Cheap flights from Los Angeles to Chicago from C$ 136

The month of August is another great option to travel to Chicago, with average flight prices from Los Angeles averaging around C$ 380.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as C$ 147. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around C$ 995. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

In the afternoon is the cheapest time of day to fly from Los Angeles to Chicago when you can find flight prices for as low as C$ 182. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 574 per ticket.

Fly from Los Angeles Los Angeles to Chicago O'Hare Intl 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 C$ 444 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 C$ 369 on momondo.

No. A direct flight is the cheapest option for a flight between Los Angeles to Chicago.

As of May 2026, prices for Los Angeles to Chicago flights are approximately 21% cheaper when compared to flights at the same time last year.

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 167 minutes.

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

Wednesday 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, United Airlines has had the least delays on this route over the last 12 months, with about 8% of their flights experiencing any sort of delay.

The number of flights available between Los Angeles and Chicago is 91 per day as of May 2026. The most frequent departure time is 8:00a.m., with 48% of daily flights leaving at noon.

As of May 2026, 638 flights take off from Los Angeles and land in Chicago each week. The most common flight departure day for this route is Tue, with 17% of weekly flights taking off on this day.