Southwest® flights from Albany to Chicago (Midway) from $129

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Low fares from Albany to Chicago (Midway)

$

Albany (ALB)to

Chicago (Midway) (MDW)
Depart: 09/17/2026

One-way

Basic

From
$129
Seen: 22 hrs ago

Albany (ALB)to

Chicago (Midway) (MDW)
Depart: 09/12/2026

One-way

Basic

From
$129
Seen: 22 hrs ago

Albany (ALB)to

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

One-way

Basic

From
$129
Seen: 18 hrs ago

Albany (ALB)to

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

One-way

Basic

From
$129
Seen: 21 hrs ago

Albany (ALB)to

Chicago (Midway) (MDW)
Depart: 11/05/2026

One-way

Basic

From
$129
Seen: 23 hrs ago

Albany (ALB)to

Chicago (Midway) (MDW)
Depart: 09/30/2026

One-way

Basic

From
$129
Seen: 11 hrs ago

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Explore flights from Albany to Chicago (Midway)

Aug 2026
From$224*
Seen: 18 hrs ago
One Way/Basic
Sep 2026
From$129*
Seen: 20 hrs ago
One Way/Basic
Oct 2026
From$129*
Seen: 35 minutes ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $129
cmp-daily-histogram-bars-legend-max-price-aria-label $279
Displaying fares for August-2026
  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    21

    Fri

    AUG

  • ALB–MDW, 08/22/2026: From $224
    22

    Sat

  • ALB–MDW, 08/23/2026: From $279
    23

    Sun

  • ALB–MDW, 08/24/2026: From $249
    24

    Mon

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

    Tue

  • ALB–MDW, 08/26/2026: From $224
    26

    Wed

  • ALB–MDW, 08/27/2026: From $249
    27

    Thu

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

    Fri

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

    Sat

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

    Sun

  • ALB–MDW, 08/31/2026: From $249
    31

    Mon

  • ALB–MDW, 09/01/2026: From $224
    01

    Tue

    SEP

  • ALB–MDW, 09/02/2026: From $224
    02

    Wed

  • ALB–MDW, 09/03/2026: From $227
    03

    Thu

  • ALB–MDW, 09/04/2026: From $227
    04

    Fri

  • ALB–MDW, 09/05/2026: From $169
    05

    Sat

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

    Sun

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

    Mon

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    08

    Tue

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    09

    Wed

  • ALB–MDW, 09/10/2026: From $129
    10

    Thu

  • ALB–MDW, 09/11/2026: From $140
    11

    Fri

  • ALB–MDW, 09/12/2026: From $129
    12

    Sat

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

    Sun

  • ALB–MDW: cmp-view-offers-disclaimer. Find Offers
    14

    Mon

  • ALB–MDW, 09/15/2026: From $129
    15

    Tue

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

    Wed

  • ALB–MDW, 09/17/2026: From $129
    17

    Thu

  • ALB–MDW, 09/18/2026: From $140
    18

    Fri

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

    Sat

  • ALB–MDW, 09/20/2026: From $190
    20

    Sun

    • Range$129-$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

    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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