CHI - PSP

$169 Find Cheap Flights from Chicago to Palm Springs

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 Springs departing on 5/23. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Palm Springs

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Palm Springs, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Palm Springs, as well as popular online travel agencies
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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$285
Typical prices: $579-$393
Southwest
Thu 4/30Mon 5/4
MDW - PSP • 1 stop
Cheapest non-stop
$289
Typical prices: $571-$320
United Airlines
Sat 4/25Tue 4/28
ORD - PSP • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Main Cabin Extra offers early boarding.
United's Economy Plus provides extra legroom comfort.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $285 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, United Airlines and Southwest. Average duration is 4h 27m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 2% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $250 (round-trip)
Shortest trip • 5h 54m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 50% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 13% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Palm Springs!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Chicago to Palm Springs (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 Springs 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 Springs

Thu, Apr 30 - Mon, May 4
Southwest Logo
9:50 pm - 8:30 am
MDW
-
PSP
12h 40m
1 stop
Southwest Logo
6:50 pm - 5:50 am
PSP
-
MDW
9h 00m
2 stops
$285Southwest
Fri, May 1 - Tue, May 5
Delta Logo
11:19 am - 9:27 pm
ORD
-
PSP
12h 08m
2 stops
Delta Logo
5:10 pm - 8:40 am
PSP
-
ORD
13h 30m
2 stops
$288Delta
Wed, Apr 15 - Sat, Apr 18
Delta Logo
6:00 am - 4:30 pm
MDW
-
PSP
12h 30m
2 stops
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
$288Delta
Sat, Apr 25 - Tue, Apr 28
United Airlines Logo
9:15 am - 11:53 am
ORD
-
PSP
4h 38mnonstop
United Airlines Logo
6:45 am - 12:41 pm
PSP
-
ORD
3h 56mnonstop
$289United Airlines
Thu, Apr 30 - Wed, May 6
American Airlines Logo
9:14 pm - 11:29 pm
ORD
-
PSP
4h 15mnonstop
American Airlines Logo
6:01 am - 11:59 am
PSP
-
ORD
3h 58mnonstop
$290American Airlines
Wed, Apr 15 - Sat, Apr 18
Delta Logo
5:15 am - 4:30 pm
ORD
-
PSP
13h 15m
2 stops
Delta Logo
6:05 am - 6:11 pm
PSP
-
ORD
10h 06m
2 stops
$293Delta
Wed, Apr 15 - Sat, Apr 18
Delta Logo
6:00 am - 4:30 pm
MDW
-
PSP
12h 30m
2 stops
Delta Logo
6:05 am - 6:36 pm
PSP
-
MDW
10h 31m
2 stops
$293Delta
Fri, May 1 - Sat, May 9
Delta Logo
9:29 am - 9:27 pm
MDW
-
PSP
13h 58m
2 stops
Delta Logo
6:05 am - 5:56 pm
PSP
-
MDW
9h 51m
2 stops
$294Delta
Sat, Apr 25 - Sat, May 2
United Airlines Logo
9:15 am - 11:53 am
ORD
-
PSP
4h 38mnonstop
United Airlines Logo
4:13 pm - 11:57 pm
PSP
-
ORD
5h 44m
1 stop
$295United Airlines
Fri, May 8 - Tue, May 12
United Airlines Logo
9:25 am - 12:02 pm
ORD
-
PSP
4h 37mnonstop
United Airlines Logo
4:13 pm - 11:57 pm
PSP
-
ORD
5h 44m
1 stop
$296United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Palm Springs flights

Get data-powered insights and trends into flights from Chicago to Palm Springs to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Palm Springs?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Palm Springs departing in April.

What is the cheapest Chicago to Palm Springs flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Chicago to Palm Springs costs $260 on the route between Chicago O'Hare Intl Airport (ORD) and Palm Springs (PSP). However, over the past month, flights between Chicago Midway Airport (MDW) and Palm Springs (PSP) were, on average, 2% cheaper than other Chicago-Palm Springs routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Palm Springs (PSP).

What’s the cheapest day of the week to fly from Chicago to Palm Springs?

The average price of all round-trip flights from Chicago to Palm Springs clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Palm Springs, look for departures on Tuesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Palm Springs, Wednesday is the cheapest day to fly and Monday is the most expensive.

What is the cheapest month to fly from Chicago to Palm Springs?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Palm Springs, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Palm Springs is January, where tickets cost $358 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $520 and $455 respectively.

Can I save money by flying with a layover from Chicago to Palm Springs?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $420 on average.

How far in advance should I book a flight from Chicago to Palm Springs?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Palm Springs, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Palm Springs, you should book around 4 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Palm Springs

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonJune
Cheapest flight$169
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Chicago Midway Airport to Palm Springs

When to book flights from Chicago to Palm Springs

Are your dates flexible? Find out the best times to travel from Chicago to Palm Springs based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Palm Springs

  • What is the cheapest flight from Chicago to Palm Springs?

    In the last 3 days, the lowest price for a flight from Chicago to Palm Springs was $169 for a one-way ticket and $285 for a round-trip.

  • Do I need a passport to fly between Chicago and Palm Springs?

    No, a passport isn't needed to fly from Chicago to Palm Springs. However, local authorities might ask for an official ID.

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

    Chicago is served by 2 major airports and there is only 1 main airport in Palm Springs. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Palm Springs.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Palm Springs?

    American Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Chicago to Palm Springs flight route.

  • Which aircraft models fly most regularly from Chicago to Palm Springs?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Palm Springs flight route.

  • Which airline alliances offer flights from Chicago to Palm Springs?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Palm Springs, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Palm Springs?

    There are nonstop flights from Chicago to Palm Springs on a daily basis.

  • Which is the best airline for flights from Chicago to Palm Springs, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Palm Springs are Southwest and Delta. With an average price for the route of $419 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $297 and an overall rating of 7.9.

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

    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 Springs.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Palm Springs 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 Springs?

    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 Springs 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 Springs?

    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 Springs from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Palm Springs

  • Looking for a cheap flight? 25% of our users found flights on this route for $204 or less one-way and $327 or less round-trip.

Prefer to fly direct from Chicago to Palm Springs?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Palm Springs.
Find which airlines fly direct from Chicago to Palm Springs Airport, which days they fly and book direct flights.

Direct departures

Chicago to Palm Springs

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Palm Springs to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Reviews of the top 4 airlines serving from Chicago to Palm Springs

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Palm Springs. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Palm Springs? 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 4331 reviews
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
Airline reviews

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.

2.0 MediocreBeth, Mar 2026
MDW - PIT
Read more Southwest reviews

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.

The charges were ridiculous for an hour flight and the turbulence was very scary.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

The cabin temperature was nice and cool. The wifi was not working.

As previously noted, this flight was great: departure was timely, the crew was friendly and attentive, and wifi connectivity was seamless. In particular, I appreciated that the flight attendant just told me to stow the laptop right before takeoff/landing, and trusted me to do so (which I did!).

Stop changing gates. Stop cancelling flights Stop moving my seat.

Left a few minutes early. Got in 15 minutes early. Very attentive service on board. Very organized boarding.

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Awesome! On time flight, early arrival, and a complimentary upgrade!

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

it was a very short flight so my expectations were low.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

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

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

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

Information on your arrival and departure airports