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Cheap flights from Kissimmee to Boston (ORL - BOS)

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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)

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

$49

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 30% versus a flight at noon.

Cheap flights from Kissimmee to Boston in January, February 2021

The best prices found for ORL to BOS flights for January, February
28 Jan - 31 Jan
$35pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
21 Jan - 25 Jan
$36pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Frontier
Non-Stop
MCO
Orlando
22 Jan - 24 Jan
$37pp
MCO
Orlando
Spirit Airlines
Non-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
28 Jan - 31 Jan
$35pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
21 Jan - 25 Jan
$36pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Frontier
Non-Stop
MCO
Orlando
22 Jan - 24 Jan
$37pp
MCO
Orlando
Spirit Airlines
Non-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
28 Jan - 31 Jan
$35pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
4 Feb - 8 Feb
$36pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Frontier
Non-Stop
MCO
Orlando
29 Jan - 31 Jan
$37pp
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
28 Jan - 31 Jan
$35pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
29 Jan - 31 Jan
$37pp
MCO
Orlando
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
MCO
Orlando
29 Jan - 1 Feb
$39pp
MCO
Orlando
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Frontier
Non-Stop
MCO
Orlando

One-way flights to Boston from Kissimmee

The cheapest one-way flights from Kissimmee to Boston
12:20 pm - 3:02 pm
JetBlue
Nonstop
2h 42m
MCO - BOS
JetBlue
7:30 am - 10:21 am
United Airlines
Nonstop
2h 51m
MCO - BOS
United Airlines
$50
United
4:44 pm - 8:09 am
Multiple Airlines
1 Stop
15h 25m
MCO - BOS
Multiple Airlines
$52
Kiwi.com

Related info for your journey

Useful info, stats and facts about Kissimmee to Boston 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.

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 Multiple Airlines for just $35, but on average you can expect to pay $45.

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 $45.

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: Tuesday, Wednesday.

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

On average 3 flights depart from Orlando to Boston Logan Intl per day.
Morning (6am - Noon) - 100% of flight departures

Does it rain more in Orlando or Boston?

In Orlando, there will be less rainfall in Orlando compared to Boston over the next 10 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 43m. 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 $37. Another airline that can offer you cheap pricing is Frontier. You may be able to fly from Kissimmee to Boston for 72% less than the average price by searching for these airlines.

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

$18 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 United Airlines, with prices starting from $21 and $30, respectively.

Alternative routes for Kissimmee to Boston

Destination information for Boston

Things to know before you go. Useful info for your trip from Kissimmee to Boston
Flight duration
3h 07m
Average temperature for January in Boston
39.2 °F
Avg rainfall for January in Boston
3.3 ″

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

Morning 6 AM to noon 67% of ORL to BOS departures
Evening 6 PM to midnight 17% of ORL to BOS departures
Afternoon Noon to 6 PM 15% 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
Sunday
20 daily flights
Monday
19 daily flights
Tuesday
11 daily flights
Wednesday
16 daily flights
Thursday
17 daily flights
Friday
23 daily flights
Saturday
13 daily flights
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