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.

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

Frontier, Sun Country Air, and United Airlines are the most popular carriers operating from Palm Springs to Chicago

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

As of November 2025, there are 5 flights per day flying from Palm Springs to Chicago. The most common time of day flights depart is 11:00AM, with 85% of flights taking off at noon.

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 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 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 week?

The number of flights available between Palm Springs and Chicago is 35 per week as of November 2025. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.

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 November 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.

$117 Cheap Flights from Palm Springs to Chicago in 2025/26

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Cheap round-trip flights

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11:47 am - 12:10 amPSP-ORD

10h 23m1 stop

7:00 am - 11:02 amORD-PSP

6h 02m1 stop

$141Frontier

Find Deal

Sat, Nov 22 - Tue, Nov 25

11:47 am - 12:10 amPSP-ORD

10h 23m1 stop

7:00 am - 11:02 amORD-PSP

6h 02m1 stop

$262Frontier

Find Deal

Sat, Nov 22 - Tue, Nov 25

11:12 am - 5:10 pmPSP-ORD

3h 58mnonstop

11:05 am - 6:08 pmORD-PSP

9h 03m1 stop

$283United Airlines

Find Deal

Thu, Jan 15 - Sun, Jan 18

2:57 pm - 11:53 pmPSP-ORD

30h 56m1 stop

7:40 am - 2:00 pmORD-PSP

8h 20m1 stop

$285Delta

Find Deal

Tue, Feb 10 - Tue, Feb 17

4:20 pm - 11:59 pmPSP-ORD

5h 39m1 stop

12:55 pm - 5:27 pmORD-PSP

6h 32m1 stop

$288United Airlines

Find Deal

Tue, Feb 24 - Fri, Feb 27

12:37 pm - 11:47 pmPSP-MDW

9h 10m1 stop

6:00 am - 11:27 amMDW-PSP

7h 27m1 stop

$293Delta

Find Deal

Thu, Dec 4 - Tue, Dec 9

6:05 am - 11:59 amPSP-ORD

3h 54mnonstop

8:10 am - 10:40 amORD-PSP

4h 30mnonstop

$323American Airlines

Find Deal

Thu, Feb 12 - Sun, Feb 15

6:00 am - 11:58 amPSP-ORD

3h 58mnonstop

3:00 pm - 5:25 pmORD-PSP

4h 25mnonstop

$324American Airlines

Find Deal

Mon, Nov 24 - Thu, Nov 27

7:20 am - 2:40 pmPSP-MDW

5h 20m1 stop

3:10 pm - 9:00 pmMDW-PSP

7h 50m1 stop

$352Southwest

Find Deal

Thu, Nov 27 - Tue, Dec 2

8:55 am - 5:15 pmPSP-MDW

6h 20m1 stop

6:55 pm - 11:10 pmMDW-PSP

6h 15m1 stop

$391Southwest

Find Deal

Tue, Feb 24 - Fri, Feb 27

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

30h 56m

1 stop

ORD11:53 pmChicago O'Hare Intl

Feb 17

ORD7:40 amChicago O'Hare Intl

8h 20m

1 stop

PSP2:00 pmPalm Springs

$285

Find similar

Delta

Dec 4

PSP12:24 pmPalm Springs

6h 57m

1 stop

ORD9:21 pmChicago O'Hare Intl

Dec 7

ORD5:30 amChicago O'Hare Intl

7h 57m

1 stop

PSP11:27 amPalm Springs

$293

Find similar

Delta

Feb 10

PSP6:00 amPalm Springs

8h 56m

2 stops

ORD4:56 pmChicago O'Hare Intl

Feb 17

ORD7:40 amChicago O'Hare Intl

8h 20m

1 stop

PSP2:00 pmPalm Springs

$298

Find similar

Alaska Airlines flights from Palm Springs to Chicago

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

Alaska Airlines

Feb 11

PSP7:46 amPalm Springs

14h 04m

2 stops

ORD11:50 pmChicago O'Hare Intl

Feb 17

ORD2:00 pmChicago O'Hare Intl

10h 47m

1 stop

PSP10:47 pmPalm Springs

$303

Find similar

Alaska Airlines

Jan 15

PSP7:00 amPalm Springs

8h 10m

1 stop

ORD5:10 pmChicago O'Hare Intl

Jan 18

ORD2:06 pmChicago O'Hare Intl

11h 26m

2 stops

PSP11:32 pmPalm Springs

$314

Find similar

Alaska Airlines

Dec 6

PSP11:30 amPalm Springs

9h 00m

1 stop

ORD10:30 pmChicago O'Hare Intl

Dec 13

ORD8:00 amChicago O'Hare Intl

15h 47m

1 stop

PSP9:47 pmPalm Springs

$318

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Sat 11/22

11:47 am-12:10 am

1 stop10h 23m

Chicago O'Hare Intl

Tue 11/25

7:00 am-11:02 am

1 stop6h 02m

$141

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Sat 11/22

11:47 am-12:10 am

1 stop10h 23m

Chicago O'Hare Intl

Tue 11/25

7:00 am-11:02 am

1 stop6h 02m

$262

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Thu 1/15

11:12 am-5:10 pm

Nonstop3h 58m

Chicago O'Hare Intl

Sun 1/18

11:05 am-6:08 pm

1 stop9h 03m

$283

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 2/10

2:57 pm-11:53 pm

1 stop30h 56m

Chicago O'Hare Intl

Tue 2/17

7:40 am-2:00 pm

1 stop8h 20m

$285

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Tue 2/24

4:20 pm-11:59 pm

1 stop5h 39m

Chicago O'Hare Intl

Fri 2/27

12:55 pm-5:27 pm

1 stop6h 32m

$288

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Thu 12/4

12:37 pm-11:47 pm

1 stop9h 10m

Chicago Midway

Tue 12/9

6:00 am-11:27 am

1 stop7h 27m

$293

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Thu 2/12

6:05 am-11:59 am

Nonstop3h 54m

Chicago O'Hare Intl

Sun 2/15

8:10 am-10:40 am

Nonstop4h 30m

$323

Palm SpringsChicago

PSP - ORD

PSPORD

Palm Springs

Mon 11/24

6:00 am-11:58 am

Nonstop3h 58m

Chicago O'Hare Intl

Thu 11/27

3:00 pm-5:25 pm

Nonstop4h 25m

$324

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Thu 11/27

7:20 am-2:40 pm

1 stop5h 20m

Chicago Midway

Tue 12/2

3:10 pm-9:00 pm

1 stop7h 50m

$352

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Tue 2/24

8:55 am-5:15 pm

1 stop6h 20m

Chicago Midway

Fri 2/27

6:55 pm-11:10 pm

1 stop6h 15m

$391

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 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 $413. 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 $552.

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 $317. 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 $401 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 November 2025, prices for Palm Springs to Chicago flights are approximately 3% 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	$216
Fastest flight time	3h 35m
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 $216. The best round-trip flight deal from Palm Springs to Chicago found on momondo in the last 72 hours is $338.

The fastest flight from Palm Springs to Chicago takes 3h 35m

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 40m.
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 November 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 (41.08% of total bookings). The next most popular plane models are Boeing 737-900 (18.38%), Airbus A319 (15.41%), and Boeing 737 MAX 8 (3.24%).
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 (47% of total bookings). The next most popular airlines are United Airlines (24%), Southwest (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 8,001 reviews	Search Delta flights
American Airlines	PriceFrom $249	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
Southwest	PriceFrom $250	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest flights
United Airlines	PriceFrom $269	Free Cancellation	Rating 7.4 9,007 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 7 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 $437. 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 $249, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $389 round-trip. American Airlines operates 14 flights out of Palm Springs into Chicago in an average week, so prices vary by time and availability. 11,040 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

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

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Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Flights to Denverfrom $57

Cheap flights from Palm Springs to Chicago from $117

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 11/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Find the cheapest flights from Palm Springs to Chicago

Cheap round-trip flights

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Delta flights from Palm Springs to Chicago

Our best Delta deals on Palm Springs to Chicago flight tickets

Alaska Airlines flights from Palm Springs to Chicago

Our best Alaska Airlines 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

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 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 $317. 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?

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 November 2025, prices for Palm Springs to Chicago flights are approximately 3% more expensive when compared to flights at the same time last year.

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

Frontier, Sun Country Air, and United Airlines 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 November 2025, there are 5 flights per day flying from Palm Springs to Chicago. The most common time of day flights depart is 11:00AM, with 85% 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 35 per week as of November 2025. The most frequent departure day is Mon, with 14% 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

United Airlines Flights From Palm Springs to Chicago

American 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