Southwest® flights from Chicago-Midway to Palm Springs from $161

Promo Code

Low fares from Chicago-Midway to Palm Springs

$

Chicago-Midway (MDW)to

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

One-way

Basic

From
$161
Seen: 18 hrs ago

Chicago-Midway (MDW)to

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

One-way

Basic

From
$166
Seen: 23 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 10/27/2026

One-way

Basic

From
$194
Seen: 5 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 12/17/2026

One-way

Basic

From
$194
Seen: 4 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 11/25/2026

One-way

Basic

From
$195
Seen: 6 hrs ago

Chicago-Midway (MDW)to

Palm Springs (PSP)
Depart: 10/20/2026

One-way

Basic

From
$199
Seen: 4 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$194*
Seen: 5 hrs ago
One Way/Basic
Nov 2026
From$161*
Seen: 18 hrs ago
One Way/Basic
Dec 2026
From$194*
Seen: 4 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $194
cmp-daily-histogram-bars-legend-max-price-aria-label $547
Displaying fares for October-2026
  • MDW–PSP, 10/01/2026: From $289
    01

    Thu

    OCT

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

    Fri

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    03

    Sat

  • MDW–PSP, 10/04/2026: From $289
    04

    Sun

  • MDW–PSP, 10/05/2026: From $289
    05

    Mon

  • MDW–PSP, 10/06/2026: From $204
    06

    Tue

  • MDW–PSP, 10/07/2026: From $273
    07

    Wed

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

    Thu

  • MDW–PSP, 10/09/2026: From $547
    09

    Fri

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    10

    Sat

  • MDW–PSP, 10/11/2026: From $311
    11

    Sun

  • MDW–PSP, 10/12/2026: From $289
    12

    Mon

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    13

    Tue

  • MDW–PSP, 10/14/2026: From $219
    14

    Wed

  • MDW–PSP, 10/15/2026: From $310
    15

    Thu

  • MDW–PSP, 10/16/2026: From $310
    16

    Fri

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    17

    Sat

  • MDW–PSP, 10/18/2026: From $305
    18

    Sun

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    19

    Mon

  • MDW–PSP, 10/20/2026: From $199
    20

    Tue

  • MDW–PSP, 10/21/2026: From $219
    21

    Wed

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    22

    Thu

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

    Fri

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    24

    Sat

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

    Sun

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    26

    Mon

  • MDW–PSP, 10/27/2026: From $194
    27

    Tue

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    28

    Wed

  • MDW–PSP, 10/29/2026: From $235
    29

    Thu

  • MDW–PSP, 10/30/2026: From $200
    30

    Fri

  • MDW–PSP, 10/31/2026: From $224
    31

    Sat

    • Range$194-$547

    *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

    Route Information

    82† Weekly flights

    † Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

    ‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

    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