Cheap flights from Kissimmee to Boston (ORL - BOS)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Kissimmee to Boston are usually found in August or July, booked 27 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

How to find the cheapest flight from
Kissimmee (ORL) to Boston (BOS)

All the information you need to plan the best ORL to BOS flight in 2021: compare Kissimmee to Boston flight prices with the expected peak season, weather and rainfall in Boston.
ORL - BOS
Price
$75 - $190
BOS
Temperature
39.2 - 84.2 °F
BOS
Rainfall
2.8 - 3.9 inches

Popular in

December

High demand for flights, 29% potential price rise

Cheapest in

August

Best time to find cheap flights, 45% potential price drop

Round-trip from

$75

From Kissimmee to Boston

One-way from

$67

One-way flight from Kissimmee to Boston

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Kissimmee to Boston?

Flights from Kissimmee to Boston are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Boston.

How far in advance should I book a flight from Kissimmee to Boston?

To save on the cost of your flight from Kissimmee to Boston, book at least 20 days before your planned departure. Booking around this time can save you about 25% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $185 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $243.

What is the cheapest month to fly from Kissimmee to Boston?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Boston. Flights to Boston from Kissimmee in August are about $206 on average during August, but can be found for as low as $50.

When is the cheapest time to fly from Kissimmee to Boston (ORL - BOS)?

When flying from Kissimmee to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 38% versus a flight at noon.

Cheap flights from Kissimmee to Boston in May, June 2021

The best prices found for ORL to BOS flights for May, June
12 May - 17 May
$73pp
MCO
Orlando
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
11 May - 17 May
$76pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
19 May - 23 May
$77pp
MCO
Orlando
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Kissimmee to Boston 2021 flight deals

Cheap flights to Boston from Kissimmee found for this year
12 May - 17 May
$73pp
MCO
Orlando
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
11 May - 17 May
$76pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
19 May - 23 May
$77pp
MCO
Orlando
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Non-stop flights to Boston from Kissimmee

Save time with Kissimmee to Boston direct flight deals
11 May - 17 May
$76pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
19 May - 25 May
$79pp
MCO
Orlando
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
21 May - 23 May
$82pp
MCO
Orlando
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Last minute flights from Kissimmee to Boston

Late deals on round-trip flights to Boston from Kissimmee, departing today and this week
12 May - 17 May
$73pp
MCO
Orlando
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
11 May - 17 May
$76pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
11 May - 22 May
$83pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando

One-way flights to Boston from Kissimmee

The cheapest one-way flights from Kissimmee to Boston
3:20 pm - 3:34 pm
Frontier
1 Stop
24h 14m
MCO - BOS
Frontier
$67
Kiwi.com
3:00 am - 9:56 am
Delta
1 Stop
6h 56m
MCO - BOS
Delta
$73
Delta
2:00 am - 4:55 am
Spirit Airlines
Nonstop
2h 55m
MCO - BOS
Spirit Airlines
$78
CheapOair

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Kissimmee</span> to <span class="emphasized">Boston</span> flights.

Flight FAQs

From Kissimmee to Boston

Are flight prices decreasing from Orlando to Boston due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Orlando and Boston for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Orlando to Boston Logan Intl to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Orlando to Boston Logan Intl are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Orlando to Boston Logan Intl have flexible cancellations due to COVID-19?

Some of our airline partners flying from Orlando to Boston Logan Intl have new flexible policies in place due to COVID-19. Spirit Airlines, Frontier, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Spirit Airlines with this kind of flexibility.

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 19 daily inbound flights from Orlando from 7 different airlines.

Can I find flights from Kissimmee to Boston for under $100 on Cheapflights?

Yes, there are multiple flights from Kissimmee to Boston for under $100. The cheapest flight booked recently is on Spirit Airlines for just $73, but on average you can expect to pay $89.

Are there nonstop flights from Kissimmee to Boston for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Kissimmee to Boston under $100. A good price for a nonstop flight from Kissimmee to Boston is less than $95.

Are there last-minute flights available from Kissimmee to Boston for under $100?

There are currently 20+ open flights from Kissimmee to Boston within the next 7 days for less than $100.

What days are nonstop flights available from Orlando to Boston?

You can find nonstop flights on the following days: Sunday, Monday, Thursday, Friday, Saturday.

How many flights depart from Kissimmee to Boston on average per day?

On average 7 flights depart from Orlando to Boston Logan Intl per day.
Morning (6am - Noon) - 71% of flight departures
Afternoon (Noon - 6pm) - 29% of flight departures

Does it rain more in Orlando or Boston?

In Orlando, there will be same rainfall in Orlando compared to Boston over the next 11 days.

Is Orlando weather warmer or cooler than Boston?

With an average temperature of 93 °F, peak weather can be found in July. As a traveler, expect to see changes in flight prices during that period. The temperatures in Boston are colder than in Orlando.

How long is the flight from Kissimmee to Boston?

Departing from Kissimmee to Boston will take you 2h 47m. The distance between Kissimmee and Boston is about 1128 mi. All flights are typically nonstop.

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

Cheapflights users have booked flights from Kissimmee to Boston round-trip from $73. Another airline that can offer you cheap pricing is Frontier. You may be able to fly from Kissimmee to Boston for 46% less than the average price by searching for these airlines.

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

$32 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $44 and $64, respectively.

Alternative routes for Kissimmee to Boston

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Boston

Things to know before you go - useful duration and weather info for your trip from Kissimmee to Boston.
Flight duration
3h 03m
Average temperature for May in Boston
68.0 °F
Avg rainfall for May in Boston
3.7 ″

Airports servicing Orlando

Sanford (SFB)

Airports servicing Boston

Top 6 airlines flying from Kissimmee to Boston

The chart below displays the airlines Cheapflights users traveling from Kissimmee to Boston choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$48 $122 No cancel fee 62%
United Airlines
$74 $141 No cancel fee 69%
Spirit Airlines
$68 $161 No cancel fee 65%
American Airlines
$79 $188 No cancel fee 71%
Delta
$83 $214 No cancel fee N/A
JetBlue
$88 $288 No cancel fee 62%

Hourly flight availability from Kissimmee to Boston

See what time of day planes typically take off from Kissimmee towards Boston.
Morning 6 AM to noon 68% of ORL to BOS departures
Afternoon Noon to 6 PM 24% of ORL to BOS departures
Evening 6 PM to midnight 7% of ORL to BOS departures
Early morning Midnight to 6 AM 1% of ORL to BOS departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Kissimmee to Boston
See how many times per day planes take to the skies headed from Kissimmee to Boston.
Sunday
26 daily flights
Monday
17 daily flights
Tuesday
16 daily flights
Wednesday
34 daily flights
Thursday
14 daily flights
Friday
22 daily flights
Saturday
9 daily flights
Home North America USA Massachusetts Boston Cheap flights from Kissimmee to Boston