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 puffer coat for a wintertime trip to Steamboat Springs, CO.
Best Airline in the U.S. and North America & Best Economy Class and Low Cost Airline in North America.
Chicago (Midway), IL to Steamboat Springs, CO
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 15 travel days available.
During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our COVID-19 Travel Information page for information about potential restrictions on air travel.
Departing from: Chicago Midway International Airport (MDW)
Arriving at: Yampa Valley Regional Airport (HDN)
Other popular flights from Chicago (Midway)
View our interactive mapThere’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—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.
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 winter fun away from the hustle and bustle of bigger ski resorts and enjoy the peaceful atmosphere. Whether you settle in for an evening of entertainment by the fire or turn in early so you can hit the slopes 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.
Start packing! Every ticketed Customer’s first two checked bags are free. 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. Looking for tours, activities, and more hidden gems to add to your Steamboat Springs, CO, adventure? Explore getaways with Southwest®. 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.
To find the cheapest 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.
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