PSP - CHI

$130 Find Cheap Flights from Palm Springs to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Palm Springs to Chicago departing on 10/6. 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 Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Palm Springs to Chicago, 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 Palm Springs to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$271
Typical prices: $500-$303
Delta
Sat 8/8Wed 8/12
PSP - ORD • 1 stop
Cheapest non-stop
$290
Typical prices: $378-$260
American Airlines
Wed 10/14Mon 10/19
PSP - ORD • Non-stop
Top airlines
Cheapest • from $271 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $239 (round-trip)
Shortest trip • 5h 45m (one-way)
Insights
Insights
Insights
Insights
Top routes
Cheapest • 19% average savings
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 18% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Expert advice
Flight Deals

Cheap Flights from Palm Springs to Chicago (PSP-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Palm Springs to Chicago 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 Palm Springs to Chicago

Sat, Aug 8 - Wed, Aug 12
Delta Logo
12:30 pm - 9:30 pm
PSP
-
ORD
7h 00m
1 stop
Delta Logo
7:48 am - 11:48 am
ORD
-
PSP
6h 00m
1 stop
$271Delta
Sat, Aug 8 - Sat, Aug 15
Delta Logo
12:30 pm - 9:30 pm
PSP
-
ORD
7h 00m
1 stop
Delta Logo
3:00 pm - 9:30 pm
ORD
-
PSP
8h 30m
2 stops
$276Delta
Thu, Aug 6 - Wed, Aug 12
Southwest Logo
4:00 pm - 11:15 pm
PSP
-
MDW
5h 15m
1 stop
Southwest Logo
3:10 pm - 9:55 pm
MDW
-
PSP
8h 45m
2 stops
$278Southwest
Sat, Jul 18 - Tue, Jul 21
United Airlines Logo
1:30 pm - 10:49 pm
PSP
-
ORD
7h 19m
1 stop
United Airlines Logo
6:00 am - 12:28 pm
ORD
-
PSP
8h 28m
1 stop
$281United Airlines
Thu, Aug 6 - Wed, Aug 12
Southwest Logo
4:00 pm - 4:30 am
PSP
-
MDW
10h 30m
2 stops
Southwest Logo
3:10 pm - 9:55 pm
MDW
-
PSP
8h 45m
2 stops
$288Southwest
Wed, Oct 14 - Mon, Oct 19
American Airlines Logo
11:51 am - 5:55 pm
PSP
-
ORD
4h 04mnonstop
American Airlines Logo
1:15 pm - 3:34 pm
ORD
-
PSP
4h 19mnonstop
$290American Airlines
Thu, Aug 6 - Wed, Aug 12
Southwest Logo
4:00 pm - 11:15 pm
PSP
-
MDW
5h 15m
1 stop
Southwest Logo
6:00 pm - 9:55 pm
MDW
-
PSP
5h 55m
1 stop
$294Southwest
Sat, Aug 8 - Sat, Aug 15
United Airlines Logo
1:30 pm - 10:49 pm
PSP
-
ORD
7h 19m
1 stop
United Airlines Logo
1:58 pm - 8:00 pm
ORD
-
PSP
8h 02m
1 stop
$301United Airlines
Tue, Sep 15 - Tue, Sep 22
Delta Logo
12:23 pm - 9:47 pm
PSP
-
ORD
7h 24m
1 stop
Delta Logo
7:45 am - 11:43 am
ORD
-
PSP
5h 58m
1 stop
$305Delta
Wed, Aug 26 - Mon, Aug 31
Delta Logo
12:30 pm - 9:30 pm
PSP
-
ORD
7h 00m
1 stop
Delta Logo
7:48 am - 11:48 am
ORD
-
PSP
6h 00m
1 stop
$310Delta
Booking Insights

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

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

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

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

What is the cheapest Palm Springs to Chicago flight route?

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

The cheapest return flight from Palm Springs to Chicago costs $328 on the route between Palm Springs (PSP) and Chicago O'Hare Intl Airport (ORD). Over the past month, this route was, on average, 19% cheaper than other Palm Springs-Chicago routes. It is also the most popular route.

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

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

For Palm Springs to Chicago, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Palm Springs, the best deals are generally found on Tuesday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Palm Springs to Chicago, 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 Palm Springs to Chicago is November, where tickets cost $144 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $259 and $250 respectively.

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

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.

No, with an average price for the route of $407, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Palm Springs to Chicago, 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 Palm Springs to Chicago, you should book around 3 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Expert advice

Expert advice for your flight from Palm Springs to Chicago

 
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 seasonJanuary
Cheapest flight$130
Best time to beat the crowds but there is an average 34% increase in price.
Most popular time to fly with an average 40% increase in price.
Flight from Palm Springs to Chicago O'Hare Airport

When to book flights from Palm Springs to Chicago

Are your dates flexible? Find out the best times to travel from Palm Springs to Chicago 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 Palm Springs to Chicago

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

    In the last 5 days, the lowest price for a flight from Palm Springs to Chicago was $130 for a one-way ticket and $271 for a round-trip.

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

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

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

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

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Palm Springs to Chicago are Southwest and Delta. With an average price for the route of $373 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $283 and an overall rating of 7.9.

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

    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 Palm Springs to Chicago.

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

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

    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 Chicago with an airline and back to Palm Springs with another airline.

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

    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 Chicago from Palm Springs 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 Palm Springs to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $279 or less one-way and $358 or less round-trip.

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

 
See real verified KAYAK customer reviews for airlines flying from Palm Springs to Chicago. 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 Palm Springs to Chicago? 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 4235 reviews
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

Was fine, delayed and feels like southwest is always late

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Flight delayed four separate times. I’m now one hour hours late to landing.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

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!

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

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

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

Information on your arrival and departure airports