$53+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
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 September or May, booked 12 days in advance, depart on a Tuesday or Saturday and return on a Friday
Cheap 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 April 24, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $113 (Booking.com) |
One-way from | $53 (Trip.com) |
Popular in | March |
Cheapest in | September |
Average price | $195 |
Find flight deals from Chicago to Walt Disney World
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 April 24, 2025.
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 April 24, 2025.
This Booking.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 April 24, 2025.
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
Price
ChicagoOrlando
RFD - SFB
RFDSFB
Chicago Greater Rockford
Fri 5/30
2:42 pm-6:12 pm
Nonstop2h 30m
Orlando Sanford Intl
Mon 6/2
12:14 pm-1:57 pm
Nonstop2h 43m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sun 5/11
4:15 pm-8:18 pm
Nonstop3h 03m
Orlando
Thu 5/15
9:25 pm-11:29 pm
Nonstop3h 04m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Tue 5/27
5:03 pm-9:00 pm
Nonstop2h 57m
Orlando
Fri 5/30
10:17 pm-12:20 am
Nonstop3h 03m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sat 5/31
9:12 pm-12:57 am
Nonstop2h 45m
Orlando
Thu 6/5
6:22 pm-8:17 pm
Nonstop2h 55m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Fri 5/9
4:35 pm-8:20 pm
Nonstop2h 45m
Orlando
Fri 5/16
9:25 pm-11:29 pm
Nonstop3h 04m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sat 5/24
6:40 pm-10:15 pm
Nonstop2h 35m
Orlando
Tue 5/27
8:15 pm-10:05 pm
Nonstop2h 50m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sat 5/24
5:15 pm-11:54 pm
1 stop5h 39m
Orlando
Tue 5/27
1:00 pm-6:48 pm
1 stop6h 48m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Tue 7/1
6:00 am-12:00 pm
1 stop5h 00m
Orlando
Sat 7/12
8:30 am-12:30 pm
1 stop5h 00m
ChicagoOrlando
MDW - SFB
MDWSFB
Chicago Midway
Fri 6/13
8:36 pm-8:42 pm
1 stop23h 06m
Orlando Sanford Intl
Sun 6/15
9:53 pm-7:46 pm
1 stop22h 53m
ChicagoOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
Sat 5/17
4:00 pm-7:50 pm
Nonstop2h 50m
Orlando
Wed 5/21
11:00 am-1:05 pm
Nonstop3h 05m
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Bay Lake
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 April 18, 2025.
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 12 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, May is the cheapest month in which you can book a flight from Chicago to Walt Disney World (average of $206). Flying from Chicago to Walt Disney World in November is currently the most expensive (average of $289). 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 April 24, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Walt Disney World as you normally would.
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 30, 2025.
Travelers seeking maximum savings on their Chicago to Walt Disney World flight should consider departing on Tuesday afternoons 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 April 24, 2025.
The most flights from CHI to W9D are scheduled on a Monday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (43 on average).
Rainfall in Walt Disney World by month
Plan your trip to Walt Disney World by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Walt Disney World ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Walt Disney World when rainfall is around 2.4 in.
Temperature in Walt Disney World by month
Plan your trip to Walt Disney World by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Walt Disney World, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).
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 April 24, 2025.
Read through reviews of airlines operating flights from Chicago to Walt Disney World, such as Alaska Airlines, Southwest and Delta. 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
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Anonymous,Apr 2025
LAS - STS
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.
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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.
Top 7 airlines flying from Chicago to Walt Disney World
Discover the top 7 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 April 24, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$42 | Average$194 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$64 | Average$173 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$112 | Average$207 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$128 | Average$341 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$159 | Average$362 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$180 | Average$398 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$383 | FlexibilityNo cancel fee | On-timeN/A |