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$101+ Cheap flights from Orlando (ORL) to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Sep 5 — Sep 121
Sat 9/5
Sat 9/12
1 adult, Economy
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Find cheap flights from Orlando to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Orlando to Boston Logan Intl are usually found in January or February, booked 38 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Orlando to Boston

Cheapest flights from Orlando to Boston
Explore the most affordable flight options available from Orlando to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 am -
Nonstop3h 16m
Mon 11/910:11 am -
Nonstop3h 26m
Deal found 8/2$187
This Expedia deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:16 am -
Nonstop3h 06m
Mon 9/1411:36 am -
Nonstop3h 16m
Deal found 8/4$188
This Super.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:15 am -
Nonstop3h 05m
Thu 10/229:15 am -
Nonstop3h 22m
Deal found 8/1$189
This Super.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:15 am -
Nonstop3h 05m
Mon 10/129:15 am -
Nonstop3h 22m
Deal found 8/2$190
This Super.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
Nonstop3h 16m
Sun 11/1510:11 am -
Nonstop3h 26m
Deal found 8/2$191
This Frontier deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:15 am -
Nonstop3h 05m
Thu 10/229:15 am -
Nonstop3h 22m
Deal found 8/1$192
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:48 pm -
2 stops20h 21m
Sat 9/1911:36 am -
Nonstop3h 16m
Deal found 8/3$193
This Frontier deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:52 am -
Nonstop3h 06m
Sat 10/1011:05 am -
Nonstop3h 34m
Deal found 8/2$194
This Frontier deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:00 am -
Nonstop3h 09m
Thu 10/159:15 am -
Nonstop3h 22m
Deal found 8/4$195
This Frontier deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:16 am -
Nonstop3h 06m
Mon 10/511:36 am -
Nonstop3h 16m
Deal found 8/4$197
This Frontier deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:45 am -
Nonstop3h 06m
Sun 9/2711:53 am -
Nonstop3h 16m
Deal found 8/1$198

Find flight deals from Orlando to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Kiwi.com)

One-way from

$101
(Super.com)

Popular in

June

Cheapest in

January

Average price

$231

Good round-trip deal

$252 or less

Good one-way deal

$149 or less
Provider with most accurate pricing for Orlando (ORL)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Boston Logan Intl flights.
Search Deals
From Orlando (ORL) to Boston Logan Intl
Search Deals
One-way flight from Orlando (ORL) to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Orlando (ORL) to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Orlando (ORL) to Boston Logan Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 6, 2026.
Use the filters below to find and compare flights from Orlando to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Wed 9/9

4:10 pm-9:41 pm

1 stop5h 31m

Boston Logan Intl

Wed 9/16

8:20 pm-11:35 pm

Nonstop3h 15m

$209

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Tue 8/25

9:56 am-2:59 pm

1 stop5h 03m

Boston Logan Intl

Wed 9/2

3:27 pm-6:54 pm

Nonstop3h 27m

$250

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Sat 9/5

10:05 am-11:12 am

1 stop25h 07m

Boston Logan Intl

Sun 9/6

1:40 pm-4:57 pm

Nonstop3h 17m

$259

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Sat 10/10

7:59 pm-11:07 pm

Nonstop3h 08m

Boston Logan Intl

Tue 10/13

9:10 am-2:42 pm

1 stop5h 32m

$260

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Sat 9/19

7:45 am-2:42 pm

1 stop6h 57m

Boston Logan Intl

Mon 9/21

8:20 pm-11:35 pm

Nonstop3h 15m

$260

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Tue 10/6

12:11 pm-6:28 pm

1 stop6h 17m

Boston Logan Intl

Sat 10/10

1:00 pm-9:15 pm

1 stop8h 15m

$279
Quickest round-trip

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Wed 11/25

6:00 am-9:00 am

Nonstop3h 00m

Boston Logan Intl

Sun 11/29

5:40 pm-9:05 pm

Nonstop3h 25m

$281

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Fri 11/20

6:00 am-12:25 pm

1 stop6h 25m

Boston Logan Intl

Sat 11/28

5:40 pm-9:05 pm

Nonstop3h 25m

$291

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Sat 9/12

6:00 pm-11:39 pm

1 stop5h 39m

Boston Logan Intl

Sun 9/13

6:19 am-11:51 am

1 stop5h 32m

$303

OrlandoBoston

MCO Orlando - BOS Boston Logan Intl

MCOBOS

Orlando

Tue 10/13

2:50 pm-10:10 pm

2 stops7h 20m

Boston Logan Intl

Tue 10/27

10:55 am-7:00 pm

1 stop8h 05m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 22 resultsSorted by cheapest first
1
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3

Compare providers for flights from Orlando to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Orlando to Boston in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
Super.comPrice Accuracy-Trust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Orlando-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Orlando to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Orlando to Boston

What is the cheapest month to book a flight from Orlando to Boston?

Currently, January is the cheapest month in which you can book a flight from Orlando to Boston (average of $126). Flying from Orlando to Boston in June is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORL to BOS?

Find hourly flight availability from Orlando to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 6, 2026.

When flying from Orlando to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 66% versus a flight in the afternoon.

Weekly flight availability from Orlando to Boston

Explore weekly flight availability from Orlando to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 6, 2026.

The most flights from ORL to BOS are scheduled on a Wednesday (45 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Orlando to Boston?

Airfare is typical for this route at the moment.
Orlando to Boston flights typically cost between $153 and $302 in November.
The cheapest round-trip price found within the last 5 days was $187 on Frontier (Nov 5-Nov 9).

How often are flights from Orlando to Boston delayed?

About 23% of weekly flights between Orlando and Boston have experienced delays in the past year, with the average delay time being 164 minutes.

What is the most punctual flight time for Orlando to Boston flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Orlando to Boston flights?

Over the last year, Delta have had the lowest number of delays on this route, with just 19% of flights being delayed.

How far ahead should I book a flight from Orlando to Boston?

The price you pay for your flight from Orlando to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Orlando to Boston?

Use this chart to determine the cheapest time to fly round-trip from Orlando to Boston. Price data was last updated on August 1, 2026.

Travelers seeking maximum savings on their Orlando to Boston flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Orlando to Boston flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Orlando to Boston trip
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Paul Rubio

Paul Rubio

Expert on BOS and MCO

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Read more

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated August 6, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Orlando to Boston. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,218 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,218 reviews
Southwest
8.0
Very good
4,218 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Delta
7.8
Good
8,491 reviews
Southwest
8.0
Very good
4,218 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,867 reviews
Southwest
8.0
Very good
4,218 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
JetBlue
7.1
Good
3,024 reviews
Southwest
8.0
Very good
4,218 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,723 reviews
Southwest
8.0
Very good
4,218 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

Find useful and relevant information for your journey from Orlando to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Boston from Orlando?

    Located just 2.6 mi from the city center, Boston Logan Intl is the airport most travelers will use when flying to Boston from Orlando. Booking flights from Orlando to Logan Intl (BOS) should be relatively easy as there are 21 daily inbound flights from Orlando from 6 different airlines.

  • How long is the flight from Orlando to Boston?

    Delta and JetBlue can get you from Orlando to Boston in just under 5h 31m. Your travel time can differ by up to 19h 36m. The distance from Orlando to Boston is about 1121 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Orlando to Boston round-trip?

    Flying on Frontier is currently your cheapest option to Boston, with prices starting at $45. Additional round-trip tickets that might be worth considering are offered by JetBlue and Delta, with the lowest prices starting at $116 and $124, respectively. Frontier is priced at 79% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Orlando to Boston one-way?

    $42 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Breeze Airways and JetBlue, with prices starting from $51 and $84, respectively.

  • What are the most reliable airlines from Orlando to Boston?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Orlando to Boston on time: Korean Air (97%), Frontier (93%), Scandinavian Airlines (91%).

  • What are the cheapest flights from Orlando to Boston?

    On average you can expect to pay $1,205 for a flight from Orlando to Boston. The cheapest flight overall is $89 while the most popular route, (Orlando - Boston Logan Intl) is currently priced at $204.

  • Can I find deals for flights from Orlando to Boston that include hotel bookings?

    Yes. In addition to deals on Orlando to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Boston.

  • Can I find deals for business class flights from Orlando to Boston?

    Yes. Cheapflights offers flight deals from Orlando to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Boston?

    Currently, January is the cheapest month in which you can book a flight from Orlando to Boston (average of $126). Flying from Orlando to Boston in June is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Randolph
Cambridge
Concord
Brockton
Seekonk
Cranston
Dedham
Warwick
Peabody
Hampton Beach
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Orlando to Boston

Discover the top 6 airlines that operate flights from Orlando to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$192FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$116Average$274FlexibilityNo cancel feeOn-time62%
DeltaCheapest$124Average$296FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$197Average$392FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$207Average$352FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$336Average$450FlexibilityNo cancel feeOn-time69%

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