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$44+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

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 November 20, 2024.

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/77:00 amMCO - BDL
Nonstop2h 52mFrontier
Thu 12/1210:55 amBDL - MCO
Nonstop3h 10mFrontier
Deal found 11/19$66
This Expedia deal was found by Cheapflights users on 11/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/46:25 amMCO - BOS
1 stop14h 23mSpirit Airlines
Tue 12/102:18 pmBOS - MCO
Nonstop3h 25mSpirit Airlines
Deal found 11/20$75
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.
Fri 12/69:23 pmMCO - BOS
Nonstop3h 07mFrontier
Sun 12/86:00 amBOS - MCO
Nonstop3h 35mFrontier
Deal found 11/18$80
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.
Fri 12/611:21 amMCO - BOS
1 stop8h 54mMultiple Airlines
Sun 12/86:00 amBOS - MCO
Nonstop3h 35mMultiple Airlines
Deal found 11/19$97
This eDestinos deal was found by Cheapflights users on 11/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/57:00 amMCO - BDL
Nonstop2h 52mMultiple Airlines
Mon 12/98:05 amBDL - MCO
Nonstop4h 20mMultiple Airlines
Deal found 11/20$116
This JetBlue deal was found by Cheapflights users on 11/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/133:55 pmMCO - ALB
Nonstop2h 49mJetBlue
Sun 12/157:39 pmALB - MCO
Nonstop3h 02mJetBlue
Deal found 11/20$137
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/236:41 pmMCO - BDL
Nonstop2h 45mBreeze Airways
Mon 11/258:05 amBDL - MCO
1 stop4h 20mBreeze Airways
Deal found 11/19$139
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/136:00 amMCO - ALB
1 stop4h 51mAmerican Airlines
Sun 12/155:05 pmALB - MCO
1 stop7h 47mAmerican Airlines
Deal found 11/19$158
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/271:20 pmMCO - BOS
Nonstop3h 05mJetBlue
Wed 11/277:29 pmBOS - MCO
Nonstop3h 31mJetBlue
Deal found 11/19$181
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/38:34 pmMCO - BDL
1 stop25h 28mSpirit Airlines
Tue 12/176:00 amBDL - MCO
1 stop27h 57mSpirit Airlines
Deal found 11/19$185
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:00 amMCO - BDL
Nonstop2h 41mJetBlue
Tue 12/108:59 pmBDL - MCO
Nonstop2h 56mJetBlue
Deal found 11/19$187
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1312:16 pmMCO - ORH
Nonstop2h 49mJetBlue
Mon 12/164:00 pmORH - MCO
Nonstop3h 07mJetBlue
Deal found 11/19$192

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

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Sat 12/7

7:00 am-9:52 am

Nonstop2h 52m

Hartford Bradley Intl

Thu 12/12

10:55 am-2:05 pm

Nonstop3h 10m

$66

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 12/4

6:50 am-9:51 am

Nonstop3h 01m

Boston Logan Intl

Tue 12/10

2:18 pm-5:43 pm

Nonstop3h 25m

$75

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 12/5

9:23 pm-12:30 am

Nonstop3h 07m

Boston Logan Intl

Sun 12/8

6:00 am-9:35 am

Nonstop3h 35m

$79

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 12/6

11:21 am-8:15 pm

1 stop8h 54m

Boston Logan Intl

Sun 12/8

6:00 am-9:35 am

Nonstop3h 35m

$97

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 1/30

11:55 am-2:43 pm

Nonstop2h 48m

Hartford Bradley Intl

Sun 2/2

10:45 am-1:59 pm

Nonstop3h 14m

$98

OrlandoAlbany

MCO - ALB

MCOALB

Orlando

Fri 12/13

3:55 pm-6:44 pm

Nonstop2h 49m

Albany Intl

Sun 12/15

7:39 pm-10:41 pm

Nonstop3h 02m

$137

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 12/20

1:05 pm-5:05 pm

1 stop4h 00m

Hartford Bradley Intl

Tue 12/24

7:50 pm-10:50 pm

Nonstop3h 00m

$146

OrlandoAlbany

MCO - ALB

MCOALB

Orlando

Fri 12/13

5:00 am-10:51 am

1 stop5h 51m

Albany Intl

Sun 12/15

5:05 pm-10:00 pm

1 stop4h 55m

$158

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 12/13

6:00 am-8:41 am

Nonstop2h 41m

Hartford Bradley Intl

Fri 12/13

8:59 pm-11:55 pm

Nonstop2h 56m

$177

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 11/27

1:20 pm-4:25 pm

Nonstop3h 05m

Boston Logan Intl

Wed 11/27

7:29 pm-11:00 pm

Nonstop3h 31m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 58 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 November 20, 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 November 20, 2024.

The most flights from K1S to USMA are scheduled on a Wednesday (51 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (11 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 November 20, 2024.
See what other customers who have flown with Frontier, Spirit Airlines and JetBlue 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.
Breeze Airways
8.2
Very good
123 reviews

Comfort

8.3

Crew

8.9

Boarding

8.4

Overall

8.2

Food

6.7

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Breeze Airways
8.2
Very good
123 reviews
Breeze Airways
8.2
Very good
123 reviews

Comfort

8.3

Crew

8.9

Boarding

8.4

Overall

8.2

Food

6.7

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Southwest
8.1
Very good
5,014 reviews
Breeze Airways
8.2
Very good
123 reviews

Comfort

8.3

Crew

8.9

Boarding

8.4

Overall

8.2

Food

6.7

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Delta
8.0
Very good
8,756 reviews
Breeze Airways
8.2
Very good
123 reviews

Comfort

8.3

Crew

8.9

Boarding

8.4

Overall

8.2

Food

6.7

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Avelo Airlines
7.5
Good
74 reviews
Breeze Airways
8.2
Very good
123 reviews

Comfort

8.3

Crew

8.9

Boarding

8.4

Overall

8.2

Food

6.7

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

JetBlue
7.5
Good
3,394 reviews
Breeze Airways
8.2
Very good
123 reviews

Comfort

8.3

Crew

8.9

Boarding

8.4

Overall

8.2

Food

6.7

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

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 $44 on Frontier. Other airlines that offer cheap prices include Breeze Airways from $46 and Spirit Airlines 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 Scandinavian Airlines (94%), Etihad Airways (94%) or Korean Air (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 $1,315, our data shows the cheapest flight currently is $39. When looking at the most popular route, (Orlando - Boston Logan Intl), you can expect to pay $64 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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Alternative routes for Kissimmee to Massachusetts

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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$124FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$54Average$155FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$75Average$176FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$101Average$288FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$104Average$431FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$116Average$166FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$153Average$364FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$206Average$365FlexibilityNo cancel feeOn-time69%
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