Cheap Flight Tickets from Orlando (ORL) to Chicago (CHI), Starting at $184

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

$184

WN Southwest Airlines • nonstop • 4h 10m

Jul 15 – Jul 15

The cheapest round trip flight from Orlando to Chicago (ORL-CHI-ORL) is currently $184

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Cheapest Direct Flight

$184

WN Southwest Airlines • nonstop • 4h 10m

Jul 15

The cheapest nonstop flight from Orlando to Chicago (ORL-CHI) is currently $184

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Fastest Flight

4h 3m

The fastest nonstop flight from Orlando to Chicago (ORL-CHI) takes 4h 3m

Top Airlines Flying from Orlando to Chicago

Southwest Airlines-WN

Southwest Airlines

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.

Jul 15 - Jul 15, Economy
WN
Orlando → Chicago
4h 10m
7:10 AM - 9:00 AM • nonstop
F9
Orlando → Chicago
5h 12m
5:13 PM - 9:25 PM • nonstop
$184
Southwest Airlines
Jul 15 - Jul 15, Economy
G4
Orlando → Chicago
4h 3m
7:30 AM - 9:13 AM • nonstop
F9
Orlando → Chicago
28h 53m
9:57 PM - 4:30 PM • 1 stop
$289
Allegiant
Jul 15 - Jul 15, Economy
F9
Orlando → Chicago
12h 8m
9:40 AM - 4:08 PM • 1 stop
F9
Orlando → Chicago
20h 50m
9:57 PM - 11:47 AM • 1 stop
$313
Frontier Airlines
Jul 15 - Jul 15, Economy
AA
Orlando → Chicago
8h 39m
8:00 AM - 12:19 PM • 1 stop
F9
Orlando → Chicago
5h 12m
5:13 PM - 9:25 PM • nonstop
$326
American Airlines
Jul 15 - Jul 15, Economy
AA
Orlando → Chicago
11h 44m
6:15 AM - 12:19 PM • 1 stop
F9
Orlando → Chicago
5h 12m
5:13 PM - 9:25 PM • nonstop
$326
American Airlines
Jul 15 - Jul 15, Economy
F9
Orlando → Chicago
22h 25m
6:30 AM - 7:15 PM • 2 stops
F9
Orlando → Chicago
20h 50m
9:57 PM - 11:47 AM • 1 stop
$378
Frontier 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 6:15 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 326
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 12:34 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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