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Kissimmee

$58+ Cheap flights from Worcester, MA (ORH) 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — MCO
Feb 3 — Feb 101
Tue 2/3
Tue 2/10
1 adult, Economy
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Cheapflights Tip: The best prices from Worcester to Kissimmee are usually found in January or September, booked 89 days in advance, depart on a Tuesday or Monday and return on a Friday

Cheap flight deals from Worcester to Kissimmee

Cheapest flights from Worcester to Kissimmee
Explore the most affordable flight options available from Worcester to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 4, 2026.

This JetBlue deal was found by Cheapflights users on 1/4. 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.
Sun 1/2512:00 pmORH - MCO
Nonstop3h 10mJetBlue
Fri 1/308:20 amMCO - ORH
Nonstop2h 45mJetBlue
Deal found 1/4$123
This Super.com deal was found by Cheapflights users on 1/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1912:00 pmORH - MCO
Nonstop3h 10mJetBlue
Fri 1/238:20 amMCO - ORH
Nonstop2h 45mJetBlue
Deal found 1/2$136
This JetBlue deal was found by Cheapflights users on 1/1. 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 1/1912:00 pmORH - MCO
Nonstop3h 10mJetBlue
Thu 1/228:20 amMCO - ORH
Nonstop2h 45mJetBlue
Deal found 1/1$138
This Super.com deal was found by Cheapflights users on 1/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/2012:00 pmORH - MCO
Nonstop3h 10mJetBlue
Tue 1/278:20 amMCO - ORH
Nonstop2h 45mJetBlue
Deal found 1/2$150
This JetBlue deal was found by Cheapflights users on 1/3. 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 1/2812:00 pmORH - MCO
Nonstop3h 10mJetBlue
Sat 1/318:20 amMCO - ORH
Nonstop2h 45mJetBlue
Deal found 1/3$154
This American Airlines deal was found by Cheapflights users on 1/4. 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 1/252:18 pmORH - MCO
1 stop19h 39mAmerican Airlines
Fri 1/307:38 pmMCO - ORH
1 stop18h 20mAmerican Airlines
Deal found 1/4$155
This JetBlue deal was found by Cheapflights users on 1/3. 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 1/2812:00 pmORH - MCO
Nonstop3h 10mJetBlue
Fri 1/308:20 amMCO - ORH
Nonstop2h 45mJetBlue
Deal found 1/3$156
This American Airlines deal was found by Cheapflights users on 1/3. 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.
Tue 1/202:18 pmORH - MCO
1 stop7h 39mAmerican Airlines
Mon 1/267:38 pmMCO - ORH
1 stop18h 15mAmerican Airlines
Deal found 1/3$164
This American Airlines deal was found by Cheapflights users on 1/2. 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.
Wed 1/282:18 pmORH - MCO
2 stops17h 59mAmerican Airlines
Tue 2/36:00 amMCO - ORH
1 stop7h 53mAmerican Airlines
Deal found 1/2$165
This JetBlue deal was found by Cheapflights users on 1/2. 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 2/2311:10 amORH - MCO
Nonstop3h 11mJetBlue
Thu 3/129:00 amMCO - ORH
Nonstop2h 48mJetBlue
Deal found 1/2$169

Find flight deals from Worcester to Kissimmee

Keep the following information in mind while searching for Worcester to Kissimmee flight deals. Data was last updated January 4, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$123
(JetBlue)

One-way from

$58
(Super.com)

Popular in

April

Cheapest in

January

Average price

$243
Provider with most accurate pricing for Boston Logan Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Orlando (ORL) flights.
Search Deals
From Worcester to Kissimmee
Search Deals
One-way flight from Worcester to Kissimmee
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester 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 January 4, 2026.
Use the filters below to find and compare flights from Worcester to Kissimmee that are best for you.

Fly from

Worcester

Fly to

Kissimmee

Route

Depart

Return

Price

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 1/27

12:00 pm-3:10 pm

Nonstop3h 10m

Orlando

Sat 1/31

8:20 am-11:05 am

Nonstop2h 45m

$123

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Sun 1/25

12:00 pm-3:10 pm

Nonstop3h 10m

Orlando

Fri 1/30

8:20 am-11:05 am

Nonstop2h 45m

$123

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 2/2

12:00 pm-3:10 pm

Nonstop3h 10m

Orlando

Fri 2/6

8:20 am-11:05 am

Nonstop2h 45m

$138

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 1/19

12:00 pm-3:10 pm

Nonstop3h 10m

Orlando

Thu 1/22

8:20 am-11:05 am

Nonstop2h 45m

$153

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 1/20

12:00 pm-3:10 pm

Nonstop3h 10m

Orlando

Tue 1/27

8:20 am-11:05 am

Nonstop2h 45m

$153

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 1/20

2:18 pm-9:57 pm

1 stop7h 39m

Orlando

Tue 1/27

6:00 am-1:53 pm

1 stop7h 53m

$164

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 1/21

2:18 pm-9:09 pm

2 stops6h 51m

Orlando

Mon 1/26

7:38 pm-1:53 pm

1 stop18h 15m

$173

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 1/23

2:18 pm-1:12 pm

2 stops22h 54m

Orlando

Mon 1/26

4:28 pm-1:53 pm

2 stops21h 25m

$179

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 2/23

11:10 am-2:21 pm

Nonstop3h 11m

Orlando

Thu 2/26

7:00 am-9:49 am

Nonstop2h 49m

$185

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Sat 2/28

10:42 am-1:52 pm

Nonstop3h 10m

$60

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/3

Showing 1-10 of 17 results
1
2

Best time to book a flight from Worcester to Kissimmee

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

Cheapflights Insights

Everything you need to know about your flight from Worcester to Kissimmee

How far ahead should I book a flight from Worcester, Massachusetts to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Worcester to Kissimmee. Price data was last updated on December 26, 2025.

To ensure you get the cheapest price possible for a flight from Worcester, Massachusetts to Kissimmee, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, March is the cheapest month in which you can book a flight from Worcester, Massachusetts to Kissimmee (average of $38). Flying from Worcester, Massachusetts to Kissimmee in June is currently the most expensive (average of $78). 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 ORH to K1S?

Find hourly flight availability from Worcester 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 January 4, 2026.

When flying from Worcester, Massachusetts 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.

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 January 4, 2026.
See what other customers who have flown with Delta, American Airlines, and JetBlue from Worcester 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.
Delta
7.9
Good
8,017 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,017 reviews
Delta
7.9
Good
8,017 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,078 reviews
Delta
7.9
Good
8,017 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
JetBlue
7.2
Good
2,900 reviews
Delta
7.9
Good
8,017 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Worcester 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 Worcester to Kissimmee?

    If you book a flight to Kissimmee from Worcester, you will be flying from Worcester, which is the city’s only airport. Worcester (ORH) is located 3.8 mi from the center of Worcester. There is 1 flight from Worcester to Kissimmee per day from 3 different airlines.

  • How long is the flight from Worcester, Massachusetts to Kissimmee?

    There are many flights that can get you from Worcester, Massachusetts to Kissimmee in 3h 10m. Fly via JetBlue to get the fastest option. Worcester, Massachusetts and Kissimmee are separated by a distance of 1091 mi. All flights are typically nonstop.

  • What are the cheapest flights from Worcester, Massachusetts to Kissimmee?

    The cheapest flight price from Worcester, Massachusetts to Kissimmee is $82. On average you can expect to pay $210. The most popular route, (Worcester - Orlando), can usually be booked for $123.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Worcester, Massachusetts to Kissimmee (average of $38). Flying from Worcester, Massachusetts to Kissimmee in June is currently the most expensive (average of $78). 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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Top 3 airlines flying from Worcester to Kissimmee

Discover the top 3 airlines that operate flights from Worcester 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 January 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$147Average$253FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$157Average$355FlexibilityNo cancel feeOn-time71%
DeltaCheapest$202Average$402FlexibilityNo cancel feeOn-timeN/A

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