$125 Cheap Flights from Palm Springs (PSP) to Chicago (ORD)

View $125 flight on Thu, Jan 1, 2026Opens in a new window

Popular airlines from Palm Springs Intl. Airport (PSP) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Palm Springs to Chicago (PSP-ORD)

Prices were available within the past 7 days and start at $125 for one-way flights and $168 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Sep 15 - Fri, Sep 19
PSP
Palm Springs
ORD
Chicago
$168 Roundtrip, found 3 hours ago
$168
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Palm Springs to Chicago, returning Fri, Sep 19, priced at $168 found 3 hours ago
Frontier Airlines
Fri, Oct 3 - Sun, Oct 5
PSP
Palm Springs
ORD
Chicago
$203 Roundtrip, found 2 hours ago
$203
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Palm Springs to Chicago, returning Sun, Oct 5, priced at $203 found 2 hours ago
Frontier Airlines
Fri, Sep 19 - Mon, Sep 22
PSP
Palm Springs
ORD
Chicago
$206 Roundtrip, found 1 day ago
$206
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Sep 19 from Palm Springs to Chicago, returning Mon, Sep 22, priced at $206 found 1 day ago
American Airlines
Sat, Dec 13 - Wed, Dec 24
PSP
Palm Springs
ORD
Chicago
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Dec 13 from Palm Springs to Chicago, returning Wed, Dec 24, priced at $230 found 1 day ago
United
Sat, Dec 13 - Wed, Dec 24
PSP
Palm Springs
ORD
Chicago
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select United flight, departing Sat, Dec 13 from Palm Springs to Chicago, returning Wed, Dec 24, priced at $232 found 1 day ago
United
Sat, Dec 13 - Wed, Dec 24
PSP
Palm Springs
ORD
Chicago
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select United flight, departing Sat, Dec 13 from Palm Springs to Chicago, returning Wed, Dec 24, priced at $238 found 1 day ago
United
Sat, Dec 13 - Wed, Dec 24
PSP
Palm Springs
ORD
Chicago
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select United flight, departing Sat, Dec 13 from Palm Springs to Chicago, returning Wed, Dec 24, priced at $240 found 1 day ago
American Airlines
Sat, Dec 13 - Wed, Dec 24
PSP
Palm Springs
ORD
Chicago
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Dec 13 from Palm Springs to Chicago, returning Wed, Dec 24, priced at $242 found 1 day ago
Delta
Sat, Dec 13 - Wed, Dec 24
PSP
Palm Springs
ORD
Chicago
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 13 from Palm Springs to Chicago, returning Wed, Dec 24, priced at $245 found 1 day ago
Hawaiian Airlines
Tue, Nov 4 - Wed, Nov 12
PSP
Palm Springs
ORD
Chicago
$250 Roundtrip, found 2 days ago
$250
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Nov 4 from Palm Springs to Chicago, returning Wed, Nov 12, priced at $250 found 2 days ago

Find the cheapest month to fly from Palm Springs (PSP) to Chicago (ORD)

January is typically the cheapest month to fly

From $150 - $500 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $390
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $390
Flights from Palm Springs (PSP) to Chicago (ORD)
Origin airport
Palm Springs Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Hawaiian Airlines, Southwest Airlines, United
Roundtrip price
$168
Distance
1648 mi
Average flight time
5 hours 55 mins

Palm Springs to Chicago Flights

The cheapest times to fly from Palm Springs to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Palm Springs to Chicago are during the month of September. You can find some of the cheapest flights from Palm Springs to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Palm Springs to Chicago

Sunday is one of the best days to book for cheap flights from Palm Springs to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Palm Springs to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Palm Springs to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $125 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Palm Springs to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Palm Springs to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight from $125 or cheap return flight from $168 from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
September is the cheapest month to fly from PSP to ORD. Traveling during an off-peak travel window is often the key to better flight prices.
Which airlines fly direct from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
You can fly straight from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD) on a United Airlines flight.
What is the cheapest airline that flies from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
American Airlines and United Airlines are some well-known airlines offering reasonable fares. Don't forget that flight prices from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD) can change depending on travel dates, demand and how early you book. With Expedia's search tool, you can easily find a PSP to ORD flight that works with your plans and budget.
How many flights per day from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
When jetting out of Palm Springs Intl. Airport (PSP), you can choose from an average of 2 daily direct flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
The 1 PM departures from PSP to ORD are typically the busiest. They can also be more expensive. If you want to save on your fare, choose a less crowded time to fly.
What day of the week has the most flights from PSP to ORD?
Friday offers the most flights from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD). Consider taking off on this day and you'll have a greater chance of finding a departure that fits your plans.
What is the earliest flight from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
Hop on the earliest flight at around 11:13AM UTC-8, leaving from Palm Springs Intl. Airport (PSP). You'll be flying for around 3h 57m, landing at O'Hare Intl. Airport (ORD) at approximately 5:10PM UTC-6.
How long does it take to fly from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
It takes about 3 hours and 58 minutes to travel the 1,650 mi from PSP to ORD.
What airline has the least delays from PSP to ORD?
United Airlines has the best performance for on-time direct flights from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD), with an on-time score of 84%. Use the Expedia App to see your flight schedule before you go and get immediate updates about any trip changes.
What is the best time to fly from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
To touch down at O'Hare Intl. Airport (ORD) without delays, select a flight that takes off from Palm Springs Intl. Airport (PSP) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Palm Springs Intl. Airport (PSP)?
If you're traveling on a direct flight from Palm Springs Intl. Airport (PSP) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from PSP to ORD are generally more expensive. For the lowest prices, start looking for flights well in advance. That said, if you're flexible with your travel dates, you may find a cheap fare just before your departure.
Is it cheaper to book a PSP to ORD flight and hotel package?
Opting for a PSP to ORD flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Choose from our extensive range of stays and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Palm Springs Intl. Airport (PSP) to O'Hare Intl. Airport (ORD)?
In most instances, you can cancel or reschedule your PSP to ORD flight. However, additional fees may apply, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you'd like more details, visit our Customer Service portal.

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*Available to One Key members.