Southwest® flights from Orange County/Santa Ana to Chicago (O'Hare)

Promo Code

Low fares from Orange County/Santa Ana to Chicago (O'Hare)

$

Orange County/Santa Ana (SNA)to

Chicago (Midway) (MDW)
Depart: 11/05/2026

One-way

Basic

From
$150
Seen: 7 hrs ago

Orange County/Santa Ana (SNA)to

Chicago (Midway) (MDW)
Depart: 10/27/2026

One-way

Basic

From
$155
Seen: 22 hrs ago

Orange County/Santa Ana (SNA)to

Chicago (Midway) (MDW)
Depart: 09/21/2026

One-way

Basic

From
$155
Seen: 21 hrs ago

Orange County/Santa Ana (SNA)to

Chicago (Midway) (MDW)
Depart: 09/14/2026

One-way

Basic

From
$155
Seen: 19 hrs ago

Orange County/Santa Ana (SNA)to

Chicago (Midway) (MDW)
Depart: 09/28/2026

One-way

Basic

From
$155
Seen: 9 hrs ago

Orange County/Santa Ana (SNA)to

Chicago (Midway) (MDW)
Depart: 09/22/2026

One-way

Basic

From
$155
Seen: 11 hrs ago

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Explore flights from Orange County/Santa Ana to Chicago (O'Hare)

Aug 2026
From$253*
Seen: 20 hrs ago
One Way/Basic
Sep 2026
From$155*
Seen: 21 hrs ago
One Way/Basic
Oct 2026
From$155*
Seen: 12 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $155
cmp-daily-histogram-bars-legend-max-price-aria-label $340
Displaying fares for August-2026
  • SNA–MDW: cmp-view-offers-disclaimer. Find Offers
    25

    Tue

    AUG

  • SNA–MDW, 08/26/2026: From $253
    26

    Wed

  • SNA–MDW, 08/27/2026: From $299
    27

    Thu

  • SNA–MDW, 08/28/2026: From $299
    28

    Fri

  • SNA–MDW: cmp-view-offers-disclaimer. Find Offers
    29

    Sat

  • SNA–MDW, 08/30/2026: From $299
    30

    Sun

  • SNA–MDW, 08/31/2026: From $275
    31

    Mon

  • SNA–MDW, 09/01/2026: From $253
    01

    Tue

    SEP

  • SNA–MDW, 09/02/2026: From $253
    02

    Wed

  • SNA–MDW, 09/03/2026: From $324
    03

    Thu

  • SNA–MDW, 09/04/2026: From $299
    04

    Fri

  • SNA–MDW, 09/05/2026: From $191
    05

    Sat

  • SNA–MDW, 09/06/2026: From $275
    06

    Sun

  • SNA–MDW, 09/07/2026: From $340
    07

    Mon

  • SNA–MDW, 09/08/2026: From $215
    08

    Tue

  • SNA–MDW, 09/09/2026: From $191
    09

    Wed

  • SNA–MDW, 09/10/2026: From $191
    10

    Thu

  • SNA–MDW, 09/11/2026: From $191
    11

    Fri

  • SNA–MDW, 09/12/2026: From $191
    12

    Sat

  • SNA–MDW, 09/13/2026: From $215
    13

    Sun

  • SNA–MDW, 09/14/2026: From $155
    14

    Mon

  • SNA–MDW, 09/15/2026: From $155
    15

    Tue

  • SNA–MDW, 09/16/2026: From $155
    16

    Wed

  • SNA–MDW, 09/17/2026: From $214
    17

    Thu

  • SNA–MDW: cmp-view-offers-disclaimer. Find Offers
    18

    Fri

  • SNA–MDW, 09/19/2026: From $155
    19

    Sat

  • SNA–MDW, 09/20/2026: From $214
    20

    Sun

  • SNA–MDW, 09/21/2026: From $155
    21

    Mon

  • SNA–MDW, 09/22/2026: From $155
    22

    Tue

  • SNA–MDW, 09/23/2026: From $160
    23

    Wed

  • SNA–MDW, 09/24/2026: From $179
    24

    Thu

    • Range$155-$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:
    John Wayne Airport
    Arriving at:
    O'Hare International Airport
    Distance:
    1726 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 Orange County/Santa Ana to Chicago (O'Hare) on Southwest Airlines.
    To find the lowest fares by day and time to fly Orange County/Santa Ana to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
    You can rent a car at O'Hare International Airport book yours with your flight.
    Yes! Flights from Orange County/Santa Ana to Chicago (O'Hare)—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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