starting at $184
starting at $72
starting at $231
starting at $242
starting at $128
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.
The minimum one-way ticket price from Chicago to Orlando is $103 (March 2027), while the maximum is $126 (October 2026). On average, a ticket costs $108–$110.
A non-stop 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.
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Answers to questions about the route that travelers are most interested in.
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.
Tickets from Chicago to Orlando cost roughly the same any month. This is convenient: you can plan your trip based on your schedule rather than prices.
There is a slight difference: it's a bit cheaper in March 2027–April 2027 (averaging $104) and slightly more in October 2026–December 2026 ($117). But overall, the difference is small.
On this route, you don't need to target specific months — prices are stable. The difference between the cheapest and most expensive period is only 11%. Book whenever it's convenient.
Monthly price variation is just 8.3%. Ticket costs on this route are among the most predictable.
The Chicago — Orlando route is served by a wide range of airlines: 5 in total, including American Airlines, Frontier Airlines, United Airlines, Southwest Airlines, and Allegiant Air. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $72. Our service helps compare all available offers within seconds and choose the most convenient option. You can filter flights by price, departure time, or baggage rules to make your trip as comfortable as possible. With so many airlines, there’s always a chance to catch special promotions and save.
starting at $184
starting at $72
starting at $231
starting at $242
starting at $128
Chicago — Orlando
10/24/2026
Departure
Direct flight
AA3176
starting at $365
Chicago — Orlando
10/25/2026
Departure
Direct flight
AA3176
starting at $273
Chicago — Orlando
10/25/2026
Departure
Direct flight
AA1782
starting at $297
Chicago — Orlando
10/31/2026
Departure
Direct flight
F92792
starting at $146
Chicago — Orlando
11/05/2026
Departure
Direct flight
UA2008
starting at $231
Chicago — Orlando
01/12/2027
Departure
Direct flight
AA2107
starting at $184
Chicago — Orlando
11/07/2026
Departure
Direct flight
AA1615
starting at $526
Chicago — Orlando
11/20/2026
Departure
Direct flight
WN2945
starting at $270
Chicago — Orlando
12/01/2026
Departure
Direct flight
AA2056
starting at $353
Chicago — Orlando
10/26/2026
Departure
Direct flight
AA1645
starting at $372
There are most likely no direct flights on the Chicago — Orlando route
The cheapest flight ticket from Chicago to Orlando according to data for the last 48 hours costs $72
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: March, April, December.
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: American Airlines, Frontier Airlines, United Airlines
The cheapest one-way flight from Chicago to Orlando departs on 01/12/2027, is operated by Frontier Airlines and costs $72
The cheapest roundtrip flight from Chicago to Orlando departs on 11/16/2026, is operated by Frontier Airlines and costs $149
Fastest flight from Chicago to Orlando takes
All airports
There are direct flights on this route 6 days a week: Su, Mo, Tu, Th, Fr, and Sa
The distance between Chicago and Orlando is 1587km (984 miles). There are 146 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 8:40 PM
We couldn't find any special offers for flights from Chicago to Orlando