background

Flight Deals from Orlando to Boston from $85

Bundle + Save

Bundle + Save

Top flight deals from leading airlines:

DL LogoAS LogoUA LogoB6 LogoSY LogoQR LogoSQ Logo

... and +100s more

Incredible Deals

Save up to 50% on select flights with Priceline

Bundle & Save

Save an average of $240 per person when bundling your flight and hotel together with Priceline

Best Price Guarantee

If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

Help 24/7

We’re always here for you - reach us 24 hours a day, 7 days a week

Price Drop Deals Near You

Boston

70% Price Drop

May 14

MCO

4 days

May 18

BOS

$363

now only

$109

Round-trip

Boston

68% Price Drop

May 15

MCO

3 days

May 18

BOS

$363

now only

$116

Round-trip

Boston

61% Price Drop

May 13

MCO

4 days

May 17

BOS

$363

now only

$143

Round-trip

Boston

56% Price Drop

May 14

MCO

3 days

May 17

BOS

$363

now only

$158

Round-trip

Boston

56% Price Drop

May 21

MCO

3 days

May 24

BOS

$363

now only

$158

Round-trip

Boston

56% Price Drop

Jun 5

MCO

3 days

Jun 8

BOS

$362

now only

$158

Round-trip

Boston

54% Price Drop

May 12

MCO

5 days

May 17

BOS

$362

now only

$168

Round-trip

Boston

52% Price Drop

May 29

MCO

3 days

Jun 1

BOS

$362

now only

$175

Round-trip

Boston

49% Price Drop

May 21

MCO

4 days

May 25

BOS

$363

now only

$183

Round-trip

Boston

49% Price Drop

May 9

MCO

3 days

May 12

BOS

$363

now only

$186

Round-trip

Stops

  • Up to 1 stop
    $216
  • Up to nonstop
    $102

Airlines

  • Alaska Airlines
    $796
  • American Airlines
    $196
  • CitizenPlane
    $121
  • Delta Air Lines
    $194
  • Hahn Air
    $339
  • JetBlue
    $363
  • Southwest Airlines
    $236
  • Spirit Airlines
    $102
  • Sun Country Airlines
    $614
  • United Airlines
    $216

Cabin Class

  • Economy
    $102

Departure Airports

  • Orlando International Airport
    $102

Arrival Airports

  • General Edward Lawrence Logan International Airport
    $102

Layover Airports

  • Baltimore/Washington International Thurgood Marshall Airport
    $236
  • Charlotte Douglas International Airport
    $341
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $614
  • Newark Liberty Airport
    $216
  • San Diego International Airport
    $796
  • Seattle Tacoma International Airport
    $796
  • Washington Dulles Airport
    $330

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

EXPRESS DEAL

BUDGET FRIENDLY

You’re guaranteed to get one of these airlines:

DeltaDelta
AlaskaAlaska
UnitedUnited
AmericanAmerican
MCO BOS
May 28 ‧ Economy
$194

One-way

Spirit Airlines Logo
Spirit Airlines

05/07/26

MCO
3h 6m
Direct

05/07/26

BOS
Spirit Airlines Logo
Spirit Airlines

05/11/26

BOS
3h 10m
Direct

05/11/26

MCO
$102
Frontier Airlines Logo
Frontier Airlines

05/19/26

MCO
3h 12m
Direct

05/19/26

BOS
Frontier Airlines Logo
Frontier Airlines

05/19/26

BOS
3h 23m
Direct

05/19/26

MCO
$121
Spirit Airlines Logo
Spirit Airlines

07/07/26

MCO
3h 8m
Direct

07/07/26

BOS
Spirit Airlines Logo
Spirit Airlines

07/11/26

BOS
3h 6m
Direct

07/11/26

MCO
$169
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
Delta Air Lines Logo
Delta Air Lines

05/19/26

MCO
3h 11m
Direct

05/19/26

BOS
Delta Air Lines Logo
Delta Air Lines

05/19/26

BOS
3h 19m
Direct

05/19/26

MCO
$194
American Airlines Logo
American Airlines

05/07/26

MCO
3h 2m
Direct

05/07/26

BOS
American Airlines Logo
American Airlines

05/11/26

BOS
3h 17m
Direct

05/11/26

MCO
$196
United Airlines Logo
United Airlines

05/07/26

MCO
4h 51m
EWR

05/07/26

BOS
United Airlines Logo
United Airlines

05/11/26

BOS
6h 26m
EWR

05/11/26

MCO
$216
Southwest Airlines Logo
Southwest Airlines

05/18/26

MCO
11h 5m
BWI

05/18/26

BOS
Southwest Airlines Logo
Southwest Airlines

05/19/26

BOS
11h 25m
BWI

05/19/26

MCO
$236
United Airlines Logo
United Airlines

05/19/26

MCO
5h 14m
EWR

05/19/26

BOS
United Airlines Logo
United Airlines

05/19/26

BOS
5h 32m
IAD

05/20/26

MCO
$330
Southwest Airlines Logo
Southwest Airlines

05/18/26

MCO
5h 50m
BWI

05/18/26

BOS
Southwest Airlines Logo
Southwest Airlines

05/19/26

BOS
4h 35m
Direct

05/19/26

MCO
$339
American Airlines Logo
American Airlines

05/18/26

MCO
5h 39m
CLT

05/18/26

BOS
American Airlines Logo
American Airlines

05/19/26

BOS
3h 17m
Direct

05/19/26

MCO
$341
American Airlines Logo
American Airlines

05/18/26

MCO
3h 2m
Direct

05/18/26

BOS
American Airlines Logo
American Airlines

05/19/26

BOS
3h 17m
Direct

05/19/26

MCO
$358
JetBlue Logo
JetBlue

05/18/26

MCO
3h 7m
Direct

05/18/26

BOS
JetBlue Logo
JetBlue

05/19/26

BOS
3h 7m
Direct

05/19/26

MCO
$363
Sun Country Airlines Logo
Sun Country Airlines

06/26/26

MCO
10h 30m
MSP

06/26/26

BOS
Sun Country Airlines Logo
Sun Country Airlines

06/29/26

BOS
11h 49m
MSP

06/29/26

MCO
$614
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
Alaska Airlines Logo
Alaska Airlines

06/05/26

MCO
12h 30m
SEA

06/06/26

BOS
Alaska Airlines Logo
Alaska Airlines

06/08/26

BOS
21h 3m
SAN

06/09/26

MCO
$796

Top Deals on flights from Orlando to Boston

Orlando, US (ORL) - Boston, US (BOS)

Frontier Airlines Logo
Frontier Airlines

May 7

MCO
3h 12m
Direct

May 7

BOS

as low as

$85

Orlando, US (ORL) - Boston, US (BOS)

American Airlines Logo
American Airlines

May 7

MCO
3h 2m
Direct

May 7

BOS

as low as

$98

Orlando, US (ORL) - Boston, US (BOS)

 Logo

Jan 9

MCO
3h 2m
Direct

Jan 9

PSM

as low as

$111

Orlando, US (ORL) - Boston, US (BOS)

Spirit Airlines Logo
Spirit Airlines

May 7

MCO
3h 6m
Direct

May 7

BOS

as low as

$175

Orlando, US (ORL) - Boston, US (BOS)

United Airlines Logo
United Airlines

Apr 25

MCO
8h 35m
EWR

Apr 25

BOS

as low as

$941

Good to Know

Essential information to help you plan your flight from Orlando to Boston

Cheapest Flight

$85

The lowest price we found in the last two weeks, departing May 7 and returning May 7

Airline F93h 12m ‧ economy

Fastest Flights

$196

The fastest flight that we found in the last two weeks, departing May 7 and returning May 11

Airline AA3h 2m ‧ economy

Cheapest Flight Round-trip

$102

Cheapest price found in the last 14 days, departing May 7 and returning May 11

Airline NK3h 6m ‧ economy

Cheapest Flight One-way

$85

Cheapest price found in the last 14 days, departing May 7

Airline F93h 12m ‧ economy

Cheapest Layover airport

$216

The cheapest layover airport to Boston is currently $216

Airline UA1 stop ‧ 4h 51m ‧ economy

Best Arrival airport

$85

The best arrival airport to Boston is currently $85

Airline F93h 12m ‧ economy

Best Departure airport

$85

The best departure airport to Boston is currently $85

Airline F93h 12m ‧ economy

Cheapest Airline

$85

The cheapest airline to Boston is currently $85

Airline F93h 12m ‧ economy

Flights from Orlando to Boston are most expensive from late March to June, peaking in mid-April, while early January offers the lowest fares.

When flying from Orlando to Boston, the most expensive months tend to be late March through June, peaking in mid-April with higher prices often reaching the $240 range. Conversely, January, especially early January, offers some of the lowest fares, often dropping below $130. The low season spans from early January to mid-February and late September to mid-November, where prices can frequently fall under $170. Be mindful that there is a significant price jump at the beginning of the spring season, while the summer sees a gradual increase until peak prices are reached.

Book your Orlando to Boston flights at least 20 days in advance to avoid rising prices.

When planning your trip from Orlando to Boston, it's best to purchase your tickets at least 20 days before departure when prices are the lowest, starting around $171. Prices steadily increase after this point, potentially reaching as high as $344 within the last three weeks before departure. Therefore, to avoid the steep rise in costs, make sure to book your flight well in advance, as waiting too long can result in paying significantly more.

Frequently Asked Questions

What is the typical flight duration from Orlando to Boston?

When flying from Orlando (ORL) to Boston (BOS), the flight typically takes between 3 to 4 hours. This duration can vary depending on weather conditions and air traffic, so it’s wise to allow extra time for airport security and boarding procedures. Travelers should plan for a smooth transition by factoring in potential delays and schedule variability. Considering these factors helps travelers from Orlando prepare adequately and reach Boston on time, ensuring a comfortable journey from departure to arrival.

Are there any direct flights from Orlando to Boston?

Yes, there are direct flights available from Orlando (ORL) to Boston (BOS). Major airlines frequently offer nonstop services on this route, making it a convenient option for those avoiding layovers. Direct flights help minimize travel time and reduce the chance of connection delays. Flight prices can vary, typically ranging from moderate to premium rates, so comparing options is advised. This direct service benefits travelers by providing a straightforward travel experience, easing the journey between Orlando and Boston.

What are the best transportation options from Boston Logan Airport to downtown?

Travelers arriving at Boston Logan Airport can choose from several effective transportation solutions to downtown Boston. The Silver Line bus offers direct service and typically costs between $2 to $4, while taxis range from $20 to $40 depending on traffic conditions and exact destination. Ride-sharing services like Uber or Lyft also operate in the area, offering competitive rates. These options provide flexibility and convenience for visitors transitioning from the airport to downtown in an efficient and budget-conscious manner.

What are the must-see attractions in Boston for travelers arriving from Orlando?

Visitors arriving from Orlando to Boston should not miss the city’s rich blend of history and modern charm. Iconic attractions include walking the historic Freedom Trail, enjoying the serenity of Boston Common, and catching a game or tour at Fenway Park. In addition, the Museum of Fine Arts and New England Aquarium offer immersive cultural experiences. These sites provide a comprehensive view of Boston’s heritage while catering to varied interests. Planning itineraries around these highlights ensures a rewarding exploration of the city’s unique character.

Which local dishes should travelers from Orlando try when visiting Boston?

Travelers from Orlando visiting Boston should indulge in the city’s celebrated seafood cuisine. Iconic local dishes include New England clam chowder and lobster rolls, both renowned for their rich, authentic flavors. Other must-tries include hearty baked beans and fresh oysters, which capture the maritime heritage of the area. Prices for a meal usually range from $15 to $30. Dining at both classic seafood shacks and modern bistros offers a mix of traditional flavors and innovative twists, making the culinary experience in Boston both diverse and memorable.

What are the best family-friendly activities in Boston for visitors from Orlando?

Boston offers numerous family-friendly activities that cater to visitors from Orlando. Families can enjoy interactive experiences at the Boston Children’s Museum and marvel at marine life during a visit to the New England Aquarium. Strolling through Boston Common or riding on the carousel in the Public Garden provides a relaxed outing. Historic walking tours along landmarks on the Freedom Trail also engage older family members. Tickets for these attractions generally range from free to moderately priced, giving families diverse options to ensure a fun and educational visit.

Are there any seasonal events in Boston that travelers from Orlando should not miss?

Boston hosts a variety of seasonal events that are not to be missed by travelers from Orlando. In the spring, the city comes alive with events like the Boston Marathon, while summer is filled with outdoor concerts and festivals. Fall offers stunning foliage and harvest celebrations, and winter boasts festive holiday markets and ice skating rinks. Ticket prices or participation fees typically range from free to around $10-$30. Planning a visit around these events not only enriches the travel experience but also allows visitors to experience Boston’s vibrant cultural scene.

What are the most affordable dining options in Boston for travelers from Orlando?

Budget-conscious travelers from Orlando visiting Boston will find a variety of affordable dining options. Neighborhood eateries, food trucks, and ethnic restaurants in areas like Chinatown and Harvard Square offer meals ranging from $10 to $20. These venues provide delicious, locally inspired dishes without a hefty price tag. Casual diners and local cafes are plentiful, ensuring you can enjoy quality food experiences on a budget. To discover hidden gems, consider asking locals for recommendations or checking recent reviews, ensuring a satisfying culinary tour of Boston’s diverse food scene.

What are the best car rental options in Boston for travelers from Orlando?

Travelers from Orlando seeking car rental services in Boston have a range of reliable options to explore. Major companies like Enterprise, Hertz, and Avis offer competitive rates, typically ranging from $40 to $80 per day. Renting from Boston Logan Airport provides ease of pick-up and drop-off, and booking in advance may secure better deals. Some providers also offer additional features such as GPS and insurance packages for extra convenience. Comparing companies and reading reviews ensures that you select a service that fits your travel needs and budget for your stay in Boston.

What cultural tips should travelers from Orlando be aware of when visiting Boston?

Travelers from Orlando visiting Boston should be ready for a city steeped in history and boasting a fast-paced urban lifestyle. Embrace the local appreciation for historical sites by taking time to explore the city’s centuries-old architecture and neighborhoods. It’s advisable to dress in layered clothing due to fluctuating temperatures and to be prepared for extensive walking on cobblestone streets. A respectful curiosity about the local heritage and traditions goes a long way. Engaging with locals and visiting museums or historical tours can enrich your cultural experience in Boston.

What are the customs requirements for travelers flying from Orlando to Boston?

For travelers flying from Orlando to Boston, both being domestic destinations within the United States, there are no customs requirements. Instead, ensure you carry a valid government-issued photo ID, such as a driver’s license or passport, as needed for TSA security checks. It is recommended to arrive at the airport at least two hours before your flight. This domestic travel process is straightforward, though adhering to TSA guidelines regarding liquids and electronics is crucial. This preparation guarantees a hassle-free passage from Orlando to Boston.

Is there a specific time of year when Boston is best visited by travelers from Orlando?

Yes, many travelers from Orlando find that the best times to visit Boston are during the spring or early fall. These periods offer pleasant weather, with temperatures typically ranging between 55°F and 70°F, ideal for sightseeing and outdoor activities. Visiting during these seasons also means enjoying fewer crowds compared to the busy summer months, yet still experiencing a vibrant local culture. These times also showcase natural beauty, such as spring blooms and autumn foliage, ensuring your trip to Boston is both scenic and enjoyable.

What are the top outdoor activities in Boston for travelers from Orlando?

Boston provides an array of outdoor activities that appeal to visitors from Orlando. Walking the historic Freedom Trail, taking a scenic harbor cruise, or biking along the Charles River offer a mix of enjoyment and history. The city's parks, such as Boston Common and the Public Garden, are perfect for leisurely picnics or relaxed strolls. Rentals for bikes or paddle boats typically range between $20 to $40 per hour. These activities allow for a dynamic experience, blending exercise with cultural exploration, and ensuring a rewarding outdoor adventure in Boston.

What unique airport amenities can travelers expect at Boston Logan Airport?

Boston Logan Airport offers an impressive range of amenities designed to ease the travel experience for visitors from Orlando. Unique features include modern art installations, a variety of dining options, and comfortable lounges tailored for both leisure and business travelers. Free Wi-Fi, plenty of charging stations, and efficient security lines further enhance convenience. Additionally, there are relaxation zones and a selection of local specialty shops. These features help set a welcoming tone as you transition from Orlando’s travel hub to the distinctive and service-oriented environment at Boston Logan.

What are the best shopping districts in Boston for travelers from Orlando?

Travelers from Orlando exploring Boston will find several shopping districts that cater to diverse tastes. Newbury Street offers a blend of upscale boutiques and designer stores, while Faneuil Hall Marketplace features both well-known brands and charming local vendors. Copley Place provides a more upscale shopping experience with a curated selection of high-end retailers. Prices range widely, ensuring options for different budgets. Exploring these districts offers not only great shopping but also the chance to enjoy the historic and modern vibes that Boston is famous for, making your retail experience truly memorable.

Flights to Boston