$68+ 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Jun 7 — Jun 141
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 28 days in advance, depart on a Tuesday or Thursday 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 May 8, 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 May 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/2010:11 am
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Sat 5/307:30 am
SFB
- RFD
Nonstop2h 51m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 8/310:16 am
ORD
- MCO
Nonstop3h 04m
Frontier
Tue 8/118:54 pm
MCO
- ORD
Nonstop3h 11m
Frontier
Deal found 5/4![Frontier logo]()
$145
This Booking.com deal was found by Cheapflights users on 5/3. 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.
Sat 7/410:05 am
RFD
- SFB
Nonstop2h 39m
Allegiant Air
Sat 7/117:32 am
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 5/265:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Fri 5/292:40 pm
MCO
- ORD
1 stop6h 01m
Frontier
Deal found 5/3![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:11 am
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Sat 5/237:30 am
SFB
- RFD
Nonstop2h 51m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Sat 6/67:25 am
MCO
- ORD
2 stops13h 04m
Frontier
Deal found 5/5![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
MDW
- MCO
1 stop23h 40m
Frontier
Tue 6/95:10 pm
MCO
- MDW
1 stop6h 01m
Frontier
Deal found 5/5![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/267:48 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Sat 7/47:32 am
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$149
This Mytrip deal was found by Cheapflights users on 5/4. 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.
Fri 6/197:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Sat 7/47:32 am
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 9/134:49 pm
ORD
- MCO
Nonstop2h 53m
Frontier
Wed 9/169:47 pm
MCO
- ORD
Nonstop3h 08m
Frontier
Deal found 5/4![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
MDW
- MCO
1 stop7h 15m
Frontier
Thu 6/47:56 am
MCO
- MDW
1 stop15h 06m
Frontier
Deal found 5/5![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 6/67:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$151
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 May 8, 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 May 8, 2026.
This Booking.com deal was found by Cheapflights users on 5/3. 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.
Fri 6/127:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Wed 6/177:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$151
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:20 pm
MDW
- MCO
Nonstop2h 35m
Southwest
Tue 6/237:10 am
MCO
- MDW
Nonstop2h 50m
Southwest
Deal found 5/5![Southwest logo]()
$169
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:02 am
ORD
- MCO
Nonstop2h 43m
United Airlines
Thu 6/47:13 am
MCO
- ORD
Nonstop3h 09m
United Airlines
Deal found 5/6![United Airlines logo]()
$184
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:22 pm
ORD
- MCO
1 stop7h 36m
Delta
Tue 8/412:05 pm
MCO
- ORD
1 stop5h 49m
Delta
Deal found 5/6![Delta logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Thu 7/96:00 am
MDW
- SFB
2 stops28h 39m
Multiple Airlines
Sun 7/128:58 pm
SFB
- MDW
1 stop18h 40m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Fri 6/195:18 pm
SFB
- RFD
Nonstop2h 45m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$186
This Delta deal was found by Cheapflights users on 5/3. 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 6/25:30 am
ORD
- MCO
1 stop5h 22m
Delta
Tue 6/96:45 pm
MCO
- ORD
1 stop6h 14m
Delta
Deal found 5/3![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:35 pm
ORD
- MCO
Nonstop2h 50m
Southwest
Sat 5/307:15 am
MCO
- ORD
2 stops9h 15m
Southwest
Deal found 5/6![Southwest logo]()
$199
This United Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/411:07 am
ORD
- MCO
1 stop5h 52m
United Airlines
Wed 7/87:09 am
MCO
- ORD
Nonstop3h 09m
United Airlines
Deal found 5/7![United Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Sat 6/207:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$191
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:50 pm
MDW
- MCO
1 stop4h 25m
Southwest
Wed 6/109:15 am
MCO
- MDW
1 stop5h 45m
Southwest
Deal found 5/7![Southwest logo]()
$204
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:53 pm
MDW
- MCO
1 stop4h 23m
Delta
Wed 6/36:15 am
MCO
- MDW
1 stop7h 27m
Delta
Deal found 5/6![Delta logo]()
$207
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:45 am
ORD
- MCO
1 stop6h 13m
United Airlines
Thu 6/47:13 am
MCO
- ORD
Nonstop3h 09m
United Airlines
Deal found 5/6![United Airlines logo]()
$209
This Booking.com deal was found by Cheapflights users on 5/4. 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.
Fri 6/197:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Wed 6/247:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$192
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:45 pm
MDW
- MCO
1 stop4h 10m
Southwest
Thu 6/410:55 pm
MCO
- MDW
Nonstop2h 45m
Southwest
Deal found 5/6![Southwest logo]()
$205
This United Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/176:02 am
ORD
- MCO
Nonstop2h 43m
United Airlines
Wed 6/2412:34 pm
MCO
- ORD
Nonstop3h 08m
United Airlines
Deal found 5/7![United Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:46 pm
ORD
- MCO
1 stop5h 49m
Delta
Wed 7/156:15 am
MCO
- ORD
1 stop7h 19m
Delta
Deal found 5/6![Delta logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Sat 6/207:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$199
This Southwest deal was found by Cheapflights users on 5/4. 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 6/48:55 pm
MDW
- MCO
Nonstop2h 35m
Southwest
Mon 6/89:00 am
MCO
- MDW
1 stop4h 20m
Southwest
Deal found 5/4![Southwest logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:50 pm
RFD
- SFB
Nonstop2h 39m
Allegiant Air
Fri 7/245:17 pm
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$199
This Delta deal was found by Cheapflights users on 5/3. 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.
Thu 6/46:06 pm
ORD
- MCO
1 stop5h 49m
Delta
Mon 6/85:30 am
MCO
- ORD
1 stop5h 43m
Delta
Deal found 5/3![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:40 pm
MDW
- MCO
1 stop4h 20m
Southwest
Sat 6/68:15 am
MCO
- MDW
1 stop5h 20m
Southwest
Deal found 5/7![Southwest logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:11 pm
MDW
- SFB
2 stops33h 56m
Multiple Airlines
Wed 7/84:48 pm
SFB
- MDW
1 stop22h 10m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/67:50 pm
RFD
- SFB
Nonstop2h 39m
Allegiant Air
Fri 7/105:17 pm
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$231
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:06 pm
ORD
- MCO
1 stop5h 06m
Delta
Sat 6/66:15 am
MCO
- ORD
1 stop7h 41m
Delta
Deal found 5/7![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 5/4. 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 5/292:40 pm
ORD
- MCO
2 stops8h 25m
Southwest
Mon 6/18:30 pm
MCO
- ORD
2 stops17h 20m
Southwest
Deal found 5/4![Southwest logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:07 am
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Fri 7/35:17 pm
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$241
This Southwest deal was found by Cheapflights users on 5/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
MDW
- MCO
Nonstop2h 35m
Southwest
Sun 5/245:50 pm
MCO
- MDW
Nonstop2h 55m
Southwest
Deal found 5/3![Southwest logo]()
$267
This Booking.com deal was found by Cheapflights users on 5/3. 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.
Fri 5/228:03 pm
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Mon 5/255:22 pm
SFB
- RFD
Nonstop2h 51m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:29 pm
ORD
- SFB
2 stops29h 48m
Multiple Airlines
Sat 7/49:34 pm
SFB
- ORD
1 stop32h 54m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$440
Last-minute flights from Chicago to Walt Disney WorldDiscover last-minute flight deals from Chicago to Walt Disney World. Data last updated May 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Walt Disney World. Data last updated May 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/2010:11 am
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Sat 5/307:30 am
SFB
- RFD
Nonstop2h 51m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:11 am
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Sat 5/237:30 am
SFB
- RFD
Nonstop2h 51m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 5/265:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Fri 5/292:40 pm
MCO
- ORD
1 stop6h 01m
Frontier
Deal found 5/3![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/275:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Fri 5/298:58 pm
MCO
- ORD
Nonstop3h 15m
Frontier
Deal found 5/4![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 6/67:30 am
SFB
- RFD
Nonstop2h 47m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Thu 6/47:00 am
MCO
- ORD
1 stop17h 01m
Frontier
Deal found 5/5![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/285:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Wed 6/37:56 am
MCO
- ORD
1 stop12h 33m
Frontier
Deal found 5/4![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
MDW
- MCO
1 stop23h 40m
Frontier
Tue 6/95:10 pm
MCO
- MDW
1 stop6h 01m
Frontier
Deal found 5/5![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Sat 6/67:25 am
MCO
- ORD
2 stops13h 04m
Frontier
Deal found 5/5![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
MDW
- MCO
1 stop7h 15m
Frontier
Thu 6/47:56 am
MCO
- MDW
1 stop15h 06m
Frontier
Deal found 5/5![Frontier logo]()
$150
This Mytrip deal was found by Cheapflights users on 5/4. 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.
Fri 6/197:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Sat 7/47:32 am
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/267:48 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Sat 7/47:32 am
SFB
- RFD
Nonstop2h 43m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$149
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 May 8, 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 May 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$68
This WAYA deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
MDW
- MCO
1 stop7h 15m
Frontier
Deal found 5/6![Frontier logo]()
$68
This WAYA deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:55 am
ORD
- MCO
1 stop6h 20m
Frontier
Deal found 5/5![Frontier logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:50 pm
RFD
- SFB
Nonstop2h 39m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:00 am
MDW
- MCO
1 stop26h 45m
Frontier
Deal found 5/7![Frontier logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
MDW
- MCO
1 stop7h 15m
Frontier
Deal found 5/6![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:55 am
ORD
- MCO
1 stop22h 45m
Frontier
Deal found 5/5![Frontier logo]()
$70
This Trip.com deal was found by Cheapflights users on 5/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:55 am
ORD
- MCO
1 stop6h 20m
Frontier
Deal found 5/3![Frontier logo]()
$71
This Cheapflightsfares deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/164:59 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Deal found 5/5![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:11 pm
ORD
- MCO
Nonstop3h 02m
Frontier
Deal found 5/5![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:53 pm
RFD
- SFB
Nonstop2h 35m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/2010:11 am
RFD
- SFB
Nonstop2h 34m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$76
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 May 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $144 (Kiwi.com) |
One-way from | $68 (Kiwi.com) |
Popular in | March |
Cheapest in | August |
Average price | $222 |
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 May 8, 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
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Fri 6/12
7:53 pm-11:28 pm
Nonstop2h 35m
Orlando Sanford Intl
Wed 6/17
7:30 am-9:17 am
Nonstop2h 47m
$151
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Tue 6/2
6:20 pm-9:55 pm
Nonstop2h 35m
Orlando
Tue 6/23
7:10 am-9:00 am
Nonstop2h 50m
$169
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Wed 6/3
6:02 am-9:45 am
Nonstop2h 43m
Orlando
Thu 6/4
7:13 am-9:22 am
Nonstop3h 09m
$184
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Fri 6/12
7:53 pm-11:28 pm
Nonstop2h 35m
Orlando Sanford Intl
Fri 6/19
5:18 pm-7:03 pm
Nonstop2h 45m
$186
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Fri 6/19
7:53 pm-11:28 pm
Nonstop2h 35m
Orlando Sanford Intl
Sat 6/20
7:30 am-9:17 am
Nonstop2h 47m
$191
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Fri 6/19
7:53 pm-11:28 pm
Nonstop2h 35m
Orlando Sanford Intl
Wed 6/24
7:30 am-9:17 am
Nonstop2h 47m
$192
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Tue 7/21
3:22 pm-11:58 pm
1 stop7h 36m
Orlando
Tue 8/4
12:05 pm-4:54 pm
1 stop5h 49m
$197
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Tue 6/2
5:30 am-11:52 am
1 stop5h 22m
Orlando
Tue 6/9
6:45 pm-11:59 pm
1 stop6h 14m
$197
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Wed 5/27
1:35 pm-5:25 pm
Nonstop2h 50m
Orlando
Sat 5/30
7:15 am-3:30 pm
2 stops9h 15m
$199
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Mon 6/15
7:53 pm-11:28 pm
Nonstop2h 35m
Orlando Sanford Intl
Sat 6/20
7:30 am-9:17 am
Nonstop2h 47m
$199
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.
RFD-SFB
ORD-MCO
MDW-MCO
MDW-SFB
ORD-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
RFD-SFB
ORD-MCO
MDW-MCO
MDW-SFB
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 May 8, 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 May 2, 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 May 8, 2026.
The most flights from CHI to W9D are scheduled on a Friday (73 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (51 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 May 8, 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.
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
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 May 8, 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 May 8, 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 May 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$193 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$77 | Average$177 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$113 | Average$219 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$119 | Average$300 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$328 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$367 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$335 | FlexibilityNo cancel fee | On-time69% |