$127+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — MCO
Aug 24 — Aug 311
Round-trip
1 adult, Economy
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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 Thursday or Monday and return on a Friday
Cheap flight deals from Worcester to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Worcester to KissimmeeExplore 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 July 25, 2026.
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 July 25, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Fri 9/189:00 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/20![JetBlue logo]()
$261
This Cheapflightsfares deal was found by Cheapflights users on 7/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:40 pm
ORH
- MCO
Nonstop3h 01m
JetBlue
Thu 9/179:59 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/23![JetBlue logo]()
$271
This Super.com deal was found by Cheapflights users on 7/21. 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.
Thu 8/134:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Fri 8/219:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/21![JetBlue logo]()
$272
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Thu 10/229:00 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/22![JetBlue logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 7/21. 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 9/121:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Thu 9/178:55 am
MCO
- ORH
1 stop6h 29m
JetBlue
Deal found 7/21![JetBlue logo]()
$275
This Cheapflightsfares deal was found by Cheapflights users on 7/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Mon 9/148:55 am
MCO
- ORH
1 stop6h 29m
JetBlue
Deal found 7/20![JetBlue logo]()
$280
This American Airlines deal was found by Cheapflights users on 7/21. 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 9/115:16 pm
ORH
- MCO
1 stop18h 22m
American Airlines
Fri 9/187:05 am
MCO
- ORH
1 stop9h 44m
American Airlines
Deal found 7/21![American Airlines logo]()
$282
This Super.com deal was found by Cheapflights users on 7/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Fri 8/219:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/20![JetBlue logo]()
$284
This Expedia deal was found by Cheapflights users on 7/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:15 pm
ORH
- MCO
1 stop5h 20m
JetBlue
Sat 9/199:00 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/22![JetBlue logo]()
$287
Best flights from Worcester to KissimmeeDiscover carefully curated flight deals from Worcester to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
Discover carefully curated flight deals from Worcester to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
This Super.com deal was found by Cheapflights users on 7/24. 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.
Fri 9/181:40 pm
ORH
- MCO
Nonstop3h 01m
JetBlue
Sun 9/209:59 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/24![JetBlue logo]()
$280
This Delta deal was found by Cheapflights users on 7/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/274:20 pm
ORH
- MCO
1 stop6h 29m
Delta
Wed 9/3010:56 am
MCO
- ORH
1 stop4h 41m
Delta
Deal found 7/20![Delta logo]()
$282
This JetBlue deal was found by Cheapflights users on 7/25. 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.
Sat 9/121:40 pm
ORH
- MCO
Nonstop3h 01m
JetBlue
Fri 9/189:59 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/25![JetBlue logo]()
$283
This JetBlue deal was found by Cheapflights users on 7/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:40 pm
ORH
- MCO
Nonstop3h 01m
JetBlue
Fri 10/29:00 am
MCO
- ORH
Nonstop2h 51m
JetBlue
Deal found 7/23![JetBlue logo]()
$294
This Delta deal was found by Cheapflights users on 7/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/74:15 pm
ORH
- MCO
1 stop6h 23m
Delta
Sun 10/116:00 am
MCO
- ORH
2 stops8h 59m
Delta
Deal found 7/22![Delta logo]()
$333
This JetBlue deal was found by Cheapflights users on 7/24. 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 11/24:45 pm
ORH
- MCO
1 stop5h 24m
JetBlue
Thu 11/59:00 am
MCO
- ORH
Nonstop2h 50m
JetBlue
Deal found 7/24![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 7/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:40 pm
ORH
- MCO
1 stop5h 23m
Delta
Mon 8/175:30 am
MCO
- ORH
2 stops11h 30m
Delta
Deal found 7/23![Delta logo]()
$341
This JetBlue deal was found by Cheapflights users on 7/20. 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 8/72:37 pm
ORH
- MCO
Nonstop3h 06m
JetBlue
Mon 8/109:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/20![JetBlue logo]()
$327
This Delta deal was found by Cheapflights users on 7/24. 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.
Sun 10/184:15 pm
ORH
- MCO
1 stop6h 23m
Delta
Tue 10/205:30 am
MCO
- ORH
2 stops9h 29m
Delta
Deal found 7/24![Delta logo]()
$373
This JetBlue deal was found by Cheapflights users on 7/24. 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 10/194:45 pm
ORH
- MCO
1 stop5h 24m
JetBlue
Tue 10/209:00 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/24![JetBlue logo]()
$328
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Mon 8/179:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/22![JetBlue logo]()
$331
This JetBlue deal was found by Cheapflights users on 7/24. 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 10/184:45 pm
ORH
- MCO
1 stop5h 24m
JetBlue
Tue 10/209:00 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Deal found 7/24![JetBlue logo]()
$356
Last-minute flights from Worcester to KissimmeeDiscover last-minute flight deals from Worcester to Kissimmee. Data last updated July 25, 2026 and is based on user searches.
Discover last-minute flight deals from Worcester to Kissimmee. Data last updated July 25, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/112:47 pm
ORH
- MCO
Nonstop3h 06m
JetBlue
Tue 8/259:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/20![JetBlue logo]()
$303
This Super.com deal was found by Cheapflights users on 7/21. 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.
Thu 8/134:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Fri 8/219:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/21![JetBlue logo]()
$272
This Super.com deal was found by Cheapflights users on 7/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/134:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Tue 8/189:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/22![JetBlue logo]()
$280
This Super.com deal was found by Cheapflights users on 7/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Fri 8/219:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/20![JetBlue logo]()
$284
This Cheapflightsfares deal was found by Cheapflights users on 7/21. 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.
Wed 8/194:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Mon 9/218:55 am
MCO
- ORH
1 stop6h 29m
JetBlue
Deal found 7/21![JetBlue logo]()
$288
This Super.com deal was found by Cheapflights users on 7/24. 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.
Thu 8/204:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Tue 8/259:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/24![JetBlue logo]()
$292
This Cheapflightsfares deal was found by Cheapflights users on 7/21. 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 8/214:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Thu 8/2710:47 am
MCO
- ORH
Nonstop2h 54m
JetBlue
Deal found 7/21![JetBlue logo]()
$296
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/224:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Wed 8/269:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/22![JetBlue logo]()
$300
This Cheapflightsfares deal was found by Cheapflights users on 7/21. 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 8/252:47 pm
ORH
- MCO
Nonstop3h 06m
JetBlue
Tue 9/110:47 am
MCO
- ORH
Nonstop2h 54m
JetBlue
Deal found 7/21![JetBlue logo]()
$302
This Expedia deal was found by Cheapflights users on 7/20. 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.
Thu 8/274:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Sun 8/309:55 am
MCO
- ORH
1 stop5h 57m
JetBlue
Deal found 7/20![JetBlue logo]()
$290
One-way flights from Worcester to KissimmeeSearch for one-way flight options from Worcester to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
Search for one-way flight options from Worcester to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Deal found 7/20![JetBlue logo]()
$127
This JetBlue deal was found by Cheapflights users on 7/21. 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.
Sat 9/191:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Deal found 7/21![JetBlue logo]()
$129
This Cheapflightsfares deal was found by Cheapflights users on 7/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:40 pm
ORH
- MCO
Nonstop3h 09m
JetBlue
Deal found 7/23![JetBlue logo]()
$132
This JetBlue deal was found by Cheapflights users on 7/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Deal found 7/23![JetBlue logo]()
$139
This Super.com deal was found by Cheapflights users on 7/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/134:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Deal found 7/22![JetBlue logo]()
$140
This Cheapflightsfares deal was found by Cheapflights users on 7/21. 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.
Thu 8/204:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Deal found 7/21![JetBlue logo]()
$141
This JetBlue deal was found by Cheapflights users on 7/21. 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 8/184:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Deal found 7/21![JetBlue logo]()
$143
This Delta deal was found by Cheapflights users on 7/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:20 pm
ORH
- MCO
1 stop6h 29m
Delta
Deal found 7/22![Delta logo]()
$144
This Super.com deal was found by Cheapflights users on 7/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/294:45 pm
ORH
- MCO
1 stop5h 31m
JetBlue
Deal found 7/22![JetBlue logo]()
$146
This Delta deal was found by Cheapflights users on 7/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:15 pm
ORH
- MCO
1 stop6h 23m
Delta
Deal found 7/23![Delta logo]()
$149
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 July 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (Cheapflightsfares) |
One-way from | $127 (Cheapflightsfares) |
Popular in | April |
Cheapest in | January |
Average price | $294 |
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 July 25, 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
Cheapest round-trip
Quickest round-trip
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Fri 9/18
1:40 pm-4:41 pm
Nonstop3h 01m
Orlando
Sun 9/20
9:59 am-12:48 pm
Nonstop2h 49m
$280
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Sun 9/27
4:20 pm-10:49 pm
1 stop6h 29m
Orlando
Wed 9/30
10:56 am-3:37 pm
1 stop4h 41m
$282
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Sat 9/12
1:40 pm-4:41 pm
Nonstop3h 01m
Orlando
Fri 9/18
9:59 am-12:48 pm
Nonstop2h 49m
$283
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Mon 9/28
1:40 pm-4:41 pm
Nonstop3h 01m
Orlando
Fri 10/2
9:00 am-11:51 am
Nonstop2h 51m
$294
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Mon 11/2
4:45 pm-10:09 pm
1 stop5h 24m
Orlando
Thu 11/5
9:00 am-11:50 am
Nonstop2h 50m
$297
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Fri 8/7
2:37 pm-5:43 pm
Nonstop3h 06m
Orlando
Mon 8/10
9:55 am-3:52 pm
1 stop5h 57m
$327
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Mon 10/19
4:45 pm-10:09 pm
1 stop5h 24m
Orlando
Tue 10/20
9:00 am-11:49 am
Nonstop2h 49m
$328
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Fri 8/14
4:45 pm-10:16 pm
1 stop5h 31m
Orlando
Mon 8/17
9:55 am-3:52 pm
1 stop5h 57m
$331
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Wed 10/7
4:15 pm-10:38 pm
1 stop6h 23m
Orlando
Sun 10/11
6:00 am-2:59 pm
2 stops8h 59m
$333
WorcesterOrlando
ORH - MCO
ORHMCO
Worcester
Tue 8/11
5:40 pm-11:03 pm
1 stop5h 23m
Orlando
Mon 8/17
5:30 am-5:00 pm
2 stops11h 30m
$341
Showing 1-10 of 22 resultsSorted by cheapest first
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.
ORH-MCO
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
ORH-K1S
ORH-MCO
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 July 25, 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?
Airfare is below average for this route at the moment.
Worcester, Massachusetts to Kissimmee flights typically cost between $268 and $370 in September.The cheapest round-trip price found within the last 5 days was $261 on JetBlue (Sep 12-Sep 17).
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 July 25, 2026.
See what other customers who have flown with Delta,American Airlines, andJetBlue 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.
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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.
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Alternative routes for Worcester to Kissimmee
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Worcester and Kissimmee flights
Browse other Worcester and Kissimmee flight options. Last updated on July 25, 2026.
Other flights from Worcester
Browse through other flights departing from Worcester. Flights are based on user searches made on Cheapflights and were last updated on July 25, 2026.
Popular flight searches
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Worcester to Kissimmee flights
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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 July 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$134 | Average$294 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$312 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$174 | Average$307 | FlexibilityNo cancel fee | On-time71% |