Cheap flights To Chelsea (BOS) from $29

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Cheap Flights to Chelsea from $29 One Way, $58 Round Trip

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

Thu, Feb 12 - Thu, Feb 19
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$58 Roundtrip, found 20 hours ago
$58
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Raleigh - Durham Intl. to Logan Intl., returning Thu, Feb 19, priced at $58 found 20 hours ago
Thu, Jan 8 - Sun, Jan 11
MCO
Orlando Intl.
BOS
Logan Intl.
$59 Roundtrip, found 1 hour ago
$59
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Orlando Intl. to Logan Intl., returning Sun, Jan 11, priced at $59 found 1 hour ago
Thu, Jan 8 - Sat, Jan 10
MCO
Orlando Intl.
BOS
Logan Intl.
$59 Roundtrip, found 1 day ago
$59
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Orlando Intl. to Logan Intl., returning Sat, Jan 10, priced at $59 found 1 day ago
Fri, Jan 16 - Sun, Jan 18
MCO
Orlando Intl.
BOS
Logan Intl.
$65 Roundtrip, found 4 hours ago
$65
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Fri, Jan 16 from Orlando Intl. to Logan Intl., returning Sun, Jan 18, priced at $65 found 4 hours ago
Thu, Jan 15 - Thu, Jan 15
MCO
Orlando Intl.
BOS
Logan Intl.
$66 Roundtrip, found 3 days ago
$66
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Jan 15 from Orlando Intl. to Logan Intl., returning Thu, Jan 15, priced at $66 found 3 days ago
Sat, Jan 17 - Sun, Jan 18
MCO
Orlando Intl.
BOS
Logan Intl.
$70 Roundtrip, found 20 hours ago
$70
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Jan 17 from Orlando Intl. to Logan Intl., returning Sun, Jan 18, priced at $70 found 20 hours ago
Tue, Jan 27 - Tue, Feb 3
MCO
Orlando Intl.
BOS
Logan Intl.
$70 Roundtrip, just found
$70
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jan 27 from Orlando Intl. to Logan Intl., returning Tue, Feb 3, priced at $70 just found
Tue, Jan 27 - Tue, Feb 3
MCO
Orlando Intl.
BOS
Logan Intl.
$71 Roundtrip, just found
$71
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jan 27 from Orlando Intl. to Logan Intl., returning Tue, Feb 3, priced at $71 just found
Thu, Feb 12 - Mon, Feb 23
MCO
Orlando Intl.
BOS
Logan Intl.
$74 Roundtrip, found 6 days ago
$74
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando Intl. to Logan Intl., returning Mon, Feb 23, priced at $74 found 6 days ago
Sun, Jan 18 - Sun, Jan 25
MCO
Orlando Intl.
BOS
Logan Intl.
$75 Roundtrip, just found
$75
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Jan 18 from Orlando Intl. to Logan Intl., returning Sun, Jan 25, priced at $75 just found

Chelsea Flight Information

Traveling To
Chelsea
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Breeze Airways
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

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Chelsea economy flight packages

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

The Boston Hotel

Jan 31 - Feb 7

7 night stay

Miami (MIA) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $729, price is now $440 per person
$440
per person
found 11 hours ago
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Jan 31 - Feb 7

7 night stay

Miami (MIA) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Price was $1,747, price is now $464 per person
$464
per person
found 11 hours ago
The Newbury Boston
5.0-star property

The Newbury Boston

Jan 18 - Jan 26

8 night stay

Miami (MIA) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,212, price is now $1,324 per person
$1,324
per person
found 10 hours ago
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Chelsea premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Dagny Boston
4.0-star property

The Dagny Boston

9.4/10 Exceptional! (6,707 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $724, price is now $617 per person
$617
per person
found 1 day ago
Design and location are top tier. Bedding was indulgent and staff were helpful and welcoming

Reviewed on Sep 8, 2025

The Bostonian Boston
4.0-star property

The Bostonian Boston

8.2/10 Very Good! (1,939 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $742, price is now $632 per person
$632
per person
found 1 day ago
Nice hotel, great location, friendly staff. The only thing - I expected a complimentary shuttle to airport (was mentioned on Orbitz) - no. Noon checkout time is good.

Reviewed on Oct 19, 2025

Battery Wharf Hotel, Boston Waterfront
4.5-star property

Battery Wharf Hotel, Boston Waterfront

8.8/10 Excellent! (1,743 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $740, price is now $631 per person
$631
per person
found 1 day ago
Very private but convenient

Reviewed on Sep 9, 2025

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Chelsea

Save money on your flights to Chelsea as well as on hotel and car packages.

 

Free Fees

Snap up cheap Chelsea flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Chelsea.

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Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Chelsea flights air ticket. Save more on air travel every day in every way at Orbitz.

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 $58 to $75 this week. Starting your journey from Raleigh (RDU)? The most affordable one-way tickets started at just $29.
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.