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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
$175
Frontier Airlines
• 1 stop
• 4h 2m
Sep 04 – Sep 08
The cheapest round trip flight from Orlando to Chicago (ORL-CHI-ORL) is currently $175
Cheapest Direct Flight
$178
Frontier Airlines
• nonstop
• 4h 2m
Sep 04
The cheapest nonstop flight from Orlando to Chicago (ORL-CHI) is currently $178
Fastest Flight
4h 2m
The fastest nonstop flight from Orlando to Chicago (ORL-CHI) takes 4h 2m
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.
Sep 04 - Sep 08, Economy
Orlando → Chicago
4h 2m
3:21 PM - 10:47 PM • 1 stop
Orlando → Chicago
5h 12m
5:29 PM - 9:41 PM • nonstop
Frontier Airlines
Sep 04 - Sep 08, Economy
Orlando → Chicago
4h 2m
11:17 PM - 11:27 PM • 1 stop
Orlando → Chicago
5h 12m
5:29 PM - 9:41 PM • nonstop
Frontier Airlines
Sep 04 - Sep 08, Economy
Orlando → Chicago
4h 2m
2:27 PM - 12:49 AM • 1 stop
Orlando → Chicago
5h 12m
5:29 PM - 9:41 PM • nonstop
Frontier Airlines
Sep 04 - Sep 08, Economy
Orlando → Chicago
4h 2m
10:20 AM - 12:49 AM • 1 stop
Orlando → Chicago
5h 12m
5:29 PM - 9:41 PM • nonstop
Frontier Airlines
Sep 04 - Sep 08, Economy
Orlando → Chicago
4h 2m
11:08 AM - 1:20 PM • nonstop
Orlando → Chicago
5h 12m
5:29 PM - 9:41 PM • nonstop
Frontier Airlines
Looking for the fastest way to Chicago? These direct flight options from ORL to CHI offer both convenience and value—no layovers, just straight to your destination.
Sep 04 - Sep 08, Economy
Orlando → Chicago
4h 2m
11:08 AM - 1:20 PM • nonstop
Orlando → Chicago
5h 12m
5:29 PM - 9:41 PM • nonstop
Frontier Airlines
Sep 04 - Sep 08, Economy
Orlando → Chicago
4h 2m
9:00 PM - 11:08 PM • nonstop
Orlando → Chicago
5h 12m
5:29 PM - 9:41 PM • nonstop
Frontier Airlines
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 6:20 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 175
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 11:17 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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