Cheap flights from Houston George Bush Intcntl Airport to Chicago from $87

The month of August is, on average, the cheapest month to fly to Chicago from Houston George Bush Intcntl Airport, with most prices found around $38. If you’re not able to fly to Chicago in August, then December is your next best option. Flight prices from Houston George Bush Intcntl Airport to Chicago during December average around $41.

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $308. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Houston George Bush Intcntl Airport to Chicago for around $442.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Houston George Bush Intcntl Airport to Chicago during this time can be as low as $233. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $684.

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

You are more likely to see cheaper flights to Chicago from Houston George Bush Intcntl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $268 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Houston George Bush Intcntl Airport for as low as $167 on momondo.

There are 4 cabin classes available to choose from on Houston George Bush Intcntl Airport to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 10% on your flight if you consider stops on a Houston George Bush Intcntl Airport to Chicago flight.

As of July 2026, prices for Houston George Bush Intcntl Airport to Chicago flights are approximately 30% more expensive when compared to flights at the same time last year.

United Airlines and Delta are the most popular carriers operating from Houston George Bush Intcntl to Chicago

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Chicago from Houston George Bush Intcntl Airport 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. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 13% 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 153 minutes.

Generally, flights departing in the morning 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 10% of their flights experiencing any sort of delay.

Detroit (DTW) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Flights via Detroit (DTW) offer the lowest average round-trip price of $327.

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 4h 44m.

Atlanta (ATL) has the shortest average layover time for this route: 0h 45m.

56 flights are operational daily from Houston George Bush Intcntl Airport to Chicago as of July 2026. The most popular departure time for this route is 11:00AM, with 44% of flights per day taking off at noon.

As of July 2026, 392 flights take off from Houston George Bush Intcntl Airport and land in Chicago each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.