Southwest® flights from Tucson to Chicago (O'Hare)

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Low fares from Tucson to Chicago (O'Hare)

$

Tucson (TUS)to

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

One-way

Basic

From
$199
Seen: 19 hrs ago

Tucson (TUS)to

Chicago (Midway) (MDW)
Depart: 10/12/2026

One-way

Basic

From
$199
Seen: 9 hrs ago

Tucson (TUS)to

Chicago (Midway) (MDW)
Depart: 10/21/2026

One-way

Basic

From
$199
Seen: 9 hrs ago

Tucson (TUS)to

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

One-way

Basic

From
$199
Seen: 4 hrs ago

Tucson (TUS)to

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

One-way

Basic

From
$199
Seen: 11 hrs ago

Tucson (TUS)to

Chicago (Midway) (MDW)
Depart: 10/15/2026

One-way

Basic

From
$199
Seen: 22 hrs ago

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Explore flights from Tucson to Chicago (O'Hare)

Aug 2026
From$248*
Seen: 18 hrs ago
One Way/Basic
Sep 2026
From$209*
Seen: 13 hrs ago
One Way/Basic
Oct 2026
From$199*
Seen: 40 minutes ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $209
cmp-daily-histogram-bars-legend-max-price-aria-label $314
Displaying fares for August-2026
  • TUS–MDW, 08/25/2026: From $248
    25

    Tue

    AUG

  • TUS–MDW, 08/26/2026: From $248
    26

    Wed

  • TUS–MDW, 08/27/2026: From $286
    27

    Thu

  • TUS–MDW, 08/28/2026: From $286
    28

    Fri

  • TUS–MDW, 08/29/2026: From $248
    29

    Sat

  • TUS–MDW, 08/30/2026: From $286
    30

    Sun

  • TUS–MDW, 08/31/2026: From $286
    31

    Mon

  • TUS–MDW, 09/01/2026: From $248
    01

    Tue

    SEP

  • TUS–MDW, 09/02/2026: From $248
    02

    Wed

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

    Thu

  • TUS–MDW, 09/04/2026: From $286
    04

    Fri

  • TUS–MDW, 09/05/2026: From $219
    05

    Sat

  • TUS–MDW, 09/06/2026: From $219
    06

    Sun

  • TUS–MDW, 09/07/2026: From $314
    07

    Mon

  • TUS–MDW, 09/08/2026: From $248
    08

    Tue

  • TUS–MDW, 09/09/2026: From $219
    09

    Wed

  • TUS–MDW, 09/10/2026: From $219
    10

    Thu

  • TUS–MDW, 09/11/2026: From $219
    11

    Fri

  • TUS–MDW: cmp-view-offers-disclaimer. Find Offers
    12

    Sat

  • TUS–MDW, 09/13/2026: From $286
    13

    Sun

  • TUS–MDW, 09/14/2026: From $209
    14

    Mon

  • TUS–MDW, 09/15/2026: From $209
    15

    Tue

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

    Wed

  • TUS–MDW, 09/17/2026: From $209
    17

    Thu

  • TUS–MDW, 09/18/2026: From $227
    18

    Fri

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

    Sat

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

    Sun

  • TUS–MDW, 09/21/2026: From $209
    21

    Mon

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

    Tue

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

    Wed

  • TUS–MDW, 09/24/2026: From $209
    24

    Thu

    • Range$209-$314

    *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:
    O'Hare International Airport
    Distance:
    1437 miles

    Route Information

    72† Weekly flights

    † 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

    There are 72 weekly flights from Tucson to Chicago (O'Hare) on Southwest Airlines.
    To find the lowest fares by day and time to fly Tucson to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
    You can rent a car at O'Hare International Airport book yours with your flight.
    Yes! Flights from Tucson to Chicago (O'Hare)—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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