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Find your next flight from Chicago (Midway) to Steamboat Springs, CO, now!
Looking for low fares? Check out this upcoming flight:
Chicago (Midway), IL to Steamboat Springs, CO
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 16 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
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Find low faresTravel tips for your next Southwest flight
How to board the plane earlier:
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
- Purchase EarlyBird Check-In®1 for automatic check-in and a better boarding position.
Enjoy movies, sips, and snacks during your flight.
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Take advantage of free same-day standby9.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
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| Fare | Fly one-way from $172 (departing on 6/17)* |
|---|---|
| Departing from | Chicago Midway International Airport (MDW) |
| Arriving at | Yampa Valley Regional Airport (HDN) |
| Average flight time | Unavailable |
| Distance | 1017 miles |
| 33† | Weekly flights |
|---|---|
| 0 | Nonstop flight per day Monday through Friday |
| 0 | Nonstop flight on Saturday |
| 0 | Nonstop flight on Sunday |
Other popular flights from Chicago (Midway):
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 6/1/2025 and 6/30/2025. Note: route may not operate every day of the week.
Explore Steamboat Springs, CO.
There’s more than skiing in Steamboat Springs, but winter sports are certainly one of the top draws to Yampa Valley. Chicagoans are no strangers to winter temperatures and plenty of snow, but skiing isn’t exactly a popular pastime since the Midwest is not known for its mountains. Skiers of all levels have plenty of options when they choose to hit the slopes. The Howelsen Hill Ski Area offers slopes rated from easy to difficult, so groups with varied abilities need not head to different destinations. Seasoned skiers looking for the ultimate challenge can find expert-rated runs at Rabbit Ears Pass Trails. Proceed with caution—you won’t want to miss the rest of your snow-bound excursion. If you’re making your visit during warmer months, there’s no shortage of outdoor adventure, either. From rafting down the Yampa River to hiking up North Routt, the breathtaking natural landscape of the Yampa Valley is guaranteed to win your heart.
Living on Mountain Time is a far cry from life in the city, and that’s one reason why city folks find themselves in Steamboat Springs. Indie vibes and small-town charm meet in this Rocky Mountain town, and locals can’t wait to show you a great time with a heaping helping of their unique brand of hospitality. Pursue year-round fun away from the hustle and bustle of bigger ski resort towns and enjoy the peaceful atmosphere. Whether you settle in for an evening of entertainment downtown or turn in early so you can hit the trails reenergized the next day, Steamboat Springs, CO, has a laid-back approach to living that will refresh you.
Get ready to experience small-town life combined with all of the amenities a traveler could want. Answer the call of the bubbling hot springs and get ready to let your day-to-day worries melt away. Say goodbye to the chaos of big-city life and plan your next mountain adventure today.
Questions we hear the most
There are 33 weekly flights from Chicago (Midway) to Steamboat Springs, CO, on Southwest Airlines.
To find the lowest fares by day and time to fly Chicago (Midway) to Steamboat Springs, CO, with Southwest, check out our Low Fare Calendar.
You can rent a car at Yampa Valley Regional Airport—book yours with your flight.
Yes! Flights from Chicago (Midway) to Steamboat Springs, 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.
Visit the Southwest Airlines® Help Center for helpful information and answers to frequently asked questions.
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
8Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.