Cheap flights from Chicago to Orlando from ₹ 10,356

The cheapest month to fly to Orlando Airport from Chicago is in January. Flight prices, which tend to average around ₹ 21,095, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Orlando Airport from Chicago during February instead. Flights to Orlando Airport in February, while not as cheap as those in January, still average around ₹ 23,108.

The cheapest day to depart from Chicago to Orlando Airport is on a Monday. Travellers who choose to depart for Orlando Airport on a Monday will often find tickets for as low as ₹ 16,654. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Orlando Airport on Tuesday is ₹ 38,823.

In the afternoon is the cheapest time of day to fly from Chicago to Orlando Airport when you can find flight prices for as low as ₹ 27,154. Flying to Orlando Airport in the afternoon is an ideal time because this is during off-peak travel hours. Flights to Orlando Airport are more costly in the evening, with an average ticket price of ₹ 38,823. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Chicago O'Hare Intl to Orlando for the best Chicago - Orlando flight prices

You are more likely to see cheaper flights to Orlando Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around ₹ 29,684 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Chicago for as low as ₹ 25,601 on momondo.

There is only 1 cabin class available to choose from on Chicago to Orlando Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 19% of flights between Chicago and Orlando have experienced a delay on any given week. The average delay length over the past 12 months has been 147 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

Wednesday is statistically the day of the week that experiences the fewest delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 15% of their flights experiencing any sort of delay.

The number of flights available between Chicago and Orlando Airport is 25 per day as of September 2026. The most frequent departure time is 15:00, with 43% of daily flights leaving at midday.

The number of flights available between Chicago and Orlando Airport is 178 per week as of September 2026. The most frequent departure day is Wed, with 34% of weekly flights leaving on this day.