Southwest® flights from Chicago (Midway) to Steamboat Springs from $160

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.