Cheap Flights from Palm Springs International to Chicago

Return selected

origin

Enter the city you're flying from, or choose from the options below

Include nearby airports

selected

destination

. Enter your destination, or choose from the options below

Include nearby airports

selected

Travellers and cabin class, 1 Adult, Economy

Compare Palm Springs International to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals Cheapest month Find the best route Route info FAQs Tips and advice

Flight deals from Palm Springs International to Chicago

Looking for a cheap last-minute deal or the best return flight from Palm Springs International Airport to Chicago? If you want to travel next month, return fares start from $540. Find the lowest prices on one-way and return tickets right here.

Chicago.$390 per passenger.Departing Sat, 7 Nov, returning Sat, 14 Nov.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Palm Springs International on Sat, 7 Nov, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sat, 14 Nov, arriving in Palm Springs International.Price includes taxes and charges.From $390, select.

Chicago.$450 per passenger.Departing Thu, 3 Dec, returning Tue, 8 Dec.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Palm Springs International on Thu, 3 Dec, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Tue, 8 Dec, arriving in Palm Springs International.Price includes taxes and charges.From $450, select.

Chicago.$521 per passenger.Departing Wed, 13 Jan, returning Wed, 20 Jan.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Wed, 13 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Wed, 20 Jan, arriving in Palm Springs International.Price includes taxes and charges.From $521, select.

Chicago.$521 per passenger.Departing Tue, 16 Mar, returning Tue, 30 Mar.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Tue, 16 Mar, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 30 Mar, arriving in Palm Springs International.Price includes taxes and charges.From $521, select.

Chicago.$523 per passenger.Departing Tue, 29 Dec, returning Tue, 12 Jan.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Tue, 29 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 12 Jan, arriving in Palm Springs International.Price includes taxes and charges.From $523, select.

Chicago.$523 per passenger.Departing Wed, 2 Dec, returning Wed, 9 Dec.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Wed, 2 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Wed, 9 Dec, arriving in Palm Springs International.Price includes taxes and charges.From $523, select.

Chicago.$526 per passenger.Departing Sat, 23 Jan, returning Sat, 6 Feb.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Sat, 23 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 6 Feb, arriving in Palm Springs International.Price includes taxes and charges.From $526, select.

Chicago.$537 per passenger.Departing Tue, 2 Feb, returning Tue, 9 Feb.Return flight with United.Outbound indirect flight with United, departs from Palm Springs International on Tue, 2 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 9 Feb, arriving in Palm Springs International.Price includes taxes and charges.From $537, select.

Chicago.$540 per passenger.Departing Sat, 24 Oct, returning Sat, 31 Oct.Return flight with United.Outbound indirect flight with United, departs from Palm Springs International on Sat, 24 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Sat, 31 Oct, arriving in Palm Springs International.Price includes taxes and charges.From $540, select.

Chicago.$591 per passenger.Departing Sun, 1 Nov, returning Tue, 1 Dec.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Sun, 1 Nov, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 1 Dec, arriving in Palm Springs International.Price includes taxes and charges.From $591, select.

Chicago.$656 per passenger.Departing Fri, 5 Feb, returning Fri, 19 Feb.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Fri, 5 Feb, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Fri, 19 Feb, arriving in Palm Springs International.Price includes taxes and charges.From $656, select.

Chicago.$659 per passenger.Departing Tue, 6 Oct, returning Tue, 13 Oct.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Tue, 6 Oct, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 13 Oct, arriving in Palm Springs International.Price includes taxes and charges.From $659, select.

Chicago.$662 per passenger.Departing Fri, 20 Nov, returning Fri, 27 Nov.Return flight with United.Outbound direct flight with United departs from Palm Springs International on Fri, 20 Nov, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Fri, 27 Nov, arriving in Palm Springs International.Price includes taxes and charges.From $662, select.

Chicago.$693 per passenger.Departing Thu, 8 Jul, returning Sun, 11 Jul.Return flight with United.Outbound indirect flight with United, departs from Palm Springs International on Thu, 8 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Sun, 11 Jul, arriving in Palm Springs International.Price includes taxes and charges.From $693, select.

Chicago.$759 per passenger.Departing Thu, 8 Oct, returning Fri, 27 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Palm Springs International on Thu, 8 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago Midway on Fri, 27 Nov, arriving in Palm Springs International.Price includes taxes and charges.From $759, select.

Chicago.$851 per passenger.Departing Wed, 30 Sep, returning Mon, 5 Oct.Return flight with United.Outbound indirect flight with United, departs from Palm Springs International on Wed, 30 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Palm Springs International.Price includes taxes and charges.From $851, select.

Find the cheapest month to fly from Palm Springs International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Palm Springs International to Chicago flights are currently cheapest in November.

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Direct flights from Palm Springs International to Chicago

Alternative Palm Springs International to Chicago routes

Looking for the cheapest, fastest or easiest route from Palm Springs International to Chicago? You could fly into the following airports instead.

Palm Springs to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$390
Cheapest month to fly	November
Average flight time	3 hrs, 53 mins
Most popular airline	American Airlines
Average flights per week	43

Finding cheap flights from Palm Springs International to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.

How much are return flights from Palm Springs International to Chicago?

The best price we found for a return flight from Palm Springs International to Chicago is $390. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Palm Springs International to Chicago?

3 hours and 53 minutes is the average flight time from Palm Springs International to Chicago.

Which airlines fly direct from Palm Springs International to Chicago?

American Airlines, United and Lufthansa fly direct from Palm Springs International to Chicago.

How many flights are there a week from Palm Springs International to Chicago?

As of September 2026, there are 43 flights per week flying from Palm Springs International to Chicago.

When is the cheapest time to fly from Palm Springs International to Chicago?

The cheapest month to fly from Palm Springs International to Chicago is usually November.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Palm Springs International Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from $390.

Which upcoming date is cheapest to fly from Palm Springs International Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Palm Springs International Airport to Chicago on Saturday, 7 November 2026.

Can I get a direct flight from Palm Springs International Airport to Chicago?

Yes – the average flight time is 3 hours and 53 minutes.

How can I get the best flight deal from Palm Springs International Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In September, the average temperature is usually around 20°C. July is typically the warmest month in Chicago, when it usually averages around 27°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -5°C. The rainiest month is June.

Which is the cheapest airline to fly from Palm Springs International Airport to Chicago with?

Currently, Southwest Airlines and United offer the cheapest flight tickets to Chicago.

Flying from Palm Springs International Airport (PSP) to Chicago: what you need to know

Approximately 4 hours 30 minutes is how long you'll be travelling on a direct flight from Palm Springs International Airport to Chicago.
Chicago is two hours ahead of Palm Springs, where Palm Springs International Airport is located. Chicago runs on the UTC-6 timezone.
Palm Springs International Airport (PSP) to Chicago O'Hare International Airport (ORD) is the most popular route, with 14 weekly departures to pick from. If you have things to do before leaving, the last flight from PSP to ORD is with United Airlines at 23:59. Opt for the first departure operated by United Airlines at 07:00 if you want to fly out earlier.
Give yourself enough time to catch your PSP to Chicago flight. It's generally best to arrive at least two hours before international departures and an hour ahead for domestic flights.
You'll likely experience longer queues in popular months like March. Arriving up to four hours ahead of international flights and two hours for a domestic departure is a wise move.
Begin your trip at PSP and travel nonstop to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for Palm Springs International Airport to Chicago tickets.
Pick from a variety of airlines that operate direct flights from Palm Springs International Airport to Chicago. Book your ticket with one of these:
PSP is about 3 kilometres from central Palm Springs. If you're driving, catching a taxi or ride-sharing from the centre, it'll take you 10 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the trip time to be around 25 minutes.
Catching an early flight from Palm Springs International Airport to Chicago? Avoid rushing to the airport (and sneak in some extra snooze time) by choosing one of these hotels close to PSP:
82% of flights leaving Palm Springs International Airport arrive at their destination according to schedule. With its strong on-time performance, delays are unlikely when flying out of PSP.
PSP is located at 3400 East Tahquitz-Canyon Way.

How to find the cheapest flights from Palm Springs International Airport (PSP) to Chicago

$267 is currently the lowest price for a one-way Palm Springs International Airport to Chicago flight. A return plane ticket starts from $390. These prices can change depending on demand and availability.
Lock in cheap flights from PSP to Chicago by booking three months ahead. Based on our research, that's the best time for finding the biggest deals.
The best month for landing cheap Palm Springs International Airport to Chicago tickets is August. Use the 'Whole month' tool to compare prices, then choose the dates that offer the lowest fares.
There's no need to check every day to find out if fares have dropped when you set up a Price Alert. We'll notify you the moment there's an updated deal for cheap flights from PSP to Chicago.
Pick your ideal departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Palm Springs International Airport to Chicago by 'Best,' 'Cheapest' or 'Fastest.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) is around 27 kilometres from the centre of Chicago. If you're catching a taxi or a ride-share, the drive takes roughly 30 minutes.
Travelling by public transport typically takes 45 minutes.
Consider booking a hotel near ORD if you're coming in on a late flight from Palm Springs International Airport to Chicago. Select one of these accommodation options and avoid the hassle of a long transfer:
Lock in the best rate by reserving your ride from Chicago O'Hare International Airport around four weeks before your flight from PSP to Chicago.
You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

The centre of Chicago is around 16 kilometres from Chicago Midway International Airport (MDW). After your flight from Palm Springs International Airport to Chicago has hit the runway and you've made your way to arrivals, the drive should take about 25 minutes.
You can expect the trip to take roughly 30 minutes on public transport.
There are some comfortable places to call home for the night near MDW. Unwind and get cosy after your PSP to Chicago flight at any of these well-located options:
Don't pay more than you need to. Booking your ride four weeks before your arrival at MDW will help you save.
You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Make your way to the city centre after your flight from Palm Springs International Airport to Chicago has arrived. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to reach by car.
Public transport can take you there in around 2 hours.
If you don't want to make your way into the centre, find a hotel near RFD. Get settled at one of these options after your PSP to Chicago flight:
If you're looking for a particular model or make, booking early gives you a better shot at finding what you want. Secure your ride from RFD at least a few weeks ahead of your flight from Palm Springs International Airport to Chicago.
Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

January is the quietest month for flights from Palm Springs International Airport to Chicago, while July is the most popular. Choose the best time to visit Chicago based on whether you want a laid-back vibe or a lively atmosphere.
The warmest month in Chicago is July, with temperatures ranging between 16ºC and 28ºC. Lock in your Palm Springs International Airport to Chicago plane ticket then if that's your definition of good weather.
Look for cheap tickets from PSP to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

Once you've booked your flight from Palm Springs International Airport to Chicago, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Chicago:
Art Institute of Chicago and Millennium Park are just two of the top-rated attractions to put on your Chicago must-do list. Keep the sightseeing going at Willis Tower.

Explore more of the United States

Chicago has its own special appeal, but there are so many other parts of the United States you'll want to see. Around 451 kilometres southeast of Chicago, a trip to Columbus will fill your itinerary to the brim. Check out popular attractions like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.
Indianapolis is another essential stop in the United States and is around 257 kilometres southeast of Chicago. No journey is complete without experiencing Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.