Southwest® flights from Albany to Chicago-Midway from $122

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Low fares from Albany to Chicago-Midway

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Albany (ALB)to

Chicago-Midway (MDW)
Depart: 12/25/2026

One-way

Basic

From
$122
Seen: 18 hrs ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 11/19/2026

One-way

Basic

From
$122
Seen: 21 hrs ago

Albany (ALB)to

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

One-way

Basic

From
$122
Seen: 9 hrs ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 01/22/2027

One-way

Basic

From
$122
Seen: 1 hour ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 12/24/2026

One-way

Basic

From
$122
Seen: 16 hrs ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 11/13/2026

One-way

Basic

From
$122
Seen: 16 hrs ago

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Explore flights from Albany to Chicago-Midway

Oct 2026
From$254*
Seen: 4 hrs ago
One Way/Basic
Nov 2026
From$122*
Seen: 16 hrs ago
One Way/Basic
Dec 2026
From$122*
Seen: 9 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $122
cmp-daily-histogram-bars-legend-max-price-aria-label $279
Displaying fares for October-2026
  • ALB–MDW, 10/22/2026: From $279
    22

    Thu

    OCT

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

    Fri

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    24

    Sat

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    25

    Sun

  • ALB–MDW, 10/26/2026: From $279
    26

    Mon

  • ALB–MDW, 10/27/2026: From $254
    27

    Tue

  • ALB–MDW, 10/28/2026: From $254
    28

    Wed

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    29

    Thu

  • ALB–MDW, 10/30/2026: From $279
    30

    Fri

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    31

    Sat

  • ALB–MDW, 11/01/2026: From $279
    01

    Sun

    NOV

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    02

    Mon

  • ALB–MDW, 11/03/2026: From $254
    03

    Tue

  • ALB–MDW, 11/04/2026: From $254
    04

    Wed

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    05

    Thu

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    06

    Fri

  • ALB–MDW, 11/07/2026: From $254
    07

    Sat

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    08

    Sun

  • ALB–MDW, 11/09/2026: From $122
    09

    Mon

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    10

    Tue

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

    Wed

  • ALB–MDW, 11/12/2026: From $132
    12

    Thu

  • ALB–MDW, 11/13/2026: From $122
    13

    Fri

  • ALB–MDW, 11/14/2026: From $122
    14

    Sat

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    15

    Sun

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    16

    Mon

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

    Tue

  • ALB–MDW, 11/18/2026: From $122
    18

    Wed

  • ALB–MDW, 11/19/2026: From $122
    19

    Thu

  • ALB–MDW, 11/20/2026: From $210
    20

    Fri

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    21

    Sat

    • Range$122-$279

    *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:
    Albany International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    2 hours 12 minutes
    Distance:
    717 miles

    Questions we hear the most

    The average flight time from Albany to Chicago (Midway) is 2 hours 12 minutes.
    There are 133 weekly flights from Albany to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Albany to Chicago (Midway) 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Albany to Chicago (Midway) once per day on Saturdays and 2 times per day on Sundays.
    To find the lowest fares by day and time to fly Albany 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 Albany 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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