Southwest® flights from Montrose, CO to Chicago (Midway) from $160

Promo Code

Low fares from Montrose, CO to Chicago (Midway)

$

Montrose, CO (MTJ)to

Chicago (Midway) (MDW)
Depart: 04/18/2026

One-way

Basic

From
$160
Seen: 5 hrs ago

Montrose, CO (MTJ)to

Chicago (Midway) (MDW)
Depart: 04/18/2026

One-way

Choice

From
$200
Seen: 5 hrs ago

Montrose, CO (MTJ)to

Chicago (Midway) (MDW)
Depart: 05/01/2026

One-way

Basic

From
$205
Seen: 2 hrs ago

Montrose, CO (MTJ)to

Chicago (Midway) (MDW)
Depart: 05/26/2026

One-way

Basic

From
$235
Seen: 13 hrs ago

Montrose, CO (MTJ)to

Chicago (Midway) (MDW)
Depart: 05/01/2026

One-way

Choice

From
$245
Seen: 2 hrs ago

Montrose, CO (MTJ)to

Chicago (Midway) (MDW)
Depart: 05/26/2026

One-way

Choice

From
$275
Seen: 13 hrs ago

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Explore flights from Montrose, CO to Chicago (Midway)

Try alternate month or interact with individual days below in order to find offers.
Mar 2026
No result for this month.
Apr 2026
From$160*
Seen: 5 hrs ago
One Way/Basic
May 2026
From$205*
Seen: 2 hrs ago
One Way/Basic
$297
Displaying fares for March-2026
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    • Range$297-$302

    *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.

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