Southwest® flights from Ontario/LA to Chicago-Midway from $101

Promo Code

Low fares from Ontario/LA to Chicago-Midway

$

Ontario/LA (ONT)to

Chicago-Midway (MDW)
Depart: 01/13/2027

One-way

Basic

From
$101
Seen: 1 hour ago

Ontario/LA (ONT)to

Chicago-Midway (MDW)
Depart: 01/26/2027

One-way

Basic

From
$101
Seen: 5 hrs ago

Ontario/LA (ONT)to

Chicago-Midway (MDW)
Depart: 11/09/2026

One-way

Basic

From
$101
Seen: 5 hrs ago

Ontario/LA (ONT)to

Chicago-Midway (MDW)
Depart: 01/14/2027

One-way

Basic

From
$102
Seen: 11 hrs ago

Ontario/LA (ONT)to

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

One-way

Basic

From
$111
Seen: 11 hrs ago

Ontario/LA (ONT)to

Chicago-Midway (MDW)
Depart: 12/09/2026

One-way

Basic

From
$111
Seen: 14 hrs ago

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Explore flights from Ontario/LA to Chicago-Midway

Oct 2026
From$159*
Seen: 9 hrs ago
One Way/Basic
Nov 2026
From$101*
Seen: 5 hrs ago
One Way/Basic
Dec 2026
From$111*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $101
cmp-daily-histogram-bars-legend-max-price-aria-label $269
Displaying fares for October-2026
  • ONT–MDW, 10/22/2026: From $169
    22

    Thu

    OCT

  • ONT–MDW, 10/23/2026: From $159
    23

    Fri

  • ONT–MDW, 10/24/2026: From $169
    24

    Sat

  • ONT–MDW, 10/25/2026: From $169
    25

    Sun

  • ONT–MDW, 10/26/2026: From $159
    26

    Mon

  • ONT–MDW, 10/27/2026: From $169
    27

    Tue

  • ONT–MDW, 10/28/2026: From $169
    28

    Wed

  • ONT–MDW, 10/29/2026: From $169
    29

    Thu

  • ONT–MDW, 10/30/2026: From $159
    30

    Fri

  • ONT–MDW, 10/31/2026: From $169
    31

    Sat

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

    Sun

    NOV

  • ONT–MDW, 11/02/2026: From $159
    02

    Mon

  • ONT–MDW, 11/03/2026: From $169
    03

    Tue

  • ONT–MDW, 11/04/2026: From $169
    04

    Wed

  • ONT–MDW, 11/05/2026: From $239
    05

    Thu

  • ONT–MDW, 11/06/2026: From $169
    06

    Fri

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

    Sat

  • ONT–MDW, 11/08/2026: From $159
    08

    Sun

  • ONT–MDW, 11/09/2026: From $101
    09

    Mon

  • ONT–MDW, 11/10/2026: From $111
    10

    Tue

  • ONT–MDW, 11/11/2026: From $111
    11

    Wed

  • ONT–MDW, 11/12/2026: From $111
    12

    Thu

  • ONT–MDW, 11/13/2026: From $115
    13

    Fri

  • ONT–MDW, 11/14/2026: From $116
    14

    Sat

  • ONT–MDW, 11/15/2026: From $115
    15

    Sun

  • ONT–MDW, 11/16/2026: From $111
    16

    Mon

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

    Tue

  • ONT–MDW, 11/18/2026: From $111
    18

    Wed

  • ONT–MDW, 11/19/2026: From $159
    19

    Thu

  • ONT–MDW, 11/20/2026: From $269
    20

    Fri

  • ONT–MDW, 11/21/2026: From $269
    21

    Sat

    • Range$101-$269

    *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:
    LA/Ontario International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    3 hours 50 minutes
    Distance:
    1706 miles

    Questions we hear the most

    The average flight time from Ontario/LA to Chicago (Midway) is 3 hours 50 minutes.
    There are 156 weekly flights from Ontario/LA to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Ontario/LA to Chicago (Midway) once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Ontario/LA to Chicago (Midway) once per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly Ontario/LA to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Chicago Midway International Airport book yours with your flight.
    Yes! Flights from Ontario/LA to Chicago (Midway)—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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