Cheap flights To Lexington (BOS) from $34

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Cheap Flights to Lexington from $34 One Way, $65 Round Trip

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

Sat, May 9 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$65 Roundtrip, found 3 hours ago
$65
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, May 9 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $65 found 3 hours ago
Wed, May 6 - Wed, May 6
MCO
Orlando Intl.
BOS
Logan Intl.
$66 Roundtrip, found 5 hours ago
$66
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, May 6 from Orlando Intl. to Logan Intl., returning Wed, May 6, priced at $66 found 5 hours ago
Wed, Apr 29 - Sun, May 3
MCO
Orlando Intl.
BOS
Logan Intl.
$67 Roundtrip, found 14 hours ago
$67
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Orlando Intl. to Logan Intl., returning Sun, May 3, priced at $67 found 14 hours ago
Sat, May 9 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$72 Roundtrip, found 3 hours ago
$72
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, May 9 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $72 found 3 hours ago
Wed, May 6 - Wed, May 13
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$73 Roundtrip, found 2 days ago
$73
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 6 from Raleigh - Durham Intl. to Logan Intl., returning Wed, May 13, priced at $73 found 2 days ago
Wed, Apr 29 - Wed, May 6
MCO
Orlando Intl.
BOS
Logan Intl.
$77 Roundtrip, found 12 hours ago
$77
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Orlando Intl. to Logan Intl., returning Wed, May 6, priced at $77 found 12 hours ago
Tue, Apr 14 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Apr 14 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $83 found 2 days ago
Thu, May 7 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$83 Roundtrip, found 17 hours ago
$83
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, May 7 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $83 found 17 hours ago
Sun, May 10 - Wed, May 13
MCO
Orlando Intl.
BOS
Logan Intl.
$87 Roundtrip, found 21 hours ago
$87
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sun, May 10 from Orlando Intl. to Logan Intl., returning Wed, May 13, priced at $87 found 21 hours ago
Sat, Jun 6 - Sat, Jun 13
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Jun 13, priced at $88 found 4 days ago

Lexington Flight Information

Traveling To
Lexington
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Breeze Airways
Flight Price
$65
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.
Hotel 1620 Plymouth Harbor
3.0-star property

Hotel 1620 Plymouth Harbor

May 21 - May 25

4 night stay

Tampa (TPA) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $890, price is now $606 per person
$606
per person
found 1 day ago
D. Hotel Suites & Spa
3.0-star property

D. Hotel Suites & Spa

May 29 - Jun 3

5 night stay

San Juan (SJU) to Boston (BOS)

Delta • Coach

Boston (BOS) to San Juan (SJU)

JetBlue Airways • Coach
Save 100% on your flight
Price was $1,259, price is now $807 per person
$807
per person
found 1 day ago
DoubleTree Suites by Hilton Hotel Boston - Cambridge
4.0-star property

DoubleTree Suites by Hilton Hotel Boston - Cambridge

May 11 - May 16

5 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Detroit (DTW)

Frontier Airlines • Coach
Price was $1,894, price is now $1,238 per person
$1,238
per person
found 15 hours ago
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See all available trips from Tampa to Lexington
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Lexington premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Omni Parker House
4.5-star property

Omni Parker House

9/10 Wonderful! (3,359 reviews)

May 16 - May 18

2 night stay

Denver (DEN) to Boston (BOS)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $907, price is now $749 per person
$749
per person
found 18 hours ago
The room was very small and the bathroom was smaller. It was fine because it was just one night and in the winter, so we got a great rate. We just kept saying thank goodness we didn't pay the high season rate. Location is amazing!

Reviewed on Mar 4, 2026

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,003 reviews)

May 16 - May 18

2 night stay

Denver (DEN) to Boston (BOS)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,705, price is now $1,153 per person
$1,153
per person
found 18 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

Eurostars The Boxer
4.0-star property

Eurostars The Boxer

8.8/10 Excellent! (1,426 reviews)

May 16 - May 18

2 night stay

Denver (DEN) to Boston (BOS)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,041, price is now $825 per person
$825
per person
found 18 hours ago
Third time staying here and it’s perfect for sports fans heading to games at TD Garden!

Reviewed on May 6, 2025

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See all available trips from Denver to Lexington
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Lexington first class flight packages

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

The Revolution Hotel

9/10 Wonderful! (2,544 reviews)

May 18 - May 22

4 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $1,088, price is now $864 per person
$864
per person
found 1 day ago
Super clean bathrooms awesome staff

Reviewed on Jan 19, 2026

Cambridge Common House
3.5-star property

Cambridge Common House

No reviews

May 18 - May 22

4 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $1,214, price is now $935 per person
$935
per person
found 1 day ago
Eurostars The Boxer
4.0-star property

Eurostars The Boxer

8.8/10 Excellent! (1,426 reviews)

May 18 - May 22

4 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $1,283, price is now $1,024 per person
$1,024
per person
found 1 day ago
Third time staying here and it’s perfect for sports fans heading to games at TD Garden!

Reviewed on May 6, 2025

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Lexington

Get the absolute lowest prices on flights to Lexington by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Lexington Using Your Mobile Device

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Avoid Check-In Hassles When Traveling On Flights to Lexington

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Lexington flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Lexington flight using 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 $65 to $88. But it was passengers departing from Orlando (MCO) who nabbed the biggest bargains. One-way tickets to Lexington started at just $34.
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.

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.