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Cheap flights from Palm Springs to Chicago from $100

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 9/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Palm Springs to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
11:05 am - 9:05 pmPSP  Palm Springs-MDW Chicago Midway
8h 00m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl
Southwest Logo
6:05 am - 9:50 amMDW  Chicago Midway-PSP Palm Springs
5h 45m1 stop Denver Intl
$240Southwest
Tue, Sep 1 - Mon, Oct 5
Southwest Logo
5:30 pm - 5:40 amPSP  Palm Springs-MDW Chicago Midway
10h 10m2 stops Sacramento Intl Las Vegas Harry Reid Intl
Southwest Logo
5:05 pm - 9:00 pmMDW  Chicago Midway-PSP Palm Springs
5h 55m1 stop Denver Intl
$240Southwest
Tue, Sep 22 - Sat, Sep 26
United Airlines Logo
10:25 am - 4:27 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
4h 02mnonstop
United Airlines Logo
9:15 am - 11:53 amORD  Chicago O'Hare Intl-PSP Palm Springs
4h 38mnonstop
$261United Airlines
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
1:33 pm - 10:46 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
7h 13m1 stop Denver Intl
United Airlines Logo
10:05 am - 12:33 pmORD  Chicago O'Hare Intl-PSP Palm Springs
4h 28mnonstop
$271United Airlines
Tue, Sep 22 - Sat, Sep 26
Delta Logo
12:23 pm - 10:00 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
7h 37m1 stop Salt Lake City
Delta Logo
2:03 pm - 9:29 pmORD  Chicago O'Hare Intl-PSP Palm Springs
9h 26m1 stop Salt Lake City
$281Delta
Sat, Sep 26 - Tue, Oct 6
Delta Logo
12:23 pm - 10:00 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
7h 37m1 stop Salt Lake City
Delta Logo
2:05 pm - 9:31 pmORD  Chicago O'Hare Intl-PSP Palm Springs
9h 26m1 stop Salt Lake City
$281Delta
Sat, Sep 26 - Wed, Sep 30
Alaska Airlines Logo
7:44 am - 7:55 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
10h 11m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:03 pm - 8:08 pmORD  Chicago O'Hare Intl-PSP Palm Springs
8h 05m1 stop Portland
$339Alaska Airlines
Wed, Feb 3 - Sat, Feb 6
Alaska Airlines Logo
7:40 pm - 5:40 amPSP  Palm Springs-ORD Chicago O'Hare Intl
8h 00m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
9:30 am - 6:44 pmORD  Chicago O'Hare Intl-PSP Palm Springs
11h 14m1 stop Seattle/Tacoma Intl
$343Alaska Airlines
Sat, Nov 14 - Sun, Nov 15
American Airlines Logo
12:43 pm - 6:55 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
4h 12mnonstop
American Airlines Logo
3:00 pm - 9:27 pmORD  Chicago O'Hare Intl-PSP Palm Springs
8h 27m1 stop Dallas/Fort Worth
$347American Airlines
Tue, Dec 1 - Sat, Dec 5
American Airlines Logo
1:09 pm - 11:30 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
8h 21m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
12:10 pm - 7:30 pmORD  Chicago O'Hare Intl-PSP Palm Springs
9h 20m1 stop Dallas/Fort Worth
$357American Airlines
Tue, Sep 1 - Sat, Sep 5

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Delta flights from Palm Springs to Chicago

Our best Delta deals on Palm Springs to Chicago flight tickets
Delta
Sep 15
PSP5:13 pmPalm Springs
14h 36m
2 stops
MDW9:49 amChicago Midway
Sep 19
MDW9:59 amChicago Midway
8h 34m
2 stops
PSP4:33 pmPalm Springs
$291
Delta
Sep 26
PSP12:23 pmPalm Springs
7h 37m
1 stop
ORD10:00 pmChicago O'Hare Intl
Oct 3
ORD8:25 amChicago O'Hare Intl
10h 08m
2 stops
PSP4:33 pmPalm Springs
$315
Delta
Aug 29
PSP12:30 pmPalm Springs
7h 03m
1 stop
ORD9:33 pmChicago O'Hare Intl
Oct 6
ORD6:20 amChicago O'Hare Intl
8h 19m
1 stop
PSP12:39 pmPalm Springs
$319

Alaska Airlines flights from Palm Springs to Chicago

Our best Alaska Airlines deals on Palm Springs to Chicago flight tickets
Alaska Airlines
Sep 18
PSP2:08 pmPalm Springs
7h 51m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 19
ORD4:08 pmChicago O'Hare Intl
9h 00m
1 stop
PSP11:08 pmPalm Springs
$369
Alaska Airlines
Sep 22
PSP2:08 pmPalm Springs
7h 51m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 28
ORD6:00 amChicago O'Hare Intl
9h 12m
1 stop
PSP1:12 pmPalm Springs
$375
Alaska Airlines
Sep 25
PSP2:08 pmPalm Springs
7h 51m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 28
ORD6:00 amChicago O'Hare Intl
9h 12m
1 stop
PSP1:12 pmPalm Springs
$379

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 August 13, 2026.
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

Cheapest round-trip

Palm SpringsChicago

PSP Palm Springs - MDW Chicago Midway

PSPMDW

Palm Springs

Tue 9/1

11:05 am-9:05 pm

2 stops8h 00m

Chicago Midway

Mon 10/5

6:05 am-9:50 am

1 stop5h 45m

$240

Palm SpringsChicago

PSP Palm Springs - MDW Chicago Midway

PSPMDW

Palm Springs

Tue 9/22

5:30 pm-5:40 am

2 stops10h 10m

Chicago Midway

Sat 9/26

5:05 pm-9:00 pm

1 stop5h 55m

$240
Quickest round-trip

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Sat 10/24

10:25 am-4:27 pm

Nonstop4h 02m

Chicago O'Hare Intl

Sat 10/31

9:15 am-11:53 am

Nonstop4h 38m

$261

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Tue 9/22

1:33 pm-10:46 pm

1 stop7h 13m

Chicago O'Hare Intl

Sat 9/26

10:05 am-12:33 pm

Nonstop4h 28m

$271

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Sat 9/26

12:23 pm-10:00 pm

1 stop7h 37m

Chicago O'Hare Intl

Tue 10/6

2:03 pm-9:29 pm

1 stop9h 26m

$281

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Sat 9/26

12:23 pm-10:00 pm

1 stop7h 37m

Chicago O'Hare Intl

Wed 9/30

2:05 pm-9:31 pm

1 stop9h 26m

$281

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Wed 2/3

7:44 am-7:55 pm

1 stop10h 11m

Chicago O'Hare Intl

Sat 2/6

2:03 pm-8:08 pm

1 stop8h 05m

$339

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Sat 11/14

7:40 pm-5:40 am

1 stop8h 00m

Chicago O'Hare Intl

Sun 11/15

9:30 am-6:44 pm

1 stop11h 14m

$343

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Tue 12/1

12:43 pm-6:55 pm

Nonstop4h 12m

Chicago O'Hare Intl

Sat 12/5

3:00 pm-9:27 pm

1 stop8h 27m

$347

Palm SpringsChicago

PSP Palm Springs - ORD Chicago O'Hare Intl

PSPORD

Palm Springs

Tue 9/1

1:09 pm-11:30 pm

1 stop8h 21m

Chicago O'Hare Intl

Sat 9/5

12:10 pm-7:30 pm

1 stop9h 20m

$357

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?

Prices are currently low for flights on this route.

Typical prices usually range from $331 to $487.
The lowest price recently found on this route was $240.

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Palm Springs, with most prices found around $332. If you’re not able to fly to Chicago in April, then October is your next best option. Flight prices from Palm Springs to Chicago during October average around $333.

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 $402. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Palm Springs to Chicago for around $590.

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 $314. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $445.

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 from Palm Springs 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 $386 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 $300 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 August 2026, prices for Palm Springs to Chicago flights are approximately 3% cheaper 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

$237

Fastest flight time

3h 59m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Palm Springs in the past 72 hours is $237. The best round-trip flight deal from Palm Springs to Chicago found on momondo in the last 72 hours is $358.
The fastest flight from Palm Springs to Chicago takes 3h 59m
Direct flights go from Palm Springs to Chicago every day.
There are 3 airports in Chicago. From Palm Springs there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Palm Springs to Chicago

  • 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 59m.

  • 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 $245Free CancellationRating
7.8
8,502 reviews
Search Delta flights
American AirlinesPriceFrom $250Free CancellationRating
7.1
11,923 reviews
Search American Airlines flights
United AirlinesPriceFrom $259Free CancellationRating
7.4
10,112 reviews
Search United Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,218 reviews
Search Southwest 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 5 flights/week on average for this route. A good United Airlines flight deal for Palm Springs to Chicago starts from $259 round-trip, up to an average price of $371. Our users have rated United Airlines at 7.4/10.

Traveling to a place near Chicago?

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