Cheap Flight Tickets from Orlando (ORL) to Chicago (CHI), Starting at $833

Good to Know: Cheapest and Fastest ORL - CHI Flights

Useful information for finding best airline tickets from Orlando All Airport to Chicago All Airport on your next trip.

Cheapest Round Trip Flight

$892

AA American Airlines • 1 stop • 9h 4m

Aug 14 – Aug 17

The cheapest round trip flight from Orlando to Chicago (ORL-CHI-ORL) is currently $892

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Cheapest Direct Flight

$833

AA American Airlines • nonstop • 5h 10m

Aug 15

The cheapest nonstop flight from Orlando to Chicago (ORL-CHI) is currently $833

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Fastest Flight

5h 5m

The fastest nonstop flight from Orlando to Chicago (ORL-CHI) takes 5h 5m

Top Airlines Flying from Orlando to Chicago

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Orlando (ORL) to Chicago (CHI)

Compare and book low fare round-trip air tickets from Orlando to Chicago. Ideal for travelers with confirmed return itineraries.

Aug 14 - Aug 17, Economy
AA
Orlando → Chicago
9h 4m
3:02 PM - 7:46 PM • 1 stop
AA
Orlando → Chicago
4h 12m
7:45 PM - 11:37 PM • nonstop
$892
American Airlines
Aug 14 - Aug 17, Economy
UA
Orlando → Chicago
8h 44m
7:16 PM - 11:40 PM • 1 stop
UA
Orlando → Chicago
4h 16m
6:03 PM - 9:59 PM • nonstop
$892
United Airlines
Aug 15 - Aug 16, Economy
AA
Orlando → Chicago
5h 9m
8:01 AM - 10:10 AM • nonstop
AA
Orlando → Chicago
4h 4m
6:53 AM - 10:37 AM • nonstop
$943
American Airlines
Aug 14 - Aug 17, Economy
UA
Orlando → Chicago
5h 5m
12:35 PM - 2:40 PM • nonstop
UA
Orlando → Chicago
4h 16m
6:03 PM - 9:59 PM • nonstop
$969
United Airlines
Aug 15 - Aug 16, Economy
AA
Orlando → Chicago
10h 55m
9:10 AM - 3:05 PM • 1 stop
AA
Orlando → Chicago
7h 19m
7:30 AM - 1:09 PM • 1 stop
$1193
American Airlines
Aug 16 - Aug 16, Economy
UA
Orlando → Chicago
9h 10m
9:37 AM - 2:27 PM • 1 stop
UA
Orlando → Chicago
9h 4m
6:15 PM - 12:59 AM • 1 stop
$2322
United Airlines

Fly from Orlando to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Orlando to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Orlando to Chicago Flights

What are the airports in Orlando?
ORL
What’s the most popular airline flying from ORL to CHI?
The most popular airline flying from Orlando to Chicago are
Can I fly from ORL to CHI non-stop?
Yes, you can fly ORL to CHI non-stop on
Which airlines fly nonstop between Orlando and Chicago?
The non-stop flights between Orlando and Chicago are .
What’s the earliest departure time from ORL to CHI Airport?
The earliest flight leaves ORL at 6:30 am and lands in CHI - Chicago All Airport
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Orlando to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from ORL to CHI?
Read the fare rules of the Orlando to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Orlando and Chicago?
operate flights between Orlando and Chicago
How long does a flight from Orlando to Chicago take?
It takes approximately 3 hour to fly non-stop from ORL to CHI, which is 997.02 miles by air.
Which airlines provide the cheapest flights from Orlando (ORL) to Chicago (CHI) ?
In the past couple of days, the cheapest tickets to CHI from ORL were found on AA : USD 892
Do I need a passport to fly between ORL and CHI?
No
What’s the latest departure time from ORL to CHI ?
The last flight leaves ORL at 7:40 pm

Orlando (ORL) to Chicago (CHI): Airport Information

Origin Airport Orlando All Airport, Orlando, US
Destination Airport Chicago All Airport, Chicago, US
Distance 997 miles

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