HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$59+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — MCO
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Worcester to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Worcester to Kissimmee are usually found in January or September, booked 76 days in advance, depart on a Tuesday or Monday and return on a Friday

Cheap flight deals from Worcester to Kissimmee

Keep the following information in mind while searching for Worcester to Kissimmee flight deals. Data was last updated November 13, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$57
(JetBlue)

Popular in

October

Cheapest in

January

Average price

$326
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
Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 November 13, 2025.

This JetBlue deal was found by Cheapflights users on 11/12. 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.
Thu 12/1111:02 amORH - MCO
Nonstop3h 09mJetBlue
Wed 12/177:30 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 11/12$153
This Priceline deal was found by Cheapflights users on 11/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/711:37 amORH - MCO
Nonstop3h 09mJetBlue
Thu 12/117:30 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 11/10$157
This JetBlue deal was found by Cheapflights users on 11/12. 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 12/1511:02 amORH - MCO
Nonstop3h 09mJetBlue
Wed 12/246:00 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 11/12$163
This American Airlines deal was found by Cheapflights users on 11/10. 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 12/73:34 pmORH - MCO
1 stop19h 25mAmerican Airlines
Thu 12/116:12 amMCO - ORH
1 stop8h 57mAmerican Airlines
Deal found 11/10$176
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Mon 12/83:27 pmORH - MCO
1 stop6h 26mAmerican Airlines
Wed 12/176:00 amMCO - ORH
1 stop9h 05mAmerican Airlines
Deal found 11/11$177
This JetBlue deal was found by Cheapflights users on 11/11. 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.
Thu 12/1111:02 amORH - MCO
Nonstop3h 09mJetBlue
Thu 12/186:00 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 11/11$180
This JetBlue deal was found by Cheapflights users on 11/11. 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 12/811:37 amORH - MCO
Nonstop3h 09mJetBlue
Wed 12/177:30 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 11/11$181
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/73:34 pmORH - MCO
1 stop6h 19mAmerican Airlines
Sun 12/147:43 pmMCO - ORH
2 stops19h 19mAmerican Airlines
Deal found 11/11$186
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Mon 12/83:27 pmORH - MCO
1 stop6h 26mAmerican Airlines
Mon 12/156:00 amMCO - ORH
1 stop9h 02mAmerican Airlines
Deal found 11/11$196
This JetBlue deal was found by Cheapflights users on 11/12. 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 12/1511:02 amORH - MCO
Nonstop3h 09mJetBlue
Mon 12/226:00 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 11/12$200
This JetBlue deal was found by Cheapflights users on 11/12. 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.
Thu 12/189:34 amORH - MCO
Nonstop3h 08mJetBlue
Fri 12/266:00 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 11/12$204

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 November 13, 2025.
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 12/16

11:02 am-2:11 pm

Nonstop3h 09m

Orlando

Wed 12/24

6:00 am-8:47 am

Nonstop2h 47m

$163

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 12/16

11:02 am-2:11 pm

Nonstop3h 09m

Orlando

Thu 12/25

6:00 am-8:47 am

Nonstop2h 47m

$163

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 12/17

11:02 am-2:11 pm

Nonstop3h 09m

Orlando

Tue 12/23

6:00 am-8:47 am

Nonstop2h 47m

$180

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 12/15

11:02 am-2:11 pm

Nonstop3h 09m

Orlando

Tue 12/23

6:00 am-8:47 am

Nonstop2h 47m

$180

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 12/8

11:37 am-2:46 pm

Nonstop3h 09m

Orlando

Wed 12/17

7:30 am-10:17 am

Nonstop2h 47m

$181

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 12/16

11:02 am-2:11 pm

Nonstop3h 09m

Orlando

Mon 12/22

6:00 am-8:47 am

Nonstop2h 47m

$200

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 12/17

11:02 am-2:11 pm

Nonstop3h 09m

Orlando

Mon 12/22

6:00 am-8:47 am

Nonstop2h 47m

$200

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 1/7

4:16 pm-10:33 pm

1 stop6h 17m

Orlando

Wed 1/14

9:15 am-3:36 pm

1 stop6h 21m

$202

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Thu 1/8

4:16 pm-10:33 pm

1 stop6h 17m

Orlando

Mon 1/12

9:15 am-3:36 pm

1 stop6h 21m

$202

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Sun 1/25

4:16 pm-10:33 pm

1 stop6h 17m

Orlando

Fri 1/30

9:15 am-3:36 pm

1 stop6h 21m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 22 results
1
2
3

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 November 7, 2025.

To ensure you get the cheapest price possible for a flight from Worcester, Massachusetts to Kissimmee, you should look to book at least 76 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 November 13, 2025.

One of the essential ways to save on airfare from Worcester, Massachusetts to Kissimmee is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 44% on airfare.

What is the cheapest day to fly from Worcester, Massachusetts to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Worcester to Kissimmee. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Worcester, Massachusetts to Kissimmee flight should consider departing on Friday evenings when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Worcester, Massachusetts to Kissimmee

Explore weekly flight availability from Worcester 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 13, 2025.

The most flights from ORH to K1S are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 13, 2025.
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
8,007 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

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
11,050 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

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
2,907 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

Food

7.3

Crew

8.5

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 are 2 flights 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 09m. 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 $101. On average you can expect to pay $235. The most popular route, (Worcester - Orlando), can usually be booked for $153.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Worcester to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Fort Lauderdale flights
Boston to Orlando flights
Boston to Miami flights
Boston to Tampa flights
Hartford to Orlando flights
Boston to West Palm Beach flights
Boston to Fort Myers flights
Boston to Sarasota flights
Hartford to Fort Lauderdale flights
Hartford to Tampa flights
Albany to Orlando flights
Hartford to Fort Myers flights
Boston to Key West flights
Hartford to West Palm Beach flights
Boston to Jacksonville flights
Hartford to Miami flights
Albany to Fort Lauderdale flights
Worcester to Orlando flights
Worcester to Fort Lauderdale flights
Boston to St Petersburg flights
Boston to Orlando Sanford Intl flights
Albany to Tampa flights
Boston to Pensacola flights
Boston to Valparaiso flights
Boston to Daytona Beach flights
Albany to Miami flights
Hartford to Sarasota flights
Hartford to Jacksonville flights
Boston to Panama City flights
Albany to West Palm Beach flights
Hartford to Key West flights
Hartford to Daytona Beach flights
Worcester to Fort Myers flights
Hartford to Pensacola flights
Worcester to Miami flights
Boston to Melbourne flights
Albany to Key West flights
Albany to Jacksonville flights
Hartford to Melbourne flights
Albany to Sarasota flights
Boston to Tallahassee flights
Albany to Orlando Sanford Intl flights
Albany to Fort Myers flights
Albany to Pensacola flights
Worcester to Tampa flights
Albany to Daytona Beach flights
Hartford to Panama City flights
Albany to Panama City flights
Albany to St Petersburg flights
Hartford to Valparaiso flights

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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$157Average$292FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$178Average$295FlexibilityNo cancel feeOn-time62%
DeltaCheapest$193Average$295FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.