Cheap flights To Chelsea (BOS) from $47

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Cheap Flights to Chelsea from $47 One Way, $70 Round Trip

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

Sun, Jan 10 - Sun, Jan 17
SFB
Orlando Sanford Intl.
PSM
Portsmouth Intl.
$70 Roundtrip, found 4 days ago
$70
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Sun, Jan 10 from Orlando Sanford Intl. to Portsmouth Intl., returning Sun, Jan 17, priced at $70 found 4 days ago
Sun, Jan 10 - Sun, Jan 17
SFB
Orlando Sanford Intl.
PSM
Portsmouth Intl.
$77 Roundtrip, found 4 days ago
$77
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Sun, Jan 10 from Orlando Sanford Intl. to Portsmouth Intl., returning Sun, Jan 17, priced at $77 found 4 days ago
Thu, Dec 3 - Thu, Dec 10
MCO
Orlando Intl.
BOS
Logan Intl.
$94 Roundtrip, found 1 hour ago
$94
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando Intl. to Logan Intl., returning Thu, Dec 10, priced at $94 found 1 hour ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
BOS
Logan Intl.
$104 Roundtrip, found 2 hours ago
$104
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando Intl. to Logan Intl., returning Sun, Dec 6, priced at $104 found 2 hours ago
Sat, Oct 31 - Sat, Nov 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 3 hours ago
$112
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 7, priced at $112 found 3 hours ago
Sat, Oct 31 - Sat, Nov 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$113 Roundtrip, found 3 hours ago
$113
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 7, priced at $113 found 3 hours ago
Sat, Oct 17 - Sat, Oct 24
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 22 hours ago
$117
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Sat, Oct 17 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 24, priced at $117 found 22 hours ago
Sat, Oct 17 - Sat, Oct 24
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Oct 17 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 24, priced at $118 just found
Thu, Jan 7 - Sun, Jan 10
SFB
Orlando Sanford Intl.
PSM
Portsmouth Intl.
$119 Roundtrip, found 6 days ago
$119
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Thu, Jan 7 from Orlando Sanford Intl. to Portsmouth Intl., returning Sun, Jan 10, priced at $119 found 6 days ago
Sun, Jan 10 - Sun, Jan 17
SFB
Orlando Sanford Intl.
PSM
Portsmouth Intl.
$120 Roundtrip, found 3 days ago
$120
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Sun, Jan 10 from Orlando Sanford Intl. to Portsmouth Intl., returning Sun, Jan 17, priced at $120 found 3 days ago

Chelsea Flight Information

Traveling To
Chelsea
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Allegiant Air, Breeze Airways, Frontier Airlines
Flight Price
$70
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Chelsea economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts
3.0-star property

The Cove at Yarmouth by Westgate Resorts

Oct 22 - Oct 26

4 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

United • Roundtrip • Coach
Price was $817, price is now $574 per person
$574
per person
found 4 hours ago
Pier 7 Condominiums
2.0-star property

Pier 7 Condominiums

Oct 18 - Oct 23

5 night stay

New York (JFK) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,013, price is now $696 per person
$696
per person
found 5 hours ago
The Cape Club Resort
2.0-star property

The Cape Club Resort

Oct 22 - Oct 26

4 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

United • Roundtrip • Coach
Price was $975, price is now $685 per person
$685
per person
found 4 hours ago
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See all available trips from Newark Liberty Intl. Airport to Chelsea
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Chelsea first class flight packages

Price found within the past 48 hours. Click for updated prices.
HomeAwhile
2.0-star property

HomeAwhile

9.4/10 Exceptional! (241 reviews)

Oct 15 - Oct 18

3 night stay

New York (JFK) to Boston (BOS)

Delta • Roundtrip • FirstClass
Price was $777, price is now $675 per person
$675
per person
found 11 hours ago

Hotel AKA Back Bay
4.5-star property

Hotel AKA Back Bay

9.4/10 Exceptional! (1,338 reviews)

Oct 15 - Oct 20

5 night stay

Los Angeles (LAX) to Boston (BOS)

Frontier Airlines • Non-stop • FirstClass

Boston (BOS) to Los Angeles (LAX)

United • Non-stop • FirstClass
Price was $5,114, price is now $4,050 per person
$4,050
per person
found 1 day ago

The Godfrey Hotel Boston
4.0-star property

The Godfrey Hotel Boston

9.6/10 Exceptional! (5,190 reviews)

Oct 14 - Oct 18

4 night stay

Minneapolis (MSP) to Boston (BOS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,447, price is now $2,019 per person
$2,019
per person
found 8 hours ago
Las camas son muyyyyy blandas y una de ella estaba inclinada hacia la cabeza

Reviewed on Sep 6, 2026

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See all available trips from New York to Chelsea
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Chelsea

Finding cheap flights to Chelsea is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Chelsea flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Chelsea through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Chelsea—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Chelsea flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Chelsea with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Chelsea?
With 20 airlines operating services to Logan Intl. Airport (BOS), the main entry point to Chelsea, you have plenty of choice. Find a fabulous deal among these popular international airlines that'll fly you to this city:

  • JetBlue - 175 flights to Chelsea per month
  • Delta - 158 flights to Chelsea per month
  • Air Canada - 151 flights to Chelsea per month

What is the best airport to fly to in Chelsea?
Logan Intl. Airport (BOS) is the city's main airport, so your only tough decision will be the window seat or the aisle seat. Central Chelsea is roughly 2 miles away and where many visitors choose to book a hotel.
How much is a flight to Chelsea?
Travelers from far and wide nabbed round-trip bargains ranging from $70 to $120 this week. Starting your journey from Orlando (SFB)? The most affordable one-way tickets started at just $47.
How to book the cheapest flight to Chelsea?
Landing cheap flights to Chelsea is as easy as booking your ticket with Orbitz. But if you want to make sure you're walking away with the best flight deals around, here are some tips to keep your wallet happy:

  • Consider departing from or arriving at nearby airports to save on your airfare. Enter your preferred departure and arrival points in the form fields, then choose the 'Nearby airports' function below. It will list your options, if any.
  • If your travel plans aren't carved in stone, click on the 'Show flexible dates' link to bring up the flight deals across different departure dates. Go with any suitable cheaper fare that pops up.
  • Select 'Show options' to refine your search results. You can choose your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Book your airfare as soon as you've sorted your travel dates. While you can get lucky on occasion, tickets rarely get more affordable as your departure date gets closer.
  • Combine your flights, hotels and car rental into a package deal and enjoy discounts. Save your money for things you're really excited about, like exploring every corner of Chelsea.
  • Flying during the busy season can mean pricey airfares. Try to travel outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

How long is a flight to Chelsea?
Flight times differ based on which airport you're taking off from. But to give you a sense of the average duration, take a peek at these popular routes to Chelsea:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 44 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 34 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Logan Intl. Airport (BOS) - 1 hour and 17 minutes

What is the best time to book a flight to Chelsea?
If you can, purchase your flights to Chelsea in January. This is the best month for low airfares, followed by February and August. With a little planning, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Chelsea?
Land a fantastic flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days to land cheap seats to Chelsea.
What is the cheapest day of the week to fly to Chelsea?
Think about going early in the week to get cheap flights to Chelsea. Orbitz data from 2020 shows Monday is typically the cheapest day to hop on a plane, followed by Tuesday. Saturday was found to have the highest ticket prices. Presumably, this is because many travelers prefer to begin their vacation at the end of the week.
What is the cheapest month to fly to Chelsea?
We won't keep you guessing — based on Orbitz data, August is generally the most inexpensive month to fly. Ideal for those who want a weekend getaway or just an escape from it all before the weather changes. The most expensive time to fly is the height of summer, with fares peaking in June.
Which airlines allow free cancellation?
We understand that plans can change and flexibility is more important than ever. That's why you can search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll show you fares more flexible than a lollipop left in the sun!
What do I need for the flight to Chelsea?
The key to a hassle-free flight is being well prepared. Listed below are some tips to help you get ready for your adventure:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some type of government-issued photo identification. If you're flying internationally, make sure your passport is valid and you've checked visa requirements.
  • Make time fly by even faster on your short hop by packing the right things. Think snacks, a water bottle and entertainment. If you'd like your trip to Chelsea to pass quietly, throw some noise-canceling headphones or earplugs in your carry-on bag as well.
  • Even if you're traveling when it's 100 degrees outside, bring a sweater or hoodie on board with you. Cabins are notorious for getting downright cold.

How many direct flights are there to Chelsea?
Your next thrilling adventure is just one easy plane trip away, with 1,287 direct flights to Chelsea every month. Search for your ideal flight with Orbitz and pick up a rewarding deal with JetBlue Airways, Delta Air Lines or American Airlines. Other popular carriers that offer nonstop services include Cape Air, United Airlines and Southwest Airlines.
How do I get cheap first-class/business deals to Chelsea?
If you think a first or business-class fare is out of your reach, think again. Here are some top tips to help you land a premium flight to Chelsea for less:

  • Flexibility is important. By being open to a range of travel dates, you'll have better odds of landing a deal on first or business-class airfares.
  • Low-cost airlines offer business-class seats at a fraction of the usual cost. Give the full-service carriers a miss and look into these cheaper options.
  • Make the most of your airline's loyalty program and upgrade your seat. You can also bid for an upgrade in an online auction if available.

How to get into Chelsea from the airport?
Coast into central Chelsea with a Logan Intl. Airport (BOS) car rental. Enterprise and Advantage Rent-A-Car are two reputable agencies at Logan Intl. Airport (BOS). Toss your luggage in the trunk, head 2 miles to the north and you'll be in the downtown area in next to no time. Plenty of travelers also take advantage of public transportation or taxis to travel into town. From there, you can still rent a ride to see more of the region with one of our Chelsea car rentals.
What is the best time to go to Chelsea?
Tourists come from near and far to go to Chelsea in March, April and July. So if you'd love to experience this wonderful destination in the peak season, this is the time to go. Like many places in the Northern Hemisphere, summer commences June 20 in Chelsea, with average daily temperatures fluctuating between 65 ºF and 80 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.