Search Cheap Flights to
Chelsea

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chelsea Flights as Low as $107

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

Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 14 hours ago
$107
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 14 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 14 hours ago
$112
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $112 found 14 hours ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 14 hours ago
$117
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $117 found 14 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 14 hours ago
$122
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $122 found 14 hours ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $127 found 4 days ago
Spirit Airlines
Mon, Sep 15 - Sat, Sep 20
MCO
Orlando Intl.
BOS
Logan Intl.
$130 Roundtrip, found 6 hours ago
$130
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Mon, Sep 15 from Orlando Intl. to Logan Intl., returning Sat, Sep 20, priced at $130 found 6 hours ago
Spirit Airlines
Wed, Jul 30 - Thu, Jul 31
MCO
Orlando Intl.
BOS
Logan Intl.
$132 Roundtrip, found 8 hours ago
$132
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Wed, Jul 30 from Orlando Intl. to Logan Intl., returning Thu, Jul 31, priced at $132 found 8 hours ago
Spirit Airlines
Sun, Sep 14 - Thu, Sep 18
MCO
Orlando Intl.
BOS
Logan Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Sep 14 from Orlando Intl. to Logan Intl., returning Thu, Sep 18, priced at $140 found 1 day ago
Spirit Airlines
Thu, Jul 17 - Fri, Jul 18
MCO
Orlando Intl.
BOS
Logan Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Jul 17 from Orlando Intl. to Logan Intl., returning Fri, Jul 18, priced at $143 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 3
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$143 Roundtrip, found 9 hours ago
$143
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 3, priced at $143 found 9 hours ago
Spirit Airlines
Fri, Aug 1 - Sat, Aug 2
MCO
Orlando Intl.
BOS
Logan Intl.
$150 Roundtrip, found 11 hours ago
$150
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Fri, Aug 1 from Orlando Intl. to Logan Intl., returning Sat, Aug 2, priced at $150 found 11 hours ago
JetBlue Airways
Tue, Aug 12 - Tue, Aug 12
MCO
Orlando Intl.
BOS
Logan Intl.
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 12 from Orlando Intl. to Logan Intl., returning Tue, Aug 12, priced at $180 found 2 days ago
Frontier Airlines
Fri, Jul 18 - Sat, Jul 19
MCO
Orlando Intl.
BOS
Logan Intl.
$185 Roundtrip, found 14 hours ago
$185
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, Jul 18 from Orlando Intl. to Logan Intl., returning Sat, Jul 19, priced at $185 found 14 hours ago
United
Mon, Sep 15 - Sat, Sep 20
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select United flight, departing Mon, Sep 15 from Orlando Intl. to Logan Intl., returning Sat, Sep 20, priced at $197 found 6 hours ago
American Airlines
Fri, Jul 4 - Fri, Jul 4
MCO
Orlando Intl.
BOS
Logan Intl.
$202 Roundtrip, found 6 hours ago
$202
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Jul 4 from Orlando Intl. to Logan Intl., returning Fri, Jul 4, priced at $202 found 6 hours ago
Delta
Mon, Sep 15 - Sat, Sep 20
MCO
Orlando Intl.
BOS
Logan Intl.
$208 Roundtrip, found 6 hours ago
$208
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Sep 15 from Orlando Intl. to Logan Intl., returning Sat, Sep 20, priced at $208 found 6 hours ago

Cheap Flights to Chelsea

Fall in love at first flight with your vacation to Chelsea 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 Chelsea on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Chelsea

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chelsea 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 BOS airport.

What is the cheapest month to fly to Chelsea?

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 Chelsea are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chelsea?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chelsea.

What airport is best to fly into Chelsea?

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

How much are flights to Chelsea?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chelsea on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $107, 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 Chelsea?

The trick to saving a stack of cash on your flight to Chelsea? 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 $107 right now, why wait?

Chelsea Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$106

Last Minute Hotel Deals in Chelsea

Hampton Inn Boston Logan Airport Chelsea
Hampton Inn Boston Logan Airport Chelsea
2.5 out of 5
200 2nd Street, Chelsea, MA
Book a stay at this business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,959 reviews)
"Needed a hotel near the airport for the first night in Boston because we were arriving late at night. Complementary airport pick up was so nice. Check in staff was very nice and friendly and complementary water was a nice touch. He said one more free bottle of water per guest upon check out was available, ..."

Reviewed on Jun 14, 2025

Get rates
Hampton Inn Boston Logan Airport Chelsea
Holiday Inn Boston Logan Airport - Chelsea by IHG
Holiday Inn Boston Logan Airport - Chelsea by IHG
3 out of 5
1012 BROADWAY STREET, Chelsea, MA
Stay at this 3-star business-friendly hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,004 reviews)
"Loved this hotel! Clean, contemporary decor, excellent service. Minutes from Boston and North Freedom Trail. Also, the best thing…the showers had good water pressure, so you can really enjoy."

Reviewed on Jun 11, 2025

Get rates
Holiday Inn Boston Logan Airport - Chelsea by IHG
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,537 reviews)
"Very inviting— loved the touch of strawberry and cucumber water in lobby."

Reviewed on Jun 14, 2025

Get rates
Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,113 reviews)
"Great location, close to hub of Boston"

Reviewed on Jun 11, 2025

Get rates
Hilton Boston Back Bay
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,688 reviews)
"Hotel was nice and clean, daily refresh of the room. Room a little tired looking with peeling wallpaper but good amentities including air con and in room fridge. Shower wasnt overly powerful."

Reviewed on Jun 11, 2025

Get rates
Copley Square Hotel, a FOUND Hotel
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our ...
9/10 Wonderful! (5,230 reviews)
"Good location near Quincy Market but parking is 3 blocks away."

Reviewed on Jun 14, 2025

Get rates
Harborside Inn Of Boston
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (2,041 reviews)
"The staff were very helpful and pleasant. They had a small variety of snacks to buy, maybe add things for head ache or antacids"

Reviewed on Jun 13, 2025

Get rates
The Revolution Hotel
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (4,046 reviews)
"Super friendly and attentive staff. Nice little "extras" each day like snacks, wine tastings, etc. Very happy with our stay!"

Reviewed on Jun 11, 2025

Get rates
The Godfrey Hotel Boston
See all 3,676 properties in Chelsea
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.

Top Hotels With Free Airport Shuttle

Doubletree By Hilton Boston Logan Airport Chelsea
Doubletree By Hilton Boston Logan Airport Chelsea
4 out of 5
201 Everett Ave, Chelsea, MA
Stay at this 4-star hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,466 reviews)
"Easy to get here after dropping off my rental car. The bus to Amtrak was just across the street. Location was great."

Reviewed on Jun 12, 2025

Get rates
Doubletree By Hilton Boston Logan Airport Chelsea
Homewood Suites by Hilton Boston Logan Airport Chelsea
Homewood Suites by Hilton Boston Logan Airport Chelsea
3 out of 5
145 Beech St, Chelsea, MA
Stay at this 3-star business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in ...
8.4/10 Very Good! (1,002 reviews)
"was disappointed there is no airport transfer to or from the hotel. Room size good, clean and well appointed"

Reviewed on Jun 11, 2025

Get rates
Homewood Suites by Hilton Boston Logan Airport Chelsea
Residence Inn Boston Logan Airport/Chelsea
Residence Inn Boston Logan Airport/Chelsea
3.5 out of 5
200 Maple St, Chelsea, MA
Stay at this 3.5-star business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,003 reviews)
"Good place, great atmosphere and amazing service"

Reviewed on Jun 11, 2025

Get rates
Residence Inn Boston Logan Airport/Chelsea
TownePlace Suites Boston Logan Airport/Chelsea
TownePlace Suites Boston Logan Airport/Chelsea
3 out of 5
30 Eastern Avenue, Chelsea, MA
Stay at this 3-star business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
"Will be back"

Reviewed on Jun 10, 2025

Get rates
TownePlace Suites Boston Logan Airport/Chelsea
See all 3,676 properties in Chelsea
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.