$56+ Cheap flights from Chicago (CHI) to Bay Lake, 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Apr 18 — Apr 251
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Walt Disney World 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 Walt Disney World are usually found in August or September, booked 83 days in advance, depart on a Tuesday or Saturday and return on a Friday
Cheap flight deals from Chicago to Walt Disney World
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to Walt Disney WorldExplore the most affordable flight options available from Chicago to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.
Explore the most affordable flight options available from Chicago to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:08 pm
ORD
- MCO
1 stop20h 21m
Multiple Airlines
Tue 5/58:58 pm
MCO
- ORD
Nonstop3h 15m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Mon 4/135:30 am
MDW
- MCO
Nonstop2h 46m
Frontier
Sat 4/182:00 pm
MCO
- MDW
Nonstop3h 00m
Frontier
Deal found 3/16![Frontier logo]()
$121
This CheapOair deal was found by Cheapflights users on 3/14. 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.
Sat 4/258:00 am
ORD
- MCO
Nonstop2h 54m
Multiple Airlines
Tue 4/2810:58 am
MCO
- ORD
Nonstop3h 02m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:04 pm
ORD
- MCO
Nonstop3h 06m
Frontier
Thu 4/237:15 pm
MCO
- ORD
Nonstop3h 15m
Frontier
Deal found 3/17![Frontier logo]()
$122
This WAYA deal was found by Cheapflights users on 3/18. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:05 am
MDW
- MCO
Nonstop2h 46m
Frontier
Wed 4/152:40 pm
MCO
- MDW
1 stop8h 34m
Frontier
Deal found 3/18![Frontier logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 3/14. 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.
Tue 4/149:06 am
ORD
- MCO
Nonstop2h 46m
Spirit Airlines
Sat 4/1811:18 am
MCO
- ORD
1 stop10h 54m
Spirit Airlines
Deal found 3/14![Spirit Airlines logo]()
$123
This WAYA deal was found by Cheapflights users on 3/17. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:05 am
MDW
- MCO
Nonstop2h 46m
Frontier
Thu 4/162:56 pm
MCO
- MDW
1 stop8h 23m
Frontier
Deal found 3/17![Frontier logo]()
$124
This Priceline deal was found by Cheapflights users on 3/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:36 pm
ORD
- MCO
1 stop6h 14m
Multiple Airlines
Fri 4/172:48 pm
MCO
- ORD
Nonstop3h 21m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$124
This Mytrip deal was found by Cheapflights users on 3/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:44 am
RFD
- SFB
Nonstop2h 33m
Allegiant Air
Wed 5/207:30 am
SFB
- RFD
Nonstop2h 51m
Allegiant Air
Deal found 3/16![Allegiant Air logo]()
$125
This WAYA deal was found by Cheapflights users on 3/17. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
MDW
- MCO
1 stop8h 29m
Multiple Airlines
Thu 4/235:30 am
MCO
- MDW
Nonstop2h 56m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Sun 4/124:21 pm
ORD
- MCO
Nonstop3h 01m
Multiple Airlines
Wed 4/226:22 am
MCO
- ORD
1 stop5h 01m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Mon 4/139:12 am
ORD
- MCO
Nonstop2h 58m
Multiple Airlines
Sat 4/187:00 am
MCO
- ORD
Nonstop3h 05m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$126
Best flights from Chicago to Walt Disney WorldDiscover carefully curated flight deals from Chicago to Walt Disney World that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 19, 2026.
Discover carefully curated flight deals from Chicago to Walt Disney World that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Fri 5/298:03 pm
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Wed 6/37:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 3/15![Allegiant Air logo]()
$169
This Southwest deal was found by Cheapflights users on 3/16. 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.
Sat 5/93:15 pm
ORD
- MCO
Nonstop2h 45m
Southwest
Sun 5/107:35 am
MCO
- ORD
Nonstop3h 10m
Southwest
Deal found 3/16![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 3/15. 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.
Fri 5/15:21 pm
MDW
- MCO
1 stop5h 45m
Delta
Fri 5/86:15 am
MCO
- MDW
1 stop7h 27m
Delta
Deal found 3/15![Delta logo]()
$277
This Mytrip deal was found by Cheapflights users on 3/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/410:44 am
RFD
- SFB
Nonstop2h 33m
Allegiant Air
Wed 4/83:02 pm
SFB
- RFD
Nonstop2h 54m
Allegiant Air
Deal found 3/15![Allegiant Air logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Tue 4/217:15 pm
ORD
- SFB
2 stops41h 36m
Multiple Airlines
Sat 5/29:39 pm
SFB
- ORD
1 stop33h 29m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 3/15. 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.
Tue 4/144:50 pm
MDW
- MCO
Nonstop2h 40m
Southwest
Tue 4/217:35 pm
MCO
- MDW
Nonstop2h 50m
Southwest
Deal found 3/15![Southwest logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Wed 5/2710:11 am
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Wed 6/37:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 3/15![Allegiant Air logo]()
$229
This Southwest deal was found by Cheapflights users on 3/14. 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 4/237:35 pm
ORD
- MCO
Nonstop2h 45m
Southwest
Mon 4/277:35 am
MCO
- ORD
Nonstop3h 10m
Southwest
Deal found 3/14![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 3/18. 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.
Sat 4/251:55 pm
ORD
- MCO
1 stop7h 25m
Southwest
Tue 4/289:10 pm
MCO
- ORD
2 stops16h 40m
Southwest
Deal found 3/18![Southwest logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:46 pm
RFD
- SFB
Nonstop2h 33m
Allegiant Air
Fri 4/176:48 pm
SFB
- RFD
2 stops39h 59m
Allegiant Air
Deal found 3/14![Allegiant Air logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/228:03 pm
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Mon 6/15:22 pm
SFB
- RFD
Nonstop2h 51m
Allegiant Air
Deal found 3/14![Allegiant Air logo]()
$256
This Southwest deal was found by Cheapflights users on 3/14. 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.
Sat 4/113:15 pm
ORD
- MCO
Nonstop2h 45m
Southwest
Sat 4/187:00 am
MCO
- ORD
Nonstop3h 10m
Southwest
Deal found 3/14![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 3/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:10 pm
MDW
- MCO
1 stop4h 34m
Delta
Sun 5/244:15 pm
MCO
- MDW
1 stop5h 54m
Delta
Deal found 3/14![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 3/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:55 am
ORD
- MCO
Nonstop2h 40m
Southwest
Wed 4/157:45 pm
MCO
- ORD
Nonstop3h 10m
Southwest
Deal found 3/17![Southwest logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:49 am
RFD
- SFB
Nonstop2h 33m
Allegiant Air
Fri 5/158:05 am
SFB
- RFD
Nonstop2h 54m
Allegiant Air
Deal found 3/17![Allegiant Air logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:44 am
RFD
- SFB
Nonstop2h 33m
Allegiant Air
Fri 4/246:48 pm
SFB
- RFD
2 stops39h 59m
Allegiant Air
Deal found 3/17![Allegiant Air logo]()
$266
This Southwest deal was found by Cheapflights users on 3/14. 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.
Mon 4/202:40 pm
ORD
- MCO
1 stop4h 35m
Southwest
Mon 4/209:55 pm
MCO
- ORD
2 stops15h 55m
Southwest
Deal found 3/14![Southwest logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/171:27 pm
ORD
- SFB
2 stops21h 03m
Multiple Airlines
Sat 5/29:39 pm
SFB
- ORD
1 stop33h 29m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$460
This Booking.com deal was found by Cheapflights users on 3/15. 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 4/12:49 pm
RFD
- SFB
Nonstop2h 33m
Allegiant Air
Sat 4/48:00 am
SFB
- RFD
Nonstop2h 54m
Allegiant Air
Deal found 3/15![Allegiant Air logo]()
$267
This Southwest deal was found by Cheapflights users on 3/15. 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.
Fri 5/12:40 pm
ORD
- MCO
2 stops8h 25m
Southwest
Mon 5/119:55 pm
MCO
- ORD
2 stops15h 55m
Southwest
Deal found 3/15![Southwest logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Thu 4/238:58 pm
ORD
- SFB
1 stop33h 14m
Multiple Airlines
Mon 4/2711:34 am
SFB
- ORD
2 stops13h 18m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$469
This Southwest deal was found by Cheapflights users on 3/14. 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.
Fri 4/242:40 pm
ORD
- MCO
2 stops8h 25m
Southwest
Mon 4/279:55 pm
MCO
- ORD
2 stops15h 55m
Southwest
Deal found 3/14![Southwest logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:46 pm
MDW
- SFB
1 stop25h 45m
Allegiant Air
Sun 6/148:55 pm
SFB
- MDW
1 stop23h 35m
Allegiant Air
Deal found 3/17![Allegiant Air logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Sun 4/195:05 am
ORD
- SFB
2 stops28h 51m
Multiple Airlines
Sat 5/29:39 pm
SFB
- ORD
1 stop33h 29m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$488
This Southwest deal was found by Cheapflights users on 3/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/168:35 pm
MDW
- MCO
Nonstop2h 35m
Southwest
Thu 4/235:05 pm
MCO
- MDW
Nonstop2h 55m
Southwest
Deal found 3/17![Southwest logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Mon 6/158:20 pm
MDW
- SFB
1 stop14h 32m
Allegiant Air
Sun 6/218:56 pm
SFB
- MDW
1 stop23h 34m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$293
This Southwest deal was found by Cheapflights users on 3/18. 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 4/2410:30 am
ORD
- MCO
1 stop7h 30m
Southwest
Sun 4/2610:55 pm
MCO
- ORD
2 stops14h 55m
Southwest
Deal found 3/18![Southwest logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Mon 4/205:05 am
ORD
- SFB
2 stops17h 32m
Multiple Airlines
Sat 5/29:39 pm
SFB
- ORD
1 stop32h 46m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$519
This Mytrip deal was found by Cheapflights users on 3/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/252:44 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Wed 4/83:02 pm
SFB
- RFD
Nonstop2h 54m
Allegiant Air
Deal found 3/16![Allegiant Air logo]()
$296
This Southwest deal was found by Cheapflights users on 3/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/302:40 pm
ORD
- MCO
2 stops8h 25m
Southwest
Mon 5/49:55 pm
MCO
- ORD
2 stops15h 55m
Southwest
Deal found 3/17![Southwest logo]()
$293
Last-minute flights from Chicago to Walt Disney WorldDiscover last-minute flight deals from Chicago to Walt Disney World. Data last updated March 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Walt Disney World. Data last updated March 19, 2026 and is based on user searches.
This WAYA deal was found by Cheapflights users on 3/18. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:05 am
MDW
- MCO
Nonstop2h 46m
Frontier
Wed 4/152:40 pm
MCO
- MDW
1 stop8h 34m
Frontier
Deal found 3/18![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Sun 4/124:21 pm
ORD
- MCO
Nonstop3h 01m
Multiple Airlines
Wed 4/226:22 am
MCO
- ORD
1 stop5h 01m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Mon 4/135:30 am
MDW
- MCO
Nonstop2h 46m
Frontier
Sat 4/182:00 pm
MCO
- MDW
Nonstop3h 00m
Frontier
Deal found 3/16![Frontier logo]()
$121
This Priceline deal was found by Cheapflights users on 3/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:36 pm
ORD
- MCO
1 stop6h 14m
Multiple Airlines
Fri 4/172:48 pm
MCO
- ORD
Nonstop3h 21m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Mon 4/139:12 am
ORD
- MCO
Nonstop2h 58m
Multiple Airlines
Sat 4/187:00 am
MCO
- ORD
Nonstop3h 05m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 3/14. 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.
Tue 4/149:06 am
ORD
- MCO
Nonstop2h 46m
Spirit Airlines
Sat 4/1811:18 am
MCO
- ORD
1 stop10h 54m
Spirit Airlines
Deal found 3/14![Spirit Airlines logo]()
$123
This WAYA deal was found by Cheapflights users on 3/17. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
MDW
- MCO
1 stop8h 29m
Multiple Airlines
Thu 4/235:30 am
MCO
- MDW
Nonstop2h 56m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$125
This Booking.com deal was found by Cheapflights users on 3/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:14 am
MDW
- MCO
Nonstop2h 49m
Frontier
Sat 4/182:00 pm
MCO
- MDW
Nonstop3h 00m
Frontier
Deal found 3/17![Frontier logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:04 pm
ORD
- MCO
Nonstop3h 06m
Frontier
Thu 4/237:15 pm
MCO
- ORD
Nonstop3h 15m
Frontier
Deal found 3/17![Frontier logo]()
$122
This Trip.com deal was found by Cheapflights users on 3/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
ORD
- MCO
Nonstop2h 54m
Multiple Airlines
Fri 5/17:00 am
MCO
- ORD
Nonstop3h 05m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$121
This Priceline deal was found by Cheapflights users on 3/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 am
ORD
- MCO
Nonstop2h 57m
Multiple Airlines
Tue 4/286:22 am
MCO
- ORD
1 stop5h 01m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:08 pm
ORD
- MCO
1 stop20h 21m
Multiple Airlines
Tue 5/58:58 pm
MCO
- ORD
Nonstop3h 15m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$120
One-way flights from Chicago to Walt Disney WorldSearch for one-way flight options from Chicago to Walt Disney World. Find affordable one-way fares based on user searches. Data last updated March 19, 2026.
Search for one-way flight options from Chicago to Walt Disney World. Find affordable one-way fares based on user searches. Data last updated March 19, 2026.
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/124:21 pm
ORD
- MCO
Nonstop3h 01m
Frontier
Deal found 3/15![Frontier logo]()
$56
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:05 am
MDW
- MCO
Nonstop2h 46m
Frontier
Deal found 3/15![Frontier logo]()
$56
This Expedia deal was found by Cheapflights users on 3/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:36 pm
ORD
- MCO
1 stop6h 14m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$58
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:21 pm
ORD
- MCO
Nonstop3h 01m
Frontier
Deal found 3/17![Frontier logo]()
$59
This Frontier deal was found by Cheapflights users on 3/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:12 am
ORD
- MCO
Nonstop2h 58m
Frontier
Deal found 3/17![Frontier logo]()
$60
This iWofly deal was found by Cheapflights users on 3/15. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:28 am
ORD
- MCO
1 stop7h 35m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$61
This Super.com deal was found by Cheapflights users on 3/16. 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.
Fri 5/155:30 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Deal found 3/16![Frontier logo]()
$63
This Super.com deal was found by Cheapflights users on 3/16. 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.
Fri 5/154:52 pm
MDW
- MCO
Nonstop2h 47m
Frontier
Deal found 3/16![Frontier logo]()
$63
This Trip.com deal was found by Cheapflights users on 3/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:07 am
ORD
- MCO
1 stop12h 12m
Frontier
Deal found 3/17![Frontier logo]()
$65
This Trip.com deal was found by Cheapflights users on 3/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:15 pm
MDW
- MCO
1 stop9h 04m
Frontier
Deal found 3/16![Frontier logo]()
$65
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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 5/1511:51 am
ORD
- MCO
1 stop4h 45m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:44 am
RFD
- SFB
Nonstop2h 33m
Allegiant Air
Deal found 3/17![Allegiant Air logo]()
$67
Find flight deals from Chicago to Walt Disney World
Keep the following information in mind while searching for Chicago to Walt Disney World flight deals. Data was last updated March 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $120 (Kiwi.com) |
One-way from | $56 (Super.com) |
Popular in | March |
Cheapest in | August |
Average price | $293 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Walt Disney World that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 19, 2026.
Use the filters below to find and compare flights from Chicago to Bay Lake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Fri 5/29
8:03 pm-11:37 pm
Nonstop2h 34m
Orlando Sanford Intl
Wed 6/3
7:30 am-9:17 am
Nonstop2h 47m
$169
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Sat 4/4
10:44 am-2:17 pm
Nonstop2h 33m
Orlando Sanford Intl
Wed 4/8
3:02 pm-4:56 pm
Nonstop2h 54m
$189
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sat 5/9
3:15 pm-7:00 pm
Nonstop2h 45m
Orlando
Sun 5/10
7:35 am-9:45 am
Nonstop3h 10m
$217
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Wed 5/27
10:11 am-1:45 pm
Nonstop2h 34m
Orlando Sanford Intl
Wed 6/3
7:30 am-9:17 am
Nonstop2h 47m
$229
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Tue 4/14
4:50 pm-8:30 pm
Nonstop2h 40m
Orlando
Tue 4/21
7:35 pm-9:25 pm
Nonstop2h 50m
$237
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Thu 4/23
7:35 pm-11:20 pm
Nonstop2h 45m
Orlando
Mon 4/27
7:35 am-9:45 am
Nonstop3h 10m
$247
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sat 4/25
1:55 pm-10:20 pm
1 stop7h 25m
Orlando
Tue 4/28
9:10 pm-12:50 pm
2 stops16h 40m
$248
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Wed 4/8
5:46 pm-9:19 pm
Nonstop2h 33m
Orlando Sanford Intl
Fri 4/17
6:48 pm-9:47 am
2 stops39h 59m
$255
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Fri 5/22
8:03 pm-11:37 pm
Nonstop2h 34m
Orlando Sanford Intl
Mon 6/1
5:22 pm-7:13 pm
Nonstop2h 51m
$256
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sat 4/11
3:15 pm-7:00 pm
Nonstop2h 45m
Orlando
Sat 4/18
7:00 am-9:10 am
Nonstop3h 10m
$257
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Walt Disney World
Have a flexible travel schedule? Discover the best time to fly to Walt Disney World from Chicago with our price prediction graph.
ORD-MCO
MDW-MCO
RFD-SFB
ORD-SFB
MDW-SFB
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 Bay Lake
CHI-W9D
ORD-MCO
MDW-MCO
RFD-SFB
ORD-SFB
How far ahead should I book a flight from Chicago to Walt Disney World?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Walt Disney World. Price data was last updated on March 13, 2026.
The price you pay for your flight from Chicago to Walt Disney World may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago to Walt Disney World?
Currently, January is the cheapest month in which you can book a flight from Chicago to Walt Disney World (average of $58). Flying from Chicago to Walt Disney World in June is currently the most expensive (average of $108). 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 W9D?
Find hourly flight availability from Chicago to Walt Disney World. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 19, 2026.
When flying from Chicago to Walt Disney World, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 21% versus a flight at noon.
What is the cheapest day to fly from Chicago to Walt Disney World?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Walt Disney World. Price data was last updated on March 14, 2026.
Travelers seeking maximum savings on their Chicago to Walt Disney World flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Walt Disney World
Explore weekly flight availability from Chicago to Walt Disney World. 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 March 19, 2026.
The most flights from CHI to W9D are scheduled on a Monday (79 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 Walt Disney World?
Reviews of airlines servicing Walt Disney World
Get insights into the airlines that provide service to Walt Disney World. 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 Walt Disney World. Reviews last updated March 19, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Bay Lake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Walt Disney World. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Walt Disney World
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Walt Disney World by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Walt Disney World by cabin class
Find flights from Chicago to Walt Disney World, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Walt Disney World flights
Browse other Chicago and Walt Disney World flight options. Last updated on March 19, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on March 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Walt Disney World flights
Consider these flights traveling from Chicago to Walt Disney World.
Top 8 airlines flying from Chicago to Walt Disney World
Discover the top 8 airlines that operate flights from Chicago to Walt Disney World. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$188 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$76 | Average$173 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$87 | Average$205 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$98 | Average$452 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$119 | Average$300 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$154 | Average$325 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$355 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$156 | Average$324 | FlexibilityNo cancel fee | On-time69% |