Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Palm Springs from $136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Palm Springs departing on 5/29. 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 Chicago Midway Airport to Palm Springs

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:54 am - 4:29 pm
MDW
-
PSP
8h 35m
2 stops
Delta Logo
5:10 pm - 9:14 am
PSP
-
MDW
14h 04m
2 stops
$320Delta
Wed, Jun 24 - Mon, Jun 29
Delta Logo
1:49 pm - 9:34 pm
MDW
-
PSP
9h 45m
2 stops
Delta Logo
5:15 pm - 9:08 am
PSP
-
MDW
13h 53m
2 stops
$336Delta
Wed, Jul 22 - Tue, Jul 28
Southwest Logo
6:55 am - 10:45 am
MDW
-
PSP
5h 50m
1 stop
Southwest Logo
11:05 am - 8:45 pm
PSP
-
MDW
7h 40m
1 stop
$343Southwest
Sat, Aug 29 - Wed, Sep 2
Southwest Logo
4:40 pm - 10:05 pm
MDW
-
PSP
7h 25m
1 stop
Southwest Logo
6:30 pm - 5:45 am
PSP
-
MDW
9h 15m
1 stop
$348Southwest
Wed, Jul 22 - Tue, Jul 28
Southwest Logo
5:10 pm - 10:45 pm
MDW
-
PSP
7h 35m
1 stop
Southwest Logo
6:10 pm - 5:45 am
PSP
-
MDW
9h 35m
1 stop
$354Southwest
Sat, Jul 11 - Sat, Jul 18
Delta Logo
2:00 pm - 9:34 pm
MDW
-
PSP
9h 34m
2 stops
Delta Logo
6:00 am - 6:05 pm
PSP
-
MDW
10h 05m
2 stops
$358Delta
Mon, Sep 14 - Wed, Sep 30
Delta Logo
1:18 pm - 9:34 pm
MDW
-
PSP
10h 16m
2 stops
Delta Logo
5:15 pm - 9:08 am
PSP
-
MDW
13h 53m
2 stops
$359Delta
Thu, Jul 16 - Mon, Jul 20
Southwest Logo
9:55 am - 8:55 pm
MDW
-
PSP
13h 00m
2 stops
Southwest Logo
11:05 am - 8:45 pm
PSP
-
MDW
7h 40m
1 stop
$367Southwest
Sat, Aug 29 - Wed, Sep 2
Delta Logo
1:49 pm - 9:31 pm
MDW
-
PSP
9h 42m
2 stops
Delta Logo
5:15 pm - 9:50 am
PSP
-
MDW
14h 35m
2 stops
$370Delta
Tue, Jun 23 - Sat, Sep 26
Delta Logo
1:49 pm - 9:34 pm
MDW
-
PSP
9h 45m
2 stops
Delta Logo
5:15 pm - 9:08 am
PSP
-
MDW
13h 53m
2 stops
$371Delta
Tue, Jul 14 - Tue, Jul 21

Delta flights from Chicago Midway Airport to Palm Springs

Our best Delta deals on Chicago Midway Airport to Palm Springs flight tickets
Delta
Jun 24
MDW9:54 amChicago Midway
8h 35m
2 stops
PSP4:29 pmPalm Springs
Jun 29
PSP5:10 pmPalm Springs
14h 04m
2 stops
MDW9:14 amChicago Midway
$320
Delta
Jul 22
MDW1:49 pmChicago Midway
9h 45m
2 stops
PSP9:34 pmPalm Springs
Jul 28
PSP5:15 pmPalm Springs
13h 53m
2 stops
MDW9:08 amChicago Midway
$336
Delta
Sep 14
MDW2:00 pmChicago Midway
9h 34m
2 stops
PSP9:34 pmPalm Springs
Sep 30
PSP6:00 amPalm Springs
10h 05m
2 stops
MDW6:05 pmChicago Midway
$358

Southwest flights from Chicago Midway Airport to Palm Springs

Our best Southwest deals on Chicago Midway Airport to Palm Springs flight tickets
Southwest
Aug 29
MDW6:55 amChicago Midway
5h 50m
1 stop
PSP10:45 amPalm Springs
Sep 2
PSP11:05 amPalm Springs
7h 40m
1 stop
MDW8:45 pmChicago Midway
$343
Southwest
Jul 22
MDW4:40 pmChicago Midway
7h 25m
1 stop
PSP10:05 pmPalm Springs
Jul 28
PSP6:30 pmPalm Springs
9h 15m
1 stop
MDW5:45 amChicago Midway
$348
Southwest
Jul 11
MDW5:10 pmChicago Midway
7h 35m
1 stop
PSP10:45 pmPalm Springs
Jul 18
PSP6:10 pmPalm Springs
9h 35m
1 stop
MDW5:45 amChicago Midway
$354

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Palm Springs 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 May 18, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Palm Springs that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 6/24

9:54 am-4:29 pm

2 stops8h 35m

Palm Springs

Mon 6/29

5:10 pm-9:14 am

2 stops14h 04m

$320

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 7/22

1:49 pm-9:34 pm

2 stops9h 45m

Palm Springs

Tue 7/28

5:15 pm-9:08 am

2 stops13h 53m

$336
Quickest round-trip

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 8/29

6:55 am-10:45 am

1 stop5h 50m

Palm Springs

Wed 9/2

11:05 am-8:45 pm

1 stop7h 40m

$343

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 7/22

4:40 pm-10:05 pm

1 stop7h 25m

Palm Springs

Tue 7/28

6:30 pm-5:45 am

1 stop9h 15m

$348

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 7/11

5:10 pm-10:45 pm

1 stop7h 35m

Palm Springs

Sat 7/18

6:10 pm-5:45 am

1 stop9h 35m

$354

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Mon 9/14

2:00 pm-9:34 pm

2 stops9h 34m

Palm Springs

Wed 9/30

6:00 am-6:05 pm

2 stops10h 05m

$358

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Thu 7/16

1:18 pm-9:34 pm

2 stops10h 16m

Palm Springs

Mon 7/20

5:15 pm-9:08 am

2 stops13h 53m

$359

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 8/29

9:55 am-8:55 pm

2 stops13h 00m

Palm Springs

Wed 9/2

11:05 am-8:45 pm

1 stop7h 40m

$367

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 6/23

1:49 pm-9:31 pm

2 stops9h 42m

Palm Springs

Sat 9/26

5:15 pm-9:50 am

2 stops14h 35m

$370

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 7/14

1:49 pm-9:34 pm

2 stops9h 45m

Palm Springs

Tue 7/21

5:15 pm-9:08 am

2 stops13h 53m

$371

Flights are sorted by cheapest round-trip flights first.

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

See travel insights to Palm Springs from

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

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 Chicago Midway Airport and Palm Springs?

What is the cheapest month to fly to Palm Springs?

In general, September is the cheapest month to fly from Chicago Midway Airport to Palm Springs. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you aren’t able to travel during the month of September, then book flights to Palm Springs from Chicago Midway Airport during January instead. Flights to Palm Springs in January, while not as cheap as those in September, still average around $326.

What is the cheapest day to depart on your flight to Palm Springs?

The cheapest day to depart from Chicago Midway Airport to Palm Springs is on a Tuesday when prices can be found for as low as $374. Flights from Chicago Midway Airport to Palm Springs on a Sunday will generally be more expensive and average around $500. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Palm Springs?

Our data shows that the cheapest Chicago Midway Airport to Palm Springs flights are usually those with departure times in the afternoon. Our users have found flights to Palm Springs in the afternoon for as low as $384. In contrast, the most expensive time of day to depart to Palm Springs is in the morning when prices are around $419.

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

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

Can stopping save me money on Chicago Midway Airport to Palm Springs flights?

You could potentially save up to 39% on your flight if you consider stops on a Chicago Midway Airport to Palm Springs flight.

When to book flights from Chicago Midway Airport to Palm Springs

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

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

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

Fastest flight time

5h 45m

Direct flights

None
The fastest flight from Chicago Midway Airport to Palm Springs takes 5h 45m
There are no direct flights from Chicago Midway Airport to Palm Springs. There are no popular flight routes from Chicago Midway Airport to Palm Springs.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Palm Springs

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

    The distance between Chicago Midway and Palm Springs is about 1655.0 mi. Flights usually cover this in 5h 45m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago Midway Airport to Palm Springs Airport are refreshed on a daily basis.

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

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

    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 Chicago Midway Airport to Palm Springs Airport.

  • What documentation or ID do you need to fly to Palm Springs Airport?

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

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

Best airlines flying from Chicago Midway Airport to Palm Springs

Compare and see reviews for airlines that fly from Chicago Midway Airport to Palm Springs with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $254Free CancellationRating
7.9
4,284 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Palm Springs

    The lowest priced Southwest flight from Chicago Midway Airport to Palm Springs from the last 72 hours was $254. Generally, Southwest has 1 flight on this route every week with an average price of $513. Southwest is rated 7.9/10 by our users.

Traveling to a place near Palm Springs?

Book flights to Palm Springs if you plan to visit one of these locations
Palm Desert
Indio
Desert Hot Springs
Rancho Mirage
La Quinta
Indian Wells
Idyllwild
Joshua Tree
Cathedral City
Banning
Twentynine Palms
Yucca Valley
Coachella
Cabazon
Pioneertown

Why use momondo?

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

It is quick and easy to find Chicago to Palm Springs flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Palm Springs that suits you.

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

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

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

momondo helps you find the best flight between Chicago and Palm Springs by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Palm Springs right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Palm Springs, momondo offers a useful price alert feature which will track prices for flights to Palm Springs from Chicago and alert you when they change.

An easier way to manage your Palm Springs 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
Wed 6/17
Wed 6/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States