Cheap flights from Los Angeles to Chicago from $99

The month of September is, on average, the cheapest month to fly to Chicago from Los Angeles, with most prices found around $242. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Los Angeles to Chicago during August average around $262.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $357. 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 Los Angeles to Chicago for around $438.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Los Angeles to Chicago during this time can be as low as $280. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $458.

Fly from Los Angeles Los Angeles to Chicago Greater Rockford for the best Los Angeles Los Angeles - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Los Angeles when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $316 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Los Angeles for as low as $263 on momondo.

There are 4 cabin classes available to choose from on Los Angeles Los Angeles 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 8% on your flight if you consider stops on a Los Angeles to Chicago flight.

As of March 2026, prices for Los Angeles to Chicago flights are approximately 67% more expensive when compared to flights at the same time last year.

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

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from Los Angeles according to our data. American Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 8 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 11% of flights between Los Angeles and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 166 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.

Monday 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 8% of their flights experiencing any sort of delay.

Las Vegas (LAS) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

Flights via Las Vegas (LAS) offer the lowest average round-trip price of $149.

Flights connecting via Phoenix (PHX) have the shortest average one-way travel time: 5h 35m.

Minneapolis (MSP) has the shortest average layover time for this route: 1h 13m.

As of March 2026, 100 flights take off from Los Angeles and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 47% of daily flights taking off at noon.

As of March 2026, there are 704 flights per week flying from Los Angeles to Chicago. The most common day of the week flights depart is Fri, with 16% of flights taking off on this day.