
Cheap Flights to Massachusetts from $53 (2026/2027)
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Boston
Flights
How Much Does it Cost To Fly To Massachusetts?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
MCO
Orlando Intl.
BDL
Bradley Intl.
$125 Roundtrip, found 2 days ago
$125
Roundtrip
found 2 days ago
MCO
Orlando Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 22 hours ago
$134
Roundtrip
found 22 hours ago
MCO
Orlando Intl.
BOS
Logan Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
BOS
Logan Intl.
$144 Roundtrip, just found
$144
Roundtrip
just found
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$157 Roundtrip, found 7 hours ago
$157
Roundtrip
found 7 hours ago
MCO
Orlando Intl.
PVD
T.F. Green
$170 Roundtrip, found 18 hours ago
$170
Roundtrip
found 18 hours ago
LGA
LaGuardia
BOS
Logan Intl.
$181 Roundtrip, found 1 hour ago
$181
Roundtrip
found 1 hour ago
MCO
Orlando Intl.
ALB
Albany Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
MCO
Orlando Intl.
ALB
Albany Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
HYA
Barnstable Municipal
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PDX | Boston | September 19 to September 21 | $214 |
| PDX | Nantucket | July 4 to July 11 | $280 |
| PDX | Latham | September 10 to September 22 | $287 |
| PDX | Windsor Locks | August 14 to August 17 | $348 |
| LAX | Londonderry | July 21 to July 25 | $373 |
| PDX | Londonderry | July 21 to July 31 | $441 |
| PDX | Hyannis | July 3 to July 11 | $524 |
| PDX | Massachusetts | June 25 to June 29 | $593 |
| HKG | Boston | September 15 to October 6 | $1,039 |
| PEK | Boston | September 15 to December 4 | $1,142 |
| HKG | Windsor Locks | July 7 to July 14 | $1,443 |
| PEK | Windsor Locks | July 5 to July 12 | $1,445 |
| PVG | Latham | July 20 to September 8 | $1,541 |
| SZX | Boston | June 26 to June 30 | $1,557 |
| PVG | Windsor Locks | July 11 to July 18 | $1,559 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Boston | June 14 to June 24 | $480 |
| LAX | Windsor Locks | June 13 to June 22 | $562 |
| PDX | Windsor Locks | June 14 to June 21 | $587 |
| LAX | Warwick | June 14 to June 19 | $659 |
| PDX | Boston | June 14 to June 17 | $732 |
| PDX | Londonderry | June 13 to June 17 | $813 |
| HKG | Boston | June 14 to June 18 | $1,235 |
| PDX | Nantucket | June 14 to June 16 | $1,307 |
| PEK | Boston | June 14 to June 23 | $1,923 |
Best Massachusetts Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.


2.0-star property
Meco Hotel - Hostel
Jul 17 - Jul 23
6 night stay
Charlotte (CLT) to Boston (BOS)
Southwest Airlines • Non-stop • Coach
Boston (BOS) to Charlotte (CLT)
Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,600, price is now $1,445 per person
$1,445
per person
found 1 day ago

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See all available trips from Charlotte to Massachusetts
View all tripsTravelers ❤️ These Massachusetts 🏨

Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
9.2/10 Wonderful! (4,713 reviews)
"Room was TINY — not really a room for two people."
Reviewed on Jun 11, 2026

The Revolution Hotel
40 Berkeley Street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
9/10 Wonderful! (2,674 reviews)
"Location"
Reviewed on Jun 10, 2026

Seaport Hotel Boston
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
9.6/10 Exceptional! (4,447 reviews)
"Great location, good price, clean and comfortable rooms."
Reviewed on Jun 11, 2026
Save an average of 15% on thousands of hotels when you're signed in

The Langham, Boston
250 Franklin St Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
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.
More Ways To Wander Massachusetts
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