Southwest® flights from Tucson to Chicago-Midway from $149

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Low fares from Tucson to Chicago-Midway

$

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 12/07/2026

One-way

Basic

From
$149
Seen: 4 hrs ago

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 11/17/2026

One-way

Basic

From
$149
Seen: 11 hrs ago

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 11/26/2026

One-way

Basic

From
$149
Seen: 17 hrs ago

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 12/03/2026

One-way

Basic

From
$155
Seen: 11 hrs ago

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 11/12/2026

One-way

Basic

From
$159
Seen: 16 hrs ago

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 12/08/2026

One-way

Basic

From
$159
Seen: 21 hrs ago

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Explore flights from Tucson to Chicago-Midway

Oct 2026
From$261*
Seen: 6 hrs ago
One Way/Basic
Nov 2026
From$149*
Seen: 11 hrs ago
One Way/Basic
Dec 2026
From$149*
Seen: 4 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $149
cmp-daily-histogram-bars-legend-max-price-aria-label $306
Displaying fares for October-2026
  • TUS–MDW: cmp-view-offers-disclaimer. Find Offers
    23

    Fri

    OCT

  • TUS–MDW, 10/24/2026: From $261
    24

    Sat

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

    Sun

  • TUS–MDW, 10/26/2026: From $306
    26

    Mon

  • TUS–MDW, 10/27/2026: From $261
    27

    Tue

  • TUS–MDW, 10/28/2026: From $261
    28

    Wed

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

    Thu

  • TUS–MDW, 10/30/2026: From $306
    30

    Fri

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

    Sat

  • TUS–MDW: cmp-view-offers-disclaimer. Find Offers
    01

    Sun

    NOV

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

    Mon

  • TUS–MDW, 11/03/2026: From $267
    03

    Tue

  • TUS–MDW: cmp-view-offers-disclaimer. Find Offers
    04

    Wed

  • TUS–MDW, 11/05/2026: From $306
    05

    Thu

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

    Fri

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

    Sat

  • TUS–MDW, 11/08/2026: From $306
    08

    Sun

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

    Mon

  • TUS–MDW, 11/10/2026: From $159
    10

    Tue

  • TUS–MDW, 11/11/2026: From $164
    11

    Wed

  • TUS–MDW, 11/12/2026: From $159
    12

    Thu

  • TUS–MDW, 11/13/2026: From $161
    13

    Fri

  • TUS–MDW, 11/14/2026: From $164
    14

    Sat

  • TUS–MDW, 11/15/2026: From $302
    15

    Sun

  • TUS–MDW, 11/16/2026: From $164
    16

    Mon

  • TUS–MDW, 11/17/2026: From $149
    17

    Tue

  • TUS–MDW, 11/18/2026: From $159
    18

    Wed

  • TUS–MDW, 11/19/2026: From $302
    19

    Thu

  • TUS–MDW: cmp-view-offers-disclaimer. Find Offers
    20

    Fri

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

    Sat

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

    Sun

    • Range$149-$306

    *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:
    Tucson International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    3 hours 22 minutes
    Distance:
    1440 miles

    Questions we hear the most

    The average flight time from Tucson to Chicago (Midway) is 3 hours 22 minutes.
    There are 144 weekly flights from Tucson to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Tucson to Chicago (Midway) once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Tucson to Chicago (Midway) once per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly Tucson 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 Tucson 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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