Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Palm Springs to Chicago from $126

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 4/22. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Palm Springs to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
Delta Logo
6:00 am - 12:16 pm
MDW
-
PSP
8h 16m
1 stop
$251Delta
Fri, Apr 17 - Tue, Apr 21
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
Delta Logo
6:00 am - 12:16 pm
MDW
-
PSP
8h 16m
1 stop
$263Delta
Wed, Apr 22 - Sun, Apr 26
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
Delta Logo
6:00 am - 12:16 pm
MDW
-
PSP
8h 16m
1 stop
$270Delta
Wed, Apr 22 - Sun, Apr 26
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
Delta Logo
6:00 am - 12:16 pm
MDW
-
PSP
8h 16m
1 stop
$277Delta
Fri, May 1 - Sun, May 3
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
Delta Logo
6:00 am - 12:16 pm
MDW
-
PSP
8h 16m
1 stop
$280Delta
Thu, Apr 23 - Sat, Apr 25
Southwest Logo
6:05 am - 5:15 pm
PSP
-
MDW
9h 10m
2 stops
Southwest Logo
6:30 am - 10:15 am
MDW
-
PSP
5h 45m
1 stop
$287Southwest
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
6:00 pm - 5:40 am
PSP
-
MDW
9h 40m
1 stop
Southwest Logo
6:55 am - 1:00 pm
MDW
-
PSP
8h 05m
1 stop
$288Southwest
Sat, Apr 11 - Sat, Apr 18
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
Delta Logo
6:00 am - 12:16 pm
MDW
-
PSP
8h 16m
1 stop
$289Delta
Thu, Apr 16 - Sun, Apr 19
Southwest Logo
6:05 am - 5:15 pm
PSP
-
MDW
9h 10m
2 stops
Southwest Logo
6:55 am - 1:00 pm
MDW
-
PSP
8h 05m
1 stop
$299Southwest
Sat, Apr 11 - Sat, Apr 18
Southwest Logo
6:05 am - 5:15 pm
PSP
-
MDW
9h 10m
2 stops
Southwest Logo
6:55 am - 1:00 pm
MDW
-
PSP
8h 05m
1 stop
$307Southwest
Sat, Apr 11 - Sat, Apr 18

Southwest flights from Palm Springs to Chicago Midway Airport

Our best Southwest deals on Palm Springs to Chicago Midway Airport flight tickets
Southwest
Apr 18
PSP6:05 amPalm Springs
9h 10m
2 stops
MDW5:15 pmChicago Midway
Apr 21
MDW6:30 amChicago Midway
5h 45m
1 stop
PSP10:15 amPalm Springs
$287
Southwest
Apr 11
PSP6:00 pmPalm Springs
9h 40m
1 stop
MDW5:40 amChicago Midway
Apr 18
MDW6:55 amChicago Midway
8h 05m
1 stop
PSP1:00 pmPalm Springs
$288
Southwest
Apr 11
PSP6:05 amPalm Springs
9h 10m
2 stops
MDW5:15 pmChicago Midway
Apr 18
MDW6:55 amChicago Midway
8h 05m
1 stop
PSP1:00 pmPalm Springs
$299

Delta flights from Palm Springs to Chicago Midway Airport

Our best Delta deals on Palm Springs to Chicago Midway Airport flight tickets
Delta
Apr 17
PSP1:27 pmPalm Springs
7h 01m
1 stop
MDW10:28 pmChicago Midway
Apr 21
MDW6:00 amChicago Midway
8h 16m
1 stop
PSP12:16 pmPalm Springs
$251
Delta
Apr 22
PSP1:27 pmPalm Springs
7h 01m
1 stop
MDW10:28 pmChicago Midway
Apr 26
MDW6:00 amChicago Midway
8h 16m
1 stop
PSP12:16 pmPalm Springs
$263
Delta
Apr 15
PSP1:27 pmPalm Springs
7h 01m
1 stop
MDW10:28 pmChicago Midway
Apr 19
MDW6:00 amChicago Midway
8h 16m
1 stop
PSP12:16 pmPalm Springs
$270

momondo Fare Finder

 
Customize your flight search to find flights from Palm Springs to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 24, 2026.
Use the filters below to find and compare flights from Palm Springs to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Fri 4/17

1:27 pm-10:28 pm

1 stop7h 01m

Chicago Midway

Tue 4/21

6:00 am-12:16 pm

1 stop8h 16m

$251

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Wed 4/22

1:27 pm-10:28 pm

1 stop7h 01m

Chicago Midway

Sun 4/26

6:00 am-12:16 pm

1 stop8h 16m

$263

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Wed 4/22

1:27 pm-10:28 pm

1 stop7h 01m

Chicago Midway

Sun 4/26

6:00 am-12:16 pm

1 stop8h 16m

$270

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Fri 5/1

1:27 pm-10:28 pm

1 stop7h 01m

Chicago Midway

Sun 5/3

6:00 am-12:16 pm

1 stop8h 16m

$277

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Thu 4/23

1:27 pm-10:28 pm

1 stop7h 01m

Chicago Midway

Sat 4/25

6:00 am-12:16 pm

1 stop8h 16m

$280

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Sat 4/18

6:05 am-5:15 pm

2 stops9h 10m

Chicago Midway

Tue 4/21

6:30 am-10:15 am

1 stop5h 45m

$287

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Sat 4/11

6:00 pm-5:40 am

1 stop9h 40m

Chicago Midway

Sat 4/18

6:55 am-1:00 pm

1 stop8h 05m

$288

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Thu 4/16

1:27 pm-10:28 pm

1 stop7h 01m

Chicago Midway

Sun 4/19

6:00 am-12:16 pm

1 stop8h 16m

$289

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Sat 4/11

6:05 am-5:15 pm

2 stops9h 10m

Chicago Midway

Sat 4/18

6:55 am-1:00 pm

1 stop8h 05m

$299

Palm SpringsChicago

PSP - MDW

PSPMDW

Palm Springs

Sat 4/11

6:05 am-5:15 pm

2 stops9h 10m

Chicago Midway

Sat 4/18

6:55 am-1:00 pm

1 stop8h 05m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Palm Springs to Chicago Midway Airport

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 Midway Airport?

The month of July is, on average, the cheapest month to fly to Chicago Midway Airport from Palm Springs, with most prices found around $300. If you are unable to visit Chicago Midway Airport during the month of July, then departing from Palm Springs during the month April is also very affordable. Most momondo users find prices during this month for around $333.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Palm Springs. The lowest ticket price found for a Thursday departure recently was $500. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Palm Springs because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $819.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Palm Springs at noon is the least expensive time of day to depart. momondo users have found prices as low as $500 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $696. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Palm Springs to Chicago Midway flight route?

Fly from Palm Springs to Chicago Midway for the best Palm Springs - Chicago Midway flight prices

What cabin class options are available on Palm Springs to Chicago Midway flights?

There is only 1 cabin class available to choose from on Palm Springs to Chicago Midway 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 Midway Airport flights?

You could potentially save up to 55% on your flight if you consider stops on a Palm Springs to Chicago Midway Airport flight.

When to book flights from Palm Springs to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Palm Springs to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Palm Springs to Chicago Midway Airport (PSP to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Palm Springs to Chicago Midway Airport

Fastest flight time

6h 55m

Direct flights

Sun
The fastest flight from Palm Springs to Chicago Midway Airport takes 6h 55m
Direct flights go from Palm Springs to Chicago Midway Airport on Sunday. There are no airlines offering direct flights.
Search flight deals

  • How far is Palm Springs to Chicago Midway by plane?

    A flight from Palm Springs to Chicago Midway will travel around 1655.0 mi. Flights usually cover this in 6h 55m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Palm Springs Airport to Chicago Midway Airport?

    Prices for flights from Palm Springs Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Palm Springs Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Palm Springs Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Palm Springs Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport 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 Midway Airport?

  • What is the most popular airline from Palm Springs to Chicago Midway Airport?

Best airlines flying from Palm Springs to Chicago Midway Airport

Compare and see reviews for airlines that fly from Palm Springs to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $288Free CancellationRating
8.0
4,300 reviews
Search Southwest flights

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
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Palm Springs to Chicago?

Finding the right flight to Chicago from Palm Springs is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Palm Springs to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Palm Springs on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Palm Springs to Chicago?

Once you have performed a search for Palm Springs to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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.

An easier way to manage your Chicago Midway Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 3/26
Thu 4/2
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago