Southwest® flights from Chicago (Midway) to Palm Springs from $141

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Low fares from Chicago (Midway) to Palm Springs

$

Chicago (Midway) (MDW)to

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

One-way

Basic

From
$141
Seen: 8 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/05/2026

One-way

Basic

From
$141
Seen: 5 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 10/21/2026

One-way

Basic

From
$141
Seen: 1 hour ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 11/04/2026

One-way

Basic

From
$141
Seen: 18 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/26/2026

One-way

Basic

From
$141
Seen: 2 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/30/2026

One-way

Basic

From
$141
Seen: 2 hrs ago

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Explore flights from Chicago (Midway) to Palm Springs

Aug 2026
From$179*
Seen: 15 hrs ago
One Way/Basic
Sep 2026
From$141*
Seen: 5 hrs ago
One Way/Basic
Oct 2026
From$141*
Seen: 1 hour ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $141
cmp-daily-histogram-bars-legend-max-price-aria-label $350
Displaying fares for August-2026
  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    21

    Fri

    AUG

  • MDW–PSP, 08/22/2026: From $179
    22

    Sat

  • MDW–PSP, 08/23/2026: From $269
    23

    Sun

  • MDW–PSP, 08/24/2026: From $269
    24

    Mon

  • MDW–PSP, 08/25/2026: From $179
    25

    Tue

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

    Wed

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    27

    Thu

  • MDW–PSP, 08/28/2026: From $269
    28

    Fri

  • MDW–PSP, 08/29/2026: From $199
    29

    Sat

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    30

    Sun

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

    Mon

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

    Tue

    SEP

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

    Wed

  • MDW–PSP, 09/03/2026: From $255
    03

    Thu

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

    Fri

  • MDW–PSP, 09/05/2026: From $141
    05

    Sat

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

    Sun

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

    Mon

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

    Tue

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    09

    Wed

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

    Thu

  • MDW–PSP: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

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

    Sat

  • MDW–PSP, 09/13/2026: From $302
    13

    Sun

  • MDW–PSP, 09/14/2026: From $210
    14

    Mon

  • MDW–PSP, 09/15/2026: From $210
    15

    Tue

  • MDW–PSP, 09/16/2026: From $210
    16

    Wed

  • MDW–PSP, 09/17/2026: From $350
    17

    Thu

  • MDW–PSP, 09/18/2026: From $230
    18

    Fri

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

    Sat

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

    Sun

    • Range$141-$350

    *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.

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