Southwest® flights from Tucson to Chicago-Midway from $200

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Low fares from Tucson to Chicago-Midway

$

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 01/12/2027

One-way

Basic

From
$200
Seen: 16 hrs ago

Tucson (TUS)to

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

One-way

Basic

From
$205
Seen: 6 hrs ago

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 12/15/2026

One-way

Basic

From
$205
Seen: 5 hrs ago

Tucson (TUS)to

Chicago-Midway (MDW)
Depart: 01/23/2027

One-way

Basic

From
$205
Seen: 5 hrs ago

Tucson (TUS)to

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

One-way

Basic

From
$205
Seen: 11 hrs ago

Tucson (TUS)to

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

One-way

Basic

From
$205
Seen: 11 hrs ago

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Explore flights from Tucson to Chicago-Midway

Nov 2026
From$265*
Seen: 6 hrs ago
One Way/Basic
Dec 2026
From$205*
Seen: 5 hrs ago
One Way/Basic
Jan 2027
From$200*
Seen: 16 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $205
cmp-daily-histogram-bars-legend-max-price-aria-label $423
Displaying fares for November-2026
  • TUS–MDW, 11/11/2026: From $275
    11

    Wed

    NOV

  • TUS–MDW, 11/12/2026: From $265
    12

    Thu

  • TUS–MDW, 11/13/2026: From $275
    13

    Fri

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

    Sat

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

    Sun

  • TUS–MDW, 11/16/2026: From $280
    16

    Mon

  • TUS–MDW, 11/17/2026: From $265
    17

    Tue

  • TUS–MDW, 11/18/2026: From $265
    18

    Wed

  • TUS–MDW, 11/19/2026: From $280
    19

    Thu

  • TUS–MDW, 11/20/2026: From $275
    20

    Fri

  • TUS–MDW, 11/21/2026: From $265
    21

    Sat

  • TUS–MDW, 11/22/2026: From $265
    22

    Sun

  • TUS–MDW, 11/23/2026: From $265
    23

    Mon

  • TUS–MDW, 11/24/2026: From $265
    24

    Tue

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

    Wed

  • TUS–MDW, 11/26/2026: From $265
    26

    Thu

  • TUS–MDW, 11/27/2026: From $270
    27

    Fri

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

    Sat

  • TUS–MDW, 11/29/2026: From $423
    29

    Sun

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

    Mon

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

    Tue

    DEC

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

    Wed

  • TUS–MDW: cmp-view-offers-disclaimer. Find Offers
    03

    Thu

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

    Fri

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

    Sat

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

    Sun

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

    Mon

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

    Tue

  • TUS–MDW, 12/09/2026: From $205
    09

    Wed

  • TUS–MDW, 12/10/2026: From $225
    10

    Thu

    • Range$205-$423

    *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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