, returning Thu, Jul 3, priced at $197 found 1 hour ago
American Airlines
Wed, Jun 11 - Mon, Jun 16
CHO
Charlottesville
BOS
Boston
$198 Roundtrip, found 1 hour ago
$198
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Jun 11 from Charlottesville to Boston, returning Mon, Jun 16, priced at $198 found 1 hour ago
Delta
Wed, Oct 15 - Mon, Oct 20
CHO
Charlottesville
BOS
Boston
$200 Roundtrip, just found
$200
Roundtrip
just found
Select Delta flight, departing Wed, Oct 15 from Charlottesville to Boston, returning Mon, Oct 20, priced at $200 just found
United
Tue, Sep 16 - Tue, Sep 23
CHO
Charlottesville
BOS
Boston
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Select United flight, departing Tue, Sep 16 from Charlottesville to Boston, returning Tue, Sep 23, priced at $201 found 5 days ago
United
Fri, May 30 - Sun, Jun 1
CHO
Charlottesville
BOS
Boston
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select United flight, departing Fri, May 30 from Charlottesville to Boston, returning Sun, Jun 1, priced at $202 found 1 day ago
United
Tue, Sep 16 - Tue, Sep 23
CHO
Charlottesville
BOS
Boston
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select United flight, departing Tue, Sep 16 from Charlottesville to Boston, returning Tue, Sep 23, priced at $204 found 5 days ago
United
Fri, May 30 - Sun, Jun 1
CHO
Charlottesville
BOS
Boston
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select United flight, departing Fri, May 30 from Charlottesville to Boston, returning Sun, Jun 1, priced at $205 found 1 day ago
United
Wed, May 7 - Thu, May 8
CHO
Charlottesville
BOS
Boston
$207 Roundtrip, found 3 hours ago
$207
Roundtrip
found 3 hours ago
Select United flight, departing Wed, May 7 from Charlottesville to Boston, returning Thu, May 8, priced at $207 found 3 hours ago
United
Fri, May 2 - Wed, May 7
CHO
Charlottesville
BOS
Boston
$208 Roundtrip, found 3 days ago
$208
Roundtrip
found 3 days ago
Select United flight, departing Fri, May 2 from Charlottesville to Boston, returning Wed, May 7, priced at $208 found 3 days ago
Flights from Charlottesville (CHO) to Boston (BOS)
Origin airport
Charlottesville-Albemarle
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$196
Distance
488 mi

Charlottesville to Boston Flights

The cheapest times to fly from Charlottesville to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Charlottesville to Boston are during the month of October. You can find some of the cheapest flights from Charlottesville to Boston with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Charlottesville to Boston

Sunday is one of the best days to book for cheap flights from Charlottesville to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Charlottesville to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Charlottesville to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $99 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Charlottesville to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Charlottesville to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Charlottesville-Albemarle Airport (CHO) to Logan Intl. Airport (BOS) cost?
Discover the latest flight deals from CHO to BOS by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from CHO to BOS?
The cheapest flights from CHO to BOS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from CHO to BOS?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from CHO to BOS. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Charlottesville-Albemarle Airport (CHO) to Logan Intl. Airport (BOS)?
You’ll need to catch a flight with a layover if you’re traveling from Charlottesville-Albemarle Airport (CHO) to Logan Intl. Airport (BOS). Direct flights don’t operate daily on this route. However, simply filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from CHO to BOS?
You’ll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Charlottesville-Albemarle Airport (CHO) to Logan Intl. Airport (BOS)?
To avoid potential delays on the Charlottesville-Albemarle Airport (CHO) to Logan Intl. Airport (BOS) route, aim to fly before 3 PM. Flights after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Charlottesville-Albemarle Airport (CHO) to Logan Intl. Airport (BOS) last-minute?
Waiting until just before your trip to book a ticket from CHO to BOS often results in higher prices. While it’s possible to find some last-minute offers, there’s no guarantee. Be flexible with your travel plans for the best chance of landing a bargain.
Is it cheaper to book a CHO to BOS flight and hotel package?
Compared with arranging flights and hotels separately, booking a CHO to BOS flight and hotel package with Expedia could result in significant savings. What’s more, managing everything in one place will take the stress out of travel planning. Just pick your flights and select from our wide range of stays, then tailor your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Charlottesville-Albemarle Airport (CHO) to Logan Intl. Airport (BOS)?
Typically, it’s possible to cancel or reschedule your CHO to BOS flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline’s policies in your itinerary to see what changes are allowed and whether any costs are involved. You’ll also find more details on our Customer Service portal.

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*Available to One Key members.