Southwest® flights from Albany to Chicago-Midway from $119

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Low fares from Albany to Chicago-Midway

$

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 10/22/2026

One-way

Basic

From
$119
Seen: 22 hrs ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 12/17/2026

One-way

Basic

From
$119
Seen: 12 hrs ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 10/24/2026

One-way

Basic

From
$119
Seen: 8 hrs ago

Albany (ALB)to

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

One-way

Basic

From
$119
Seen: 4 hrs ago

Albany (ALB)to

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

One-way

Basic

From
$119
Seen: 1 hour ago

Albany (ALB)to

Chicago-Midway (MDW)
Depart: 10/01/2026

One-way

Basic

From
$119
Seen: 1 hour ago

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Explore flights from Albany to Chicago-Midway

Sep 2026
From$234*
Seen: 4 hrs ago
One Way/Basic
Oct 2026
From$119*
Seen: 8 hrs ago
One Way/Basic
Nov 2026
From$119*
Seen: 1 hour ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $119
cmp-daily-histogram-bars-legend-max-price-aria-label $269
Displaying fares for September-2026
  • ALB–MDW, 09/11/2026: From $269
    11

    Fri

    SEP

  • ALB–MDW, 09/12/2026: From $234
    12

    Sat

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

    Sun

  • ALB–MDW, 09/14/2026: From $259
    14

    Mon

  • ALB–MDW, 09/15/2026: From $234
    15

    Tue

  • ALB–MDW, 09/16/2026: From $234
    16

    Wed

  • ALB–MDW, 09/17/2026: From $259
    17

    Thu

  • ALB–MDW, 09/18/2026: From $259
    18

    Fri

  • ALB–MDW, 09/19/2026: From $234
    19

    Sat

  • ALB–MDW, 09/20/2026: From $259
    20

    Sun

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

    Mon

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

    Tue

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

    Wed

  • ALB–MDW, 09/24/2026: From $269
    24

    Thu

  • ALB–MDW, 09/25/2026: From $269
    25

    Fri

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

    Sat

  • ALB–MDW, 09/27/2026: From $247
    27

    Sun

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    28

    Mon

  • ALB–MDW, 09/29/2026: From $234
    29

    Tue

  • ALB–MDW, 09/30/2026: From $234
    30

    Wed

  • ALB–MDW, 10/01/2026: From $119
    01

    Thu

    OCT

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

    Fri

  • ALB–MDW, 10/03/2026: From $119
    03

    Sat

  • ALB–MDW, 10/04/2026: From $246
    04

    Sun

  • ALB–MDW, 10/05/2026: From $164
    05

    Mon

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

    Tue

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

    Wed

  • ALB–MDW, 10/08/2026: From $237
    08

    Thu

  • ALB–MDW, 10/09/2026: From $210
    09

    Fri

  • ALB–MDW, 10/10/2026: From $119
    10

    Sat

    • Range$119-$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:
    Albany International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    2 hours 12 minutes
    Distance:
    717 miles

    Route Information

    133† Weekly flights
    • 2‡ Nonstop flights per day Monday through Friday
    • 1‡ Nonstop flight on Saturday
    • 2‡ Nonstop flights on Sunday

    † 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

    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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