HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$103+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — MCO
May 27 — Jun 31
Wed 5/27
Wed 6/3
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 89 days in advance, depart on a Monday or Thursday and return on a Wednesday

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 April 27, 2026.

This American Airlines deal was found by Cheapflights users on 4/23. 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 5/162:39 pm
ORH
-
MCO
1 stop6h 08m
American Airlines
Sun 5/248:19 pm
MCO
-
ORH
1 stop20h 34m
American Airlines
Deal found 4/23$200
This American Airlines deal was found by Cheapflights users on 4/23. 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 8/225:23 pm
ORH
-
MCO
1 stop5h 30m
American Airlines
Sat 8/297:11 am
MCO
-
ORH
1 stop9h 47m
American Airlines
Deal found 4/23$201
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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 5/302:54 pm
ORH
-
MCO
Nonstop3h 12m
JetBlue
Wed 6/310:25 am
MCO
-
ORH
Nonstop2h 51m
JetBlue
Deal found 4/27$208
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/245:18 pm
ORH
-
MCO
1 stop5h 25m
American Airlines
Thu 5/287:01 am
MCO
-
ORH
1 stop9h 52m
American Airlines
Deal found 4/27$212
This JetBlue deal was found by Cheapflights users on 4/25. 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 7/222:35 pm
ORH
-
MCO
Nonstop3h 05m
JetBlue
Thu 7/3010:46 am
MCO
-
ORH
Nonstop2h 53m
JetBlue
Deal found 4/25$213
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Thu 5/72:39 pm
ORH
-
MCO
2 stops9h 35m
American Airlines
Fri 5/87:55 pm
MCO
-
ORH
2 stops18h 19m
American Airlines
Deal found 4/22$215
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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.
Sun 5/242:16 pm
ORH
-
MCO
Nonstop2h 58m
JetBlue
Thu 5/2810:25 am
MCO
-
ORH
Nonstop2h 51m
JetBlue
Deal found 4/27$223
This JetBlue deal was found by Cheapflights users on 4/25. 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.
Tue 7/282:35 pm
ORH
-
MCO
Nonstop3h 05m
JetBlue
Thu 7/3010:46 am
MCO
-
ORH
Nonstop2h 53m
JetBlue
Deal found 4/25$228

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 April 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$200
(American Airlines)

One-way from

$103
(Super.com)

Popular in

April

Cheapest in

January

Average price

$403
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. 8% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 27, 2026.
Use the filters below to find and compare flights from Worcester to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 6/2

2:16 pm-5:14 pm

Nonstop2h 58m

Orlando

Wed 6/3

10:25 am-1:16 pm

Nonstop2h 51m

$213

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 6/24

5:43 pm-10:55 pm

1 stop5h 12m

Orlando

Tue 6/30

10:51 am-5:03 pm

1 stop6h 12m

$232

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 6/5

2:16 pm-5:10 pm

Nonstop2h 54m

Orlando

Sun 6/14

10:48 am-1:46 pm

Nonstop2h 58m

$244

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Sat 5/30

2:54 pm-6:06 pm

Nonstop3h 12m

Orlando

Sun 5/31

10:25 am-1:16 pm

Nonstop2h 51m

$244

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Thu 7/23

2:35 pm-5:40 pm

Nonstop3h 05m

Orlando

Fri 7/31

10:46 am-1:39 pm

Nonstop2h 53m

$244

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Thu 5/7

2:07 pm-5:06 pm

Nonstop2h 59m

Orlando

Tue 5/12

10:21 am-1:12 pm

Nonstop2h 51m

$278

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 7/3

5:16 pm-11:12 am

1 stop17h 56m

Orlando

Mon 7/6

7:34 pm-4:51 pm

2 stops21h 17m

$292

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 9/9

3:18 pm-11:00 pm

1 stop7h 42m

Orlando

Tue 9/15

7:00 am-2:39 pm

1 stop7h 39m

$294

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Thu 5/7

2:07 pm-5:06 pm

Nonstop2h 59m

Orlando

Fri 5/15

10:21 am-1:12 pm

Nonstop2h 51m

$294

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Thu 10/22

3:18 pm-10:57 pm

1 stop7h 39m

Orlando

Mon 10/26

8:00 am-2:37 pm

1 stop6h 37m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 24 resultsSorted by cheapest first
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

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 April 27, 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.

How much does it cost to fly round-trip from Worcester, Massachusetts to Kissimmee?

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 April 27, 2026.
See what other customers who have flown with Delta,JetBlue, andAmerican Airlines 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
8,462 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Comfort

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
8,462 reviews
Delta
7.9
Good
8,462 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Comfort

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
2,963 reviews
Delta
7.9
Good
8,462 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Comfort

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
7.1
Good
11,668 reviews
Delta
7.9
Good
8,462 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Comfort

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 are 0 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 2h 58m. Fly via JetBlue or Delta to get the fastest option. Worcester, Massachusetts and Kissimmee are separated by a distance of 1091 mi. This flight may include one or multiple stops.

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

    The cheapest flight price from Worcester, Massachusetts to Kissimmee is $85. On average you can expect to pay $257. The most popular route, (Worcester - Orlando), can usually be booked for $208.

  • 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.

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 Orlando flights
Boston to Miami flights
Boston to Fort Lauderdale flights
Boston to Tampa flights
Hartford to Orlando flights
Hartford to Tampa flights
Hartford to Fort Lauderdale flights
Boston to Fort Myers flights
Albany to Orlando flights
Boston to West Palm Beach flights
Boston to Jacksonville flights
Hartford to Miami flights
Boston to Sarasota flights
Boston to Key West flights
Hartford to West Palm Beach flights
Hartford to Fort Myers flights
Boston to Daytona Beach flights
Albany to Fort Lauderdale flights
Worcester to Orlando flights
Boston to Valparaiso flights
Boston to Pensacola flights
Albany to Tampa flights
Boston to St Petersburg flights
Boston to Panama City flights
Hartford to Sarasota flights
Albany to Miami flights
Hartford to Key West flights
Albany to Sarasota flights
Worcester to Fort Lauderdale flights
Boston to Orlando Sanford Intl flights
Hartford to Pensacola flights
Hartford to Daytona Beach flights
Hartford to Panama City flights
Hartford to Jacksonville flights
Albany to St Petersburg flights
Albany to West Palm Beach flights
Hartford to St Petersburg flights
Albany to Key West flights
Hartford to Valparaiso flights
Worcester to Miami flights
Hyannis to Orlando flights
Albany to Fort Myers flights
Boston to Melbourne flights
Albany to Daytona Beach flights
Albany to Jacksonville flights
Albany to Orlando Sanford Intl flights
Boston to Tallahassee flights
Boston to Gainesville flights
Hartford to Gainesville 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 April 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$160Average$296FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$174Average$307FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$287FlexibilityNo 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.