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Kissimmee

$49+ Cheap flights from Boston (BOS) to Kissimmee, FL

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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MCO
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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The best prices from Boston Logan Intl to Kissimmee are usually found in March or May, booked 30 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Boston to Kissimmee

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Kissimmee (K1S). 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 December 18, 2024.

Round-trip from

$94
(Cheapflightsfares)

One-way from

$49
(Cheapflightsfares)

Popular in

April

Cheapest in

March

Average price

$283
From Boston Logan Intl to Kissimmee
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One-way flight from Boston Logan Intl to Kissimmee
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High demand for flights, 3% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Boston to Kissimmee

Cheapest flights from Boston to Kissimmee
Explore the most affordable flight options available from Boston to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Frontier deal was found by Cheapflights users on 12/17. 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.
Tue 12/316:00 amBOS - MCO
Nonstop3h 35mFrontier
Tue 1/79:23 pmMCO - BOS
Nonstop3h 07mFrontier
Deal found 12/17$102
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/308:30 pmBOS - MCO
Nonstop3h 29mSpirit Airlines
Wed 1/86:57 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Deal found 12/17$134
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/1912:43 pmBOS - MCO
1 stop13h 02mMultiple Airlines
Tue 1/289:23 pmMCO - BOS
Nonstop3h 04mMultiple Airlines
Deal found 12/17$144

Find flights from Boston to Kissimmee within your budget

Customize your flight search to find flights from Boston to Kissimmee 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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 1/4

8:30 pm-11:59 pm

Nonstop3h 29m

Orlando

Tue 1/7

6:57 am-9:58 am

Nonstop3h 01m

$94

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sun 1/19

6:00 am-9:34 am

Nonstop3h 34m

Orlando

Sat 2/1

9:23 pm-12:27 am

Nonstop3h 04m

$95

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 1/21

6:25 am-9:57 am

Nonstop3h 32m

Orlando

Mon 2/3

9:23 pm-12:27 am

Nonstop3h 04m

$97

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 2/5

5:00 pm-8:25 pm

Nonstop3h 25m

Orlando

Mon 2/10

9:05 am-12:04 pm

Nonstop2h 59m

$177

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 3/1

3:01 pm-10:04 pm

1 stop7h 03m

Orlando

Wed 4/30

7:00 pm-12:27 am

1 stop5h 27m

$226

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Mon 1/6

7:20 am-10:52 am

Nonstop3h 32m

Orlando

Thu 1/9

8:35 pm-11:35 pm

Nonstop3h 00m

$233

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 1/4

1:29 pm-4:55 pm

Nonstop3h 26m

$49

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sun 1/12

6:00 am-9:35 am

Nonstop3h 35m

$50

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Thu 3/6

9:59 pm-1:17 am

Nonstop3h 18m

$89

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 1/18

4:05 pm-7:32 pm

Nonstop3h 27m

$94

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 15 results
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Best time to book a flight from Boston to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Boston 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.

Travel insights for flights from Boston to Kissimmee

Get recent, data-driven insights about flights from Boston to Kissimmee including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Kissimmee. Price data was last updated on December 13, 2024.

The price you pay for your flight from Boston to Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, May is the cheapest month in which you can book a flight from Boston to Kissimmee (average of $206). Flying from Boston to Kissimmee in November is currently the most expensive (average of $270). 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 BOS to K1S?

Find hourly flight availability from Boston to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

When flying from Boston to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Use this chart to determine the cheapest time to fly round-trip from Boston to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Kissimmee flight should consider departing on Tuesday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated December 18, 2024.
See what other customers who have flown with Spirit Airlines and Frontier from Boston to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Comfort

8.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Boston to Kissimmee. 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 from for flights from Boston to Kissimmee?

    If you book a flight to Kissimmee from Boston, you will be flying from Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston. There are 20 flights from Logan Intl to Kissimmee per day from 9 different airlines.

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

    The cheapest airlines for a one-way flight from Boston to Kissimmee are Spirit Airlines ($49), Frontier ($50), and JetBlue ($89).

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

    No one likes to see their flight delayed. When booking a flight from Boston to Kissimmee consider choosing Aeromexico (98%), LATAM Airlines (94%) or Japan Airlines (93%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Boston to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $45. While the most popular route (Boston Logan Intl - Orlando) can be booked for $77 on average our data indicates $488 when flying from Boston to Kissimmee.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston to Kissimmee 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 Boston to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Boston to Kissimmee (average of $206). Flying from Boston to Kissimmee in November is currently the most expensive (average of $270). 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.

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Alternative routes for Boston to Kissimmee

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Top 9 airlines flying from Boston to Kissimmee

Discover the top 9 airlines that operate flights from Boston to Kissimmee. 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$47Average$148FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$60Average$205FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$93Average$320FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$100Average$244FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$114Average$328FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$116Average$299FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$157Average$324FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$350FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$246Average$479FlexibilityNo cancel feeOn-time63%
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