Cheap Flight Tickets from Orlando (ORL) to Chicago (CHI), Starting at $211

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

$285

F9 Frontier Airlines • 1 stop • 12h 39m

Nov 05 – Nov 09

The cheapest round trip flight from Orlando to Chicago (ORL-CHI-ORL) is currently $285

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Cheapest Direct Flight

$211

F9 Frontier Airlines • nonstop •

Nov 02

The cheapest nonstop flight from Orlando to Chicago (ORL-CHI) is currently $211

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Fastest Flight

5h 8m

The fastest nonstop flight from Orlando to Chicago (ORL-CHI) takes 5h 8m

Top Airlines Flying from Orlando to Chicago

Alaska Airlines -AS

Alaska Airlines

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.

Nov 05 - Nov 09, Economy
F9
Orlando → Chicago
12h 39m
4:48 PM - 11:47 PM • 1 stop
G4
Orlando → Chicago
3h 56m
10:38 AM - 2:14 PM • nonstop
$285
Frontier Airlines
Nov 07 - Nov 09, Economy
F9
Orlando → Chicago
16h 50m
9:20 AM - 6:30 PM • 1 stop
F9
Orlando → Chicago
18h 46m
5:15 PM - 5:41 AM • 1 stop
$327
Frontier Airlines
Nov 05 - Nov 09, Economy
F9
Orlando → Chicago
5h 16m
6:30 AM - 8:46 AM • nonstop
F9
Orlando → Chicago
18h 46m
5:15 PM - 5:41 AM • 1 stop
$336
Frontier Airlines
Nov 07 - Nov 09, Economy
F9
Orlando → Chicago
42h 36m
7:03 PM - 7:59 PM • 1 stop
F9
Orlando → Chicago
10h 5m
10:19 AM - 5:24 PM • 1 stop
$364
Frontier Airlines
Nov 07 - Nov 09, Economy
F9
Orlando → Chicago
5h 10m
9:21 PM - 11:31 PM • nonstop
F9
Orlando → Chicago
20h 43m
7:55 AM - 9:38 PM • 2 stops
$422
Frontier Airlines
Nov 07 - Nov 09, Economy
F9
Orlando → Chicago
25h 21m
8:52 AM - 11:13 PM • 3 stops
G4
Orlando → Chicago
3h 56m
10:38 AM - 2:14 PM • nonstop
$426
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 6:30 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 F9 : USD 426
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 3:000 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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