$98+ Cheap flights from Chicago (CHI) to Orlando (MCO)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Orlando 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 to Orlando are usually found in January or February, booked 62 days in advance, depart on a Tuesday or Wednesday and return on a Friday
Cheap flight deals from Chicago to Orlando
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Cheapest flights from Chicago to OrlandoExplore the most affordable flight options available from Chicago to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Chicago to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Frontier deal was found by Cheapflights users on 9/13. 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.
Thu 12/108:07 pm -
Nonstop2h 50m
Sun 12/135:01 pm -
Nonstop3h 01m
Deal found 9/13![Frontier logo]()
$170
This Cheapflightsfares deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:11 pm -
Nonstop2h 57m
Thu 10/2912:54 pm -
1 stop6h 51m
Deal found 9/12![Frontier logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/226:58 pm -
Nonstop3h 04m
Mon 10/265:20 am -
Nonstop3h 11m
Deal found 9/13![Frontier logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/56:00 am -
1 stop10h 43m
Sat 11/76:30 am -
Nonstop3h 16m
Deal found 9/14![Frontier logo]()
$197
This Priceline deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:46 am -
Nonstop2h 39m
Sun 10/255:20 am -
Nonstop3h 11m
Deal found 9/13![Frontier logo]()
$198
This Frontier deal was found by Cheapflights users on 9/14. 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 10/246:00 am -
1 stop4h 47m
Wed 11/42:48 pm -
Nonstop3h 15m
Deal found 9/14![Frontier logo]()
$199
This Expedia deal was found by Cheapflights users on 9/14. 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.
Tue 10/66:20 am -
1 stop9h 49m
Fri 10/94:44 pm -
Nonstop3h 18m
Deal found 9/14![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:21 am -
1 stop14h 09m
Tue 10/139:25 am -
1 stop15h 18m
Deal found 9/12![Frontier logo]()
$201
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 9/223:50 pm -
Nonstop2h 56m
Wed 9/238:51 pm -
Nonstop3h 08m
Deal found 9/15![Frontier logo]()
$201
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:25 am -
1 stop9h 44m
Thu 10/85:15 pm -
1 stop7h 28m
Deal found 9/16![Frontier logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 12/115:35 am -
Nonstop2h 54m
Thu 12/1710:58 pm -
Nonstop3h 11m
Deal found 9/16![Frontier logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/246:21 am -
1 stop10h 00m
Mon 10/262:52 pm -
1 stop9h 51m
Deal found 9/16![Frontier logo]()
$203
Best flights from Chicago to OrlandoDiscover carefully curated flight deals from Chicago to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Chicago to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:05 pm -
Nonstop2h 40m
Sat 10/317:30 am -
Nonstop2h 50m
Deal found 9/16![Southwest logo]()
$219
This JetBlue deal was found by Cheapflights users on 9/15. 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 10/1712:38 pm -
1 stop9h 08m
Fri 10/236:25 pm -
1 stop6h 05m
Deal found 9/15![JetBlue logo]()
$242
This Delta deal was found by Cheapflights users on 9/15. 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 10/55:06 pm -
1 stop7h 12m
Sat 10/106:00 am -
1 stop4h 32m
Deal found 9/15![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 9/15. 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 1/97:15 am -
Nonstop2h 54m
Fri 1/154:25 pm -
1 stop5h 03m
Deal found 9/15![United Airlines logo]()
$261
This Sun Country Air deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/207:50 pm -
1 stop12h 59m
Sat 12/267:30 pm -
1 stop24h 40m
Deal found 9/12![Sun Country Air logo]()
$355
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/198:20 am -
1 stop4h 55m
Sat 1/237:50 am -
1 stop4h 30m
Deal found 9/14![Southwest logo]()
$236
This JetBlue deal was found by Cheapflights users on 9/16. 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 11/62:42 pm -
1 stop6h 42m
Mon 11/96:54 pm -
1 stop6h 01m
Deal found 9/16![JetBlue logo]()
$257
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 1/97:10 am -
1 stop5h 27m
Fri 1/156:20 am -
1 stop7h 17m
Deal found 9/15![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 9/15. 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 11/511:38 am -
1 stop6h 02m
Mon 11/96:45 pm -
1 stop5h 09m
Deal found 9/15![Delta logo]()
$271
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/177:15 am -
1 stop5h 42m
Wed 10/216:10 pm -
1 stop6h 11m
Deal found 9/16![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:40 pm -
Nonstop2h 40m
Mon 11/99:05 pm -
Nonstop2h 55m
Deal found 9/16![Southwest logo]()
$300
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/52:30 pm -
Nonstop2h 58m
Thu 10/86:00 pm -
Nonstop3h 13m
Deal found 9/16![United Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 9/16. 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.
Sat 10/106:08 pm -
1 stop5h 15m
Mon 10/128:45 am -
1 stop5h 14m
Deal found 9/16![Delta logo]()
$299
This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:45 am -
1 stop9h 13m
Sun 12/278:18 pm -
1 stop23h 22m
Deal found 9/14![Sun Country Air logo]()
$365
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:40 pm -
Nonstop2h 35m
Sat 10/176:40 am -
1 stop5h 05m
Deal found 9/15![Southwest logo]()
$330
This JetBlue deal was found by Cheapflights users on 9/13. 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 10/302:42 pm -
1 stop6h 42m
Sun 11/16:54 pm -
1 stop6h 03m
Deal found 9/13![JetBlue logo]()
$377
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/197:45 pm -
Nonstop2h 59m
Sat 12/268:56 pm -
Nonstop3h 20m
Deal found 9/15![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/189:05 am -
Nonstop2h 40m
Mon 2/223:50 pm -
1 stop4h 50m
Deal found 9/14![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 9/13. 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.
Sat 1/231:00 pm -
1 stop5h 20m
Sat 1/3011:45 am -
1 stop5h 40m
Deal found 9/13![Delta logo]()
$367
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:45 am -
1 stop4h 30m
Mon 10/2610:35 pm -
Nonstop2h 50m
Deal found 9/14![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/245:55 pm -
1 stop5h 41m
Wed 1/278:30 am -
1 stop5h 07m
Deal found 9/12![Delta logo]()
$388
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:15 pm -
Nonstop2h 40m
Sun 12/67:20 am -
Nonstop3h 00m
Deal found 9/16![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:50 am -
2 stops6h 20m
Mon 11/234:40 pm -
1 stop5h 10m
Deal found 9/16![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:15 pm -
Nonstop2h 35m
Mon 10/56:55 am -
Nonstop2h 50m
Deal found 9/14![Southwest logo]()
$378
Last-minute flights from Chicago to OrlandoDiscover last-minute flight deals from Chicago to Orlando. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Orlando. Data last updated September 17, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 9/223:50 pm -
Nonstop2h 56m
Wed 9/238:51 pm -
Nonstop3h 08m
Deal found 9/15![Frontier logo]()
$201
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/63:50 pm -
Nonstop2h 56m
Tue 10/135:40 am -
Nonstop3h 11m
Deal found 9/13![Frontier logo]()
$197
This Expedia deal was found by Cheapflights users on 9/14. 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.
Tue 10/66:20 am -
1 stop9h 49m
Fri 10/94:44 pm -
Nonstop3h 18m
Deal found 9/14![Frontier logo]()
$200
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:25 am -
1 stop9h 44m
Thu 10/85:15 pm -
1 stop7h 28m
Deal found 9/16![Frontier logo]()
$202
This CheapOair deal was found by Cheapflights users on 9/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:20 am -
1 stop9h 49m
Fri 10/95:20 am -
Nonstop3h 11m
Deal found 9/17![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:21 am -
1 stop14h 09m
Tue 10/139:25 am -
1 stop15h 18m
Deal found 9/12![Frontier logo]()
$201
This Booking.com deal was found by Cheapflights users on 9/15. 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 10/147:44 pm -
1 stop10h 28m
Thu 10/223:11 pm -
1 stop21h 10m
Deal found 9/15![Frontier logo]()
$203
This Priceline deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:46 am -
Nonstop2h 39m
Sun 10/255:20 am -
Nonstop3h 11m
Deal found 9/13![Frontier logo]()
$198
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/226:58 pm -
Nonstop3h 04m
Mon 10/265:20 am -
Nonstop3h 11m
Deal found 9/13![Frontier logo]()
$196
This Frontier deal was found by Cheapflights users on 9/14. 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 10/246:00 am -
1 stop4h 47m
Wed 11/42:48 pm -
Nonstop3h 15m
Deal found 9/14![Frontier logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/246:21 am -
1 stop10h 00m
Mon 10/262:52 pm -
1 stop9h 51m
Deal found 9/16![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:11 pm -
Nonstop2h 57m
Thu 10/2912:54 pm -
1 stop6h 51m
Deal found 9/12![Frontier logo]()
$188
One-way flights from Chicago to OrlandoSearch for one-way flight options from Chicago to Orlando. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Chicago to Orlando. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:28 pm -
1 stop10h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$98
This Expedia deal was found by Cheapflights users on 9/14. 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.
Wed 10/216:21 am -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 10/304:42 pm -
2 stops27h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$100
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:16 am -
1 stop10h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 9/14. 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 10/237:44 pm -
1 stop11h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$101
This CheapOair deal was found by Cheapflights users on 9/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:25 am -
1 stop9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/138:04 am -
2 stops12h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 9/16. 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 10/296:16 am -
1 stop10h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/56:20 am -
1 stop16h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 12/17:32 pm -
1 stop27h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$104
This Expedia deal was found by Cheapflights users on 9/15. 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.
Tue 12/112:28 pm -
1 stop7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$104
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:46 am -
Nonstop2h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$105
Find flight deals from Chicago to Orlando
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Orlando (MCO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Frontier) |
One-way from | $98 (Cheapflightsfares) |
Popular in | June |
Cheapest in | January |
Average price | $313 |
Good round-trip deal | $263 or less |
Good one-way deal | $130 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Orlando 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Chicago to Orlando Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Wed 11/11
3:00 pm-6:40 pm
Nonstop2h 40m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$110
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Sat 10/24
5:25 pm-9:00 pm
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
ChicagoOrlando
ORD Chicago O'Hare Intl - MCO Orlando
ORDMCO
Chicago O'Hare Intl
Sat 2/20
7:00 am-1:35 pm
1 stop5h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$115
ChicagoOrlando
ORD Chicago O'Hare Intl - MCO Orlando
ORDMCO
Chicago O'Hare Intl
Tue 1/5
3:00 pm-8:36 pm
1 stop4h 36m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$120
ChicagoOrlando
ORD Chicago O'Hare Intl - MCO Orlando
ORDMCO
Chicago O'Hare Intl
Wed 10/14
10:54 am-6:15 pm
1 stop6h 21m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$120
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Fri 11/13
8:40 pm-12:20 am
Nonstop2h 40m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$142
ChicagoOrlando
ORD Chicago O'Hare Intl - MCO Orlando
ORDMCO
Chicago O'Hare Intl
Fri 10/9
7:57 pm-11:53 pm
Nonstop2h 56m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$142
ChicagoOrlando
ORD Chicago O'Hare Intl - MCO Orlando
ORDMCO
Chicago O'Hare Intl
Mon 12/28
7:40 pm-10:24 am
1 stop13h 44m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Fri 11/6
8:40 pm-12:20 am
Nonstop2h 40m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoOrlando
ORD Chicago O'Hare Intl - MCO Orlando
ORDMCO
Chicago O'Hare Intl
Tue 12/1
5:45 pm-9:37 pm
Nonstop2h 52m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$174
Showing 1-10 of 45 resultsSorted by cheapest first
Compare providers for flights from Chicago to Orlando
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Orlando in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Orlando Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Orlando Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Orlando Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Orlando Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Orlando Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Chicago with our price prediction graph.
CHI-MCO
MDW-MCO
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 to Orlando Airport
CHI-MCO
MDW-MCO
ORD-MCO
What is the cheapest month to book a flight from Chicago to Orlando Airport?
Currently, January is the cheapest month in which you can book a flight from Chicago to Orlando Airport (average of $217). Flying from Chicago to Orlando Airport in June is currently the most expensive (average of $386). 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 CHI to MCO?
Find hourly flight availability from Chicago to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2026.
One of the essential ways to save on airfare from Chicago to Orlando Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 17% on airfare.
Weekly flight availability from Chicago to Orlando Airport
Explore weekly flight availability from Chicago to Orlando. 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 September 17, 2026.
The most flights from CHI to MCO are scheduled on a Monday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (48 on average).
How much does it cost to fly round-trip from Chicago to Orlando Airport?
Airfare is below average for this route at the moment.
Chicago to Orlando Airport flights typically cost between $222 and $386 in December.The cheapest round-trip price found within the last 5 days was $170 on Frontier (Dec 10-Dec 13).
How often are flights from Chicago to Orlando delayed?
About 19% of weekly flights between Chicago and Orlando have experienced delays in the past year, with the average delay time being 147 minutes.
What is the most punctual flight time for Chicago to Orlando flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Orlando flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
How far ahead should I book a flight from Chicago to Orlando Airport?
To ensure you get the cheapest price possible for a flight from Chicago to Orlando Airport, you should look to book at least 28 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 day to fly from Chicago to Orlando Airport?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Orlando. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Chicago to Orlando Airport flight should consider departing on Monday at noon 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.
The best insider tips for Chicago to Orlando Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Orlando Airport trip
Our travel experts
Reviews of airlines servicing Orlando
Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated September 17, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Chicago to Orlando Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Orlando Airport?
Book flights to Orlando Airport if you plan to visit one of these locationsLake Buena Vista
Titusville
Winter Haven
Celebration
River Ranch
Four Corners
Sebastian
Leesburg
Ormond Beach
Flagler Beach
Daytona Beach Shores
Cocoa
Clermont
Altamonte Springs
The Villages
Lake Mary
Davenport
Haines City
Palatka
DeLand
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Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Chicago to Orlando
Discover the top 6 airlines that operate flights from Chicago to Orlando. 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$213 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$227 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$167 | Average$359 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$168 | Average$378 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$184 | Average$376 | FlexibilityNo cancel fee | On-time69% |