Southwest® flights from Long Beach to Chicago (O'Hare)

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Low fares from Long Beach to Chicago (O'Hare)

$

Long Beach (LGB)to

Chicago (Midway) (MDW)
Depart: 10/28/2026

One-way

Basic

From
$138
Seen: 23 hrs ago

Long Beach (LGB)to

Chicago (Midway) (MDW)
Depart: 11/18/2026

One-way

Basic

From
$138
Seen: 15 hrs ago

Long Beach (LGB)to

Chicago (Midway) (MDW)
Depart: 10/14/2026

One-way

Basic

From
$138
Seen: 10 hrs ago

Long Beach (LGB)to

Chicago (Midway) (MDW)
Depart: 11/04/2026

One-way

Basic

From
$138
Seen: 14 hrs ago

Long Beach (LGB)to

Chicago (Midway) (MDW)
Depart: 10/13/2026

One-way

Basic

From
$138
Seen: 7 hrs ago

Long Beach (LGB)to

Chicago (Midway) (MDW)
Depart: 09/19/2026

One-way

Basic

From
$138
Seen: 3 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

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Explore flights from Long Beach to Chicago (O'Hare)

Aug 2026
From$334*
Seen: 8 hrs ago
One Way/Basic
Sep 2026
From$138*
Seen: 3 hrs ago
One Way/Basic
Oct 2026
From$138*
Seen: 7 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $138
cmp-daily-histogram-bars-legend-max-price-aria-label $491
Displaying fares for August-2026
  • LGB–MDW: cmp-view-offers-disclaimer. Find Offers
    24

    Mon

    AUG

  • LGB–MDW, 08/25/2026: From $491
    25

    Tue

  • LGB–MDW, 08/26/2026: From $491
    26

    Wed

  • LGB–MDW, 08/27/2026: From $491
    27

    Thu

  • LGB–MDW, 08/28/2026: From $491
    28

    Fri

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

    Sat

  • LGB–MDW, 08/30/2026: From $334
    30

    Sun

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

    Mon

  • LGB–MDW, 09/01/2026: From $334
    01

    Tue

    SEP

  • LGB–MDW, 09/02/2026: From $334
    02

    Wed

  • LGB–MDW, 09/03/2026: From $344
    03

    Thu

  • LGB–MDW, 09/04/2026: From $334
    04

    Fri

  • LGB–MDW, 09/05/2026: From $334
    05

    Sat

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

    Sun

  • LGB–MDW, 09/07/2026: From $274
    07

    Mon

  • LGB–MDW, 09/08/2026: From $230
    08

    Tue

  • LGB–MDW, 09/09/2026: From $230
    09

    Wed

  • LGB–MDW, 09/10/2026: From $280
    10

    Thu

  • LGB–MDW, 09/11/2026: From $220
    11

    Fri

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

    Sat

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

    Sun

  • LGB–MDW, 09/14/2026: From $148
    14

    Mon

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

    Tue

  • LGB–MDW, 09/16/2026: From $200
    16

    Wed

  • LGB–MDW, 09/17/2026: From $284
    17

    Thu

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

    Fri

  • LGB–MDW, 09/19/2026: From $138
    19

    Sat

  • LGB–MDW, 09/20/2026: From $230
    20

    Sun

  • LGB–MDW, 09/21/2026: From $148
    21

    Mon

  • LGB–MDW, 09/22/2026: From $148
    22

    Tue

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

    Wed

    • Range$138-$491

    *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:
    O'Hare International Airport
    Distance:
    1735 miles

    Route Information

    70† 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 70 weekly flights from Long Beach to Chicago (O'Hare) on Southwest Airlines.
    To find the lowest fares by day and time to fly Long Beach 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 Long Beach 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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