Cheap flights from Chicago to Palm Springs from $136

In general, September is the cheapest month to fly from Chicago to Palm Springs. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $155. If you aren’t able to travel during the month of September, then book flights to Palm Springs from Chicago during October instead. Flights to Palm Springs in October, while not as cheap as those in September, still average around $179.

The cheapest day to depart from Chicago to Palm Springs is on a Tuesday when prices can be found for as low as $374. Flights from Chicago to Palm Springs on a Sunday will generally be more expensive and average around $499. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Our data shows that the cheapest Chicago to Palm Springs flights are usually those with departure times in the afternoon. Our users have found flights to Palm Springs in the afternoon for as low as $384. In contrast, the most expensive time of day to depart to Palm Springs is in the morning when prices are around $419.

Fly from Chicago Midway to Palm Springs for the best Chicago - Palm Springs flight prices

You are more likely to see cheaper flights to Palm Springs from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Palm Springs for around $396 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Palm Springs from Chicago for as low as $338 on momondo.

No. A direct flight is the cheapest option for a flight between Chicago to Palm Springs.

As of May 2026, prices for Chicago to Palm Springs flights are approximately 6% cheaper when compared to flights at the same time last year.

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

American Airlines, United Airlines and Alaska Airlines are the top three most popular airlines that fly to Palm Springs from Chicago 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 Palm Springs. Keep in mind that there are 9 different airlines that fly to Palm Springs on a routine basis, so you have a few additional options to choose from.

Denver (DEN) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

Flights via Denver (DEN) offer the lowest average round-trip price of $527.

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 5h 25m.

Denver (DEN) has the shortest average layover time for this route: 0h 43m.

4 flights are operational daily from Chicago to Palm Springs as of May 2026. The most popular departure time for this route is 9:00PM, with 53% of flights per day taking off in the evening.

As of May 2026, there are 29 flights per week flying from Chicago to Palm Springs. The most common day of the week flights depart is Sat, with 17% of flights taking off on this day.