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Cheap flights from Palm Springs to Chicago from $105

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 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Palm Springs to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Palm Springs to Chicago.
Frontier Logo
11:57 am - 11:52 pmPSP-ORD
9h 55m1 stop
Frontier Logo
6:00 am - 11:09 amORD-PSP
7h 09m1 stop
$218Frontier
Find Deal
Fri, May 30 - Fri, Jun 6
United Airlines Logo
11:12 am - 5:09 pmPSP-ORD
3h 57mnonstop
United Airlines Logo
9:30 am - 12:09 pmORD-PSP
4h 39mnonstop
$231United Airlines
Find Deal
Tue, May 13 - Wed, May 14
 Logo
11:57 am - 11:52 pmPSP-ORD
9h 55m1 stop
 Logo
6:00 am - 1:18 pmORD-PSP
9h 18m1 stop
Fri, May 30 - Tue, Jun 3
Hawaiian Airlines Logo
8:20 am - 6:20 pmPSP-ORD
8h 00m1 stop
Hawaiian Airlines Logo
12:00 pm - 6:17 pmORD-PSP
8h 17m1 stop
$250Hawaiian Airlines
Find Deal
Tue, May 13 - Wed, May 14
 Logo
2:12 pm - 11:59 pmPSP-ORD
7h 47m1 stop
 Logo
6:00 am - 11:04 amORD-PSP
7h 04m1 stop
Thu, May 29 - Mon, Jun 2
American Airlines Logo
12:31 pm - 6:29 pmPSP-ORD
3h 58mnonstop
American Airlines Logo
10:05 am - 12:29 pmORD-PSP
4h 24mnonstop
$274American Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
Southwest Logo
3:20 pm - 10:30 pmPSP-MDW
5h 10m1 stop
Southwest Logo
6:15 pm - 10:10 pmMDW-PSP
5h 55m1 stop
$289Southwest
Find Deal
Thu, Sep 11 - Mon, Sep 15
American Airlines Logo
1:30 pm - 8:47 pmPSP-ORD
5h 17m1 stop
American Airlines Logo
10:05 am - 12:29 pmORD-PSP
4h 24mnonstop
$291American Airlines
Find Deal
Tue, May 13 - Wed, May 14
Southwest Logo
3:05 pm - 10:50 pmPSP-MDW
5h 45m1 stop
Southwest Logo
5:50 am - 9:35 amMDW-PSP
5h 45m1 stop
$294Southwest
Find Deal
Tue, May 13 - Wed, May 14
Hawaiian Airlines Logo
8:20 am - 7:10 pmPSP-ORD
8h 50m1 stop
Hawaiian Airlines Logo
6:00 am - 1:12 pmORD-PSP
9h 12m1 stop
$383Hawaiian Airlines
Find Deal
Sat, May 10 - Sun, May 11

American Airlines flights from Palm Springs to Chicago

Our best American Airlines deals on Palm Springs to Chicago flight tickets
American Airlines
May 28
PSP12:31 pmPalm Springs
3h 58m
ORD6:29 pmChicago O'Hare Intl
Jun 4
ORD10:05 amChicago O'Hare Intl
4h 24m
PSP12:29 pmPalm Springs
American Airlines
May 13
PSP1:30 pmPalm Springs
5h 17m
1 stop
ORD8:47 pmChicago O'Hare Intl
May 14
ORD10:05 amChicago O'Hare Intl
4h 24m
PSP12:29 pmPalm Springs
American Airlines
Jun 4
PSP12:31 pmPalm Springs
3h 58m
ORD6:29 pmChicago O'Hare Intl
Jun 10
ORD10:00 amChicago O'Hare Intl
8h 24m
1 stop
PSP4:24 pmPalm Springs

Alaska Airlines flights from Palm Springs to Chicago

Our best Alaska Airlines deals on Palm Springs to Chicago flight tickets
Alaska Airlines
May 29
PSP2:12 pmPalm Springs
7h 47m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 31
ORD6:00 amChicago O'Hare Intl
9h 18m
1 stop
PSP1:18 pmPalm Springs
Alaska Airlines
May 13
PSP8:20 amPalm Springs
8h 00m
1 stop
ORD6:20 pmChicago O'Hare Intl
May 14
ORD9:00 amChicago O'Hare Intl
16h 03m
2 stops
PSP11:03 pmPalm Springs
Alaska Airlines
May 29
PSP6:14 pmPalm Springs
27h 42m
2 stops
ORD11:56 pmChicago O'Hare Intl
Jun 1
ORD6:00 amChicago O'Hare Intl
9h 18m
1 stop
PSP1:18 pmPalm Springs

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 typical price of a round-trip flight between Palm Springs and Chicago?

What is the cheapest month to fly to Chicago?

The month of May is, on average, the cheapest month to fly to Chicago from Palm Springs, with most prices found around $364. If you’re not able to fly to Chicago in May, then August is your next best option. Flight prices from Palm Springs to Chicago during August average around $368.

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 $416. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Palm Springs to Chicago for around $594.

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 $333. 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 24 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $430 when searching 24 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 $335 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.

How have Palm Springs to Chicago flight prices changed over time?

As of April 2025, prices for Palm Springs to Chicago flights are approximately 14% 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

$105

Fastest flight time

3h 57m

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 $105. The best round-trip flight deal from Palm Springs to Chicago found on momondo in the last 72 hours is $218.
The fastest flight from Palm Springs to Chicago takes 3h 57m
Direct flights go from Palm Springs to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 57m.

  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
8.0
7,920 reviews
Search Delta flights
American AirlinesPriceFrom $288Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $315Free CancellationRating
8.0
4,287 reviews
Search Southwest flights
United AirlinesPriceFrom $317Free CancellationRating
7.4
8,683 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 3 flights/week on average for this route. A good Southwest flight deal for Palm Springs to Chicago starts from $315 round-trip, up to an average price of $432. 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 $317, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $446 round-trip. United Airlines operates 10 flights out of Palm Springs into Chicago in an average week, so prices vary by time and availability. 8,683 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
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

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago