Cheap flights from Chicago Midway Airport to Los Angeles from $99

The month of October is, on average, the cheapest month to fly to Los Angeles from Chicago Midway Airport, with most prices found around $343. If you aren’t able to travel during the month of October, then book flights to Los Angeles from Chicago Midway Airport during August instead. Flights to Los Angeles in August, while not as cheap as those in October, still average around $347.

Our data shows that Thursday is the least expensive day to fly to Los Angeles. Tickets to fly out on this day can be as low as $388. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Los Angeles on Sunday is $504.

Our most recent data shows that the best time of day to fly to Los Angeles is in the evening. Flights from Chicago Midway Airport to Los Angeles during this time can be as low as $328. In the afternoon is when there is more demand to fly to Los Angeles, so prices are often more expensive at around $661 per ticket.

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

You are more likely to see cheaper flights to Los Angeles from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Los Angeles for around $400 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Los Angeles from Chicago Midway Airport for as low as $239 on momondo.

There is only 1 cabin class available to choose from on Chicago Midway Airport to Los Angeles flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of October 2026, prices for Chicago Midway Airport to Los Angeles flights are approximately 92% more expensive when compared to flights at the same time last year.

Delta and Southwest are the most popular carriers operating from Chicago Midway to Los Angeles

Southwest, Frontier and Delta are the top three most popular airlines that fly to Los Angeles from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 88% of people opting to fly with this airline when traveling to Los Angeles. Keep in mind that there are 3 different airlines that fly to Los Angeles on a routine basis, so you have a few additional options to choose from.

Historically, on average around 21% of flights between Chicago and Los Angeles have experienced a delay on any given week. The average delay length over the past 12 months has been 134 minutes.

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

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 21% of their flights experiencing any sort of delay.

The number of flights available between Chicago Midway Airport and Los Angeles is 1 per day as of October 2026. The most frequent departure time is 8:00PM, with 33% of daily flights leaving at noon.

As of October 2026, there are 10 flights per week flying from Chicago Midway Airport to Los Angeles. The most common day of the week flights depart is Fri, with 40% of flights taking off on this day.