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Palm Springs

$64+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PSP
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Palm Springs are usually found in January or September, booked 47 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap 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 September 11, 2025.

Round-trip from

$268
(Delta)

One-way from

$64
(Trip.com)

Popular in

March

Cheapest in

January

Average price

$379

Good round-trip deal

$322 or less

Good one-way deal

$160 or less
From Chicago (CHI) to Palm Springs
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One-way flight from Chicago (CHI) to Palm Springs
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Highest demand for flights based on searches. 5% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Palm Springs.
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Price to beat on a one-way flight from Chicago (CHI) to Palm Springs.
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Find 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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/9. 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 10/229:30 amORD - PSP
Nonstop4h 17mUnited Airlines
Wed 11/1211:08 amPSP - ORD
Nonstop3h 55mUnited Airlines
Deal found 9/9$269
This Southwest deal was found by Cheapflights users on 9/11. 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.
Tue 10/78:20 amMDW - PSP
1 stop7h 15mSouthwest
Tue 10/143:10 pmPSP - MDW
1 stop5h 30mSouthwest
Deal found 9/11$269
This Booking.com deal was found by Cheapflights users on 9/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:25 amORD - PSP
2 stops28h 13mFrontier
Mon 10/612:31 pmPSP - ORD
2 stops33h 28mFrontier
Deal found 9/11$270
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sun 9/217:40 amORD - PSP
2 stops29h 57mFrontier
Fri 10/312:41 pmPSP - ORD
1 stop9h 18mFrontier
Deal found 9/11$271
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 10/276:50 amORD - PSP
1 stop6h 25mMultiple Airlines
Sun 11/91:15 pmPSP - ORD
2 stops22h 20mMultiple Airlines
Deal found 9/9$272
This Southwest deal was found by Cheapflights users on 9/9. 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.
Mon 10/273:10 pmMDW - PSP
2 stops9h 50mSouthwest
Thu 10/304:10 pmPSP - MDW
1 stop5h 20mSouthwest
Deal found 9/9$272
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 10/266:08 amORD - PSP
1 stop8h 32mDelta
Sat 11/112:20 pmPSP - ORD
1 stop7h 23mDelta
Deal found 9/10$273
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 10/112:10 pmMDW - PSP
1 stop6h 45mSouthwest
Mon 10/64:10 pmPSP - MDW
1 stop5h 20mSouthwest
Deal found 9/9$273
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:00 amORD - PSP
1 stop8h 06mAlaska Airlines
Thu 11/1310:47 amPSP - ORD
2 stops11h 37mAlaska Airlines
Deal found 9/11$274
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Mon 12/89:11 amORD - PSP
Nonstop4h 31mUnited Airlines
Wed 12/104:22 pmPSP - ORD
1 stop5h 37mUnited Airlines
Deal found 9/11$275
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 9/3012:10 pmMDW - PSP
1 stop6h 45mSouthwest
Tue 10/711:00 amPSP - MDW
2 stops10h 35mSouthwest
Deal found 9/9$275
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/262:35 pmORD - PSP
1 stop7h 38mUnited Airlines
Fri 10/31:29 pmPSP - ORD
1 stop6h 01mUnited Airlines
Deal found 9/11$277

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 September 11, 2025.
Use the filters below to find and compare flights from Chicago to Palm Springs that are best for you.

Fly from

Chicago

Fly to

Palm Springs

Route

Depart

Return

Price

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 11/12

6:00 am-11:28 am

1 stop7h 28m

Palm Springs

Sat 11/15

12:33 pm-11:32 pm

1 stop8h 59m

$269

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 12/3

6:00 am-11:28 am

1 stop7h 28m

Palm Springs

Wed 12/10

12:33 pm-11:32 pm

1 stop8h 59m

$273

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Sun 10/26

6:08 am-12:40 pm

1 stop8h 32m

Palm Springs

Sat 11/1

12:20 pm-9:43 pm

1 stop7h 23m

$273

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Mon 12/8

9:11 am-11:42 am

Nonstop4h 31m

Palm Springs

Wed 12/10

4:22 pm-11:59 pm

1 stop5h 37m

$275

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Wed 2/4

2:05 pm-8:00 pm

1 stop7h 55m

Palm Springs

Mon 2/9

7:15 pm-1:04 pm

2 stops15h 49m

$278

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Mon 11/17

11:42 am-4:48 pm

1 stop7h 06m

Palm Springs

Sun 11/23

6:18 pm-10:39 am

1 stop14h 21m

$279

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Sat 2/14

2:05 pm-8:00 pm

1 stop7h 55m

Palm Springs

Tue 2/17

7:15 pm-5:04 am

1 stop7h 49m

$279

ChicagoPalm Springs

ORD - PSP

ORDPSP

Chicago O'Hare Intl

Wed 10/22

2:53 pm-8:33 pm

1 stop7h 40m

Palm Springs

Wed 11/12

11:08 am-5:03 pm

Nonstop3h 55m

$279

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 10/18

6:20 am-10:00 am

1 stop5h 40m

Palm Springs

Tue 10/21

1:00 pm-12:25 am

2 stops9h 25m

$282

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Mon 11/10

7:55 am-3:50 pm

2 stops9h 55m

Palm Springs

Fri 11/14

4:25 pm-12:05 am

1 stop5h 40m

$283

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 42 results
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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?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Palm Springs. Price data was last updated on August 29, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Palm Springs, you should look to book at least 47 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, January is the cheapest month in which you can book a flight from Chicago to Palm Springs (average of $337). Flying from Chicago to Palm Springs in March is currently the most expensive (average of $458). 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 September 11, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 16% on flights from Chicago to Palm Springs by exploring options for tickets in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Palm Springs. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Chicago to Palm Springs flight should consider departing on Monday at noon when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

What’s the top layover airport for flights from Chicago to Palm Springs?

Share of 1-stop round-trip flights from Chicago to Palm Springs chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 75% of 1-stop itineraries from Chicago to Palm Springs on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Palm Springs?

Average round-trip fare for 1-stop flights from Chicago to Palm Springs, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $158.

What’s the fastest layover option from Chicago to Palm Springs?

Shortest average travel time for 1-stop one-way flights from Chicago to Palm Springs, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 6h 00m.

Which airport typically offers the quickest layover for flights from Chicago to Palm Springs?

Average layover duration for 1-stop one-way flights from Chicago to Palm Springs, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 53m.

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 September 11, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 0 inbound flights from Chicago per day. 6 airlines have flights to Palm Springs from Chicago on a regular basis.

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

    Delta, United Airlines, and Alaska Airlines can get you from Chicago to Palm Springs in just under 4h 31m. Your travel time can differ by up to 3h 24m. The distance from Chicago to Palm Springs is about 1647 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, Frontier ($130), Delta ($144), and Southwest ($190) offers the cheapest pricing from Chicago to Palm Springs. Frontier is 70% 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 $80 on Southwest. Other airlines that offer cheap prices include American Airlines from $82 and United Airlines from $82 one-way.

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

    The cheapest flight price from Chicago to Palm Springs is $115. On average you can expect to pay $337. The most popular route, (Chicago O'Hare Intl - Palm Springs), can usually be booked for $163.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Palm Springs (average of $337). Flying from Chicago to Palm Springs in March is currently the most expensive (average of $458). 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
La Quinta
Cabazon
Desert Hot Springs
Rancho Mirage
Indian Wells
Banning
Indio
Cathedral City
Yucca Valley
Coachella

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 6 airlines flying from Chicago to Palm Springs

Discover the top 6 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$221FlexibilityNo cancel feeOn-time62%
DeltaCheapest$144Average$331FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$190Average$412FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$250Average$331FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$272Average$420FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$293Average$490FlexibilityNo cancel feeOn-time69%

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