Southwest® flights from Albany to Chicago-Midway from $135

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Low fares from Albany to Chicago-Midway

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Albany (ALB)to

Chicago-Midway (MDW)
Depart: 01/20/2027

One-way

Basic

From
$135
Seen: 17 hrs ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 01/16/2027

One-way

Basic

From
$135
Seen: 17 hrs ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 01/06/2027

One-way

Basic

From
$135
Seen: 13 hrs ago

Albany (ALB)to

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

One-way

Basic

From
$135
Seen: 13 hrs ago

Albany (ALB)to

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

One-way

Basic

From
$135
Seen: 1 hour ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 01/09/2027

One-way

Basic

From
$135
Seen: 22 hrs ago

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Explore flights from Albany to Chicago-Midway

Nov 2026
From$259*
Seen: 7 hrs ago
One Way/Basic
Dec 2026
From$135*
Seen: 1 hour ago
One Way/Basic
Jan 2027
From$135*
Seen: 22 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $135
cmp-daily-histogram-bars-legend-max-price-aria-label $403
Displaying fares for November-2026
  • ALB–MDW, 11/12/2026: From $284
    12

    Thu

    NOV

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

    Fri

  • ALB–MDW, 11/14/2026: From $259
    14

    Sat

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

    Sun

  • ALB–MDW, 11/16/2026: From $284
    16

    Mon

  • ALB–MDW, 11/17/2026: From $259
    17

    Tue

  • ALB–MDW, 11/18/2026: From $259
    18

    Wed

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

    Thu

  • ALB–MDW, 11/20/2026: From $294
    20

    Fri

  • ALB–MDW, 11/21/2026: From $259
    21

    Sat

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    22

    Sun

  • ALB–MDW, 11/23/2026: From $284
    23

    Mon

  • ALB–MDW, 11/24/2026: From $284
    24

    Tue

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    25

    Wed

  • ALB–MDW, 11/26/2026: From $262
    26

    Thu

  • ALB–MDW, 11/27/2026: From $285
    27

    Fri

  • ALB–MDW, 11/28/2026: From $403
    28

    Sat

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

    Sun

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

    Mon

  • ALB–MDW, 12/01/2026: From $259
    01

    Tue

    DEC

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    02

    Wed

  • ALB–MDW, 12/03/2026: From $155
    03

    Thu

  • ALB–MDW, 12/04/2026: From $170
    04

    Fri

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

    Sat

  • ALB–MDW, 12/06/2026: From $225
    06

    Sun

  • ALB–MDW, 12/07/2026: From $155
    07

    Mon

  • ALB–MDW, 12/08/2026: From $135
    08

    Tue

  • ALB–MDW, 12/09/2026: From $135
    09

    Wed

  • ALB–MDW, 12/10/2026: From $155
    10

    Thu

  • ALB–MDW, 12/11/2026: From $170
    11

    Fri

    • Range$135-$403

    *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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