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Find low faresSouthwest® flights from Steamboat Springs to Chicago (O'Hare) from $346
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1 Passenger
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today
Low fares from Steamboat Springs to Chicago (O'Hare)
$
Steamboat Springs (HDN)to
Chicago (Midway) (MDW)
Depart: 02/11/2026
One-way
Basic
From
$209
Seen: 2 hrs ago
Steamboat Springs (HDN)to
Chicago (Midway) (MDW)
Depart: 02/11/2026
One-way
Choice
From
$249
Seen: 2 hrs ago
Steamboat Springs (HDN)to
Chicago (Midway) (MDW)
Depart: 02/11/2026
One-way
Choice Preferred
From
$329
Seen: 2 hrs ago
Steamboat Springs (HDN)to
Chicago (Midway) (MDW)
Depart: 02/11/2026
One-way
Choice Extra
From
$389
Seen: 2 hrs ago
Steamboat Springs (HDN)to
Chicago (Midway) (MDW)
Depart: 02/10/2026
One-way
Choice
From
$392
Seen: 2 hrs ago
Steamboat Springs (HDN)to
Chicago (Midway) (MDW)
Depart: 02/09/2026
One-way
Choice
From
$406
Seen: 2 hrs ago
Explore flights from Steamboat Springs to Chicago (O'Hare)
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Flight Details
Departing from:
Yampa Valley Airport
Arriving at:
O'Hare International Airport
Distance:
1009 miles
Route Information
13† 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 13 weekly flights from Steamboat Springs to Chicago (O'Hare) on Southwest Airlines.
To find the lowest fares by day and time to fly Steamboat Springs 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 Steamboat Springs 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.