Cheap flights from Chicago to Miami from ₹ 4,657

The cheapest month to fly to Miami from Chicago is in September. Flight prices, which tend to average around ₹ 18,816, are often lower during this time because this is during the off-season. If you don’t want to visit Miami in September, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of ₹ 21,889.

The cheapest day to depart on your flight to Miami is on a Wednesday when prices can be found for as low as ₹ 17,553. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Miami for around ₹ 25,613.

Flying to Miami from Chicago at midday is the least expensive time of day to depart. momondo users have found prices as low as ₹ 16,662 when looking at flights departing at midday. Flights in the morning are often more expensive, with an average ticket price of ₹ 22,351.

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

You are more likely to see cheaper flights to Miami from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Miami for around ₹ 24,358 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Miami from Chicago for as low as ₹ 19,933 on momondo.

There are 2 cabin classes available to choose from on Chicago to Miami 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 18% of flights between Chicago and Miami have experienced a delay on any given week. The average delay length over the past 12 months has been 149 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.

Tuesday 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, Southwest have had the fewest delays on this route over the last 12 months, with about 16% of their flights experiencing any sort of delay.

The number of flights available between Chicago and Miami is 43 per day as of April 2026. The most frequent departure time is 18:00, with 43% of daily flights leaving at midday.

The number of flights available between Chicago and Miami is 307 per week as of April 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.