$105 Find Cheap Flights from Chicago to Palm Desert

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Palm Desert departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flight Deals from Chicago to Palm Desert (CHI-PSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Palm Desert that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Palm Desert

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Palm Desert.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
6:00 am - 11:09 amORD-PSP
7h 09m1 stop
Frontier Logo
11:59 am - 11:59 pmPSP-ORD
10h 00m1 stop
$218Frontier
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Fri, Jun 6 - Mon, Jun 9
 Logo
6:00 am - 11:12 amORD-PSP
7h 12m1 stop
 Logo
6:14 pm - 5:40 amPSP-ORD
9h 26m1 stop
Fri, May 30 - Tue, Jun 3
Alaska Airlines Logo
6:00 am - 1:15 pmORD-PSP
9h 15m1 stop
Alaska Airlines Logo
2:07 pm - 11:59 pmPSP-ORD
7h 52m1 stop
$250Alaska Airlines
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Tue, Aug 19 - Sat, Aug 30
American Airlines Logo
10:05 am - 12:29 pmORD-PSP
4h 24mnonstop
American Airlines Logo
12:31 pm - 6:29 pmPSP-ORD
3h 58mnonstop
$263American Airlines
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Mon, May 26 - Thu, May 29
Alaska Airlines Logo
6:00 am - 1:18 pmORD-PSP
9h 18m1 stop
Alaska Airlines Logo
7:00 am - 11:56 pmPSP-ORD
14h 56m1 stop
$269Alaska Airlines
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Sun, Jun 8 - Wed, Jun 11
American Airlines Logo
10:05 am - 12:29 pmORD-PSP
4h 24mnonstop
American Airlines Logo
6:00 am - 5:12 pmPSP-ORD
9h 12m1 stop
$280American Airlines
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Fri, May 30 - Tue, Jun 3
Southwest Logo
5:25 am - 9:10 amMDW-PSP
5h 45m1 stop
Southwest Logo
3:05 pm - 10:50 pmPSP-MDW
5h 45m1 stop
$304Southwest
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Thu, May 29 - Tue, Jun 3
Southwest Logo
5:25 am - 9:10 amMDW-PSP
5h 45m1 stop
Southwest Logo
10:20 am - 9:55 pmPSP-MDW
9h 35m2 stops
$309Southwest
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Thu, May 29 - Tue, Jun 3
United Airlines Logo
9:30 am - 12:09 pmORD-PSP
4h 39mnonstop
United Airlines Logo
4:15 pm - 12:25 amPSP-ORD
6h 10m1 stop
$320United Airlines
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Tue, May 20 - Sun, May 25
United Airlines Logo
2:35 pm - 8:44 pmORD-PSP
8h 09m1 stop
United Airlines Logo
4:15 pm - 12:25 amPSP-ORD
6h 10m1 stop
$341United Airlines
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Tue, May 20 - Tue, May 27
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Good to know

Low seasonAugust
High seasonMarch
Cheapest flight$105
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Chicago O'Hare Airport to Palm Springs

When to book flights from Chicago to Palm Desert

Are your dates flexible? Find out the best times to travel from Chicago to Palm Desert based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Palm Desert

  • Which airports will I be using when flying from Chicago to Palm Desert?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Palm Desert does not have its own airport so you’ll be flying into nearby Palm Springs airport, which is 10.4 mi away.

  • How long does a flight from Chicago to Palm Desert take?

    Direct flights cover the 1,660 miles separating Chicago and Palm Desert in about 4h 17m.

  • How many flights are there between Chicago and Palm Desert?

    2 direct flights run between Chicago and Palm Desert on a daily basis. On average, there are about 14 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Palm Desert?

    Consider leaving on a Friday and avoid Tuesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Thursdays.

  • How does KAYAK find such low prices on flights from Chicago to Palm Desert?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Palm Desert.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Palm Desert?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Palm Desert from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Palm Desert?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Palm Desert with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Palm Desert?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Palm Desert from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Palm Desert?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Palm Desert found on KAYAK was with American Airlines for $105. Frontier offered a round-trip connection from $218 and Alaska Airlines from $250.

Top tips for finding cheap flights from Chicago to Palm Desert

  • There is no airport in Palm Desert. Instead, you’ll be flying into Palm Springs Airport when flying between Chicago and Palm Desert.
  • The cheapest flight from Chicago to Palm Desert was found 55 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is January.

Top 4 airlines serving Chicago to Palm Desert

Need help choosing which airline to fly with from Chicago to Palm Desert? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
8.0Comfort
8.2Boarding
7.6Entertainment
7.1Food
8.6Crew
Airline reviews

It was a perfect flight in all aspects! Both legs!

10.0 ExcellentAnonymous, Apr 2025LGB - SMF
Read more Southwest reviews

It was a perfect flight in all aspects! Both legs!

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

Great experience flying Southwest. The crew was really kind and helpful, and very friendly with our toddler.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

Excellent experience. WiFi worked on this leg of My trip

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Everything went as planned. Crew was great. Seats were still not that comfortable.

No frills for sure. No gate announcements about flight delay, not even water to drink on the flight.

The plane was clean, the crew was friendly and helpful. It’s a low cost airline so there was no food, drinks or in flight entertainment but we didn’t expect any of these things. In the room for improvement department, they should install USB ports in seats to charge mobile devices.

I was surprised that all baggage, including carry on, were charged. Each additional bag went up in cost. Really disappointed in the additional costs.

Everything you need to know for your flight from Chicago to Palm Desert

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