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Cheap flights from Charlottesville to Boston from $237

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to Boston departing on 1/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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Delta Logo
7:00 am - 11:20 am
CHO
-
PWM
4h 20m1 stop
Delta Logo
5:59 pm - 10:43 pm
PWM
-
CHO
4h 44m1 stop
$237Delta
Thu, Jan 29 - Tue, Feb 10
Delta Logo
7:00 am - 11:20 am
CHO
-
PWM
4h 20m1 stop
Delta Logo
12:10 pm - 10:51 pm
PWM
-
CHO
10h 41m2 stops
$242Delta
Thu, Jan 29 - Tue, Feb 10
Delta Logo
4:25 pm - 10:27 pm
CHO
-
PWM
6h 02m1 stop
Delta Logo
5:57 pm - 10:39 pm
PWM
-
CHO
4h 42m1 stop
$262Delta
Fri, Jan 9 - Fri, Jan 16
Delta Logo
7:00 am - 11:20 am
CHO
-
PWM
4h 20m1 stop
Delta Logo
12:10 pm - 10:51 pm
PWM
-
CHO
10h 41m2 stops
$267Delta
Thu, Jan 29 - Tue, Feb 10
American Airlines Logo
3:13 pm - 10:07 pm
CHO
-
PWM
6h 54m1 stop
American Airlines Logo
5:20 am - 4:07 pm
PWM
-
CHO
10h 47m2 stops
$336American Airlines
Fri, Jan 9 - Fri, Jan 16
United Airlines Logo
8:15 pm - 11:59 pm
CHO
-
PWM
3h 44m1 stop
United Airlines Logo
5:30 am - 9:51 am
PWM
-
CHO
4h 21m1 stop
$370United Airlines
Thu, Dec 25 - Mon, Dec 29
United Airlines Logo
8:15 pm - 11:59 pm
CHO
-
PWM
3h 44m1 stop
United Airlines Logo
5:30 am - 9:51 am
PWM
-
CHO
4h 21m1 stop
$375United Airlines
Tue, Dec 30 - Fri, Jan 2
United Airlines Logo
8:15 pm - 11:59 pm
CHO
-
PWM
3h 44m1 stop
United Airlines Logo
5:30 am - 9:51 am
PWM
-
CHO
4h 21m1 stop
$427United Airlines
Thu, Jan 1 - Sun, Jan 4
United Airlines Logo
8:15 pm - 11:59 pm
CHO
-
PWM
3h 44m1 stop
United Airlines Logo
5:30 am - 9:51 am
PWM
-
CHO
4h 21m1 stop
$437United Airlines
Thu, Jan 1 - Sun, Jan 4
United Airlines Logo
10:45 am - 2:23 pm
CHO
-
PWM
3h 38m1 stop
United Airlines Logo
5:45 am - 12:14 pm
PWM
-
CHO
6h 29m1 stop
$438United Airlines
Sat, Feb 14 - Wed, Feb 18

Delta flights from Charlottesville to Portland, Maine

Our best Delta deals on Charlottesville to Portland, Maine flight tickets
Delta
Jan 29
CHO7:00 amCharlottesville Albemarle
4h 20m
1 stop
PWM11:20 amPortland
Feb 10
PWM5:59 pmPortland
4h 44m
1 stop
CHO10:43 pmCharlottesville Albemarle
$237
Find similar
Delta
Jan 29
CHO7:00 amCharlottesville Albemarle
4h 20m
1 stop
PWM11:20 amPortland
Feb 10
PWM12:10 pmPortland
10h 41m
2 stops
CHO10:51 pmCharlottesville Albemarle
$242
Find similar
Delta
Jan 9
CHO4:25 pmCharlottesville Albemarle
6h 02m
1 stop
PWM10:27 pmPortland
Jan 16
PWM5:57 pmPortland
4h 42m
1 stop
CHO10:39 pmCharlottesville Albemarle
$262
Find similar

American Airlines flights from Charlottesville to Portland, Maine

Our best American Airlines deals on Charlottesville to Portland, Maine flight tickets
American Airlines
Jan 9
CHO3:13 pmCharlottesville Albemarle
6h 54m
1 stop
PWM10:07 pmPortland
Jan 16
PWM5:20 amPortland
10h 47m
2 stops
CHO4:07 pmCharlottesville Albemarle
$336
Find similar
American Airlines
Jan 9
CHO10:24 amCharlottesville Albemarle
12h 30m
2 stops
PWM10:54 pmPortland
Jan 16
PWM5:20 amPortland
10h 47m
2 stops
CHO4:07 pmCharlottesville Albemarle
$476
Find similar
American Airlines
Jan 29
CHO10:24 amCharlottesville Albemarle
12h 30m
2 stops
PWM10:54 pmPortland
Feb 10
PWM5:20 amPortland
10h 47m
2 stops
CHO4:07 pmCharlottesville Albemarle
$496
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Charlottesville to Portland, Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 11, 2025.
Use the filters below to find and compare flights from Charlottesville to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Thu 1/29

7:00 am-11:20 am

1 stop4h 20m

Portland

Tue 2/10

5:59 pm-10:43 pm

1 stop4h 44m

$237

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Thu 1/29

7:00 am-11:20 am

1 stop4h 20m

Portland

Tue 2/10

12:10 pm-10:51 pm

2 stops10h 41m

$242

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Fri 1/9

4:25 pm-10:27 pm

1 stop6h 02m

Portland

Fri 1/16

5:57 pm-10:39 pm

1 stop4h 42m

$262

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Thu 1/29

7:00 am-11:20 am

1 stop4h 20m

Portland

Tue 2/10

12:10 pm-10:51 pm

2 stops10h 41m

$267

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Fri 1/9

3:13 pm-10:07 pm

1 stop6h 54m

Portland

Fri 1/16

5:20 am-4:07 pm

2 stops10h 47m

$336

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Thu 12/25

8:15 pm-11:59 pm

1 stop3h 44m

Portland

Mon 12/29

5:30 am-9:51 am

1 stop4h 21m

$370

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Tue 12/30

8:15 pm-11:59 pm

1 stop3h 44m

Portland

Fri 1/2

5:30 am-9:51 am

1 stop4h 21m

$375

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Thu 1/1

8:15 pm-11:59 pm

1 stop3h 44m

Portland

Sun 1/4

5:30 am-9:51 am

1 stop4h 21m

$427

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Thu 1/1

8:15 pm-11:59 pm

1 stop3h 44m

Portland

Sun 1/4

5:30 am-9:51 am

1 stop4h 21m

$437

CharlottesvillePortland

CHO - PWM

CHOPWM

Charlottesville Albemarle

Sat 2/14

10:45 am-2:23 pm

1 stop3h 38m

Portland

Wed 2/18

5:45 am-12:14 pm

1 stop6h 29m

$438

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Boston from

How to get the cheapest flight ticket from Charlottesville to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Charlottesville and Portland, Maine?

What is the cheapest month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Charlottesville is in November. Flight prices, which tend to average around $264, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of November, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $285.

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Charlottesville is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $296. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from Charlottesville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $487.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Charlottesville to Portland, Maine when you can find flight prices for as low as $326. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $385. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have Charlottesville to Portland, Maine flight prices changed over time?

When to book flights from Charlottesville to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Charlottesville to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Charlottesville to Portland, Maine (CHO to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Charlottesville to Portland, Maine

Fastest flight time

3h 38m

Direct flights

None
The fastest flight from Charlottesville to Portland, Maine takes 3h 38m
There are no direct flights from Charlottesville to Portland, Maine. There are no popular flight routes from Charlottesville to Portland, Maine.
Search flight deals

  • How far is Charlottesville Albemarle to Portland by plane?

    A flight from Charlottesville Albemarle to Portland will travel around 578.9 mi. A reasonable flight in good conditions will take 3h 38m.

  • When did momondo last update prices for flights from Charlottesville Albemarle Airport to Portland Airport?

    Prices for flights from Charlottesville Albemarle Airport to Portland Airport refresh daily.

  • How many operators does momondo search for flights from Charlottesville Albemarle Airport to Portland Airport?

  • How old do you have to be to fly from Charlottesville Albemarle Airport to Portland Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charlottesville Albemarle Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Charlottesville to Portland, Maine?

Best airlines flying from Charlottesville to Portland, Maine

Compare and see reviews for airlines that fly from Charlottesville to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $218Free CancellationRating
7.9
8,008 reviews
Search Delta flights
United AirlinesPriceFrom $247Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Auburn
Gorham
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Charlottesville to Portland?

It is quick and easy to find Charlottesville to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

Can I find flights from Charlottesville to Portland with flexible booking policies on momondo?

momondo does allow users to show only those flights to Portland from Charlottesville which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Charlottesville to Portland?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Portland from Charlottesville.

I’m not ready to book a flight from Charlottesville to Portland right now. Can momondo alert me if prices change?

Price alerts on flights to Portland from Charlottesville are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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