Helping travelers to find the best flight offers
Below you will find a list of airlines operating flights on the Chicago — Orlando route and the starting prices for flights of each specific airline on it.
Starting at $44
Starting at $46
Starting at $54
Starting at $190
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Orlando:
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Orlando. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A direct flight is the most convenient and comfortable way to fly from Chicago to Orlando, despite the fact that sometimes flights with transfers can cost significantly less.
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Orlando
The cheapest one-way flight from Chicago to Orlando departs on 07/08/2025, is operated by Allegiant Air and costs $44
The cheapest roundtrip flight from Chicago to Orlando departs on 06/16/2025, is operated by Spirit Airlines and costs $100
Fastest flight from Chicago to Orlando takes 2h 30m
There are direct flights on this route 7 days a week: Su, Mo, Tu, We, Th, Fr, and Sa
The distance between Chicago and Orlando is 1587km (984 miles). There are 84 direct flights from Chicago to Orlando. The time difference between Chicago and Orlando is 1h . Flights from Chicago begin at 5:00 AM. The latest flight from Chicago departs at 9:20 PM.
Chicago — Orlando
06/11/2025
Departure date
Direct flight
G41320
Starting at $169
Chicago — Orlando
07/07/2025
Departure date
Direct flight
WN2320
Starting at $93
Chicago — Orlando
08/01/2025
Departure date
Direct flight
NK1370
Starting at $88
Chicago — Orlando
06/12/2025
Departure date
Direct flight
F92792
Starting at $100
Chicago — Orlando
08/05/2025
Departure date
Direct flight
AA1592
Starting at $94
Chicago — Orlando
08/13/2025
Departure date
Direct flight
AA3176
Starting at $125
Chicago — Orlando
09/22/2025
Departure date
Direct flight
F92792
Starting at $76
Chicago — Orlando
12/07/2025
Departure date
Direct flight
AA883
Starting at $317
Chicago — Orlando
06/13/2025
Departure date
Direct flight
UA2042
Starting at $208
Chicago — Orlando
06/21/2025
Departure date
Direct flight
AA486
Starting at $121
The cheapest flight ticket from Chicago to Orlando according to data for the last 48 hours costs $44
Often the best time to buy tickets from Chicago to Orlando is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Orlando can be found flying in these months: June, August.
The fastest flights from Chicago to Orlando start from 2 hours 30 minutes in the air.
The following airlines operate direct flights on the route Chicago — Orlando: Allegiant Air, Southwest Airlines, Spirit Airlines
Unfortunately, we were unable to find any airports in Chicago. We'll try to look better another time
June 1
Frontier Airlines
Unfortunately, we were unable to find any airports in Orlando. We'll try to look better another time