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Cheap flights from Disney World to Chicago (ORL - CHI)

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The best prices from Disney World to Chicago are usually found in February or January, booked 48 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

How to find the cheapest flight from
Disney World (ORL) to Chicago (CHI)

ORL - CHI
Price
$106 - $202
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in June High demand for flights, 21% potential price rise
Cheapest in February Best time to find cheap flights, 33% potential price drop
Round-trip from $106 From Disney World to Chicago
One-way from $32 One-way flight from Disney World to Chicago
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Disney World to Chicago?

Flights from Disney World to Chicago are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Disney World to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 10% on flights from Disney World to Chicago compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $177. For sooner than that we have options available in the next 3 days from $177.

Cheap flights from Disney World to Chicago in July, August 2020

The best prices found for ORL to CHI flights for July, August
31 Jul - 4 Aug
$63pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
22 Jul - 28 Jul
$65pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
14 Jul - 20 Jul
$66pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
MCO
Orlando

Disney World to Chicago 2020 flight deals

Cheap flights to Chicago from Disney World found for this year
31 Jul - 4 Aug
$63pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
22 Jul - 28 Jul
$65pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
15 Sep - 23 Sep
$66pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

Non-stop flights to Chicago from Disney World

Save time with Disney World to Chicago direct flight deals
22 Jul - 28 Jul
$65pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
15 Sep - 22 Sep
$66pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
14 Jul - 25 Jul
$67pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Last minute flights from Disney World to Chicago

Late deals on round-trip flights to Chicago from Disney World, departing today and this week
25 Jun - 5 Aug
$112pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
25 Jun - 5 Aug
$113pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
26 Jun - 6 Jul
$119pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando

One-way flights to Chicago from Disney World

The cheapest one-way flights from Disney World to Chicago
2:00 am - 3:39 am
Allegiant Air
Nonstop
2h 39m
SFB - RFD
Allegiant Air
$32
FlyFar
4:28 am - 11:19 am
Multiple Airlines
1 Stop
7h 51m
MCO - ORD
Multiple Airlines
$67
FlightNetwork
4:00 am - 6:09 am
Spirit Airlines
Nonstop
3h 09m
MCO - ORD
Spirit Airlines
$69
KAYAK

Related info for your journey

Useful info, stats and facts about Disney World to Chicago flights.

Flight FAQs

From Disney World to Chicago

Are flight prices decreasing from Orlando to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Orlando and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Disney World to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Disney World to Chicago for under $100. The cheapest flight booked recently is on Multiple Airlines for just $63, but on average you can expect to pay $73.

Are there nonstop flights from Disney World to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Disney World to Chicago under $100. A good price for a nonstop flight from Disney World to Chicago is less than $77.

Are there last-minute flights available from Disney World to Chicago for under $200?

There are currently 20+ open flights from Disney World to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from Orlando to Chicago?

You can find nonstop flights on the following days: Tuesday, Thursday, Friday.

How popular is this flight route?

The Orlando to Chicago flight path was viewed by 301 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What is the cheapest airline for this route?

Currently, United Air Lines Inc. offers the cheapest flights from Orlando to Chicago. On average 174 flights can be found for this airline route daily.

How long does the flight from Disney World to Chicago take?

For nonstop trips expect to fly for about 3 hours. The travel distance is approximately 619 miles.

How many flights depart from Disney World to Chicago on average per day?

On average 6 flights depart from Orlando to Chicago per day.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 33% of flight departures
Evening (6pm - Midnight) - 17% of flight departures

Is Orlando weather warmer or cooler than Chicago?

Our data indicates that the weather will be 93 °F on average in the month of July. The temperature in Chicago is typically colder than in Orlando. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

Alternative routes for Disney World to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Disney World to Chicago
Flight duration
2h 53m
Average temperature for July in Chicago
84.2 °F
Avg rainfall for July in Chicago
3.7 ″

Airports servicing Orlando

Sanford (SFB)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Disney World to Chicago

Afternoon Noon to 6 PM 60% of ORL to CHI departures
Morning 6 AM to noon 31% of ORL to CHI departures
Evening 6 PM to midnight 8% of ORL to CHI departures
Early morning Midnight to 6 AM 1% of ORL to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Disney World to Chicago
Sunday
38 daily flights
Monday
37 daily flights
Tuesday
33 daily flights
Wednesday
33 daily flights
Thursday
41 daily flights
Friday
35 daily flights
Saturday
34 daily flights