$93+ Cheap flights from O'Hare Intl (ORD) 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MCO
Aug 3 — Aug 101
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl 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 Chicago O'Hare Intl to Kissimmee are usually found in January or August, booked 61 days in advance, depart on a Tuesday or Wednesday and return on a Friday
Cheap flight deals from O'Hare Intl to Kissimmee
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Cheapest flights from O'Hare Intl to KissimmeeExplore the most affordable flight options available from O'Hare Intl to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 4, 2026.
Explore the most affordable flight options available from O'Hare Intl to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 4, 2026.
This Super.com deal was found by Cheapflights users on 6/29. 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 7/215:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Sat 7/258:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 6/29![Frontier logo]()
$177
This Super.com deal was found by Cheapflights users on 6/30. 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 7/215:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Tue 8/48:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 6/30![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:59 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Fri 8/289:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$179
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:59 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Sat 9/59:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$180
This Super.com deal was found by Cheapflights users on 6/30. 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 8/277:44 pm
ORD
- MCO
Nonstop2h 45m
Frontier
Tue 9/19:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 10/294:44 pm
ORD
- MCO
Nonstop2h 53m
Frontier
Tue 11/310:13 am
MCO
- ORD
1 stop9h 16m
Frontier
Deal found 6/30![Frontier logo]()
$182
This Frontier deal was found by Cheapflights users on 7/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:49 pm
ORD
- MCO
Nonstop2h 53m
Frontier
Sun 9/206:05 am
MCO
- ORD
Nonstop3h 16m
Frontier
Deal found 7/1![Frontier logo]()
$183
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:10 pm
ORD
- MCO
Nonstop3h 08m
Frontier
Wed 9/29:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 7/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:49 pm
ORD
- MCO
Nonstop2h 53m
Frontier
Wed 9/169:47 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 7/3![Frontier logo]()
$185
This Super.com deal was found by Cheapflights users on 7/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/95:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Wed 8/128:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 7/1![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 6/30. 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 7/315:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Wed 8/58:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 6/30![Frontier logo]()
$187
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:59 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Tue 9/89:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$188
Best flights from O'Hare Intl to KissimmeeDiscover carefully curated flight deals from O'Hare Intl to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 4, 2026.
Discover carefully curated flight deals from O'Hare Intl to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 4, 2026.
This United Airlines deal was found by Cheapflights users on 6/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:56 pm
ORD
- MCO
1 stop6h 02m
United Airlines
Mon 8/174:21 pm
MCO
- ORD
Nonstop3h 12m
United Airlines
Deal found 6/29![United Airlines logo]()
$231
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:50 am
ORD
- MCO
1 stop6h 44m
Delta
Sat 10/3111:05 am
MCO
- ORD
1 stop6h 24m
Delta
Deal found 7/1![Delta logo]()
$252
This JetBlue deal was found by Cheapflights users on 7/3. 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.
Thu 9/103:00 pm
ORD
- MCO
1 stop5h 35m
JetBlue
Tue 9/158:55 am
MCO
- ORD
1 stop6h 06m
JetBlue
Deal found 7/3![JetBlue logo]()
$371
This United Airlines deal was found by Cheapflights users on 6/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:10 pm
ORD
- MCO
Nonstop2h 51m
United Airlines
Sun 11/19:22 am
MCO
- ORD
Nonstop3h 08m
United Airlines
Deal found 6/29![United Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:55 pm
ORD
- MCO
1 stop6h 01m
Delta
Fri 11/206:15 am
MCO
- ORD
1 stop4h 52m
Delta
Deal found 7/1![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:52 am
ORD
- MCO
1 stop5h 07m
Delta
Thu 8/64:05 pm
MCO
- ORD
1 stop5h 25m
Delta
Deal found 7/3![Delta logo]()
$348
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/132:15 pm
ORD
- MCO
Nonstop2h 45m
United Airlines
Mon 12/217:08 pm
MCO
- ORD
1 stop5h 07m
United Airlines
Deal found 7/1![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 6/30. 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 7/275:18 pm
ORD
- MCO
1 stop5h 16m
Delta
Wed 7/296:05 am
MCO
- ORD
1 stop7h 58m
Delta
Deal found 6/30![Delta logo]()
$400
This United Airlines deal was found by Cheapflights users on 6/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:15 am
ORD
- MCO
1 stop6h 40m
United Airlines
Fri 11/278:24 pm
MCO
- ORD
Nonstop3h 07m
United Airlines
Deal found 6/30![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/285:30 am
ORD
- MCO
1 stop7h 05m
Delta
Fri 1/19:15 am
MCO
- ORD
1 stop5h 58m
Delta
Deal found 7/3![Delta logo]()
$439
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:05 am
ORD
- MCO
1 stop4h 38m
United Airlines
Sun 7/194:21 pm
MCO
- ORD
Nonstop3h 18m
United Airlines
Deal found 7/1![United Airlines logo]()
$465
Last-minute flights from O'Hare Intl to KissimmeeDiscover last-minute flight deals from O'Hare Intl to Kissimmee. Data last updated July 4, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Kissimmee. Data last updated July 4, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/29. 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 7/215:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Sat 7/258:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 6/29![Frontier logo]()
$177
This Super.com deal was found by Cheapflights users on 6/30. 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 7/215:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Tue 8/48:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 6/30![Frontier logo]()
$178
This Super.com deal was found by Cheapflights users on 6/30. 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 7/315:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Wed 8/58:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 6/30![Frontier logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:44 am
ORD
- MCO
1 stop13h 43m
Frontier
Mon 8/107:00 am
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 7/2![Frontier logo]()
$183
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 8/412:44 am
ORD
- MCO
1 stop21h 53m
Frontier
Mon 8/108:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 6/30![Frontier logo]()
$182
This Super.com deal was found by Cheapflights users on 7/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/95:13 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Wed 8/128:59 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 7/1![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 7/2. 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 8/185:59 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Tue 9/229:47 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 7/2![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:10 pm
ORD
- MCO
Nonstop3h 08m
Frontier
Tue 9/19:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:59 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Fri 9/411:08 am
MCO
- ORD
Nonstop3h 12m
Frontier
Deal found 6/30![Frontier logo]()
$179
This Frontier deal was found by Cheapflights users on 7/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:59 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Wed 9/29:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 7/1![Frontier logo]()
$188
This Super.com deal was found by Cheapflights users on 6/30. 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 8/277:44 pm
ORD
- MCO
Nonstop2h 45m
Frontier
Tue 9/19:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:59 pm
ORD
- MCO
Nonstop3h 12m
Frontier
Thu 9/39:00 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 6/30![Frontier logo]()
$180
One-way flights from O'Hare Intl to KissimmeeSearch for one-way flight options from O'Hare Intl to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 4, 2026.
Search for one-way flight options from O'Hare Intl to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:30 am
ORD
- MCO
1 stop9h 51m
Frontier
Deal found 6/30![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:45 am
ORD
- MCO
1 stop7h 37m
Frontier
Deal found 7/2![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:30 pm
ORD
- MCO
1 stop22h 36m
Frontier
Deal found 7/2![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:45 am
ORD
- MCO
1 stop31h 37m
Frontier
Deal found 7/1![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:45 am
ORD
- MCO
1 stop7h 37m
Frontier
Deal found 7/3![Frontier logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 8/41:50 pm
ORD
- MCO
1 stop7h 25m
Frontier
Deal found 6/30![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 7/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:59 pm
ORD
- MCO
1 stop7h 15m
Frontier
Deal found 7/1![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/302:03 pm
ORD
- MCO
1 stop7h 07m
Frontier
Deal found 6/30![Frontier logo]()
$105
This Booking.com deal was found by Cheapflights users on 7/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:50 pm
ORD
- MCO
1 stop7h 25m
Frontier
Deal found 7/3![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:11 am
ORD
- MCO
1 stop11h 49m
Frontier
Deal found 6/29![Frontier logo]()
$108
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
ORD
- MCO
Nonstop2h 40m
United Airlines
Deal found 7/1![United Airlines logo]()
$109
Find flight deals from O'Hare Intl to Kissimmee
Keep the following information in mind while searching for O'Hare Intl to Kissimmee flight deals. Data was last updated July 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (Super.com) |
One-way from | $93 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $309 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl 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 4, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sat 8/15
12:56 pm-7:58 pm
1 stop6h 02m
Orlando
Mon 8/17
4:21 pm-6:33 pm
Nonstop3h 12m
$231
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Mon 10/26
9:50 am-5:34 pm
1 stop6h 44m
Orlando
Sat 10/31
11:05 am-4:29 pm
1 stop6h 24m
$252
Quickest round-trip
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Mon 10/26
4:10 pm-8:01 pm
Nonstop2h 51m
Orlando
Sun 11/1
9:22 am-11:30 am
Nonstop3h 08m
$282
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Thu 11/12
5:55 pm-12:56 am
1 stop6h 01m
Orlando
Fri 11/20
6:15 am-10:07 am
1 stop4h 52m
$342
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Tue 7/28
8:52 am-2:59 pm
1 stop5h 07m
Orlando
Thu 8/6
4:05 pm-8:30 pm
1 stop5h 25m
$348
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sun 12/13
2:15 pm-6:00 pm
Nonstop2h 45m
Orlando
Mon 12/21
7:08 pm-11:15 pm
1 stop5h 07m
$349
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Thu 9/10
3:00 pm-9:35 pm
1 stop5h 35m
Orlando
Tue 9/15
8:55 am-2:01 pm
1 stop6h 06m
$371
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Mon 7/27
5:18 pm-11:34 pm
1 stop5h 16m
Orlando
Wed 7/29
6:05 am-1:03 pm
1 stop7h 58m
$400
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sun 11/22
7:15 am-2:55 pm
1 stop6h 40m
Orlando
Fri 11/27
8:24 pm-10:31 pm
Nonstop3h 07m
$425
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Mon 12/28
5:30 am-1:35 pm
1 stop7h 05m
Orlando
Fri 1/1
9:15 am-2:13 pm
1 stop5h 58m
$439
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight from O'Hare Intl to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from O'Hare Intl with our price prediction graph.
ORD-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 Chicago O'Hare Intl Airport to Kissimmee
ORD-K1S
ORD-MCO
What is the cheapest time of day to fly from ORD to K1S?
Find hourly flight availability from O'Hare Intl 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 4, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight at noon.
Weekly flight availability from Chicago O'Hare Intl Airport to Kissimmee
Explore weekly flight availability from O'Hare Intl 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 July 4, 2026.
The most flights from ORD to K1S are scheduled on a Thursday (75 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (41 on average).
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Kissimmee?
What is the cheapest day to fly from Chicago O'Hare Intl Airport to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Kissimmee. Price data was last updated on June 27, 2026.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Kissimmee flight should consider departing on Sunday evenings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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 4, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl 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 O'Hare Intl to Kissimmee
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Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from O'Hare Intl to Kissimmee by cabin class
Find flights from O'Hare Intl to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
O'Hare Intl and Kissimmee flights
Browse other O'Hare Intl and Kissimmee flight options. Last updated on July 4, 2026.
Other flights from O'Hare Intl
Browse through other flights departing from O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on July 4, 2026.
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Check out other popular destinations found by fellow travelers in 2026
O'Hare Intl to Kissimmee flights
Consider these flights traveling from O'Hare Intl to Kissimmee.
Top 6 airlines flying from O'Hare Intl to Kissimmee
Discover the top 6 airlines that operate flights from O'Hare Intl 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$212 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$109 | Average$257 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$147 | Average$288 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$304 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$158 | Average$345 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$402 | FlexibilityNo cancel fee | On-time71% |