Cheap flights from Palm Springs to Chicago from $107

The month of April is, on average, the cheapest month to fly to Chicago from Palm Springs, with most prices found around $332. If you’re not able to fly to Chicago in April, then November is your next best option. Flight prices from Palm Springs to Chicago during November average around $366.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $404. 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 Palm Springs to Chicago for around $623.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Palm Springs to Chicago during this time can be as low as $314. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $450.

Fly from Palm Springs to Chicago O'Hare Intl for the best Palm Springs - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Palm Springs when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $400 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Palm Springs for as low as $322 on momondo.

There are 4 cabin classes available to choose from on Palm Springs to Chicago 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 Palm Springs to Chicago.

As of September 2026, prices for Palm Springs to Chicago flights are approximately 92% more expensive when compared to flights at the same time last year.

Southwest, Delta, and Alaska Airlines are the most popular carriers operating from Palm Springs to Chicago

American Airlines, United Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago from Palm Springs according to our data. American Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.