Cheap flights from Houston to Chicago from $111

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston averaging around $233.

Flying to Chicago O'Hare Intl Airport from Houston in the evening is the least expensive time of day to depart. momondo users have found prices as low as $260 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $802. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Houston George Bush Intcntl to Chicago O'Hare Intl for the best Houston - Chicago O'Hare Intl flight prices

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Houston when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $264 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Houston for as low as $224 on momondo.

Delta and Frontier are the most popular carriers operating from Houston to Chicago O'Hare Intl

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Houston according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 9% of flights between Houston and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 155 minutes.

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

Wednesday is statistically the day of the week which experiences the fewest number of 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 least number of delays on this route over the last 12 months; with about 7% of their flights experiencing any sort of delay.

57 flights are operational daily from Houston to Chicago O'Hare Intl Airport as of November 2026. The most popular departure time for this route is 5:00PM, with 45% of flights per day taking off in the afternoon.

401 flights are operational weekly from Houston to Chicago O'Hare Intl Airport as of November 2026. The most popular departure day for this route is Fri, with 18% of flights per week taking off on this day.