Cheap Flight Deals From Palm Springs (PSP) to Chicago (CHI) Starting at $53

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This Weekend's Flight Deals from Palm Springs to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 6 - Tue, Oct 17
ONT
Los Angeles - Ontario Intl.
MDW
Midway Intl.
$131 Roundtrip, found 3 days ago
$131
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Oct 6 from Los Angeles - Ontario Intl. to Midway Intl., returning Tue, Oct 17, priced at $131 found 3 days ago
Fri, Oct 6 - Tue, Oct 10
BUR
Hollywood Burbank
ORD
O'Hare Intl.
$244 Roundtrip, found 5 hours ago
$244
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Fri, Oct 6 from Hollywood Burbank to O'Hare Intl., returning Tue, Oct 10, priced at $244 found 5 hours ago
Sat, Oct 7 - Tue, Oct 10
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$245 Roundtrip, just found
$245
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 7 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 10, priced at $245 just found
Sat, Oct 7 - Tue, Oct 10
LAX
Los Angeles Intl.
MDW
Midway Intl.
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 7 from Los Angeles Intl. to Midway Intl., returning Tue, Oct 10, priced at $377 found 1 day ago

Airfares from $53 One Way, $106 Round Trip from Palm Springs to Chicago

Prices starting at $106 for return flights and $53 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 31 - Tue, Nov 14
LAX
Los Angeles
ORD
Chicago
$106 Roundtrip, just found
$106
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 31 from Los Angeles to Chicago, returning Tue, Nov 14, priced at $106 just found
Tue, Nov 7 - Wed, Nov 15
BUR
Burbank
ORD
Chicago
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Nov 7 from Burbank to Chicago, returning Wed, Nov 15, priced at $127 found 3 hours ago
Wed, Oct 11 - Tue, Oct 17
ONT
Ontario
MDW
Chicago
$128 Roundtrip, just found
$128
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Oct 11 from Ontario to Chicago, returning Tue, Oct 17, priced at $128 just found
Thu, Oct 26 - Sat, Nov 4
ONT
Ontario
ORD
Chicago
$168 Roundtrip, found 18 hours ago
$168
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Thu, Oct 26 from Ontario to Chicago, returning Sat, Nov 4, priced at $168 found 18 hours ago
Sat, Oct 28 - Sun, Oct 29
LAX
Los Angeles
ORD
Chicago
$194 Roundtrip, found 4 hours ago
$194
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Oct 28 from Los Angeles to Chicago, returning Sun, Oct 29, priced at $194 found 4 hours ago

Chicago economy flight packages

The Langham, Chicago
5.0-star property

The Langham, Chicago

9.6/10 Exceptional! (1,001 reviews)

Nov 9 - Nov 13

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flightPrice was $1,432, price is now $929 per person
per person
Gorgeous room, very luxurious and comfortable

Reviewed on Sep 6, 2023

The Whitehall Hotel
4.0-star property

The Whitehall Hotel

7.8/10 Good! (3,336 reviews)

Nov 9 - Nov 13

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flightPrice was $501, price is now $345 per person
per person
Great location and stay here regularly but not as good as it has been. Services lacking and rooms not as clean as they have been during previous stays.

Reviewed on Aug 9, 2023

Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.4/10 Very Good! (1,078 reviews)

Nov 9 - Nov 13

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flightPrice was $726, price is now $500 per person
per person
First, let me start with the $77 a night valet fee. How this is legal I just don’t know. Yes, there is a lot near by that is $38 a night but it’s not at all convenient if you are traveling with a lot of stuff and/or if you are a woman. Next, I have to share the awful experience we had with our room. We were on the 18th floor and right under what was clearly a huge construction project. It was so loud (and started at like 7 am) that I went to the front desk to request a new room. We were told that the construction was done for the weekend and would not start back up until Monday after we would have been checked out. That was not the case. It was a good room with a good view but we got zero sleep because of all of the noise. I am still very upset we were told the construction was over when it was not. The property is in a great location and we would give it one more chance but overall left feeling exhausted and frustrated.

Reviewed on Sep 20, 2023

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Prices and availability subject to change. Additional terms may apply.

More About Flying To Chicago from Palm Springs

Route Information for Flights from Palm Springs to Chicago

Origin Airport IATA Code
PSP
Destination Airport IATA Code
CHI
Distance
1740 mi
Direct Flight Airlines
JAL, Fiji Airways, Air New Zealand, United Airlines, EVA Air, Qantas, SAS, Iberia, Brussels Airlines, Malaysia Airlines, Air China LTD, Gulf Air, American Airlines, Qatar Airways, Air Canada, Austrian, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Royal Jordanian, ANA, Air Tahiti Nui, Lufthansa, Spirit Airlines, British Airways
Earliest Flight Arrival
7:19PM UTC
Latest Flight Arrival
1:05PM UTC

Fly from Palm Springs to Chicago

Palm Springs International Airport

For passengers looking for flights from Palm Springs International Airport, Orbitz.com has some great deals. Located off of Kirk Douglas Way, the airport is about two miles from downtown. Several airlines, including Alaska Airlines, Delta Connection, United Express and US Airways, have year-round flights. Frontier Airlines, Allegiant Air and Sun County Airlines offer seasonal trips from Palm Springs.

Parking at Palm Springs International

Three parking lots are located outside the main terminal. Rates range from $1.00 every 20 minutes to $12.00 a day for a 24-hour period.

Transportation to the Airport

For guests looking for transportation to the airport, taxis, public transportation, and shuttles are available. The three main cab companies serving the airport are American Cab, Desert City Cab and Yellow Cab of the Desert. Rates for taxis may vary depending on where the passenger is picked up. Reservations for all cabs can be made ahead of time. Several of the hotels and resorts in the Palm Springs region offer a free shuttle service to the airport. At Your Service, Skycap Shuttle and R&C Express are all companies that provide a ride to the airport for a flat rate. The Sun Line Transit Agency is the local public transportation service offering rides to the airport. Line 24 takes passengers directly to the airport for $1.00.

Restaurants at the Airport

Inside the airport are a number of intriguing restaurant options. Passengers who need their morning coffee and pastry fix can visit Starbucks in the Courtyard. Over in the new concourse, visitors will find the La Brea Bakery & Palm Springs Tap Room Bar. With a full service bar and a variety of sandwich options, guests can have an afternoon snack and drink before their flight. The restaurant offers food orders to go as well. For more information on low-fare flights from Palm Springs, check out Orbitz.com.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

Am I able to catch a flight from Palm Springs to Chicago now?
The Covid-19 Travel Advisor can help you with questions about travel restrictions and quarantine when taking a flight from Palm Springs to Chicago.
Are there non-stop flights from Palm Springs to Chicago?
Yep, your amazing vacation is just a single flight away. Wonderful news, isn’t it? Reserve your favorite seat with one of the 3 carriers that fly directly from LAX to Chicago, IL (ORD-O’Hare Intl.). Top options include:

  • American Airlines
  • United Airlines
  • Spirit Airlines

What is the shortest flight from Palm Springs to Chicago?
Flying from Los Angeles - Ontario Intl. Airport (ONT) to O’Hare Airport takes at least 4 hours and 20 minutes. Enjoy a beverage and watch a show or two — it’s a golden opportunity to sit back and relax.
What airlines fly from Palm Springs to Chicago most frequently?
There are a few airlines offering frequent flights from Los Angeles Intl. Airport (LAX) to O’Hare Intl. Airport (ORD), including United Airlines (UA). The preferred choice of many travelers, it operates 238 flights on this route every month. If you can’t find the right flight there, look up the airfares with American Airlines (AA). This airline is a fantastic alternative and has 238 flights between Palm Springs and Chicago monthly.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.