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Cheap flights from Chicago Midway Airport to Palm Springs from $139

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 2/21. 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 Chicago Midway Airport to Palm Springs

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:28 pm - 9:35 pm
MDW
-
PSP
10h 07m2 stops
Delta Logo
1:06 pm - 10:07 pm
PSP
-
MDW
7h 01m1 stop
$342Delta
Mon, Jan 12 - Sat, Jan 17
Delta Logo
6:00 am - 11:42 am
MDW
-
PSP
7h 42m1 stop
Delta Logo
12:57 pm - 10:33 pm
PSP
-
MDW
7h 36m1 stop
$353Delta
Wed, Feb 25 - Tue, Mar 3
Southwest Logo
5:35 pm - 9:40 pm
MDW
-
PSP
6h 05m1 stop
Southwest Logo
5:45 am - 2:40 pm
PSP
-
MDW
6h 55m1 stop
$356Southwest
Tue, Jan 27 - Sat, Jan 31
Southwest Logo
3:40 pm - 8:50 pm
MDW
-
PSP
7h 10m1 stop
Southwest Logo
5:45 am - 3:20 pm
PSP
-
MDW
7h 35m2 stops
$361Southwest
Tue, Jan 27 - Sat, Jan 31
Delta Logo
6:00 am - 12:19 pm
MDW
-
PSP
8h 19m1 stop
Delta Logo
1:29 pm - 10:22 pm
PSP
-
MDW
6h 53m1 stop
$366Delta
Mon, Jan 19 - Wed, Jan 21
Southwest Logo
8:25 am - 4:55 pm
MDW
-
PSP
10h 30m1 stop
Southwest Logo
8:55 am - 5:15 pm
PSP
-
MDW
6h 20m1 stop
$369Southwest
Wed, Feb 18 - Tue, Feb 24
Delta Logo
6:00 am - 12:19 pm
MDW
-
PSP
8h 19m1 stop
Delta Logo
6:00 am - 6:36 pm
PSP
-
MDW
10h 36m2 stops
$371Delta
Mon, Jan 19 - Wed, Jan 21
Southwest Logo
8:25 am - 4:55 pm
MDW
-
PSP
10h 30m1 stop
Southwest Logo
5:45 am - 2:45 pm
PSP
-
MDW
7h 00m2 stops
$375Southwest
Wed, Feb 18 - Tue, Feb 24
Southwest Logo
10:05 am - 5:00 pm
MDW
-
PSP
8h 55m2 stops
Southwest Logo
5:45 am - 2:45 pm
PSP
-
MDW
7h 00m2 stops
$376Southwest
Mon, Jan 26 - Wed, Jan 28
Southwest Logo
8:25 am - 4:55 pm
MDW
-
PSP
10h 30m1 stop
Southwest Logo
8:55 am - 5:15 pm
PSP
-
MDW
6h 20m1 stop
$381Southwest
Wed, Feb 18 - Wed, Feb 25

Delta flights from Chicago Midway Airport to Palm Springs

Our best Delta deals on Chicago Midway Airport to Palm Springs flight tickets
Delta
Jan 12
MDW1:28 pmChicago Midway
10h 07m
2 stops
PSP9:35 pmPalm Springs
Jan 17
PSP1:06 pmPalm Springs
7h 01m
1 stop
MDW10:07 pmChicago Midway
$342
Find similar
Delta
Feb 25
MDW6:00 amChicago Midway
7h 42m
1 stop
PSP11:42 amPalm Springs
Mar 3
PSP12:57 pmPalm Springs
7h 36m
1 stop
MDW10:33 pmChicago Midway
$353
Find similar
Delta
Jan 19
MDW6:00 amChicago Midway
8h 19m
1 stop
PSP12:19 pmPalm Springs
Jan 21
PSP1:29 pmPalm Springs
6h 53m
1 stop
MDW10:22 pmChicago Midway
$366
Find similar

Southwest flights from Chicago Midway Airport to Palm Springs

Our best Southwest deals on Chicago Midway Airport to Palm Springs flight tickets
Southwest
Jan 27
MDW5:35 pmChicago Midway
6h 05m
1 stop
PSP9:40 pmPalm Springs
Jan 31
PSP5:45 amPalm Springs
6h 55m
1 stop
MDW2:40 pmChicago Midway
$356
Find similar
Southwest
Jan 27
MDW3:40 pmChicago Midway
7h 10m
1 stop
PSP8:50 pmPalm Springs
Jan 31
PSP5:45 amPalm Springs
7h 35m
2 stops
MDW3:20 pmChicago Midway
$361
Find similar
Southwest
Feb 18
MDW8:25 amChicago Midway
10h 30m
1 stop
PSP4:55 pmPalm Springs
Feb 24
PSP8:55 amPalm Springs
6h 20m
1 stop
MDW5:15 pmChicago Midway
$369
Find similar

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 December 23, 2025.
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

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Mon 1/12

1:28 pm-9:35 pm

2 stops10h 07m

Palm Springs

Sat 1/17

1:06 pm-10:07 pm

1 stop7h 01m

$342

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 2/25

6:00 am-11:42 am

1 stop7h 42m

Palm Springs

Tue 3/3

12:57 pm-10:33 pm

1 stop7h 36m

$353

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 1/27

5:35 pm-9:40 pm

1 stop6h 05m

Palm Springs

Sat 1/31

5:45 am-2:40 pm

1 stop6h 55m

$356

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 1/27

3:40 pm-8:50 pm

1 stop7h 10m

Palm Springs

Sat 1/31

5:45 am-3:20 pm

2 stops7h 35m

$361

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Mon 1/19

6:00 am-12:19 pm

1 stop8h 19m

Palm Springs

Wed 1/21

1:29 pm-10:22 pm

1 stop6h 53m

$366

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 2/18

8:25 am-4:55 pm

1 stop10h 30m

Palm Springs

Tue 2/24

8:55 am-5:15 pm

1 stop6h 20m

$369

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Mon 1/19

6:00 am-12:19 pm

1 stop8h 19m

Palm Springs

Wed 1/21

6:00 am-6:36 pm

2 stops10h 36m

$371

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 2/18

8:25 am-4:55 pm

1 stop10h 30m

Palm Springs

Tue 2/24

5:45 am-2:45 pm

2 stops7h 00m

$375

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Mon 1/26

10:05 am-5:00 pm

2 stops8h 55m

Palm Springs

Wed 1/28

5:45 am-2:45 pm

2 stops7h 00m

$376

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 2/18

8:25 am-4:55 pm

1 stop10h 30m

Palm Springs

Wed 2/25

8:55 am-5:15 pm

1 stop6h 20m

$381

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Palm Springs?

In general, January 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 $326. If you aren’t able to travel during the month of January, then book flights to Palm Springs from Chicago Midway Airport during April instead. Flights to Palm Springs in April, while not as cheap as those in January, still average around $368.

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 Saturday when prices can be found for as low as $381. Flights from Chicago Midway Airport to Palm Springs on a Thursday will generally be more expensive and average around $512. 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 at noon. Our users have found flights to Palm Springs at noon for as low as $425. In contrast, the most expensive time of day to depart to Palm Springs is in the afternoon when prices are around $586.

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

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

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

You could potentially save up to 21% 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

4h 20m

Direct flights

Mon, Tue, Wed, Sat and Sun

Airports in Palm Springs

1 airport
The fastest flight from Chicago Midway Airport to Palm Springs takes 4h 20m
Direct flights go from Chicago Midway Airport to Palm Springs on Monday, Tuesday, Wednesday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Palm Springs. From Chicago Midway Airport there are direct flights to Palm Springs (PSP).
Search flight deals

  • 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 4h 20m, 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 $282Free CancellationRating
8.0
4,253 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 $282. Generally, Southwest has 4 flights on this route every week with an average price of $448. Southwest is rated 8.0/10 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
Idyllwild
Joshua Tree
Indian Wells
Cathedral City
Banning
Coachella
Twentynine Palms
Cabazon
Yucca Valley
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.
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