Southwest® flights from Chicago (Midway) to Montrose, CO from $155

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Low fares from Chicago (Midway) to Montrose, CO

$

Chicago (Midway) (MDW)to

Montrose, CO (MTJ)
Depart: 09/01/2026

One-way

Basic

From
$155
Seen: 20 hrs ago

Chicago (Midway) (MDW)to

Montrose, CO (MTJ)
Depart: 09/15/2026

One-way

Basic

From
$160
Seen: 16 hrs ago

Chicago (Midway) (MDW)to

Montrose, CO (MTJ)
Depart: 09/19/2026

One-way

Basic

From
$160
Seen: 2 hrs ago

Chicago (Midway) (MDW)to

Montrose, CO (MTJ)
Depart: 08/22/2026

One-way

Basic

From
$185
Seen: 11 hrs ago

Chicago (Midway) (MDW)to

Montrose, CO (MTJ)
Depart: 09/01/2026

One-way

Choice

From
$200
Seen: 20 hrs ago

Chicago (Midway) (MDW)to

Montrose, CO (MTJ)
Depart: 09/19/2026

One-way

Choice

From
$205
Seen: 2 hrs ago

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Explore flights from Chicago (Midway) to Montrose, CO

Aug 2026
From$185*
Seen: 11 hrs ago
One Way/Basic
Sep 2026
From$155*
Seen: 20 hrs ago
One Way/Basic
Oct 2026
From$330*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $155
Displaying fares for August-2026
  • MDW–MTJ: cmp-view-offers-disclaimer. Find Offers
    04

    Tue

    AUG

  • MDW–MTJ, 08/05/2026: From $295
    05

    Wed

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    06

    Thu

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    07

    Fri

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    08

    Sat

  • MDW–MTJ, 08/09/2026: From $349
    09

    Sun

  • MDW–MTJ, 08/10/2026: From $290
    10

    Mon

  • MDW–MTJ, 08/11/2026: From $290
    11

    Tue

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    12

    Wed

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    13

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    14

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    15

    Sat

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    16

    Sun

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    17

    Mon

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    18

    Tue

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    19

    Wed

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    20

    Thu

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    21

    Fri

  • MDW–MTJ, 08/22/2026: From $185
    22

    Sat

  • MDW–MTJ, 08/23/2026: From $215
    23

    Sun

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    24

    Mon

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    25

    Tue

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    26

    Wed

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    27

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    28

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    29

    Sat

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    30

    Sun

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

    Mon

  • MDW–MTJ, 09/01/2026: From $155
    01

    Tue

    SEP

  • MDW–MTJ, 09/02/2026: From $302
    02

    Wed

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

    Thu

    • Range$155-$349

    *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:
    Chicago Midway International Airport
    Arriving at:
    Montrose Regional Airport
    Distance:
    1087 miles

    Route Information

    33† 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 33 weekly flights from Chicago (Midway) to Montrose, CO on Southwest Airlines.
    To find the lowest fares by day and time to fly Chicago (Midway) to Montrose, CO with Southwest, check out our Low Fare Calendar.
    You can rent a car at Montrose Regional Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Montrose, CO—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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