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$60+ Cheap flights from Palm Springs (PSP) to Chicago (CHI)

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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
PSP — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Palm Springs to Chicago are usually found in April or January, booked 42 days in advance, depart on a Thursday or Friday and return on a Tuesday

Cheap flight deals from Palm Springs to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Palm Springs (PSP) to Chicago (CHI). 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

July

Cheapest in

April

Round-trip from

$248
(Frontier)

One-way from

$60
(Frontier)
Provider with most accurate pricing for Palm Springs-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Palm Springs-Chicago (CHI) flights.
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High demand for flights, 19% potential price rise
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Best time to find cheap flights, 27% potential price drop
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From Palm Springs to Chicago (CHI)
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One-way flight from Palm Springs to Chicago (CHI)
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Find flight deals from Palm Springs to Chicago

Cheapest flights from Palm Springs to Chicago
Explore the most affordable flight options available from Palm Springs to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/176:31 pmPSP - ORD
1 stop27h 15mFrontier
Tue 12/246:55 amORD - PSP
1 stop6h 23mFrontier
Deal found 11/19$248
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/126:25 pmPSP - ORD
1 stop14h 30mMultiple Airlines
Mon 12/167:25 amORD - PSP
1 stop12h 55mMultiple Airlines
Deal found 11/20$272
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Fri 12/131:14 pmPSP - ORD
Nonstop3h 56mAmerican Airlines
Mon 12/169:50 amORD - PSP
Nonstop4h 28mAmerican Airlines
Deal found 11/19$279
This KAYAK deal was found by Cheapflights users on 11/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/161:38 pmPSP - ORD
1 stop6h 47mDelta
Thu 12/197:30 amORD - PSP
1 stop6h 31mDelta
Deal found 11/19$293
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Sun 12/2211:05 amPSP - ORD
Nonstop4h 00mUnited Airlines
Tue 12/244:00 pmORD - PSP
1 stop7h 05mUnited Airlines
Deal found 11/19$299
This Sun Country Air deal was found by Cheapflights users on 11/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/255:25 pmPSP - ORD
1 stop15h 23mSun Country Air
Thu 11/289:20 amORD - PSP
1 stop6h 21mSun Country Air
Deal found 11/19$320
This Alaska Airlines deal was found by Cheapflights users on 11/20. 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.
Thu 12/127:00 amPSP - ORD
1 stop7h 59mAlaska Airlines
Mon 12/166:32 amORD - PSP
2 stops16h 28mAlaska Airlines
Deal found 11/20$346
This KAYAK deal was found by Cheapflights users on 11/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/161:15 pmPSP - MDW
1 stop19h 10mSouthwest
Thu 12/197:45 amMDW - PSP
1 stop11h 15mSouthwest
Deal found 11/19$384
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/86:27 pmPSP - MDW
2 stops27h 46mMultiple Airlines
Wed 12/118:15 amMDW - PSP
3 stops35h 06mMultiple Airlines
Deal found 11/19$419
This Delta deal was found by Cheapflights users on 11/19. 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.
Fri 12/65:13 pmPSP - MDW
2 stops14h 37mDelta
Tue 12/101:30 pmMDW - PSP
2 stops10h 24mDelta
Deal found 11/19$463
This Southwest deal was found by Cheapflights users on 11/18. 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 11/256:00 amPSP - ORD
1 stop7h 20mSouthwest
Tue 12/37:30 amORD - PSP
2 stops14h 25mSouthwest
Deal found 11/18$542

Find flights from Palm Springs to Chicago within your budget

Customize your flight search to find flights from Palm Springs to Chicago 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Sun 1/12

11:56 am-12:35 am

1 stop10h 39m

Chicago O'Hare Intl

Sun 1/19

7:25 am-6:16 pm

1 stop12h 51m

$248

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Wed 1/15

1:05 pm-7:04 pm

Nonstop3h 59m

Chicago O'Hare Intl

Tue 1/21

9:42 am-12:09 pm

Nonstop4h 27m

$269

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Thu 12/12

6:25 pm-10:55 am

1 stop14h 30m

Chicago O'Hare Intl

Mon 12/16

7:25 am-6:20 pm

1 stop12h 55m

$272

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Wed 1/15

12:00 pm-9:58 pm

1 stop7h 58m

Chicago O'Hare Intl

Wed 1/22

10:10 am-2:27 pm

1 stop6h 17m

$288

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Fri 3/7

11:59 pm-5:49 am

Nonstop3h 50m

Chicago O'Hare Intl

Mon 3/10

4:50 pm-7:27 pm

Nonstop4h 37m

$289

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Mon 1/13

11:25 am-11:59 pm

1 stop10h 34m

Chicago O'Hare Intl

Thu 1/23

3:35 pm-10:08 pm

1 stop8h 33m

$298

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Thu 1/23

1:33 pm-10:20 pm

1 stop6h 47m

Chicago Midway

Fri 1/24

10:19 am-2:27 pm

1 stop6h 08m

$298

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Mon 1/27

12:26 pm-12:17 am

1 stop9h 51m

Chicago Midway

Fri 1/31

7:15 am-6:20 pm

1 stop13h 05m

$328

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 2/18

7:40 am-10:35 pm

2 stops12h 55m

Chicago O'Hare Intl

Tue 3/25

6:15 am-12:15 pm

1 stop8h 00m

$377

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Mon 12/16

1:15 pm-10:25 am

1 stop19h 10m

Chicago Midway

Thu 12/19

7:45 am-5:00 pm

1 stop11h 15m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 24 results
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Compare providers for flights from Palm Springs to Chicago

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 Palm Springs to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 Palm Springs-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Palm Springs-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Palm Springs-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Palm Springs-Chicago 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 Palm Springs-Chicago 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 Palm Springs to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Palm Springs 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.

Travel insights for flights from Palm Springs to Chicago

Get recent, data-driven insights about flights from Palm Springs to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Palm Springs to Chicago. Price data was last updated on November 15, 2024.

Booking 42 days in advance of your planned departure date is, on average, the best time to get cheap flights from Palm Springs to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, September is the cheapest month in which you can book a flight from Palm Springs to Chicago (average of $232). Flying from Palm Springs to Chicago in June is currently the most expensive (average of $308). 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 PSP to CHI?

Find hourly flight availability from Palm Springs to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

When flying from Palm Springs to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 19% versus a flight in the afternoon.

Weekly flight availability from Palm Springs to Chicago

Explore weekly flight availability from Palm Springs to Chicago. 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 November 20, 2024.

The most flights from PSP to CHI are scheduled on a Wednesday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 20, 2024.
Peruse reviews from past customers who have flown with United Airlines, Southwest and Sun Country Air from Palm Springs to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.0
Very good
9,461 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from Palm Springs to Chicago. 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 from for flights from Palm Springs to Chicago?

    Most people fly from Palm Springs (PSP) if they book a flight from Palm Springs to Chicago. On average, Palm Springs has 3 outbound flights to Chicago per day from 4 airlines. Palm Springs is conveniently located just 2.2 mi from Palm Springs’s city center.

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

    Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $248. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $269 and $288, respectively. These flights start at 40% lower than the current average price 3 months from now.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $60. American Airlines flights start at $140 while deals on Delta start at $144 one-way.

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

    Before booking your flight to Chicago from Palm Springs, check out the most reliable airlines to get you to your destination on time: Qatar Airways (92%), Emirates (84%), United Airlines( 84%).

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

    Looking for the cheapest flight from Palm Springs to Chicago? While on average our users pay $1,080, our data indicates the cheapest price to be $164. The most popular route (Palm Springs - Chicago O'Hare Intl), is priced around $222.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Palm Springs to Chicago 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 Palm Springs to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Palm Springs to Chicago (average of $232). Flying from Palm Springs to Chicago in June is currently the most expensive (average of $308). 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

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Alternative routes for Palm Springs to Chicago

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

Discover the top 4 airlines that operate flights from Palm Springs to Chicago. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$529FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$267Average$413FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$278Average$440FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$353Average$489FlexibilityNo cancel feeOn-time63%
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