Search Cheap Flights to
Boston

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Boston Flights as Low as $172

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

Delta
Tue, Oct 27 - Tue, Nov 17
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$172 Roundtrip, found 5 days ago
$172
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 27 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Tue, Nov 17, priced at $172 found 5 days ago
Frontier Airlines
Tue, Sep 15 - Tue, Sep 22
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$176 Roundtrip, found 6 hours ago
$176
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Ronald Reagan Washington National, returning Tue, Sep 22, priced at $176 found 6 hours ago
Frontier Airlines
Wed, Aug 26 - Sat, Aug 29
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 26 from O'Hare Intl. to Washington Dulles Intl., returning Sat, Aug 29, priced at $176 found 1 day ago
Frontier Airlines
Tue, Aug 25 - Sat, Aug 29
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 25 from O'Hare Intl. to Washington Dulles Intl., returning Sat, Aug 29, priced at $179 found 1 day ago
Frontier Airlines
Wed, Aug 26 - Sat, Aug 29
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 26 from O'Hare Intl. to Washington Dulles Intl., returning Sat, Aug 29, priced at $179 found 1 day ago
Bargain Flight
Mon, Aug 24 - Wed, Sep 9
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$180 Roundtrip, found 3 days ago
$180
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Mon, Aug 24 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Wed, Sep 9, priced at $180 found 3 days ago
Delta
Thu, Nov 26 - Tue, Dec 1
DTW
Detroit Metropolitan Wayne County
IAD
Washington Dulles Intl.
$196 Roundtrip, found 2 hours ago
$196
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Nov 26 from Detroit Metropolitan Wayne County to Washington Dulles Intl., returning Tue, Dec 1, priced at $196 found 2 hours ago
Southwest Airlines
Sat, Aug 22 - Sat, Sep 5
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$219 Roundtrip, found 3 days ago
$219
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Aug 22 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Sat, Sep 5, priced at $219 found 3 days ago
Delta
Thu, Sep 10 - Sun, Sep 13
LGA
LaGuardia
DCA
Ronald Reagan Washington National
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Sep 10 from LaGuardia to Ronald Reagan Washington National, returning Sun, Sep 13, priced at $222 found 6 days ago
American Airlines
Sat, Aug 22 - Sat, Sep 5
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$225 Roundtrip, found 3 days ago
$225
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Aug 22 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Sat, Sep 5, priced at $225 found 3 days ago
JetBlue Airways
Tue, Sep 15 - Thu, Sep 17
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$251 Roundtrip, found 6 days ago
$251
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 15 from O'Hare Intl. to Ronald Reagan Washington National, returning Thu, Sep 17, priced at $251 found 6 days ago
American Airlines
Thu, Sep 10 - Sun, Sep 13
LGA
LaGuardia
IAD
Washington Dulles Intl.
$268 Roundtrip, found 6 days ago
$268
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Sep 10 from LaGuardia to Washington Dulles Intl., returning Sun, Sep 13, priced at $268 found 6 days ago
Delta
Mon, Sep 14 - Mon, Sep 21
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$303 Roundtrip, found 3 hours ago
$303
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Sep 14 from LaGuardia to Charlottesville-Albemarle, returning Mon, Sep 21, priced at $303 found 3 hours ago
United
Mon, Aug 10 - Sat, Aug 15
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$367 Roundtrip, found 14 hours ago
$367
Roundtrip
found 14 hours ago
Select United flight, departing Mon, Aug 10 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sat, Aug 15, priced at $367 found 14 hours ago
United
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$394 Roundtrip, found 3 hours ago
$394
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $394 found 3 hours ago
American Airlines
Tue, Aug 25 - Sat, Aug 29
RIC
Richmond Intl.
CHO
Charlottesville-Albemarle
$543 Roundtrip, found 1 day ago
$543
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 25 from Richmond Intl. to Charlottesville-Albemarle, returning Sat, Aug 29, priced at $543 found 1 day ago

Cheap Flights to Boston

Fall in love at first flight with your vacation to Boston by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Boston on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Boston, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Boston

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Boston with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the DCA airport.

What is the cheapest month to fly to Boston?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Boston are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Boston?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Boston.

What airport is best to fly into Boston?

When you’re planning your trip to Boston, convenience is the name of the game. Luckily, Boston Charlottesville-Albemarle Airport is nearby so you can deplane and get going on checking off everything on your Boston must-do list.

How much are flights to Boston?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Boston on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $172, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Boston?

The trick to saving a stack of cash on your flight to Boston? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $172 right now, why wait?

Boston Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$85

Last Minute Hotel Deals in Boston

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
Book a stay at this spa hotel in Luray. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the restaurant in our reviews. ...
Get rates
Mimslyn Inn Historic Hotels Of America
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,005 reviews)
"Clean room, bed was firm but cannot complain. Bathroom was clean and comfortable size. Loved the back porch on the cabin where we stayed. The lodge restaurant food was great and the staff/service was exceptional. Very friendly and helpful. Would definitely go back and recommend to others"

Reviewed on Aug 2, 2026

Get rates
Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.8/10 Good! (880 reviews)
"Big Meadows is a rustic lodge. I stayed in one of the older longhouses that had several units in it. The wood paneling, ceiling and tongue-in-groove floor were beautiful. The bathroom could use a bit of love with a new towel rack by the sink and updated fixtures in the shower. The staff was EXCELLENT ..."

Reviewed on Aug 4, 2026

Get rates
Big Meadows Lodge
Quality Inn Luray

Quality Inn Luray

2.5 out of 5
410 W Main St Luray VA
Book a stay at this business-friendly hotel in Luray. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (1,013 reviews)
"Floors were not cleaned. Shower curtain was stained. Fridge had water in it and stains. Microwave not clean. No creamer in lobby for coffee."

Reviewed on Aug 4, 2026

Get rates
Quality Inn Luray
Hillside

Hillside

2.5 out of 5
1460 US Highway 211 East Luray VA
Stay at this motel in Luray. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (1,005 reviews)
"Great proximity to Shenandoah"

Reviewed on Aug 3, 2026

Get rates
Hillside
Round Hill Inn

Round Hill Inn

2.5 out of 5
750 Round Hill Dr. Orange VA
Book a stay at this business-friendly hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (768 reviews)
"Beautiful view, nice breakfast"

Reviewed on Aug 4, 2026

Get rates
Round Hill Inn
Days Inn by Wyndham Luray Shenandoah

Days Inn by Wyndham Luray Shenandoah

2 out of 5
138 Whispering Hill Rd Luray VA
Stay at this hotel in Luray. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Luray ...
Get rates
Days Inn by Wyndham Luray Shenandoah
Graves Mountain Farm & Lodges

Graves Mountain Farm & Lodges

3.5 out of 5
Virginia 670 Syria VA
Book a stay at this family-friendly lodge in Syria. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shenandoah National Park and DuCard ...
Get rates
Graves Mountain Farm & Lodges
See all 685 properties in Boston
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.