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Walt Disney World

$85+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Jul 23 — Jul 301
Thu 7/23
Thu 7/30
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Walt Disney World are usually found in September or August, booked 12 days in advance, depart on a Friday or Tuesday and return on a Friday

Cheap 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 June 23, 2026.

This Super.com deal was found by Cheapflights users on 6/21. 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.
Tue 7/145:13 pm
ORD
-
MCO
Nonstop3h 12m
Frontier
Tue 7/218:59 pm
MCO
-
ORD
Nonstop3h 11m
Frontier
Deal found 6/21$177
This CheapOair deal was found by Cheapflights users on 6/21. 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.
Fri 7/37:50 pm
RFD
-
SFB
Nonstop2h 39m
Allegiant Air
Fri 7/105:17 pm
SFB
-
RFD
Nonstop2h 43m
Allegiant Air
Deal found 6/21$178
This Cheapflightsfares deal was found by Cheapflights users on 6/23. 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.
Wed 7/155:13 pm
ORD
-
MCO
Nonstop3h 12m
Frontier
Tue 7/218:59 pm
MCO
-
ORD
Nonstop3h 11m
Frontier
Deal found 6/23$178
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Tue 8/187:44 pm
ORD
-
MCO
Nonstop2h 45m
Frontier
Sat 8/229:00 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Deal found 6/23$179
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/711:27 am
RFD
-
SFB
Nonstop2h 34m
Allegiant Air
Mon 9/217:50 am
SFB
-
RFD
Nonstop2h 42m
Allegiant Air
Deal found 6/22$180
This Frontier deal was found by Cheapflights users on 6/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:05 am
ORD
-
MCO
Nonstop2h 48m
Frontier
Thu 10/299:42 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Deal found 6/23$180
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:42 am
RFD
-
SFB
Nonstop2h 34m
Allegiant Air
Mon 9/147:50 am
SFB
-
RFD
Nonstop2h 42m
Allegiant Air
Deal found 6/23$181
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Tue 8/412:44 am
ORD
-
MCO
1 stop13h 43m
Frontier
Mon 8/108:59 pm
MCO
-
ORD
Nonstop3h 11m
Frontier
Deal found 6/23$181
This CheapOair deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:03 am
RFD
-
SFB
Nonstop2h 39m
Allegiant Air
Fri 7/105:17 pm
SFB
-
RFD
Nonstop2h 43m
Allegiant Air
Deal found 6/19$182
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Thu 8/65:13 pm
ORD
-
MCO
Nonstop3h 12m
Frontier
Wed 8/129:40 am
MCO
-
ORD
1 stop7h 20m
Frontier
Deal found 6/23$182
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 6/297:48 pm
RFD
-
SFB
Nonstop2h 35m
Allegiant Air
Sat 7/47:32 am
SFB
-
RFD
Nonstop2h 43m
Allegiant Air
Deal found 6/19$183
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Tue 8/187:00 am
ORD
-
MCO
1 stop8h 37m
Frontier
Mon 8/249:00 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Deal found 6/23$183

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 June 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Cheapflightsfares)

One-way from

$85
(Mytrip)

Popular in

June

Cheapest in

September

Average price

$356
Provider with most accurate pricing for Chicago (CHI)-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Orlando (ORL) flights.
Search Deals
From Chicago (CHI) to Walt Disney World
Search Deals
One-way flight from Chicago (CHI) to Walt Disney World
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search 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 June 23, 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

Price

Cheapest round-trip

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 7/8

10:03 am-1:42 pm

Nonstop2h 39m

Orlando Sanford Intl

Fri 7/10

5:17 pm-7:00 pm

Nonstop2h 43m

$182
Quickest round-trip

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 10/16

8:49 am-12:19 pm

Nonstop2h 30m

Orlando Sanford Intl

Wed 10/21

7:00 am-8:44 am

Nonstop2h 44m

$187

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 7/10

7:50 pm-11:29 pm

Nonstop2h 39m

Orlando Sanford Intl

Fri 7/17

5:17 pm-7:00 pm

Nonstop2h 43m

$190

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Fri 7/17

7:50 pm-11:29 pm

Nonstop2h 39m

Orlando Sanford Intl

Mon 7/20

5:17 pm-7:00 pm

Nonstop2h 43m

$191

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 7/8

10:03 am-1:42 pm

Nonstop2h 39m

Orlando Sanford Intl

Fri 7/24

5:17 pm-7:00 pm

Nonstop2h 43m

$192

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Mon 8/10

6:26 pm-10:05 pm

Nonstop2h 39m

Orlando Sanford Intl

Fri 8/14

6:40 pm-10:47 am

2 stops41h 07m

$196

ChicagoOrlando

RFD - SFB

RFDSFB

Chicago Greater Rockford

Wed 11/4

3:34 pm-7:10 pm

Nonstop2h 36m

Orlando Sanford Intl

Mon 11/9

8:00 am-9:48 am

Nonstop2h 48m

$208

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sat 7/18

5:05 pm-8:55 pm

Nonstop2h 50m

Orlando

Sat 7/25

7:00 am-8:50 am

Nonstop2h 50m

$217

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sat 8/8

7:50 am-12:55 pm

1 stop4h 05m

Orlando

Sat 8/22

9:10 am-11:00 am

Nonstop2h 50m

$223

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sat 7/25

7:35 pm-11:15 pm

Nonstop2h 40m

Orlando

Sat 8/1

4:20 pm-7:30 pm

1 stop4h 10m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/22

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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

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 June 23, 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 evening, which can drop the price by up to 19% versus a flight at noon.

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 June 23, 2026.

The most flights from CHI to W9D are scheduled on a Monday (81 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (40 on average).

How much does it cost to fly round-trip from Chicago to Walt Disney World?

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 June 20, 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.

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 June 23, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAllegiant Air 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.
Southwest
7.9
Good
4,242 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
7.9
Good
4,242 reviews
Southwest
7.9
Good
4,242 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
United Airlines
7.4
Good
9,880 reviews
Southwest
7.9
Good
4,242 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Allegiant Air
7.3
Good
695 reviews
Southwest
7.9
Good
4,242 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.1
Good
11,751 reviews
Southwest
7.9
Good
4,242 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Frontier
5.6
Fair
2,867 reviews
Southwest
7.9
Good
4,242 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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.

  • How long is the flight from Chicago to Walt Disney World?

    There are many flights that can get you from Chicago to Walt Disney World in 2h 39m. Fly via Allegiant Air, Southwest, or Delta to get the fastest option. The distance from Chicago to Walt Disney World is about 1025 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 ($34), Allegiant Air ($52), and Southwest ($78).

  • 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: Copa Airlines (88%), Azul (87%), United Airlines( 85%).

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

    While on average a flight from Chicago to Walt Disney World is generally $768, our data shows the cheapest flight currently is $80. When looking at the most popular route, (Chicago O'Hare Intl - Orlando), you can expect to pay $73 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.

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 June 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$198FlexibilityNo cancel feeOn-time62%
DeltaCheapest$109Average$257FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$113Average$208FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$147Average$288FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$156Average$377FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$157Average$337FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$157Average$342FlexibilityNo cancel feeOn-time69%

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