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: 09/22/2026

One-way

Basic

From
$141
Seen: 9 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/12/2026

One-way

Basic

From
$141
Seen: 12 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/16/2026

One-way

Basic

From
$141
Seen: 18 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/19/2026

One-way

Basic

From
$141
Seen: 14 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/11/2026

One-way

Basic

From
$141
Seen: 4 hrs ago

Chicago (Midway) (MDW)to

Palm Springs (PSP)
Depart: 09/15/2026

One-way

Basic

From
$141
Seen: 2 hrs ago

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Explore flights from Chicago (Midway) to Palm Springs

Jul 2026
From$315*
Seen: 12 hrs ago
One Way/Basic
Aug 2026
From$179*
Seen: 7 hrs ago
One Way/Basic
Sep 2026
From$141*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $179
cmp-daily-histogram-bars-legend-max-price-aria-label $340
Displaying fares for July-2026
  • MDW–PSP, 07/31/2026: From $315
    31

    Fri

    JUL

  • MDW–PSP, 08/01/2026: From $258
    01

    Sat

  • MDW–PSP, 08/02/2026: From $340
    02

    Sun

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

    Mon

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

    Tue

  • MDW–PSP, 08/05/2026: From $258
    05

    Wed

  • MDW–PSP, 08/06/2026: From $274
    06

    Thu

  • MDW–PSP, 08/07/2026: From $284
    07

    Fri

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

    Sat

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

    Sun

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

    Mon

  • MDW–PSP, 08/11/2026: From $179
    11

    Tue

  • MDW–PSP, 08/12/2026: From $221
    12

    Wed

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

    Thu

  • MDW–PSP, 08/14/2026: From $215
    14

    Fri

  • MDW–PSP, 08/15/2026: From $215
    15

    Sat

  • MDW–PSP, 08/16/2026: From $274
    16

    Sun

  • MDW–PSP, 08/17/2026: From $215
    17

    Mon

  • MDW–PSP, 08/18/2026: From $179
    18

    Tue

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

    Wed

  • MDW–PSP, 08/20/2026: From $215
    20

    Thu

  • MDW–PSP, 08/21/2026: From $180
    21

    Fri

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

    Sat

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

    Sun

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

    Mon

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

    Tue

  • MDW–PSP, 08/26/2026: From $179
    26

    Wed

  • MDW–PSP, 08/27/2026: From $185
    27

    Thu

  • MDW–PSP, 08/28/2026: From $180
    28

    Fri

  • MDW–PSP, 08/29/2026: From $179
    29

    Sat

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

    Sun

    • Range$179-$340

    *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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