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Kissimmee

$88+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — MCO
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
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 Monday or Friday 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 March 10, 2026.

This JetBlue deal was found by Cheapflights users on 3/7. 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 6/92:12 pm
ORH
-
MCO
Nonstop2h 54m
JetBlue
Tue 6/1610:46 am
MCO
-
ORH
Nonstop2h 53m
JetBlue
Deal found 3/7$199
This Delta deal was found by Cheapflights users on 3/6. 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.
Mon 3/234:33 pm
ORH
-
MCO
1 stop6h 10m
Delta
Wed 3/258:40 am
MCO
-
ORH
1 stop7h 10m
Delta
Deal found 3/6$202
This American Airlines deal was found by Cheapflights users on 3/5. 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 stop16h 21m
American Airlines
Sat 5/307:01 am
MCO
-
ORH
1 stop9h 52m
American Airlines
Deal found 3/5$207
This American Airlines deal was found by Cheapflights users on 3/5. 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 3/241:44 pm
ORH
-
MCO
2 stops9h 44m
American Airlines
Mon 3/304:27 pm
MCO
-
ORH
2 stops20h 52m
American Airlines
Deal found 3/5$208
This Cheapflightsfares deal was found by Cheapflights users on 3/6. 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 5/242:12 pm
ORH
-
MCO
Nonstop2h 54m
JetBlue
Thu 5/2810:25 am
MCO
-
ORH
Nonstop2h 51m
JetBlue
Deal found 3/6$209
This Cheapflightsfares deal was found by Cheapflights users on 3/5. 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 4/511:45 am
ORH
-
MCO
Nonstop3h 04m
JetBlue
Fri 4/108:00 am
MCO
-
ORH
Nonstop2h 55m
JetBlue
Deal found 3/5$210
This American Airlines deal was found by Cheapflights users on 3/6. 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 5/305:18 pm
ORH
-
MCO
1 stop21h 39m
American Airlines
Wed 6/37:42 pm
MCO
-
ORH
2 stops21h 11m
American Airlines
Deal found 3/6$212
This Cheapflightsfares deal was found by Cheapflights users on 3/6. 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 08m
JetBlue
Wed 6/310:25 am
MCO
-
ORH
Nonstop2h 51m
JetBlue
Deal found 3/6$213
This Cheapflightsfares deal was found by Cheapflights users on 3/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:12 pm
ORH
-
MCO
Nonstop2h 54m
JetBlue
Sat 5/3011:07 am
MCO
-
ORH
Nonstop2h 50m
JetBlue
Deal found 3/10$214
This JetBlue deal was found by Cheapflights users on 3/7. 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 6/82:12 pm
ORH
-
MCO
Nonstop2h 54m
JetBlue
Thu 6/1110:46 am
MCO
-
ORH
Nonstop2h 53m
JetBlue
Deal found 3/7$215
This American Airlines deal was found by Cheapflights users on 3/6. 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 5/22:39 pm
ORH
-
MCO
1 stop20h 36m
American Airlines
Sun 5/108:06 pm
MCO
-
ORH
1 stop18h 08m
American Airlines
Deal found 3/6$218

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 March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(American Airlines)

One-way from

$88
(Super.com)

Popular in

April

Cheapest in

January

Average price

$318
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. 10% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 10, 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

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 6/3

4:15 pm-10:39 pm

1 stop6h 24m

Orlando

Mon 6/8

10:00 am-2:39 pm

1 stop4h 39m

$207
Quickest round-trip

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 6/5

2:12 pm-5:06 pm

Nonstop2h 54m

Orlando

Sun 6/7

10:25 am-1:16 pm

Nonstop2h 51m

$234

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 4/27

5:24 pm-10:40 pm

1 stop5h 16m

Orlando

Thu 4/30

8:50 am-4:43 pm

1 stop7h 53m

$234

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 7/13

3:18 pm-11:00 pm

1 stop7h 42m

Orlando

Tue 7/21

10:00 am-2:39 pm

1 stop4h 39m

$234

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Sun 4/12

2:39 pm-10:43 am

2 stops20h 04m

Orlando

Fri 4/17

8:15 pm-2:14 pm

2 stops17h 59m

$238

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 4/1

11:45 am-2:49 pm

Nonstop3h 04m

Orlando

Mon 4/6

8:00 am-10:55 am

Nonstop2h 55m

$264

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Wed 5/6

1:34 pm-4:40 pm

Nonstop3h 06m

Orlando

Fri 5/8

9:45 am-12:39 pm

Nonstop2h 54m

$284

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Thu 7/9

3:18 pm-11:00 pm

1 stop7h 42m

Orlando

Mon 7/13

10:00 am-2:39 pm

1 stop4h 39m

$303

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 4/13

11:45 am-2:49 pm

Nonstop3h 04m

Orlando

Wed 4/15

9:35 am-12:27 pm

Nonstop2h 52m

$334

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Sun 4/5

4:33 pm-10:43 pm

1 stop6h 10m

Orlando

Wed 4/8

8:40 am-3:50 pm

1 stop7h 10m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/8

Showing 1-10 of 21 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

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 March 6, 2026.

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, May is the cheapest month in which you can book a flight from Worcester, Massachusetts to Kissimmee (average of $49). Flying from Worcester, Massachusetts to Kissimmee in June is currently the most expensive (average of $79). 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 March 10, 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 March 10, 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
8,276 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Crew

8.5

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
8,276 reviews
Delta
7.9
Good
8,276 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Crew

8.5

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
8,276 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Crew

8.5

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
7.1
Good
11,414 reviews
Delta
7.9
Good
8,276 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Crew

8.5

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 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 54m. Fly via Delta, JetBlue, or American Airlines 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 $97. On average you can expect to pay $266. The most popular route, (Worcester - Orlando), can usually be booked for $188.

  • 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, May is the cheapest month in which you can book a flight from Worcester, Massachusetts to Kissimmee (average of $49). Flying from Worcester, Massachusetts to Kissimmee in June is currently the most expensive (average of $79). 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

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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 March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$156Average$291FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$157Average$319FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$287FlexibilityNo cancel feeOn-timeN/A

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