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$48+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Walt Disney World are usually found in May or April, booked 85 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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$105
(Gotogate)

One-way from

$48
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$336
Provider with most accurate pricing for Chicago (CHI)-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Orlando (ORL) flights.
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From Chicago (CHI) to Walt Disney World
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One-way flight from Chicago (CHI) to Walt Disney World
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Highest demand for flights based on searches. 11% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Chicago to Walt Disney World

Cheapest flights from Chicago to Walt Disney World
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 31, 2025.

This Gotogate deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/148:36 amRFD - SFB
Nonstop2h 33mAllegiant Air
Wed 5/218:10 amSFB - RFD
Nonstop2h 46mAllegiant Air
Deal found 3/30$105
This Jettzy deal was found by Cheapflights users on 3/31. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/51:19 pmMDW - MCO
Nonstop2h 44mFrontier
Fri 5/910:30 amMCO - MDW
Nonstop2h 54mFrontier
Deal found 3/31$105
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/137:47 amORD - MCO
Nonstop2h 39mMultiple Airlines
Thu 5/159:23 pmMCO - ORD
Nonstop3h 09mMultiple Airlines
Deal found 3/31$105
This Cheapflightsfares deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/911:45 amORD - MCO
Nonstop2h 52mFrontier
Sat 4/124:45 pmMCO - ORD
Nonstop3h 19mFrontier
Deal found 3/30$107
This Cheapflightsfares deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:07 pmORD - MCO
Nonstop2h 50mSpirit Airlines
Sat 5/36:00 amMCO - ORD
Nonstop3h 04mSpirit Airlines
Deal found 3/29$113
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/182:38 pmORD - MCO
Nonstop2h 43mAmerican Airlines
Tue 6/248:41 amMCO - ORD
Nonstop3h 02mAmerican Airlines
Deal found 3/30$181
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1410:25 amMDW - MCO
1 stop3h 58mDelta
Wed 5/2110:00 amMCO - MDW
1 stop6h 20mDelta
Deal found 3/30$197
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/211:25 amORD - MCO
Nonstop2h 40mSouthwest
Wed 5/711:00 amMCO - ORD
Nonstop3h 05mSouthwest
Deal found 3/29$197
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/225:40 pmMDW - MCO
1 stop4h 20mSouthwest
Tue 4/296:25 pmMCO - MDW
Nonstop2h 50mSouthwest
Deal found 3/30$203
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/89:55 amORD - SFB
2 stops26h 09mMultiple Airlines
Mon 5/129:45 amSFB - ORD
1 stop7h 40mMultiple Airlines
Deal found 3/29$221
This Mytrip deal was found by Cheapflights users on 3/31. 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 5/307:00 pmMDW - SFB
1 stop24h 48mAllegiant Air
Thu 6/129:53 pmSFB - MDW
1 stop22h 53mAllegiant Air
Deal found 3/31$234
This Mytrip deal was found by Cheapflights users on 3/31. 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 6/27:00 pmMDW - SFB
1 stop14h 35mMultiple Airlines
Sat 6/77:37 pmSFB - MDW
2 stops23h 04mMultiple Airlines
Deal found 3/31$283

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 31, 2025.
Use the filters below to find and compare flights from Chicago to Bay Lake that are best for you.

Fly from

Chicago

Fly to

Walt Disney World

Route

Depart

Return

Price

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 5/14

8:36 am-12:09 pm

Nonstop2h 33m

Orlando Sanford Intl

Wed 5/21

8:10 am-9:56 am

Nonstop2h 46m

$105

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 5/5

1:19 pm-5:03 pm

Nonstop2h 44m

Orlando

Fri 5/9

10:30 am-12:24 pm

Nonstop2h 54m

$105

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 5/13

7:47 am-11:26 am

Nonstop2h 39m

Orlando

Thu 5/15

9:23 pm-11:32 pm

Nonstop3h 09m

$105

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 4/9

11:45 am-3:37 pm

Nonstop2h 52m

Orlando

Sat 4/12

4:45 pm-7:04 pm

Nonstop3h 19m

$107

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 4/30

5:07 pm-8:57 pm

Nonstop2h 50m

Orlando

Sat 5/3

6:00 am-8:04 am

Nonstop3h 04m

$113

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 6/18

4:50 pm-8:28 pm

Nonstop2h 38m

Orlando

Wed 6/25

6:00 am-8:12 am

Nonstop3h 12m

$181

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Wed 5/14

10:25 am-3:23 pm

1 stop3h 58m

Orlando

Wed 5/21

10:00 am-3:20 pm

1 stop6h 20m

$197

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 5/2

11:25 am-3:05 pm

Nonstop2h 40m

Orlando

Wed 5/7

11:00 am-1:05 pm

Nonstop3h 05m

$197

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Tue 4/22

5:40 pm-11:00 pm

1 stop4h 20m

Orlando

Tue 4/29

6:25 pm-8:15 pm

Nonstop2h 50m

$203

ChicagoOrlando

ORD - SFB

ORDSFB

Chicago O'Hare Intl

Thu 5/8

9:55 am-1:04 pm

2 stops26h 09m

Orlando Sanford Intl

Mon 5/12

9:45 am-4:25 pm

1 stop7h 40m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 33 results
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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.
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

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 28, 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 85 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 March 31, 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 23, 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. Monday mornings 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 31, 2025.

The most flights from CHI to W9D are scheduled on a Monday (66 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 March 31, 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.
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Avelo Airlines
7.5
Good
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • What are the cheapest airlines to fly from Chicago to Walt Disney World one-way?

    The cheapest airlines for a one-way flight from Chicago to Walt Disney World are Frontier ($48), Spirit Airlines ($51), and Allegiant Air ($56).

  • What are the most popular routes from Chicago to Walt Disney World?

    The most popular flight routes from Chicago to Walt Disney World are Chicago O'Hare Intl - Orlando, Chicago Midway - Orlando and Chicago Greater Rockford - Orlando Sanford Intl.

  • What are the most reliable airlines from Chicago to Walt Disney World?

    Before booking your flight to Walt Disney World from Chicago, check out the most reliable airlines to get you to your destination on time: Brussels Airlines (90%), British Airways (90%), Spirit Airlines( 89%).

  • What are the cheapest flights from Chicago to Walt Disney World?

    While on average a flight from Chicago to Walt Disney World is generally $528, our data shows the cheapest flight currently is $40. When looking at the most popular route, (Chicago O'Hare Intl - Orlando), you can expect to pay $90 for that flight.

  • Can I find deals for flights from Chicago to Walt Disney World that include hotel bookings?

    Yes. In addition to deals on Chicago to Walt Disney World flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Walt Disney World?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Walt Disney World.

  • Can I find deals for business class flights from Chicago to Walt Disney World?

    Yes. Cheapflights offers flight deals from Chicago to Walt Disney World by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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.

See more FAQs

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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.
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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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$195FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$65Average$177FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$106Average$217FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$128Average$344FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$160Average$360FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$179Average$404FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$388FlexibilityNo cancel feeOn-timeN/A
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