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Palm Springs

$136+ Cheap flights from Chicago (CHI) to Palm Springs (PSP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PSP
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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Find cheap flights from Chicago to Palm Springs with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Palm Springs are usually found in January or October, booked 74 days in advance, depart on a Tuesday or Saturday and return on a Wednesday

Cheap flight deals from Chicago to Palm Springs

Cheapest flights from Chicago to Palm Springs
Explore the most affordable flight options available from Chicago to Palm Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 2026.

This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:45 am
ORD
-
PSP
1 stop5h 56m
Delta
Tue 7/145:15 pm
PSP
-
ORD
2 stops12h 44m
Delta
Deal found 5/7$286
This American Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:25 am
ORD
-
PSP
Nonstop4h 24m
American Airlines
Tue 11/103:25 pm
PSP
-
ORD
Nonstop3h 59m
American Airlines
Deal found 5/8$289
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:10 am
ORD
-
PSP
Nonstop4h 40m
United Airlines
Wed 12/911:10 am
PSP
-
ORD
Nonstop3h 54m
United Airlines
Deal found 5/5$290
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/182:12 pm
ORD
-
PSP
2 stops9h 18m
Delta
Tue 8/256:06 am
PSP
-
ORD
2 stops12h 40m
Delta
Deal found 5/8$291
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:05 am
ORD
-
PSP
1 stop7h 23m
United Airlines
Sat 7/111:30 pm
PSP
-
ORD
1 stop6h 09m
United Airlines
Deal found 5/5$293
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:10 am
ORD
-
PSP
Nonstop4h 40m
United Airlines
Mon 11/24:20 pm
PSP
-
ORD
1 stop5h 37m
United Airlines
Deal found 5/5$300
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/302:40 pm
MDW
-
PSP
1 stop6h 20m
Southwest
Wed 6/36:25 pm
PSP
-
MDW
1 stop9h 20m
Southwest
Deal found 5/4$304
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:10 am
ORD
-
PSP
Nonstop4h 40m
United Airlines
Mon 10/51:13 pm
PSP
-
ORD
1 stop8h 21m
United Airlines
Deal found 5/8$305
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:40 am
ORD
-
PSP
1 stop10h 46m
Alaska Airlines
Tue 6/95:16 pm
PSP
-
ORD
1 stop10h 44m
Alaska Airlines
Deal found 5/5$307
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:05 pm
ORD
-
PSP
1 stop8h 05m
Southwest
Wed 5/272:35 pm
PSP
-
ORD
1 stop6h 20m
Southwest
Deal found 5/7$309
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:45 am
ORD
-
PSP
1 stop6h 03m
Delta
Fri 8/2812:30 pm
PSP
-
ORD
1 stop7h 28m
Delta
Deal found 5/6$310
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/302:40 pm
MDW
-
PSP
1 stop6h 20m
Southwest
Sat 6/611:15 am
PSP
-
MDW
1 stop11h 00m
Southwest
Deal found 5/4$310

Find flight deals from Chicago to Palm Springs

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Palm Springs (PSP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$286
(Delta)

One-way from

$136
(Southwest)

Popular in

March

Cheapest in

January

Average price

$382

Good round-trip deal

$357 or less

Good one-way deal

$306 or less
Provider with most accurate pricing for Chicago (CHI)-Palm Springs flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Palm Springs flights.
Search Deals
From Chicago (CHI) to Palm Springs
Search Deals
One-way flight from Chicago (CHI) to Palm Springs
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Palm Springs.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Palm Springs.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Palm Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 9, 2026.
Use the filters below to find and compare flights from Chicago to Palm Springs that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 6/2

5:30 pm-9:30 pm

1 stop6h 00m

Palm Springs

Sat 6/6

11:15 am-12:15 am

1 stop11h 00m

$314

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Tue 7/7

6:10 pm-10:30 pm

1 stop6h 20m

Palm Springs

Tue 7/21

2:37 pm-12:59 am

1 stop8h 22m

$316

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 5/30

5:10 am-1:00 pm

2 stops9h 50m

Palm Springs

Sat 6/6

11:15 am-12:15 am

1 stop11h 00m

$320

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Sat 5/30

7:00 am-8:45 pm

2 stops15h 45m

Palm Springs

Wed 6/3

6:10 am-1:55 pm

1 stop5h 45m

$320

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 6/2

6:23 am-4:28 pm

2 stops12h 05m

Palm Springs

Tue 6/9

5:10 pm-9:14 am

2 stops14h 04m

$324

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Tue 6/2

7:40 am-4:26 pm

1 stop10h 46m

Palm Springs

Tue 6/9

7:29 am-7:03 pm

1 stop9h 34m

$347

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Wed 5/27

4:50 pm-9:50 pm

1 stop7h 00m

Palm Springs

Mon 6/1

12:50 pm-11:55 pm

2 stops9h 05m

$348

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 6/2

9:23 am-4:28 pm

2 stops9h 05m

Palm Springs

Sat 6/6

6:05 am-5:56 pm

2 stops9h 51m

$357

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Tue 5/12

11:55 am-9:50 pm

2 stops11h 55m

Palm Springs

Wed 5/13

10:55 am-11:55 pm

2 stops11h 00m

$357

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 5/16

5:10 am-1:00 pm

2 stops9h 50m

Palm Springs

Sat 5/23

6:00 pm-5:40 am

1 stop9h 40m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 41 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Palm Springs

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Palm Springs in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Palm Springs flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Palm Springs flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Palm Springs flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Palm Springs flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Palm Springs flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Palm Springs

Have a flexible travel schedule? Discover the best time to fly to Palm Springs from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

To ensure you get the cheapest price possible for a flight from Chicago to Palm Springs, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Palm Springs?

Currently, September is the cheapest month in which you can book a flight from Chicago to Palm Springs (average of $155). Flying from Chicago to Palm Springs in March is currently the most expensive (average of $858). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to PSP?

Find hourly flight availability from Chicago to Palm Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 9, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 31% on flights from Chicago to Palm Springs by exploring options for tickets in the evening.

Weekly flight availability from Chicago to Palm Springs

Explore weekly flight availability from Chicago to Palm Springs. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 9, 2026.

The most flights from CHI to PSP are scheduled on a Saturday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

How much does it cost to fly round-trip from Chicago to Palm Springs?

Reviews of airlines servicing Palm Springs

Get insights into the airlines that provide service to Palm Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Palm Springs. Reviews last updated May 9, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Chicago to Palm Springs have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,302 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,302 reviews
Southwest
8.0
Very good
4,302 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,457 reviews
Southwest
8.0
Very good
4,302 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,692 reviews
Southwest
8.0
Very good
4,302 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,669 reviews
Southwest
8.0
Very good
4,302 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Palm Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Palm Springs from Chicago?

    For a flight from Chicago to Palm Springs, you will be flying into Palm Springs. Palm Springs (PSP) is just 2.2 mi from the center of the city. Palm Springs is the only Palm Springs airport and it handles 4 inbound flights from Chicago per day. 4 airlines have flights to Palm Springs from Chicago on a regular basis.

  • How long is the flight from Chicago to Palm Springs?

    Southwest, United Airlines, and Delta can get you from Chicago to Palm Springs in just under 6h. Your travel time can differ by up to 6h 05m. The distance from Chicago to Palm Springs is about 1653 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Palm Springs round-trip?

    According to our current data, Delta ($144), Southwest ($190), and United Airlines ($234) offers the cheapest pricing from Chicago to Palm Springs. Delta is 65% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Palm Springs one-way?

    One-way options have recently been found by users for as low as $114 on Southwest. Other airlines that offer cheap prices include American Airlines from $127 and Delta from $134 one-way.

  • What are the most reliable airlines from Chicago to Palm Springs?

    The top 3 most reliable airlines when flying from Chicago to Palm Springs are United Airlines (91%), Lufthansa (74%) and Emirates (65%).

  • What are the cheapest flights from Chicago to Palm Springs?

    The cheapest flight price from Chicago to Palm Springs is $244. On average you can expect to pay $386. The most popular route, (Chicago O'Hare Intl - Palm Springs), can usually be booked for $271.

  • Can I find deals for flights from Chicago to Palm Springs that include hotel bookings?

    Yes. In addition to deals on Chicago to Palm Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Palm Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Palm Springs.

  • Can I find deals for business class flights from Chicago to Palm Springs?

    Yes. Cheapflights offers flight deals from Chicago to Palm Springs by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, September is the cheapest month in which you can book a flight from Chicago to Palm Springs (average of $155). Flying from Chicago to Palm Springs in March is currently the most expensive (average of $858). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Palm Springs?

Book flights to Palm Springs if you plan to visit one of these locations
Indio
La Quinta
Rancho Mirage
Cathedral City
Desert Hot Springs
Indian Wells
Banning
Cabazon
Yucca Valley

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Palm Springs

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Palm Springs

Discover the top 4 airlines that operate flights from Chicago to Palm Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$144Average$288FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$190Average$431FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$234Average$408FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$260Average$425FlexibilityNo cancel feeOn-time71%

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