Cheap flights To Lexington (BOS) from $54

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Lexington from $54 One Way, $107 Round Trip

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

Sat, Nov 1 - Mon, Nov 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$107 Roundtrip, found 6 hours ago
$107
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Nov 1 from O'Hare Intl. to Logan Intl., returning Mon, Nov 3, priced at $107 found 6 hours ago
Sat, Nov 1 - Mon, Nov 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$107 Roundtrip, found 6 hours ago
$107
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 1 from O'Hare Intl. to Logan Intl., returning Mon, Nov 3, priced at $107 found 6 hours ago
Fri, Oct 31 - Tue, Nov 4
ORD
O'Hare Intl.
BOS
Logan Intl.
$107 Roundtrip, found 10 hours ago
$107
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Fri, Oct 31 from O'Hare Intl. to Logan Intl., returning Tue, Nov 4, priced at $107 found 10 hours ago
Sat, Nov 1 - Tue, Nov 4
ORD
O'Hare Intl.
BOS
Logan Intl.
$107 Roundtrip, found 4 hours ago
$107
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Nov 1 from O'Hare Intl. to Logan Intl., returning Tue, Nov 4, priced at $107 found 4 hours ago
Sat, Nov 1 - Mon, Nov 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$109 Roundtrip, found 6 hours ago
$109
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Nov 1 from O'Hare Intl. to Logan Intl., returning Mon, Nov 3, priced at $109 found 6 hours ago
Sat, Nov 1 - Mon, Nov 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$114 Roundtrip, found 6 hours ago
$114
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Nov 1 from O'Hare Intl. to Logan Intl., returning Mon, Nov 3, priced at $114 found 6 hours ago
Wed, Sep 10 - Tue, Sep 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Logan Intl., returning Tue, Sep 16, priced at $114 found 1 day ago
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $117 found 2 days ago
Sat, Nov 1 - Mon, Nov 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$117 Roundtrip, found 6 hours ago
$117
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 1 from O'Hare Intl. to Logan Intl., returning Mon, Nov 3, priced at $117 found 6 hours ago
Sat, Nov 1 - Tue, Nov 4
ORD
O'Hare Intl.
BOS
Logan Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Nov 1 from O'Hare Intl. to Logan Intl., returning Tue, Nov 4, priced at $117 found 4 hours ago

Lexington Flight Information

Traveling To
Lexington
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
JetBlue Airways, American Airlines, United, Spirit Airlines, Delta
Flight Price
$107
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Lexington economy flight packages

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

citizenM Boston North Station

Sep 22 - Sep 26

4 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $947, price is now $660 per person
$660
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Sep 22 - Sep 26

4 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,886, price is now $1,985 per person
$1,985
per person
found 1 day ago
Raffles Boston
5.0-star property

Raffles Boston

Oct 11 - Oct 14

3 night stay

Atlanta (ATL) to Boston (BOS)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,005, price is now $1,382 per person
$1,382
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Lexington
View all trips

Lexington first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,005 reviews)

Oct 16 - Oct 19

3 night stay

Los Angeles (LAX) to Boston (BOS)

United • Non-stop • FirstClass

Boston (BOS) to Los Angeles (LAX)

American Airlines • Non-stop • FirstClass
Price was $2,993, price is now $2,614 per person
$2,614
per person
found 9 hours ago
Was hoping for more.

Reviewed on Jul 31, 2025

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,014 reviews)

Oct 16 - Oct 19

3 night stay

Los Angeles (LAX) to Boston (BOS)

United • Non-stop • FirstClass

Boston (BOS) to Los Angeles (LAX)

American Airlines • Non-stop • FirstClass
Price was $3,620, price is now $2,971 per person
$2,971
per person
found 9 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

Battery Wharf Hotel, Boston Waterfront
4.5-star property

Battery Wharf Hotel, Boston Waterfront

8.6/10 Excellent! (1,623 reviews)

Oct 16 - Oct 19

3 night stay

Los Angeles (LAX) to Boston (BOS)

United • Non-stop • FirstClass

Boston (BOS) to Los Angeles (LAX)

American Airlines • Non-stop • FirstClass
Price was $3,012, price is now $2,709 per person
$2,709
per person
found 9 hours ago
Wonderful place to stay!

Reviewed on Jul 28, 2025

Don't see what you're looking for?
See all available trips from Los Angeles to Lexington
View all trips

Lexington

Orbitz uses cutting edge mobile technology to help get you the best deals on Lexington flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Lexington Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Lexington, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Lexington can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Lexington. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Lexington to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Lexington?
With 20 airlines to decide from, finding a suitable flight that matches your travel plans and budget should be a piece of cake. Logan Intl. Airport (BOS) is a major entry point to Lexington and where you'll likely be flying into. These leading international airlines are ready to take you there:

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

What is the best airport to fly to in Lexington?
Logan Intl. Airport (BOS) is the city's major airport, so your trickiest decision will be the window seat or the aisle seat. Central Lexington is roughly 12 miles away and where many travelers base themselves.
How much is a flight to Lexington?
Plenty of huge deals were there for the taking this week, with return flights to Lexington fluctuating from $107 to $117. But it was passengers departing from Chicago (ORD) who nabbed the biggest bargains. One-way tickets to Lexington started at just $54.
How to book the cheapest flight to Lexington?
With Orbitz, you'll uncover some of the most impressive flight deals around from a huge range of airlines. But if you want to increase your likelihood of booking cheap flights to Lexington, here are some tips to get started:

  • Consider departing from or arriving at alternative airports to save money. Enter your preferred departure and arrival airports in the form fields, then select the 'Nearby airports' function below. It will show you any available options.
  • Similarly, click on the 'Show flexible dates' link to view the airfares on days around your selected departure. It's possible to find cheaper flight deals if your dates are flexible.
  • To fine tune your results, hit 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • The early bird gets the most rewarding savings, so book as soon as you know your travel dates. The most affordable airfares sell out first and prices normally rise as the departure date nears.
  • Make big savings on your adventure by bundling your hotel, flights and car rentals into a package. Your credit card will thank you for it.
  • Flying during the busy season means costly airfares. Try to plan your vacation outside of popular dates, such as Christmas, New Year's Eve and Easter.

How long is a flight to Lexington?
Your city of origin, which airport you leave from and if you travel nonstop — the flight duration depends on lots of things. But we've listed the average times for some of the most well-known routes to Lexington:

  • 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 Lexington?
Generally speaking, January is the best time to book your airfare. This is followed by February and August. Keep this in mind while you search for a cheap flight to Lexington.
What day of the week is the cheapest to book a flight to Lexington?
If you're after inexpensive fares to Lexington, the best days of the week to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Lexington?
According to Orbitz data from 2020, Monday is normally the best day to nab cheap flights to Lexington. Tuesday also offers budget-friendly airfares, while Saturday has the highest ticket rates. Although leaving at the weekend can be more suitable, you'll have more money to play with if you fly out early in the week.
What is the cheapest month to fly to Lexington?
We won't keep you guessing — according to Orbitz data, August is generally the most affordable month to fly. Perfect for those who want to sneak in a weekend getaway or just an escape from it all before the weather turns. Be aware that the most expensive time to fly is in the middle of summer, with airfares peaking in June.
Which airlines allow free cancellation?
If you think your travel plans could change, Orbitz can help you find a flexible fare. All you have to do is choose "Filter by flexible change policies" when searching for your perfect flight. We'll show you airlines that offer free cancellation and no change fees — in addition to our awesome low prices.
What do I need for the flight to Lexington?
Nothing's more fun than jetting somewhere new, but it pays to be prepared. These practical tips will help get your journey off to a flying start:

  • Your travel documents are the most important things you'll need to take with you on your flight. To avoid any hassles during check-in, make sure that the personal information on your ticket is correct and matches your government-issued photo ID.
  • Make time fly by even faster on your short hop by packing the right things. Think a water bottle, snacks and entertainment. If you want your trip to Lexington to pass nice and peacefully, throw some headphones in your carry-on bag too.
  • No matter what the temperature is doing outside, plane cabins can get cold. Take a hoodie on board to keep yourself comfortable.

How many direct flights are there to Lexington?
You can jump aboard one of 1,287 flights that travel direct to Lexington each month. JetBlue Airways, Delta Air Lines and American Airlines are just some of the airlines that will take you there comfortably in one go. Cape Air, United Airlines and Southwest Airlines are some other carriers that fly to Lexington nonstop.
How do I get cheap first-class/business deals to Lexington?
If you think a first or business-class ticket is out of your reach, you may want to think again. Here are some tips to help you nab a premium flight to Lexington for less:

  • Be flexible. By being open to other travel dates, you'll have more chances of finding a deal on first or business-class airfares.
  • Search for a budget airline that has seats in business class. They often come with more space and a glass of Champagne — but without the high price.
  • Bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat at the front of the plane. You can also try upgrading with points earned through a loyalty program.

How to get into Lexington from the airport?
Make things more convenient with a Logan Intl. Airport (BOS) car rental. Arrive at Logan Intl. Airport (BOS) and then grab some wheels from one of the two outlets on-site. Enterprise and Advantage Rent-A-Car both have a great variety of cars to choose from. Once the keys are in your hand, you'll need to travel around 12 miles to the northwest to get to the excitement of central Lexington. Renting a vehicle from downtown is another option with great deals from Lexington car rentals.
What is the best time to go to Lexington?
If you want to soak up the unique vibe of Lexington in the peak season, March, April and May are the prime months to visit. June 20 signals the onset of summer in the Northern Hemisphere and is a perfect time to go if you enjoy the outdoors. Around this time of the year, average daily temperatures usually range from 60 ºF to 80 ºF.

Nearby

Book on Expedia

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.