Starting at $63
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Starting at $172
Helping travelers to find the best flight offers
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.
Starting at $63
Starting at $177
Starting at $79
Starting at $335
Starting at $130
Starting at $172
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.
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.
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
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.
Chicago — Orlando
03/28/2025
Departure date
Direct flight
F91458
Starting at $114
Chicago — Orlando
03/31/2025
Departure date
Direct flight
NK663
Starting at $221
Chicago — Orlando
04/15/2025
Departure date
Direct flight
AA1247
Starting at $109
Chicago — Orlando
05/22/2025
Departure date
Direct flight
WN3026
Starting at $246
Chicago — Orlando
05/23/2025
Departure date
Direct flight
NK2189
Starting at $217
Chicago — Orlando
05/31/2025
Departure date
Direct flight
WN3026
Starting at $237
Chicago — Orlando
09/01/2025
Departure date
Direct flight
UA2323
Starting at $470
Chicago — Orlando
04/02/2025
Departure date
Direct flight
WN2088
Starting at $170
Chicago — Orlando
04/03/2025
Departure date
Direct flight
NK663
Starting at $194
Chicago — Orlando
04/04/2025
Departure date
Direct flight
WN2174
Starting at $160
The cheapest flight ticket from Chicago to Orlando according to data for the last 48 hours costs $47
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: April.
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: Frontier Airlines, Spirit Airlines, American Airlines
We couldn't find any special offers for flights from Chicago to Orlando
Frontier Airlines
Su
Starting at $61
The cheapest one-way flight from Chicago to Orlando departs on 04/05/2025, is operated by Frontier Airlines and costs $47
The cheapest roundtrip flight from Chicago to Orlando departs on 05/04/2025, is operated by Spirit Airlines and costs $91
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 63 direct flights from Chicago to Orlando. The time difference between Chicago and Orlando is 1h . Flights from Chicago begin at 5:35 AM. The latest flight from Chicago departs at 7:05 PM.
