$28 Cheap Flights to Boston, VA

View $28 flight on Sat, May 2, 2026Opens in a new window

Flight 1

Popular airlines to Boston

How much is the cheapest flight to Boston?

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, May 2 - Tue, May 12
MCO
Orlando
IAD
Washington
$56 Roundtrip, found 8 hours ago
$56
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, May 2 from Orlando to Washington, returning Tue, May 12, priced at $56 found 8 hours ago
Breeze Airways
Fri, May 1 - Fri, May 8
MCO
Orlando
IAD
Washington
$93 Roundtrip, found 6 hours ago
$93
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, May 1 from Orlando to Washington, returning Fri, May 8, priced at $93 found 6 hours ago
Delta
Tue, Aug 11 - Tue, Aug 18
BOS
Boston
DCA
Washington
$97 Roundtrip, found 1 hour ago
$97
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Aug 11 from Boston to Washington, returning Tue, Aug 18, priced at $97 found 1 hour ago
United
Tue, Jun 2 - Wed, Jun 10
BOS
Boston
IAD
Washington
$97 Roundtrip, found 13 hours ago
$97
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Jun 2 from Boston to Washington, returning Wed, Jun 10, priced at $97 found 13 hours ago
American Airlines
Tue, Jul 7 - Wed, Jul 15
BOS
Boston
CHO
Charlottesville
$181 Roundtrip, found 1 hour ago
$181
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Jul 7 from Boston to Charlottesville, returning Wed, Jul 15, priced at $181 found 1 hour ago

Alternative airports near Boston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Charlottesville-Albemarle CHO. Cheapest option available. Average driving time to city center is 51 minutes. Flights from $304
CHO
Charlottesville-Albemarle
Cheapest
Average driving time to city center51 min
Flights from $304

Frequently asked questions

What month is the cheapest to fly to Boston?
The cheapest month to fly to Boston is May when demand is low. Off-peak months are often when you'll find cheap flights. To keep costs down, avoid flying during school breaks and major holidays.
Which US cities have the cheapest flights to Boston?
Boston, Chicago and Atlanta usually have cheap flights to Boston. Bear in mind that fares may vary based on factors such as demand, time of year and number of stopovers.
Which US cities fly direct to Boston?
There are 92 US cities that you can fly to Boston directly from. Compare the options by using the "Direct flights only" box on Expedia and find the best starting point for you. Here are a handful of the top cities to take off from:

  • Boston
  • Chicago
  • Atlanta
  • New York
  • Orlando

How to find a cheap flight to Boston?
If you're eager to find cheap flights to Boston, consider traveling outside of peak season. Booking in advance may also help you score savings. Or, look for departures on a different day — flights on a Thursday are on average 16% cheaper than Sunday departures.* Sign up to receive price alerts on the Expedia app and get notifications when fares fall.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Boston?
Being flexible with your plans might help you to find last-minute offers on cheap flights to Boston. To see all the available options, consider exploring different ticket types, changing your Boston vacation dates, leaving from an alternative airport or going with another airline.
How far in advance should I book a flight to Boston?
Secure the travel dates you want and a fare that fits your budget by booking your domestic flight to Boston up to 28 days in advance. Search for tickets two to four months ahead if you're jetting to Boston from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Boston?
You can usually get cheap flights to Boston on Sundays. You can save around 8% on average compared to booking on a Friday, which is often the most expensive day to purchase tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Boston?
A total of 38 carriers connect 125 airports all over the world to Boston. Here are a few of the top airlines to Boston, where Washington Dulles Intl. Airport (IAD) is the major gateway:

  • United Airlines
  • Delta Air Lines
  • American Airlines
  • Southern Airways Express

Where do you fly into Boston?
The main airport when you fly to Boston is Charlottesville-Albemarle Airport (CHO), but there are some great nearby alternatives like Shenandoah Valley Regional Airport (SHD) and Washington Dulles Intl. Airport (IAD). You can also land at Culpeper, VA (QCL-Culpeper Regional) and Gordonsville Municipal Airport (GVE) when flying to Boston.
How far is the airport from central Boston?
Arriving at Charlottesville-Albemarle Airport (CHO) puts you approximately 35 mi southwest of the center of Boston.
Can I save money by booking a Boston trip package?
You could possibly save hundreds of dollars if you choose a Boston flight and hotel package deal on Expedia. And you'll make life easier by having all your travel plans in the same place. Try bundling your flight and hotel with extras such as car rentals and activities for your own personalized Boston break.
Can I change or cancel my flight to Boston?
You can often change or cancel your flight to Boston within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may be issued a credit toward future flights in place of a direct refund. Remember to check the airline's terms of service in your itinerary for exact details. You can use Expedia's "Changes included" or "No cancel fee" filters when you search to find cheap flights to Boston with flexible change policies. For additional information, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Destination city name
Washington
Roundtrip price
$56

Trending flights to Boston

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, May 8 - Mon, May 11
ATL
Atlanta
IAD
Washington
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, May 8 from Atlanta to Washington, returning Mon, May 11, priced at $56 just found

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