Cheap flights from Orlando (ORL) to Boston (BOS)

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Lowest round trip fares by airline from Orlando and Boston

Cheapest prices ($65 One Way, $120 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Boston

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA, 01880
The price is $99 per night from May 29 to May 30
Stay at this business-friendly hotel in Wakefield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff ...
3.5/5 Good! (8 reviews)
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Reviewed on Dec 6, 2021

Lakeside Inn
The Constitution Inn

The Constitution Inn

3.5 out of 5
150 3rd Ave, Boston, MA, 02129
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free WiFi, free parking, and an indoor pool. Our guests praise the helpful staff in our reviews. ...
3.3/5 (8 reviews)
"It is a very good place to go to DT,and a lot of traveler place.And is very quiet and safety."

Reviewed on Mar 3, 2020

The Constitution Inn
HI Boston

HI Boston

2 out of 5
19 Stuart Street, Boston, MA, 2116
The price is $236 per night from Jun 21 to Jun 22
Stay at this business-friendly hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a library. Our guests praise the breakfast and the helpful staff ...
4.7/5 Exceptional! (3 reviews)
"I liked that the hostel was close to downtown Boston and public transportation. It was a cheap place to stay and a great place to meet people. I am not used to bunk beds, but it wasn't too bad. You have to be considerate of other people in the room and not have the big light on when other people ..."

Reviewed on Jul 29, 2018

HI Boston
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.

Fly From Orlando to Boston

Origin Orlando
Destination Boston
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Cheap flights from Orlando to Boston

A flight from Orlando to General Edward Lawrence Logan International Airport (BOS) will transport you the cultural and commercial mecca of Massachusetts. Begin your tour through the "Athens of America" by exploring the Greek Revival architecture of the historic Quincy Market, where you can buy souvenirs, or eat some seafood from the Boston Harbor. After looking at the neoclassical facade of the Museum of Fine Arts, enter to discover treasures from the Renaissance period.

Key Facts

Boston is served by MBTA metro trains and trolleys, but you can also explore the city in your rental car via Interstate-93 and Interstate-90. If you want to watch the Boston Red Sox in action, find a parking lot in the Fenway–Kenmore neighborhood and then take a short walk to Fenway Park.

Head to the Skywalk Observatory at the top of the Prudential Tower, and use coin-operated binoculars to zoom in on downtown Boston and surrounding communities like Charlestown and Cambridge. Visit the Adams National Historic Park and Paul Revere House to honor great American patriots who lived in Boston during the American Revolution.

Hints and Tips

You can expect the flight from Orlando International Airport (MCO) to Logan International to take about three hours to complete. If you need to do some shopping near BOS, head to Mystic Mall and the Gateway Center.

*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.