Trade skyscrapers for different peaks that touch the sky with a Southwest Airlines flight from Chicago (Midway) to Steamboat Springs, CO. Find a low fare on your flight from Chicago Midway International Airport to Yampa Valley Regional Airport for your next Rocky Mountain adventure. If you have a wide travel window, explore our Low Fare Calendar to find the lowest available fares inside your travel dates. Make the most of your reservation with package deals on flights, hotels, rental cars, and more from Southwest Vacations®.
Get a break from the Windy City and pack your gear for a memorable trip to Steamboat Springs, CO.
Chicago (Midway), IL to Steamboat Springs, CO
departing on 11/30
one-way starting at*$124
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 20 travel days available.
|Departing from||Chicago Midway International Airport (MDW)|
|Arriving at||Yampa Valley Regional Airport (HDN)|
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2022 and 10/31/2022. Note: route may not operate every day of the week.
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.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
At Southwest, we know it takes more than great deals on Steamboat Springs, CO, airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Chicago (Midway) to Steamboat Springs, CO, the best it can be. Learn more about the Southwest® travel experience before you book your flight from Chicago Midway International Airport to Yampa Valley Regional Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to Steamboat Springs, CO, know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
4Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.
5Available only on WiFi-enabled aircraft. Limited-time offer. Where available.
6Internet access for $8 a day, per device. In order to provide the best experience, we block access to certain high-bandwidth applications, websites, and video conferencing services, including, but not limited to, Netflix, HBO Max, Zoom, and Microsoft Teams. In consideration of the public environment onboard, we also block potentially offensive online content.