Cheap Flights to Lee from $53

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Lee?

The cheapest prices found with in the last 7 days for return flights were $107 and $53 for one-way flights to Lee for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCOWindsor LocksJune 3 to June 8$146
TPAWindsor LocksJune 4 to June 5$192
DCAWindsor LocksJune 6 to June 17$194
MCOLathamMay 22 to May 27$212
TPALathamAugust 3 to August 20$217
SJUWindsor LocksMay 14 to May 17$234
DCALathamJune 13 to June 17$254
DENWindsor LocksJuly 12 to July 18$254
LAXWindsor LocksAugust 11 to August 18$258
ORDLathamJune 10 to June 17$292
ATLLathamJuly 9 to July 17$373
CLTLathamMay 23 to May 25$384
LAXLathamMay 27 to July 15$404
SJULathamJuly 8 to July 13$425
DENLathamJune 9 to June 17$447
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLLathamMay 10 to May 16$278
FLLWindsor LocksMay 10 to July 9$332
SJUWindsor LocksMay 9 to May 12$332
CLTWindsor LocksMay 9 to May 12$373
MCOLathamMay 9 to May 24$393
MCOWindsor LocksMay 10 to May 15$423
ATLWindsor LocksMay 9 to May 12$429
CLTLathamMay 10 to June 8$434
DCAWindsor LocksMay 10 to May 16$485
LAXWindsor LocksMay 10 to May 23$552
DCALathamMay 10 to May 13$754
ATLLathamMay 9 to May 13$754
ORDWindsor LocksMay 10 to May 12$911
LAXLathamMay 9 to May 11$990
TPALathamMay 10 to May 15$1,039
*Prices include taxes and fees

Lee Flight Information

Traveling to
Lee
Lowest Price
$107
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Lee Accommodation Deals

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street Lee MA
$64 nightly
The price is $71 total per night from May 20 to May 21
$71 total
May 20 - May 21
Total with taxes and fees
Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.4/10 (662 reviews)
Decent place.friendly, quiet

Reviewed on Apr 16, 2026

Opens in a new windowEcono Lodge Lee - Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
170 Housatonic Street Lee MA
$110 nightly
The price is $122 total per night from May 27 to May 28
$122 total
May 27 - May 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,003 reviews)
Quiet. Easy. Good

Reviewed on May 6, 2026

Opens in a new windowQuality Inn Lee - Lenox South
Sunset Inn

Sunset Inn

2 out of 5
150 Housatonic Street Lee MA
$106 nightly
The price is $118 total per night from Jun 1 to Jun 2
$118 total
Jun 1 - Jun 2
Total with taxes and fees
Stay at this motel in Lee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions National ...
7.6/10 Good! (412 reviews)
Decent clean quiet

Reviewed on Apr 11, 2026

Opens in a new windowSunset Inn
Save an average of 15% on thousands of hotels when you're signed in
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
$116 nightly
The price is $130 total per night from May 19 to May 20
$130 total
May 19 - May 20
Total with taxes and fees
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,004 reviews)
I love this sweet little inn sited on a small lake in the Berkshires. It's affordable, exceptionally clean, and the staff is outrageously helpful. Highly recommend.

Reviewed on May 4, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Lee

Sunset Inn

Sunset Inn

2 out of 5
150 Housatonic Street Lee MA
$106 nightly
The price is $118 total per night from Jun 1 to Jun 2
$118 total
Jun 1 - Jun 2
Total with taxes and fees
Stay at this motel in Lee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions National ...
7.6/10 Good! (412 reviews)
Decent clean quiet

Reviewed on Apr 11, 2026

Opens in a new windowSunset Inn
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street Lee MA
$64 nightly
The price is $71 total per night from May 20 to May 21
$71 total
May 20 - May 21
Total with taxes and fees
Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.4/10 (662 reviews)
Decent place.friendly, quiet

Reviewed on Apr 16, 2026

Opens in a new windowEcono Lodge Lee - Great Barrington
Chambery Inn

Chambery Inn

3 out of 5
199 Main St Lee MA
$190 nightly
The price is $212 total per night from May 10 to May 11
$212 total
May 10 - May 11
Total with taxes and fees
Stay at this B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions National Shrine of the Divine Mercy and Tanglewood Music ...
9.6/10 Exceptional! (376 reviews)
Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena.

Reviewed on Feb 10, 2026

Opens in a new windowChambery Inn
Save an average of 15% on thousands of hotels when you're signed in
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
$116 nightly
The price is $130 total per night from May 19 to May 20
$130 total
May 19 - May 20
Total with taxes and fees
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,004 reviews)
I love this sweet little inn sited on a small lake in the Berkshires. It's affordable, exceptionally clean, and the staff is outrageously helpful. Highly recommend.

Reviewed on May 4, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Lee

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street Lee MA
$64 nightly
The price is $71 total per night from May 20 to May 21
$71 total
May 20 - May 21
Total with taxes and fees
Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.4/10 (662 reviews)
Decent place.friendly, quiet

Reviewed on Apr 16, 2026

Opens in a new windowEcono Lodge Lee - Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
170 Housatonic Street Lee MA
$110 nightly
The price is $122 total per night from May 27 to May 28
$122 total
May 27 - May 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,003 reviews)
Quiet. Easy. Good

Reviewed on May 6, 2026

Opens in a new windowQuality Inn Lee - Lenox South
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
$116 nightly
The price is $130 total per night from May 19 to May 20
$130 total
May 19 - May 20
Total with taxes and fees
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,004 reviews)
I love this sweet little inn sited on a small lake in the Berkshires. It's affordable, exceptionally clean, and the staff is outrageously helpful. Highly recommend.

Reviewed on May 4, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Save an average of 15% on thousands of hotels when you're signed in
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$269 nightly
The price is $300 total per night from May 10 to May 11
$300 total
May 10 - May 11
Total with taxes and fees
Book a stay at this golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood ...
10/10 Exceptional! (137 reviews)
Had a wonderful stay. The property is charming, elegant, and beautifully maintained, with a peaceful Berkshires setting. Our hosts were warm, welcoming, and made us feel right at home from the moment we arrived. Everything from the comfortable room to the thoughtful touches throughout our stay exceeded ...

Reviewed on Mar 22, 2026

Opens in a new windowDevonfield Inn B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Lee Flight and Hotel Packages

Lee flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Albany-Wolf Road (Airport)
Saratoga Casino Hotel
Fairfield Inn & Suites by Marriott Albany Downtown
Don't see what you're looking for?
See all available trips from Pittsburgh to Lee
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Lee?
Lock in a farewith one of the 11airlines that fly toLeeand enjoy a fantastic new adventure.Carriers that come with great reviews include:

  • American Airlines
  • Delta Air Lines
  • Southwest Airlines

What airport is best to fly into Lee?
Who enjoys getting caught up in traffic while on their way to a flight on the opposite side of town? Be smart. Lee is serviced by quite a few airports, so think about which one is closest to your hotel. These are the city's most popular airports:

  • BDL – 40 mi from downtown
  • Albany Intl. Airport (ALB) – 40 mi from downtown
  • HFD – 50 mi from downtown

Where to stay in Lee
With 391 fantastic properties in Lee, you're spoilt for choice. But don't dilly-dally. The sooner you book, the sooner you can start looking forward to your adventure!It's not every day you take off on vacation, so why not splurge on a bit of luxury? The Devonfield Inn B&B and the The Inn At Stockbridge are a few of the top upmarket properties available here. The Sunset Inn and the Quality Inn are some thrifty options if you'd rather spend your cash on experiences and activities.
Places to visit in Lee
Treat yourself to a big day of shopping at Lee Premium Outlets, a favorite retail destination for tourists and locals alike. Need some more options? Cranwell Golf Club is a great place to spend a day out on the green and meet some of the local players. But there's more. You'll be sure to enjoy a fascinating guided tour of The Mount, an area historic house.
How to get through airport security fast when traveling to Lee
Your trip to Lee begins as soon as you've finished the security checks. Here are some handy tips to ensure you pass through quickly:

  • Keep your passport and boarding pass easily accessible. They'll be the first things you'll be asked for by security staff.
  • You'll need to put your music on pause for a short while. Headphones must be taken off and placed in a bin to be X-rayed. The same goes for items such as keys and coins.
  • Make sure your laptop, phone and other electronic devices are easy to reach. These items need to be sent through the X-ray machine in separate trays.
  • Traveling with a new perfume or cologne? As long as it's no greater than 3.4 ounces (100 milliliters) and it's stored in a clear resealable plastic bag, you can keep it with you in your carry-on luggage.
  • Give some thought to your choice of footwear. Slippers are awesome because they're easy to slip out of when you're doing the airport security checks. Try wearing some on your next journey!
  • Some countries have strict biosecurity laws. Think about where you're going to and whether or not you're allowed to travel with fresh fruit and meat.

Plane Tickets To Lee

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Lee. Browse through our inventory to explore a wide range of cheap flights to Lee to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Lee as you anxiously await to exit the plane and explore what Lee has to offer. Considering all the amazing local food and culture in Lee, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Lee to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Lee without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Lee with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Lee today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.