Southwest® flights from Chicago-Midway to Palm Springs from $118

Promo Code

Low fares from Chicago-Midway to Palm Springs

$

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 01/23/2027

One-way

Basic

From
$113
Seen: 11 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 12/12/2026

One-way

Basic

From
$118
Seen: 19 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 01/09/2027

One-way

Basic

From
$118
Seen: 2 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 01/06/2027

One-way

Basic

From
$118
Seen: 1 hour ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 01/05/2027

One-way

Basic

From
$118
Seen: 6 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 11/17/2026

One-way

Basic

From
$135
Seen: 15 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Chicago-Midway to Palm Springs

Oct 2026
From$209*
Seen: 8 hrs ago
One Way/Basic
Nov 2026
From$135*
Seen: 15 hrs ago
One Way/Basic
Dec 2026
From$118*
Seen: 19 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $135
cmp-daily-histogram-bars-legend-max-price-aria-label $320
Displaying fares for October-2026
  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    21

    Wed

    OCT

  • MDW–PSP, 10/22/2026: From $299
    22

    Thu

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    23

    Fri

  • MDW–PSP, 10/24/2026: From $209
    24

    Sat

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    25

    Sun

  • MDW–PSP, 10/26/2026: From $299
    26

    Mon

  • MDW–PSP, 10/27/2026: From $209
    27

    Tue

  • MDW–PSP, 10/28/2026: From $209
    28

    Wed

  • MDW–PSP, 10/29/2026: From $299
    29

    Thu

  • MDW–PSP, 10/30/2026: From $299
    30

    Fri

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    31

    Sat

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    01

    Sun

    NOV

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    02

    Mon

  • MDW–PSP, 11/03/2026: From $209
    03

    Tue

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    04

    Wed

  • MDW–PSP, 11/05/2026: From $320
    05

    Thu

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    06

    Fri

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    07

    Sat

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    08

    Sun

  • MDW–PSP, 11/09/2026: From $215
    09

    Mon

  • MDW–PSP, 11/10/2026: From $210
    10

    Tue

  • MDW–PSP, 11/11/2026: From $210
    11

    Wed

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    12

    Thu

  • MDW–PSP, 11/13/2026: From $173
    13

    Fri

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    14

    Sat

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    15

    Sun

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    16

    Mon

  • MDW–PSP, 11/17/2026: From $135
    17

    Tue

  • MDW–PSP, 11/18/2026: From $171
    18

    Wed

  • MDW–PSP, 11/19/2026: From $235
    19

    Thu

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    20

    Fri

    • Range$135-$320

    *Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

    Flight Details

    Departing from:
    Chicago Midway International Airport
    Arriving at:
    Palm Springs International Airport
    Distance:
    1657 miles

    Questions we hear the most

    There are 82 weekly flights from Chicago (Midway) to Palm Springs on Southwest Airlines.
    To find the lowest fares by day and time to fly Chicago (Midway) to Palm Springs with Southwest, check out our Low Fare Calendar.
    You can rent a car at Palm Springs International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Palm Springs—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

    Explore Flights from Other Popular Origins

    Popular Flights from Chicago-Midway