Cheap flights from Indiana to Chicago from $56

The month of August is, on average, the cheapest month to fly to Chicago from Indiana, with most prices found around $202. If you’re not able to fly to Chicago in August, then December is your next best option. Flight prices from Indiana to Chicago during December average around $254.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $572. 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 Indiana to Chicago for around $737.

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Indiana to Chicago during this time can be as low as $506. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $944.

Fly from Lafayette Purdue University to Chicago O'Hare Intl for the best Indiana - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Indiana when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $291 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Indiana for as low as $135 on momondo.

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

Southwest, United Airlines, and Delta are the most popular carriers operating from Indiana to Chicago

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Indiana according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

As of February 2026, 146 flights take off from Indiana and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 45% of daily flights taking off at noon.

The number of flights available between Indiana and Chicago is 1,025 per week as of February 2026. The most frequent departure day is Thu, with 21% of weekly flights leaving on this day.