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Cheap flights from Palm Springs to Chicago from $138

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Palm Springs to Chicago departing on 12/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Palm Springs to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 1:46 pm
PSP
-
ORD
5h 46m1 stop
Delta Logo
6:45 am - 12:55 pm
ORD
-
PSP
8h 10m1 stop
$295Delta
Thu, Dec 25 - Thu, Jan 1
Sun Country Air Logo
6:32 pm - 9:50 am
PSP
-
ORD
13h 18m1 stop
Sun Country Air Logo
8:20 pm - 4:26 pm
ORD
-
PSP
22h 06m1 stop
$303Sun Country Air
Sun, Dec 21 - Sun, Dec 28
American Airlines Logo
12:41 pm - 6:49 pm
PSP
-
ORD
4h 08mnonstop
American Airlines Logo
8:14 am - 10:44 am
ORD
-
PSP
4h 30mnonstop
$307American Airlines
Wed, Feb 11 - Wed, Feb 18
Alaska Airlines Logo
7:46 am - 11:37 pm
PSP
-
ORD
13h 51m2 stops
Alaska Airlines Logo
5:29 pm - 11:57 pm
ORD
-
PSP
8h 28m1 stop
$313Alaska Airlines
Wed, Feb 11 - Wed, Feb 18
Alaska Airlines Logo
12:09 pm - 11:50 pm
PSP
-
ORD
9h 41m1 stop
Alaska Airlines Logo
3:54 pm - 11:57 pm
ORD
-
PSP
10h 03m1 stop
$317Alaska Airlines
Wed, Feb 11 - Wed, Feb 18
Alaska Airlines Logo
5:26 pm - 11:50 pm
PSP
-
ORD
28h 24m1 stop
Alaska Airlines Logo
8:00 am - 4:32 pm
ORD
-
PSP
10h 32m1 stop
$324Alaska Airlines
Fri, Jan 16 - Mon, Jan 19
American Airlines Logo
6:10 am - 12:13 pm
PSP
-
ORD
4h 03mnonstop
American Airlines Logo
8:05 am - 10:28 am
ORD
-
PSP
4h 23mnonstop
$327American Airlines
Thu, Dec 25 - Wed, Dec 31
Alaska Airlines Logo
8:29 am - 11:56 pm
PSP
-
ORD
13h 27m1 stop
Alaska Airlines Logo
3:54 pm - 10:25 pm
ORD
-
PSP
8h 31m1 stop
$328Alaska Airlines
Sat, Feb 14 - Mon, Feb 16
Southwest Logo
2:40 pm - 11:40 pm
PSP
-
MDW
7h 00m1 stop
Southwest Logo
3:10 pm - 9:00 pm
MDW
-
PSP
7h 50m1 stop
$387Southwest
Thu, Dec 25 - Thu, Jan 1
Southwest Logo
6:30 am - 2:50 pm
PSP
-
MDW
6h 20m1 stop
Southwest Logo
2:35 pm - 6:45 pm
MDW
-
PSP
6h 10m1 stop
$394Southwest
Sun, Feb 1 - Sat, Feb 7

United Airlines flights from Palm Springs to Chicago

Our best United Airlines deals on Palm Springs to Chicago flight tickets
United Airlines
Jan 7
PSP11:12 amPalm Springs
3h 58m
ORD5:10 pmChicago O'Hare Intl
Jan 14
ORD9:20 amChicago O'Hare Intl
4h 33m
PSP11:53 amPalm Springs
$339
Find similar
United Airlines
Jan 7
PSP9:10 amPalm Springs
5h 54m
1 stop
ORD5:04 pmChicago O'Hare Intl
Jan 14
ORD9:20 amChicago O'Hare Intl
4h 33m
PSP11:53 amPalm Springs
$349
Find similar
United Airlines
Jan 29
PSP11:12 amPalm Springs
3h 58m
ORD5:10 pmChicago O'Hare Intl
Feb 2
ORD9:20 amChicago O'Hare Intl
4h 33m
PSP11:53 amPalm Springs
$359
Find similar

Delta flights from Palm Springs to Chicago

Our best Delta deals on Palm Springs to Chicago flight tickets
Delta
Dec 25
PSP6:00 amPalm Springs
5h 46m
1 stop
ORD1:46 pmChicago O'Hare Intl
Jan 1
ORD6:45 amChicago O'Hare Intl
8h 10m
1 stop
PSP12:55 pmPalm Springs
$295
Find similar
Delta
Dec 24
PSP11:59 amPalm Springs
7h 35m
1 stop
ORD9:34 pmChicago O'Hare Intl
Dec 31
ORD6:02 pmChicago O'Hare Intl
20h 53m
2 stops
PSP12:55 pmPalm Springs
$380
Find similar
Delta
Dec 28
PSP2:06 pmPalm Springs
7h 57m
1 stop
ORD12:03 amChicago O'Hare Intl
Jan 1
ORD5:30 amChicago O'Hare Intl
9h 25m
1 stop
PSP12:55 pmPalm Springs
$392
Find similar

momondo Fare Finder

 
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, momondo users made 832,500 searches. Data last updated December 9, 2025.
Use the filters below to find and compare flights from Palm Springs to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Thu 12/25

6:00 am-1:46 pm

1 stop5h 46m

Chicago O'Hare Intl

Thu 1/1

6:45 am-12:55 pm

1 stop8h 10m

$295

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Sun 12/21

6:32 pm-9:50 am

1 stop13h 18m

Chicago O'Hare Intl

Sun 12/28

8:20 pm-4:26 pm

1 stop22h 06m

$303

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Wed 2/11

12:41 pm-6:49 pm

Nonstop4h 08m

Chicago O'Hare Intl

Wed 2/18

8:14 am-10:44 am

Nonstop4h 30m

$307

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Wed 2/11

7:46 am-11:37 pm

2 stops13h 51m

Chicago O'Hare Intl

Wed 2/18

5:29 pm-11:57 pm

1 stop8h 28m

$313

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Wed 2/11

12:09 pm-11:50 pm

1 stop9h 41m

Chicago O'Hare Intl

Wed 2/18

3:54 pm-11:57 pm

1 stop10h 03m

$317

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Fri 1/16

5:26 pm-11:50 pm

1 stop28h 24m

Chicago O'Hare Intl

Mon 1/19

8:00 am-4:32 pm

1 stop10h 32m

$324

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Thu 12/25

6:10 am-12:13 pm

Nonstop4h 03m

Chicago O'Hare Intl

Wed 12/31

8:05 am-10:28 am

Nonstop4h 23m

$327

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Sat 2/14

8:29 am-11:56 pm

1 stop13h 27m

Chicago O'Hare Intl

Mon 2/16

3:54 pm-10:25 pm

1 stop8h 31m

$328

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Thu 12/25

2:40 pm-11:40 pm

1 stop7h 00m

Chicago Midway

Thu 1/1

3:10 pm-9:00 pm

1 stop7h 50m

$387

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Sun 2/1

6:30 am-2:50 pm

1 stop6h 20m

Chicago Midway

Sat 2/7

2:35 pm-6:45 pm

1 stop6h 10m

$394

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Palm Springs to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Palm Springs and Chicago?

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Palm Springs, with most prices found around $288. If you’re not able to fly to Chicago in August, then May is your next best option. Flight prices from Palm Springs to Chicago during May average around $330.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $408. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Palm Springs to Chicago for around $587.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Palm Springs to Chicago during this time can be as low as $397. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $515.

What is the cheapest Palm Springs to Chicago flight route?

Fly from Palm Springs to Chicago O'Hare Intl for the best Palm Springs - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Palm Springs when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $399 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Palm Springs for as low as $302 on momondo.

What cabin class options are available on Palm Springs to Chicago flights?

There are 4 cabin classes available to choose from on Palm Springs to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Palm Springs to Chicago flights?

No. A direct flight is the cheapest option for a flight between Palm Springs to Chicago.

How have Palm Springs to Chicago flight prices changed over time?

As of December 2025, prices for Palm Springs to Chicago flights are approximately 9% more expensive when compared to flights at the same time last year.

When to book flights from Palm Springs to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Palm Springs to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Palm Springs to Chicago (PSP to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Palm Springs to Chicago

Best Price Found

$224

Fastest flight time

3h 45m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Palm Springs in the past 72 hours is $224. The best round-trip flight deal from Palm Springs to Chicago found on momondo in the last 72 hours is $406.
The fastest flight from Palm Springs to Chicago takes 3h 45m
Direct flights go from Palm Springs to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • How far is Palm Springs to Chicago by plane?

    Chicago is 1662.0 mi away from Palm Springs. By plane, this route typically takes 3h 45m.

  • When did momondo last update prices for flights from Palm Springs Airport to Chicago?

    Prices for flights from Palm Springs Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from Palm Springs Airport to Chicago?

  • How old do you have to be to fly from Palm Springs Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Palm Springs Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Palm Springs to Chicago?

  • What is the most popular airline from Palm Springs to Chicago?

Best airlines flying from Palm Springs to Chicago

Compare and see reviews for airlines that fly from Palm Springs to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $179Free CancellationRating
7.9
8,011 reviews
Search Delta flights
American AirlinesPriceFrom $246Free CancellationRating
7.2
11,045 reviews
Search American Airlines flights
SouthwestPriceFrom $250Free CancellationRating
8.0
4,254 reviews
Search Southwest flights
United AirlinesPriceFrom $269Free CancellationRating
7.4
9,089 reviews
Search United Airlines flights

  • United Airlines Flights From Palm Springs to Chicago

    United Airlines is one of the most popular airlines flying from Palm Springs to Chicago, operating 14 flights/week on average for this route. A good United Airlines flight deal for Palm Springs to Chicago starts from $269 round-trip, up to an average price of $449. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Palm Springs to Chicago

    The best American Airlines deal for Palm Springs to Chicago flight tickets found on momondo in the last 72 hours was $246, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $388 round-trip. American Airlines operates 14 flights out of Palm Springs into Chicago in an average week, so prices vary by time and availability. 11,045 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Palm Springs to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Palm Springs to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Palm Springs to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Palm Springs with this policy.

How can momondo help me find flights from Palm Springs to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Palm Springs to Chicago.

I’m not ready to book a flight from Palm Springs to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Palm Springs to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport