Southwest® flights from Long Beach to Chicago-Midway from $165

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Low fares from Long Beach to Chicago-Midway

$

Long Beach (LGB)to

Chicago-Midway (MDW)
Depart: 12/16/2026

One-way

Basic

From
$165
Seen: 13 hrs ago

Long Beach (LGB)to

Chicago-Midway (MDW)
Depart: 12/08/2026

One-way

Basic

From
$165
Seen: 16 hrs ago

Long Beach (LGB)to

Chicago-Midway (MDW)
Depart: 01/19/2027

One-way

Basic

From
$165
Seen: 12 hrs ago

Long Beach (LGB)to

Chicago-Midway (MDW)
Depart: 02/02/2027

One-way

Basic

From
$165
Seen: 6 hrs ago

Long Beach (LGB)to

Chicago-Midway (MDW)
Depart: 01/27/2027

One-way

Basic

From
$165
Seen: 8 hrs ago

Long Beach (LGB)to

Chicago-Midway (MDW)
Depart: 02/03/2027

One-way

Basic

From
$165
Seen: 16 hrs ago

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Explore flights from Long Beach to Chicago-Midway

Nov 2026
From$255*
Seen: 3 hrs ago
One Way/Basic
Dec 2026
From$165*
Seen: 13 hrs ago
One Way/Basic
Jan 2027
From$165*
Seen: 8 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $165
cmp-daily-histogram-bars-legend-max-price-aria-label $536
Displaying fares for November-2026
  • LGB–MDW, 11/13/2026: From $526
    13

    Fri

    NOV

  • LGB–MDW, 11/14/2026: From $536
    14

    Sat

  • LGB–MDW: cmp-view-offers-disclaimer. Find Offers
    15

    Sun

  • LGB–MDW, 11/16/2026: From $526
    16

    Mon

  • LGB–MDW, 11/17/2026: From $526
    17

    Tue

  • LGB–MDW, 11/18/2026: From $369
    18

    Wed

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

    Thu

  • LGB–MDW, 11/20/2026: From $369
    20

    Fri

  • LGB–MDW, 11/21/2026: From $369
    21

    Sat

  • LGB–MDW, 11/22/2026: From $369
    22

    Sun

  • LGB–MDW, 11/23/2026: From $369
    23

    Mon

  • LGB–MDW, 11/24/2026: From $369
    24

    Tue

  • LGB–MDW, 11/25/2026: From $265
    25

    Wed

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

    Thu

  • LGB–MDW, 11/27/2026: From $255
    27

    Fri

  • LGB–MDW, 11/28/2026: From $373
    28

    Sat

  • LGB–MDW, 11/29/2026: From $409
    29

    Sun

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

    Mon

  • LGB–MDW, 12/01/2026: From $265
    01

    Tue

    DEC

  • LGB–MDW, 12/02/2026: From $165
    02

    Wed

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

    Thu

  • LGB–MDW, 12/04/2026: From $200
    04

    Fri

  • LGB–MDW: cmp-view-offers-disclaimer. Find Offers
    05

    Sat

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

    Sun

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

    Mon

  • LGB–MDW, 12/08/2026: From $165
    08

    Tue

  • LGB–MDW, 12/09/2026: From $165
    09

    Wed

  • LGB–MDW, 12/10/2026: From $185
    10

    Thu

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

    Fri

  • LGB–MDW, 12/12/2026: From $175
    12

    Sat

    • Range$165-$536

    *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:
    Long Beach Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    3 hours 55 minutes
    Distance:
    1741 miles

    Questions we hear the most

    The average flight time from Long Beach to Chicago (Midway) is 3 hours 55 minutes.
    There are 156 weekly flights from Long Beach to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Long Beach to Chicago (Midway) once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Long Beach to Chicago (Midway) once per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly Long Beach 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 Long Beach 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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