Cheap Flights To Boston (BOS)

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Cheap Flights to Boston from $41 One Way, $82 Round Trip

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

Sat, Sep 13 - Sat, Sep 20
CHS
Charleston Intl.
PVD
T.F. Green
$82 Roundtrip, found 3 hours ago
$82
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Sep 13 from Charleston Intl. to T.F. Green, returning Sat, Sep 20, priced at $82 found 3 hours ago
Fri, Sep 5 - Mon, Sep 8
CHS
Charleston Intl.
MHT
Manchester-Boston Regional
$82 Roundtrip, found 1 hour ago
$82
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Sep 5 from Charleston Intl. to Manchester-Boston Regional, returning Mon, Sep 8, priced at $82 found 1 hour ago
Wed, Sep 10 - Sat, Sep 13
CHS
Charleston Intl.
PVD
T.F. Green
$82 Roundtrip, just found
$82
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Sep 10 from Charleston Intl. to T.F. Green, returning Sat, Sep 13, priced at $82 just found
Sat, Sep 6 - Tue, Sep 9
MCO
Orlando Intl.
BOS
Logan Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Logan Intl., returning Tue, Sep 9, priced at $87 just found
Wed, Sep 10 - Wed, Sep 17
CHS
Charleston Intl.
PVD
T.F. Green
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 10 from Charleston Intl. to T.F. Green, returning Wed, Sep 17, priced at $87 found 2 days ago
Wed, Sep 3 - Sat, Sep 6
MCO
Orlando Intl.
BOS
Logan Intl.
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Logan Intl., returning Sat, Sep 6, priced at $92 just found
Sat, Aug 30 - Fri, Sep 5
CHS
Charleston Intl.
PVD
T.F. Green
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Aug 30 from Charleston Intl. to T.F. Green, returning Fri, Sep 5, priced at $92 just found
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 6 hours ago
Sat, Oct 11 - Sat, Oct 18
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Oct 11 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 18, priced at $102 found 3 hours ago
Thu, Sep 4 - Sun, Sep 7
MCO
Orlando Intl.
PVD
T.F. Green
$112 Roundtrip, just found
$112
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to T.F. Green, returning Sun, Sep 7, priced at $112 just found

Boston BOS Flight Information

Traveling To
Boston
Destination Airport IATA Code
BOS
Number of Airlines Serving
10
Airlines
Breeze Airways, Spirit Airlines, JetBlue Airways
Flight Price
$82
Earliest Departing Flight
AA 4642 8:19AM EDT
Latest Departing Flight
AF 2710 Aug 12 7:12PM EDT

Book Your Flight & Hotel Together & Save

Boston economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sea Mist Resort
3.0-star property

Sea Mist Resort

Sep 5 - Sep 8

3 night stay

Los Angeles (LAX) to Boston (BOS)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Raffles Boston
5.0-star property

Raffles Boston

Sep 26 - Sep 30

4 night stay

Detroit (DTW) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
By the Sea Guests Bed & Breakfast & Suites
3.5-star property

By the Sea Guests Bed & Breakfast & Suites

Sep 9 - Sep 16

7 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Boston premium economy flight packages

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

YOTEL Boston

8.6/10 Excellent! (2,135 reviews)

Sep 24 - Sep 30

6 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
The room was clean, had everything we needed and the location was amazing. Excellent food options and so much to walk around and see.

Reviewed on Jul 13, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.6/10 Exceptional! (132 reviews)

Sep 24 - Sep 30

6 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
Excellent services.

Reviewed on Dec 29, 2024

citizenM Boston North Station
4.0-star property

citizenM Boston North Station

9.2/10 Wonderful! (3,586 reviews)

Sep 24 - Sep 30

6 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
Awesome location, great views from room. Economical

Reviewed on Jul 6, 2025

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Boston first class flight packages

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Boston Somerville
3.0-star property

Cambria Hotel Boston Somerville

9.6/10 Exceptional! (950 reviews)

Sep 10 - Sep 17

7 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 21 hours ago
Fantastic location, clean and tastefully done hotel. And the restaurant below it is very good.

Reviewed on Jun 25, 2025

The Charles Hotel
4.0-star property

The Charles Hotel

9.2/10 Wonderful! (1,003 reviews)

Sep 10 - Sep 17

7 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 21 hours ago
Great Cambridge hotel. Close to T stop and great location in Harvard Square. Lobby is a great place to read or get some work done. Rooms very comfortable.

Reviewed on Mar 31, 2025

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,001 reviews)

Sep 5 - Sep 7

2 night stay

Detroit (DTW) to Boston (BOS)

United • Non-stop roundtrip • FirstClass
per person
found 22 hours ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

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See all available trips from Chicago to Boston
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Boston

Finding cheap flights to Boston is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Boston 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 Boston 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 Boston—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Boston 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 Boston 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 Boston?
With 20 airlines offering services to Logan Intl. Airport (BOS), the main entry point to Boston, the choice is yours. Find an excellent deal among these renowned international airlines that'll fly you to this city:

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

What is the best airport to fly to in Boston?
Logan Intl. Airport (BOS) is the city's only airport, so the only thing you'll need to mull over will be the window seat or the aisle seat. Central Boston is roughly 2 miles away and where many travelers choose to stay.
How much is a flight to Boston?
Round-trip fares dropped as low as $82 this past week to Boston, and climbed to a high of $112. A few lucky travelers journeying out of Charleston (CHS) managed to pick up one-way tickets starting from just $41.
How to book the cheapest flight to Boston?
With Orbitz, you'll uncover some of the most amazing flight deals around from a huge range of airlines. But if you'd love to improve your chances of picking up cheap flights to Boston, here are a few pointers to follow:

  • Consider departing from or arriving at other airports to increase your savings. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will list the available options.
  • Similarly, click on the 'Show flexible dates' option and you'll see the fares on days around your selected departure. You may be able to pick up cheaper flight deals if your travel dates are flexible.
  • Hit 'Show options' to filter your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Once you know your travel dates, get booking. Fares generally get more expensive as the departure date nears.
  • Bundle your hotels, flights and car rental into a cost-effective package deal. Save your hard-earned dollars for things that really excite you, like exploring Boston.
  • Whenever possible, don't travel in the most popular seasons. Airfares are often at their highest during school breaks, summer and other vacation periods like Easter and Thanksgiving.

How long is a flight to Boston?
Flight times differ based on which airport you're taking off from. But to give you a clearer picture of the average duration, size up these top routes to Boston:

  • 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 Boston?
Purchase your flights to Boston in January. This is the ideal time of the year for bargain fares, closely followed by February and August. Snap up cheap flights and let your dream vacation come true with Orbitz.
What day of the week is the cheapest to book a flight to Boston?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to purchase tickets to Boston. The getaway of your dreams starts with an unbeatable flight deal!
What is the cheapest day of the week to fly to Boston?
You can pick up cheap flights to Boston by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly ticket prices. Whether you prefer to save cash or start your trip on any day that's convenient, you'll always get a rewarding deal with Orbitz.
What is the cheapest month to fly to Boston?
To score cheap flights to Boston, you should fly out in August. If getting a good deal on your ticket is your main priority, Orbitz data has found that this is generally the best month to travel. June is when fares are at their highest.
Which airlines allow free cancellation?
Things change, and we believe your flight should be able to as well. That's why Orbitz makes it easy to search for fares with no change fees and free cancellation. Just enter your travel details and then choose "Filter by flexible change policies." Now that's peace of mind!
What do I need for the flight to Boston?
Flying can be a joy if you're well prepared! Make your trip a smooth one with the following useful tips:

  • Before you take your seat on the plane, you'll need to show proof of identification, such as a passport. You'll also need your ticket. If you're traveling with kids, check with your airline about which documents they may need.
  • Make time fly by even quicker on your short hop by packing the right things. Think a water bottle, snacks and entertainment. If you want your trip to Boston to go nice and peacefully, throw some noise-canceling headphones in your carry-on bag as well.
  • Even if you're flying when it's sweltering outside, bring a hoodie or sweater on board with you. Airplane cabins can get downright chilly.

How many direct flights are there to Boston?
With 1,287 direct flights each month, you'll be heading straight into Boston and beginning your big adventure before you know it. Some of the airlines that fly nonstop to Boston include JetBlue Airways, Delta Air Lines and American Airlines. Cape Air, United Airlines and Southwest Airlines are some other well-known options.
How do I get cheap first-class/business deals to Boston?
If you think a first or business-class ticket is out of your reach, think again. Here are some tips to help you book a premium flight to Boston for less:

  • Be flexible with your travel dates and wait for huge sales on first or business-class airfares.
  • Look for a budget airline that has business-class seats. They usually come with extra space and a glass of bubbly — and a more affordable price.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare with points earned through loyalty programs.

How to get into Boston from the airport?
Step off the tarmac at Logan Intl. Airport (BOS) and then collect the keys from one of the Logan Intl. Airport (BOS) car rental outlets on-site, Enterprise or Advantage Rent-A-Car. With a sweet set of wheels, finding your way to downtown Boston from BOS will be a snap. Set up your GPS and cruise 2 miles to the west. You could also use public transportation or take a taxi into town and rent a set of wheels directly from the city center. Take a look at the deals available on our Boston car rentals.
What is the best time to go to Boston?
You'll have plenty of fun no matter what time of year you choose to go to Boston, but March, July and August are the liveliest months. Want to pack your schedule with plenty of warm-weather activities? Book your vacation close to June 20. This is when the summer season kicks off in the Northern Hemisphere. Expect the mercury to hover between 65 ºF and 80 ºF during this time.
Travel tips for Boston

  • Start off in the downtown area and enjoy a self-guided walking tour of a few of the city's big-name attractions. Fenway Park and TD Garden are a couple of great places to start.
  • You'll also want to check out the sights within an easy commute of Boston's center. Head toward Harvard Square and Harvard University and experience a different side of this vibrant destination.
  • When you want to explore other parts of Massachusetts, organize a car rental and drive in the direction of Springfield. Worcester is another popular city with no shortage of things to do and see.

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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.