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Massachusetts

$47+ Cheap flights from Kissimmee, FL to Massachusetts

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Kissimmee to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Kissimmee (K1S) to Massachusetts (USMA). 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 22, 2024.

Round-trip from

$68
(Frontier)

One-way from

$47
(Cheapflightsfares)
From Kissimmee to Massachusetts
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One-way flight from Kissimmee to Massachusetts
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Find flight deals from Kissimmee to Massachusetts

Cheapest flights from Kissimmee to Massachusetts
Explore the most affordable flight options available from Kissimmee to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/256:57 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Tue 1/710:03 pmBOS - MCO
1 stop12h 28mSpirit Airlines
Deal found 12/21$96
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:57 amMCO - BOS
Nonstop3h 01mMultiple Airlines
Wed 1/86:00 amBOS - MCO
Nonstop3h 35mMultiple Airlines
Deal found 12/21$99
This Frontier deal was found by Cheapflights users on 12/21. 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 12/259:32 pmMCO - BOS
Nonstop3h 07mFrontier
Mon 1/65:45 amBOS - MCO
Nonstop3h 33mFrontier
Deal found 12/21$108
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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 12/247:00 amMCO - BDL
Nonstop2h 52mFrontier
Thu 1/210:52 amBDL - MCO
Nonstop3h 10mFrontier
Deal found 12/21$120
This Kiwi.com deal was found by Cheapflights users on 12/20. 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 12/256:41 pmMCO - BDL
Nonstop2h 45mMultiple Airlines
Thu 1/210:52 amBDL - MCO
Nonstop3h 10mMultiple Airlines
Deal found 12/20$156
This Mytrip deal was found by Cheapflights users on 12/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/314:25 pmMCO - BDL
Nonstop2h 45mBreeze Airways
Mon 1/68:05 amBDL - MCO
1 stop4h 20mBreeze Airways
Deal found 12/21$173
This Southwest deal was found by Cheapflights users on 12/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/298:15 pmMCO - BDL
Nonstop2h 40mSouthwest
Mon 1/64:00 pmBDL - MCO
Nonstop3h 05mSouthwest
Deal found 12/20$248
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/297:37 pmMCO - BDL
1 stop5h 11mAmerican Airlines
Sat 1/47:35 amBDL - MCO
1 stop7h 44mAmerican Airlines
Deal found 12/21$266
This JetBlue deal was found by Cheapflights users on 12/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/308:35 pmMCO - BDL
Nonstop2h 46mJetBlue
Sun 1/57:50 pmBDL - MCO
Nonstop3h 05mJetBlue
Deal found 12/21$273
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/269:00 amMCO - BDL
1 stop6h 40mDelta
Sat 1/46:46 pmBDL - MCO
1 stop5h 39mDelta
Deal found 12/21$321
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/285:24 pmMCO - ALB
1 stop7h 09mAmerican Airlines
Mon 12/305:10 amALB - MCO
1 stop6h 53mAmerican Airlines
Deal found 12/21$326
This JetBlue Airways deal was found by Cheapflights users on 12/21. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/284:45 pmMCO - ALB
Nonstop2h 52mJetBlue
Mon 12/308:22 pmALB - MCO
Nonstop3h 08mJetBlue
Deal found 12/21$337

Find flights from Kissimmee to Massachusetts within your budget

Customize your flight search to find flights from Kissimmee to Massachusetts 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 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 1/24

5:30 am-8:18 am

Nonstop2h 48m

Hartford Bradley Intl

Sun 1/26

10:45 am-1:59 pm

Nonstop3h 14m

$68

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 1/14

9:23 pm-12:30 am

Nonstop3h 07m

Boston Logan Intl

Tue 1/21

6:00 am-9:34 am

Nonstop3h 34m

$84

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 1/10

6:24 pm-10:30 pm

1 stop4h 06m

Hartford Bradley Intl

Sun 1/12

8:15 am-11:15 am

Nonstop3h 00m

$85

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 1/15

3:00 pm-6:03 pm

Nonstop3h 03m

Boston Logan Intl

Sun 1/19

6:00 am-9:34 am

Nonstop3h 34m

$88

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 1/18

11:30 am-2:30 pm

Nonstop3h 00m

Boston Logan Intl

Wed 1/22

6:25 am-9:57 am

Nonstop3h 32m

$95

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 2/27

6:54 pm-10:59 pm

1 stop4h 05m

Hartford Bradley Intl

Sat 3/1

8:02 pm-11:20 pm

Nonstop3h 18m

$104

OrlandoAlbany

MCO - ALB

MCOALB

Orlando

Fri 1/10

8:50 pm-11:40 pm

Nonstop2h 50m

Albany Intl

Mon 1/13

4:50 pm-8:00 pm

Nonstop3h 10m

$137

OrlandoAlbany

MCO - ALB

MCOALB

Orlando

Thu 1/16

6:00 am-10:49 am

1 stop4h 49m

Albany Intl

Sun 1/19

4:05 pm-9:54 pm

1 stop5h 49m

$168

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Wed 2/12

6:09 pm-10:22 am

1 stop16h 13m

Hartford Bradley Intl

Sat 2/22

11:17 am-7:37 am

1 stop20h 20m

$168

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 2/7

6:40 pm-9:30 pm

Nonstop2h 50m

Hartford Bradley Intl

Sun 2/9

6:15 am-9:23 am

Nonstop3h 08m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 57 results
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Best time to book a flight from Kissimmee to Massachusetts

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

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

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

Currently, January is the cheapest month in which you can book a flight from Kissimmee to Massachusetts (average of $218). Flying from Kissimmee to Massachusetts in July is currently the most expensive (average of $311). 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 K1S to MA?

Find hourly flight availability from Kissimmee to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.

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

Weekly flight availability from Kissimmee to Massachusetts

Explore weekly flight availability from Kissimmee to Massachusetts. 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 December 22, 2024.

The most flights from K1S to USMA are scheduled on a Saturday (57 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (27 on average).

Rainfall in Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated December 22, 2024.
See what other customers who have flown with Spirit Airlines, Frontier and Southwest from Kissimmee to Massachusetts 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
4,804 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

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
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

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.

Breeze Airways
8.1
Very good
135 reviews
Southwest
8.1
Very good
4,804 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

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
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

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
3,265 reviews
Southwest
8.1
Very good
4,804 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

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
9,028 reviews
Southwest
8.1
Very good
4,804 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

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 Kissimmee to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    One-way options have recently been found by users for as low as $47 on Spirit Airlines. Other airlines that offer cheap prices include Breeze Airways from $49 and Frontier from $49 one-way.

  • What are the most popular routes from Kissimmee to Massachusetts?

    When deciding which route to take from Kissimmee to Massachusetts consider Orlando - Boston Logan Intl, Orlando - Hartford Bradley Intl or Orlando - Albany Intl as they are the most popular.

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

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

  • What are the cheapest flights from Kissimmee to Massachusetts?

    While on average a flight from Kissimmee to Massachusetts is generally $1,498, our data shows the cheapest flight currently is $40. When looking at the most popular route, (Orlando - Boston Logan Intl), you can expect to pay $84 for that flight.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Kissimmee to Massachusetts (average of $218). Flying from Kissimmee to Massachusetts in July is currently the most expensive (average of $311). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Kissimmee to Massachusetts

Discover the top 8 airlines that operate flights from Kissimmee to Massachusetts. 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 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$123FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$53Average$155FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$75Average$178FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$102Average$431FlexibilityNo cancel feeOn-time62%
DeltaCheapest$104Average$274FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$116Average$166FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$156Average$367FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$206Average$385FlexibilityNo cancel feeOn-time69%
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