Southwest® flights from Bozeman to Chicago (Midway) from $148

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Low fares from Bozeman to Chicago (Midway)

$

Bozeman (BZN)to

Chicago (Midway) (MDW)
Depart: 09/11/2026

One-way

Basic

From
$148
Seen: 2 hrs ago

Bozeman (BZN)to

Chicago (Midway) (MDW)
Depart: 09/25/2026

One-way

Basic

From
$148
Seen: 18 hrs ago

Bozeman (BZN)to

Chicago (Midway) (MDW)
Depart: 09/10/2026

One-way

Basic

From
$148
Seen: 24 minutes ago

Bozeman (BZN)to

Chicago (Midway) (MDW)
Depart: 09/21/2026

One-way

Basic

From
$158
Seen: 18 hrs ago

Bozeman (BZN)to

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

One-way

Basic

From
$184
Seen: 21 minutes ago

Bozeman (BZN)to

Chicago (Midway) (MDW)
Depart: 09/25/2026

One-way

Choice

From
$193
Seen: 18 hrs ago

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Explore flights from Bozeman to Chicago (Midway)

Aug 2026
From$198*
Seen: 17 hrs ago
One Way/Basic
Sep 2026
From$148*
Seen: 18 hrs ago
One Way/Basic
Oct 2026
No result for this month.
cmp-daily-histogram-bars-legend-min-price-aria-label $198
cmp-daily-histogram-bars-legend-max-price-aria-label $445
Displaying fares for August-2026
  • BZN–MDW: cmp-view-offers-disclaimer. Find Offers
    02

    Sun

    AUG

  • BZN–MDW, 08/03/2026: From $198
    03

    Mon

  • BZN–MDW, 08/04/2026: From $208
    04

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  • BZN–MDW, 08/05/2026: From $213
    05

    Wed

  • BZN–MDW, 08/06/2026: From $208
    06

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    Fri

  • BZN–MDW, 08/08/2026: From $299
    08

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    09

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    10

    Mon

  • BZN–MDW, 08/11/2026: From $307
    11

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    12

    Wed

  • BZN–MDW, 08/13/2026: From $208
    13

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    14

    Fri

  • BZN–MDW, 08/15/2026: From $295
    15

    Sat

  • BZN–MDW, 08/16/2026: From $445
    16

    Sun

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    17

    Mon

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    18

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    19

    Wed

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    20

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    21

    Fri

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    22

    Sat

  • BZN–MDW, 08/23/2026: From $295
    23

    Sun

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    24

    Mon

  • BZN–MDW, 08/25/2026: From $208
    25

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    26

    Wed

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    27

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    28

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    29

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    30

    Sun

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    31

    Mon

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    01

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    SEP

    • Range$198-$445

    *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:
    Bozeman Yellowstone International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    2 hours 55 minutes
    Distance:
    1198 miles

    Route Information

    80† Weekly flights
    • 1‡ Nonstop flight per day Monday through Friday

    † 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 Bozeman to Chicago (Midway) is 2 hours 55 minutes.
    There are 80 weekly flights from Bozeman to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Bozeman to Chicago (Midway) once per day from Monday through Friday.
    To find the lowest fares by day and time to fly Bozeman 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 Bozeman 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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