$136 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 5/29. 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.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$299
Typical prices: $439-$289
United Airlines
Wed 10/7Tue 10/13
ORD - PSP • 1 stop
Cheapest non-stop
$312
Typical prices: $444-$289
United Airlines
Fri 10/16Tue 10/20
ORD - PSP • Non-stop
Arrival airport
You can't fly directly to Palm Desert. It is served by Palm Springs (PSP), located 10.4 miles from Palm Desert.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Palm Desert

Wed, Oct 7 - Tue, Oct 13
United Airlines Logo
3:51 pm - 8:00 pm
ORD
-
PSP
6h 09m
1 stop
United Airlines Logo
11:10 am - 5:04 pm
PSP
-
ORD
3h 54mnonstop
$299United Airlines
Fri, Oct 16 - Tue, Oct 20
United Airlines Logo
3:51 pm - 8:00 pm
ORD
-
PSP
6h 09m
1 stop
United Airlines Logo
11:10 am - 5:04 pm
PSP
-
ORD
3h 54mnonstop
$300United Airlines
Sat, Aug 1 - Sat, Aug 8
United Airlines Logo
6:00 am - 12:28 pm
ORD
-
PSP
8h 28m
1 stop
United Airlines Logo
1:30 pm - 10:49 pm
PSP
-
ORD
7h 19m
1 stop
$301United Airlines
Tue, Jun 9 - Wed, Aug 12
Delta Logo
2:09 pm - 9:31 pm
ORD
-
PSP
9h 22m
1 stop
Delta Logo
12:30 pm - 9:58 pm
PSP
-
ORD
7h 28m
1 stop
$309Delta
Sat, Jun 13 - Mon, Aug 17
Delta Logo
5:00 pm - 9:31 pm
ORD
-
PSP
6h 31m
1 stop
Delta Logo
12:30 pm - 9:58 pm
PSP
-
ORD
7h 28m
1 stop
$310Delta
Fri, Oct 16 - Tue, Oct 20
United Airlines Logo
9:10 am - 11:50 am
ORD
-
PSP
4h 40mnonstop
United Airlines Logo
11:10 am - 5:04 pm
PSP
-
ORD
3h 54mnonstop
$312United Airlines
Sat, Oct 3 - Sat, Oct 10
Delta Logo
1:35 pm - 9:34 pm
ORD
-
PSP
9h 59m
2 stops
Delta Logo
1:45 pm - 9:34 pm
PSP
-
ORD
5h 49m
1 stop
$314Delta
Sat, Aug 29 - Wed, Sep 2
Southwest Logo
6:55 am - 10:45 am
MDW
-
PSP
5h 50m
1 stop
Southwest Logo
11:05 am - 8:45 pm
PSP
-
MDW
7h 40m
1 stop
$343Southwest
Fri, May 29 - Mon, Jun 1
Southwest Logo
10:20 am - 4:55 pm
MDW
-
PSP
8h 35m
2 stops
Southwest Logo
6:50 pm - 6:00 am
PSP
-
MDW
9h 10m
1 stop
$350Southwest
Sat, Jul 11 - Sat, Jul 18
Southwest Logo
5:10 pm - 10:45 pm
MDW
-
PSP
7h 35m
1 stop
Southwest Logo
6:10 pm - 5:45 am
PSP
-
MDW
9h 35m
1 stop
$354Southwest
Useful Info

Good to know

Low seasonAugust
Cheapest flight$136
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Chicago Midway 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.

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

    Consider leaving on a Friday and avoid Saturdays 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 Wednesdays.

  • 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 Southwest for $114. Delta offered a round-trip connection from $144 and Southwest from $190.

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 74 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.

Reviews of the 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.
7.9
SouthwestOverall score based on 4287 reviews
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

10.0 ExcellentRobert, May 2026
LAS - SFO
Read more Southwest reviews

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

Very easy to use and convenient, you can perform any action within the same portal

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

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

Complete your trip to Palm Desert with a hotel stay or car rental