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Kissimmee

$47+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MCO
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

Popular in

April

Cheapest in

March

Round-trip from

$94
(Kiwi.com)

One-way from

$47
(Mytrip)
High demand for flights, 27% potential price rise
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Best time to find cheap flights, 25% potential price drop
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From Boston Logan Intl to Kissimmee
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One-way flight from Boston Logan Intl to Kissimmee
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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 November 20, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Wed 12/46:00 amBOS - MCO
Nonstop3h 31mMultiple Airlines
Tue 12/105:33 amMCO - BOS
1 stop9h 23mMultiple Airlines
Deal found 11/19$94
This Frontier deal was found by Cheapflights users on 11/19. 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 12/86:00 amBOS - MCO
Nonstop3h 35mFrontier
Wed 12/189:32 pmMCO - BOS
Nonstop3h 07mFrontier
Deal found 11/19$96
This Cheapflightsfares deal was found by Cheapflights users on 11/18. 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.
Tue 12/109:34 amBOS - MCO
1 stop5h 19mSpirit Airlines
Sun 12/156:50 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Deal found 11/18$98

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 12/4

6:00 am-9:31 am

Nonstop3h 31m

Orlando

Tue 12/10

5:33 am-2:56 pm

1 stop9h 23m

$94

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 12/10

6:00 am-9:35 am

Nonstop3h 35m

Orlando

Wed 12/18

5:10 am-10:20 am

1 stop5h 10m

$95

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 12/10

9:34 am-2:53 pm

1 stop5h 19m

Orlando

Sun 12/15

6:50 am-9:51 am

Nonstop3h 01m

$98

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 2/22

7:39 pm-12:30 am

1 stop4h 51m

Orlando

Fri 2/28

12:06 pm-5:25 pm

1 stop5h 19m

$206

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Fri 1/17

3:00 pm-6:24 pm

Nonstop3h 24m

Orlando

Thu 1/23

6:15 am-9:15 am

Nonstop3h 00m

$227

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Fri 2/21

6:39 pm-12:32 am

1 stop5h 53m

Orlando

Sat 3/1

5:00 am-9:34 am

1 stop4h 34m

$231

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 11/26

6:00 am-9:31 am

Nonstop3h 31m

$47

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Fri 12/13

8:21 pm-11:51 pm

Nonstop3h 30m

$49

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 2/19

8:40 pm-11:58 pm

Nonstop3h 18m

$94

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Thu 12/5

12:35 pm-10:59 pm

2 stops10h 24m

$102

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

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 November 15, 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, December is the cheapest month in which you can book a flight from Boston to Kissimmee (average of $203). Flying from Boston to Kissimmee in November is currently the most expensive (average of $263). 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 November 20, 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 November 18, 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.

Weekly flight availability from Boston to Kissimmee

Explore weekly flight availability from Boston to Kissimmee. 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 November 20, 2024.

The most flights from BOS to K1S are scheduled on a Wednesday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

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 November 20, 2024.
See what other customers who have flown with JetBlue, 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
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,394 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 24 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 Frontier ($47), Spirit Airlines ($49), and JetBlue ($94).

  • 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 (97%), LATAM Airlines (97%) or Korean Air (90%) 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 $40. While the most popular route (Boston Logan Intl - Orlando) can be booked for $69 on average our data indicates $383 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, December is the cheapest month in which you can book a flight from Boston to Kissimmee (average of $203). Flying from Boston to Kissimmee in November is currently the most expensive (average of $263). 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$149FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$193FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$66Average$351FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$78Average$243FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$115Average$335FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$118Average$300FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$155Average$337FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$190Average$347FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$246Average$454FlexibilityNo cancel feeOn-time63%
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