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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 8/18. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Palm Springs

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:05 am - 4:50 pm
MDW
-
PSP
8h 45m
1 stop
Southwest Logo
11:10 am - 10:50 pm
PSP
-
MDW
9h 40m
2 stops
$212Southwest
Wed, Nov 11 - Sat, Nov 14
Southwest Logo
1:25 pm - 9:30 pm
MDW
-
PSP
10h 05m
2 stops
Southwest Logo
11:10 am - 10:50 pm
PSP
-
MDW
9h 40m
2 stops
$240Southwest
Wed, Nov 11 - Sat, Nov 14
Southwest Logo
4:25 pm - 10:10 pm
MDW
-
PSP
7h 45m
1 stop
Southwest Logo
4:00 pm - 12:25 am
PSP
-
MDW
6h 25m
1 stop
$259Southwest
Fri, Aug 21 - Mon, Aug 24
Southwest Logo
4:25 pm - 10:10 pm
MDW
-
PSP
7h 45m
1 stop
Southwest Logo
4:00 pm - 4:30 am
PSP
-
MDW
10h 30m
2 stops
$265Southwest
Fri, Aug 21 - Mon, Aug 24
Southwest Logo
10:05 am - 4:50 pm
MDW
-
PSP
8h 45m
1 stop
Southwest Logo
1:35 pm - 8:50 pm
PSP
-
MDW
5h 15m
1 stop
$266Southwest
Wed, Nov 11 - Sat, Nov 14
Southwest Logo
6:00 pm - 9:55 pm
MDW
-
PSP
5h 55m
1 stop
Southwest Logo
11:05 am - 8:45 pm
PSP
-
MDW
7h 40m
1 stop
$271Southwest
Tue, Aug 18 - Wed, Aug 26
Delta Logo
1:28 pm - 9:59 pm
MDW
-
PSP
10h 31m
2 stops
Delta Logo
12:40 pm - 10:10 pm
PSP
-
MDW
7h 30m
1 stop
$276Delta
Sat, Nov 7 - Wed, Nov 11
Southwest Logo
5:00 pm - 10:10 pm
MDW
-
PSP
7h 10m
2 stops
Southwest Logo
4:00 pm - 4:30 am
PSP
-
MDW
10h 30m
2 stops
$290Southwest
Fri, Aug 21 - Mon, Aug 24
Southwest Logo
3:50 pm - 9:55 pm
MDW
-
PSP
8h 05m
1 stop
Southwest Logo
11:05 am - 8:45 pm
PSP
-
MDW
7h 40m
1 stop
$305Southwest
Tue, Aug 18 - Tue, Aug 25
Southwest Logo
3:50 pm - 9:55 pm
MDW
-
PSP
8h 05m
1 stop
Southwest Logo
11:05 am - 9:05 pm
PSP
-
MDW
8h 00m
2 stops
$310Southwest
Tue, Aug 18 - Tue, Aug 25

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Southwest flights from Chicago Midway Airport to Palm Springs

Our best Southwest deals on Chicago Midway Airport to Palm Springs flight tickets
Southwest
Nov 11
MDW10:05 amChicago Midway
8h 45m
1 stop
PSP4:50 pmPalm Springs
Nov 14
PSP11:10 amPalm Springs
9h 40m
2 stops
MDW10:50 pmChicago Midway
$212
Southwest
Nov 11
MDW1:25 pmChicago Midway
10h 05m
2 stops
PSP9:30 pmPalm Springs
Nov 14
PSP11:10 amPalm Springs
9h 40m
2 stops
MDW10:50 pmChicago Midway
$240
Southwest
Aug 21
MDW4:25 pmChicago Midway
7h 45m
1 stop
PSP10:10 pmPalm Springs
Aug 24
PSP4:00 pmPalm Springs
6h 25m
1 stop
MDW12:25 amChicago Midway
$259

Delta flights from Chicago Midway Airport to Palm Springs

Our best Delta deals on Chicago Midway Airport to Palm Springs flight tickets
Delta
Nov 7
MDW1:28 pmChicago Midway
10h 31m
2 stops
PSP9:59 pmPalm Springs
Nov 11
PSP12:40 pmPalm Springs
7h 30m
1 stop
MDW10:10 pmChicago Midway
$276
Delta
Dec 5
MDW6:00 amChicago Midway
12h 27m
2 stops
PSP4:27 pmPalm Springs
Dec 10
PSP6:00 amPalm Springs
10h 37m
2 stops
MDW6:37 pmChicago Midway
$320
Delta
Dec 4
MDW6:00 amChicago Midway
7h 23m
1 stop
PSP11:23 amPalm Springs
Dec 9
PSP12:40 pmPalm Springs
7h 30m
1 stop
MDW10:10 pmChicago Midway
$335

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 July 7, 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 11/11

10:05 am-4:50 pm

1 stop8h 45m

Palm Springs

Sat 11/14

11:10 am-10:50 pm

2 stops9h 40m

$212

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 11/11

1:25 pm-9:30 pm

2 stops10h 05m

Palm Springs

Sat 11/14

11:10 am-10:50 pm

2 stops9h 40m

$240

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Fri 8/21

4:25 pm-10:10 pm

1 stop7h 45m

Palm Springs

Mon 8/24

4:00 pm-12:25 am

1 stop6h 25m

$259

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Fri 8/21

4:25 pm-10:10 pm

1 stop7h 45m

Palm Springs

Mon 8/24

4:00 pm-4:30 am

2 stops10h 30m

$265

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 11/11

10:05 am-4:50 pm

1 stop8h 45m

Palm Springs

Sat 11/14

1:35 pm-8:50 pm

1 stop5h 15m

$266
Quickest round-trip

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 8/18

6:00 pm-9:55 pm

1 stop5h 55m

Palm Springs

Wed 8/26

11:05 am-8:45 pm

1 stop7h 40m

$271

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 11/7

1:28 pm-9:59 pm

2 stops10h 31m

Palm Springs

Wed 11/11

12:40 pm-10:10 pm

1 stop7h 30m

$276

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Fri 8/21

5:00 pm-10:10 pm

2 stops7h 10m

Palm Springs

Mon 8/24

4:00 pm-4:30 am

2 stops10h 30m

$290

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 8/18

3:50 pm-9:55 pm

1 stop8h 05m

Palm Springs

Tue 8/25

11:05 am-8:45 pm

1 stop7h 40m

$305

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 8/18

3:50 pm-9:55 pm

1 stop8h 05m

Palm Springs

Tue 8/25

11:05 am-9:05 pm

2 stops8h 00m

$310

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, 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 December instead. Flights to Palm Springs in December, while not as cheap as those in September, still average around $262.

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 $383. Flights from Chicago Midway Airport to Palm Springs on a Sunday will generally be more expensive and average around $505. 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 $424.

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 Airport to Palm Springs flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport 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 20% 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 55m

Direct flights

None
The fastest flight from Chicago Midway Airport to Palm Springs takes 5h 55m
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 55m, 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 $273Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

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
Indian Wells
La Quinta
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

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