Cheap Flight Tickets from Chicago (CHI) to Orlando (ORL), Starting at $142

Good to Know: Cheapest and Fastest CHI - ORL Flights

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

Cheapest Round Trip Flight

$331

F9 Frontier Airlines • 1 stop • 5h 4m

Oct 15 – Oct 24

The cheapest round trip flight from Chicago to Orlando (CHI-ORL-CHI) is currently $331

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Cheapest One way Flight

$270

WN Southwest Airlines • 1 stop • 15h 25m

Oct 09

The cheapest one way flight from Chicago to Orlando (CHI-ORL) is currently $270

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Cheapest Direct Flight

$195

AA American Airlines • nonstop • 4h 10m

Oct 16

The cheapest nonstop flight from Chicago to Orlando (CHI-ORL) is currently $195

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Fastest Flight

3h 50m

The fastest nonstop flight from Chicago to Orlando (CHI-ORL) takes 3h 50m

Top Airlines Flying from Chicago to Orlando

Southwest Airlines-WN

Southwest Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

Delta Airline, DL

Delta Airlines

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

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

Oct 15 - Oct 24, Economy
F9
Chicago → Orlando
5h 4m
12:26 PM - 1:37 AM • 1 stop
F9
Chicago → Orlando
8h 42m
7:10 AM - 6:31 PM • 1 stop
$331
Frontier Airlines
Oct 16 - Oct 25, Economy
F9
Chicago → Orlando
4h 17m
3:30 PM - 5:45 AM • 1 stop
F9
Chicago → Orlando
5h 11m
5:20 AM - 7:31 AM • nonstop
$336
Frontier Airlines
Oct 15 - Oct 24, Economy
F9
Chicago → Orlando
5h 4m
10:26 AM - 5:21 PM • 1 stop
F9
Chicago → Orlando
8h 42m
1:34 PM - 12:24 AM • 1 stop
$341
Frontier Airlines
Oct 15 - Oct 24, Economy
F9
Chicago → Orlando
5h 4m
3:30 PM - 5:45 AM • 1 stop
F9
Chicago → Orlando
8h 42m
5:40 AM - 7:51 AM • nonstop
$363
Frontier Airlines
Oct 16 - Oct 25, Economy
G4
Chicago → Orlando
4h 17m
8:49 AM - 12:19 PM • nonstop
F9
Chicago → Orlando
5h 11m
5:55 AM - 12:24 AM • 1 stop
$448
Allegiant
Oct 15 - Oct 24, Economy
F9
Chicago → Orlando
5h 4m
3:30 PM - 5:45 AM • 1 stop
F9
Chicago → Orlando
8h 42m
10:55 AM - 11:43 PM • 2 stops
$461
Frontier Airlines

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

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

FAQs on Chicago to Orlando Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from CHI to ORL?
The most popular airline flying from Chicago to Orlando are
Can I fly from CHI to ORL non-stop?
Yes, you can fly CHI to ORL non-stop on
Which airlines fly nonstop between Chicago and Orlando?
The non-stop flights between Chicago and Orlando are .
What’s the earliest departure time from CHI to ORL Airport?
The earliest flight leaves CHI at 5:00 am and lands in ORL - Orlando All Airport
What are the airports in Orlando?
ORL
Can I make changes to my Chicago to Orlando 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 CHI to ORL?
Read the fare rules of the Chicago to Orlando 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 Chicago and Orlando?
operate flights between Chicago and Orlando
How long does a flight from Chicago to Orlando take?
It takes approximately 3 hour to fly non-stop from CHI to ORL, which is 997.02 miles by air.
Which airlines provide the cheapest flights from Chicago (CHI) to Orlando (ORL) ?
In the past couple of days, the cheapest tickets to ORL from CHI were found on WN : USD 390
Do I need a passport to fly between CHI and ORL?
No
What’s the latest departure time from CHI to ORL ?
The last flight leaves CHI at 7:57 pm

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

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

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