What airlines fly to Chicago?

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Palm Springs according to our data. American Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 8 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Palm Springs to Chicago?

Salt Lake City (SLC) has the shortest average layover time for this route: 0h 34m.

What is the cheapest airline that flies from Palm Springs to Chicago?

Alaska Airlines, Southwest, and Delta are the most popular carriers operating from Palm Springs to Chicago

Which layover airport offers the lowest fares from Palm Springs to Chicago?

Flights via Denver (DEN) offer the lowest average round-trip price of $258.

Which airport is the most popular layover for flights between Palm Springs and Chicago?

Salt Lake City (SLC) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

How many flights depart from Palm Springs to Chicago on average per week?

The number of flights available between Palm Springs and Chicago is 50 per week as of December 2025. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

Which layover airport has the shortest travel time from Palm Springs to Chicago?

Flights connecting via Salt Lake City (SLC) have the shortest average one-way travel time: 5h 34m.

How many flights depart from Palm Springs to Chicago on average per day?

As of December 2025, there are 7 flights per day flying from Palm Springs to Chicago. The most common time of day flights depart is 11:00AM, with 70% of flights taking off at noon.

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?

There are 4 operators available for flights from Palm Springs Airport to Chicago as of December 2025.

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.

$121 Cheap Flights from Palm Springs to Chicago in 2025/26

Q: 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 $374 to $514. The lowest price recently found on this route was $269.

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Find the cheapest flights from Palm Springs to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:41 pm - 6:49 pm

PSP

ORD

4h 08mnonstop

9:10 pm - 11:33 pm

ORD

PSP

4h 23mnonstop

$269American Airlines

Tue, Jan 27 - Sat, Jan 31

4:14 pm - 11:59 pm

PSP

ORD

5h 45m1 stop

7:50 pm - 10:27 pm

ORD

PSP

4h 37mnonstop

$275United Airlines

Fri, Feb 20 - Sun, Feb 22

1:05 pm - 9:15 pm

PSP

ORD

6h 10m1 stop

9:20 am - 11:53 am

ORD

PSP

4h 33mnonstop

$279United Airlines

Tue, Jan 27 - Sat, Jan 31

4:14 pm - 11:59 pm

PSP

ORD

5h 45m1 stop

12:55 pm - 5:27 pm

ORD

PSP

6h 32m1 stop

$284United Airlines

Fri, Feb 20 - Sun, Feb 22

2:57 pm - 1:22 pm

PSP

ORD

20h 25m1 stop

7:40 am - 2:29 pm

ORD

PSP

8h 49m1 stop

$285Delta

Tue, Feb 10 - Tue, Feb 24

5:45 am - 3:25 pm

PSP

ORD

7h 40m1 stop

7:15 am - 1:00 pm

ORD

PSP

7h 45m1 stop

$289Southwest

Tue, Jan 27 - Sat, Jan 31

12:47 pm - 10:31 pm

PSP

MDW

7h 44m1 stop

6:30 am - 12:17 pm

MDW

PSP

7h 47m1 stop

$289Delta

Thu, Apr 9 - Mon, Apr 13

8:55 am - 5:15 pm

PSP

MDW

6h 20m1 stop

5:35 am - 1:00 pm

MDW

PSP

9h 25m1 stop

$294Southwest

Tue, Jan 27 - Sat, Jan 31

10:00 am - 10:35 pm

PSP

ORD

10h 35m2 stops

7:15 am - 1:00 pm

ORD

PSP

7h 45m1 stop

$294Southwest

Tue, Jan 27 - Sat, Jan 31

12:41 pm - 6:49 pm

PSP

ORD

4h 08mnonstop

9:55 am - 12:20 pm

ORD

PSP

4h 25mnonstop

$304American Airlines

Mon, Jan 12 - Mon, Jan 19

American Airlines flights from Palm Springs to Chicago

Our best American Airlines deals on Palm Springs to Chicago flight tickets

American Airlines

Jan 27

PSP12:41 pmPalm Springs

4h 08m

ORD6:49 pmChicago O'Hare Intl

Jan 31

ORD9:55 amChicago O'Hare Intl

4h 25m

PSP12:20 pmPalm Springs

$269

Find similar

American Airlines

Jan 12

PSP12:41 pmPalm Springs

4h 08m

ORD6:49 pmChicago O'Hare Intl

Jan 19

ORD9:55 amChicago O'Hare Intl

4h 25m

PSP12:20 pmPalm Springs

$304

Find similar

American Airlines

Jan 1

PSP10:20 amPalm Springs

4h 07m

ORD4:27 pmChicago O'Hare Intl

Jan 8

ORD9:55 amChicago O'Hare Intl

4h 25m

PSP12:20 pmPalm Springs

$307

Find similar

Delta flights from Palm Springs to Chicago

Our best Delta deals on Palm Springs to Chicago flight tickets

Delta

Feb 10

PSP2:57 pmPalm Springs

20h 25m

1 stop

ORD1:22 pmChicago O'Hare Intl

Feb 24

ORD7:40 amChicago O'Hare Intl

8h 49m

1 stop

PSP2:29 pmPalm Springs

$285

Find similar

Delta

Apr 9

PSP12:47 pmPalm Springs

7h 44m

1 stop

MDW10:31 pmChicago Midway

Apr 13

MDW6:30 amChicago Midway

7h 47m

1 stop

PSP12:17 pmPalm Springs

$289

Find similar

Delta

Jan 27

PSP5:10 pmPalm Springs

13h 33m

2 stops

ORD8:43 amChicago O'Hare Intl

Jan 31

ORD5:30 amChicago O'Hare Intl

10h 59m

2 stops

PSP2:29 pmPalm Springs

$299

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 1/27

12:41 pm-6:49 pm

Nonstop4h 08m

Chicago O'Hare Intl

Sat 1/31

9:10 pm-11:33 pm

Nonstop4h 23m

$269

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Fri 2/20

4:14 pm-11:59 pm

1 stop5h 45m

Chicago O'Hare Intl

Sun 2/22

7:50 pm-10:27 pm

Nonstop4h 37m

$275

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 1/27

1:05 pm-9:15 pm

1 stop6h 10m

Chicago O'Hare Intl

Sat 1/31

9:20 am-11:53 am

Nonstop4h 33m

$279

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Fri 2/20

4:14 pm-11:59 pm

1 stop5h 45m

Chicago O'Hare Intl

Sun 2/22

12:55 pm-5:27 pm

1 stop6h 32m

$284

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 2/10

2:57 pm-1:22 pm

1 stop20h 25m

Chicago O'Hare Intl

Tue 2/24

7:40 am-2:29 pm

1 stop8h 49m

$285

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 1/27

5:45 am-3:25 pm

1 stop7h 40m

Chicago O'Hare Intl

Sat 1/31

7:15 am-1:00 pm

1 stop7h 45m

$289

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Thu 4/9

12:47 pm-10:31 pm

1 stop7h 44m

Chicago Midway

Mon 4/13

6:30 am-12:17 pm

1 stop7h 47m

$289

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Tue 1/27

8:55 am-5:15 pm

1 stop6h 20m

Chicago Midway

Sat 1/31

5:35 am-1:00 pm

1 stop9h 25m

$294

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 1/27

10:00 am-10:35 pm

2 stops10h 35m

Chicago O'Hare Intl

Sat 1/31

7:15 am-1:00 pm

1 stop7h 45m

$294

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Mon 1/12

12:41 pm-6:49 pm

Nonstop4h 08m

Chicago O'Hare Intl

Mon 1/19

9:55 am-12:20 pm

Nonstop4h 25m

$304

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

Other information

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 $410. 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 $576.

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 $400. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $441.

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 $402 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 10% 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	$231
Fastest flight time	3h 39m
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 $231. The best round-trip flight deal from Palm Springs to Chicago found on momondo in the last 72 hours is $383.

The fastest flight from Palm Springs to Chicago takes 3h 39m

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), 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 39m.
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?
There are 4 operators available for flights from Palm Springs Airport to Chicago as of December 2025.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Palm Springs to Chicago is Boeing 737-800 (43.02% of total bookings). The next most popular plane models are Boeing 737-900 (21.51%), Airbus A319 (6.70%), and Boeing 737-700 (5.31%).
What is the most popular airline from Palm Springs to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Palm Springs to Chicago is American Airlines (48% of total bookings). The next most popular airlines are Southwest (25%), United Airlines (23%), and Delta (4%).

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
Delta	PriceFrom $179	Free Cancellation	Rating 7.9 8,019 reviews	Search Delta flights
American Airlines	PriceFrom $245	Free Cancellation	Rating 7.2 11,073 reviews	Search American Airlines flights
Southwest	PriceFrom $250	Free Cancellation	Rating 8.0 4,256 reviews	Search Southwest flights
United Airlines	PriceFrom $264	Free Cancellation	Rating 7.4 9,113 reviews	Search United Airlines flights

Southwest Flights From Palm Springs to Chicago
Southwest is one of the most popular airlines flying from Palm Springs to Chicago, operating 5 flights/week on average for this route. A good Southwest flight deal for Palm Springs to Chicago starts from $250 round-trip, up to an average price of $378. Our users have rated Southwest at 8.0/10.
United Airlines Flights From Palm Springs to Chicago
The best United Airlines deal for Palm Springs to Chicago flight tickets found on momondo in the last 72 hours was $264, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $439 round-trip. United Airlines operates 10 flights out of Palm Springs into Chicago in an average week, so prices vary by time and availability. 9,113 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

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

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Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Flights to Bostonfrom $51

Flights to Atlantafrom $44

Flights to Dallasfrom $51

Flights to Seattlefrom $57

Flights to Denverfrom $53

Cheap flights from Palm Springs to Chicago from $121

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 1/31. 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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Filter for what you want

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American Airlines flights from Palm Springs to Chicago

Our best American Airlines deals on Palm Springs to Chicago flight tickets

Delta flights from Palm Springs to Chicago

Our best Delta deals on Palm Springs to Chicago flight tickets

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

See travel insights to Chicago from

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

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?

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 $400. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $441.

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?

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 10% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Palm Springs to Chicago?

Alaska Airlines, Southwest, and Delta are the most popular carriers operating from Palm Springs to Chicago

What airlines fly to Chicago?

Which airport is the most popular layover for flights between Palm Springs and Chicago?

Salt Lake City (SLC) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Palm Springs to Chicago?

Flights via Denver (DEN) offer the lowest average round-trip price of $258.

Which layover airport has the shortest travel time from Palm Springs to Chicago?

Flights connecting via Salt Lake City (SLC) have the shortest average one-way travel time: 5h 34m.

Which layover airport has the shortest connection time from Palm Springs to Chicago?

Salt Lake City (SLC) has the shortest average layover time for this route: 0h 34m.

How many flights depart from Palm Springs to Chicago on average per day?

As of December 2025, there are 7 flights per day flying from Palm Springs to Chicago. The most common time of day flights depart is 11:00AM, with 70% of flights taking off at noon.

How many flights depart from Palm Springs to Chicago on average per week?

The number of flights available between Palm Springs and Chicago is 50 per week as of December 2025. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

When to book flights from Palm Springs to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

How far is Palm Springs to Chicago by plane?

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

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?

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

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

Southwest Flights From Palm Springs to Chicago

United Airlines Flights From Palm Springs to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down