If you’ve been waiting for an excuse to explore the Pacific Northwest, this is it.
Flights from Chicago to Eugene, Oregon are available for just $185 round trip on Delta for travel December through February — an incredible fare considering this route typically runs $350+. The only time it’s ever dipped lower was back in February 2023, when it briefly hit $175.
I’ve listed a few Saturday-to-Saturday examples below, but there are plenty of options for shorter stays or midweek travel as well.
🌲 Why Eugene Is Still Worth Visiting in Winter
Winter in Oregon brings a quieter, cozier version of the Pacific Northwest — fewer crowds, misty landscapes, and the kind of small-town charm that makes this area a hidden gem for travelers.
Eugene sits at the southern end of the Willamette Valley, surrounded by rolling vineyards, dense forests, and rivers that seem made for slow mornings and fresh air. It’s a college town with an outdoorsy soul — and it holds its own in the colder months.
🏔️ Things to Do Around Eugene in Winter
Explore the Willamette Valley Wine Country
Even in winter, the vineyards surrounding Eugene are beautiful. Many tasting rooms stay open year-round, offering fireside pours and cozy atmospheres — King Estate and Sweet Cheeks Winery are two standouts.
Visit Mount Pisgah Arboretum
A perfect spot for a crisp winter hike with family or friends. The trails wind through mossy oak forests, meadows, and along the Willamette River — bring a camera for the foggy valley views.
Catch a Game or Stroll Through Campus
The University of Oregon gives the city its heartbeat. Take a walk around campus or catch a basketball game at Matthew Knight Arena to experience local energy in full swing.
Day Trip to the Oregon Coast
The coast is just an hour’s drive west, where you can explore Florence, Heceta Head Lighthouse, and the dramatic winter surf of the Pacific Ocean — moody skies make for great photos.
Drive into the Cascades
Head east for snow-dusted mountain views and trails near Oakridge or Salt Creek Falls — Oregon’s second-highest waterfall. It’s a taste of the Cascades without the crowds.
Downtown Eugene’s Market Scene
While the famous Saturday Market takes a winter pause, the 5th Street Public Market stays buzzing year-round with local shops, cafés, and Oregon-made gifts.
💡 Why This Deal Matters
Flights under $200 round trip on Delta are extremely rare for this route. With mild weather, scenic day trips in every direction, and a mix of culture, food, and outdoor beauty, Eugene delivers great value — especially in the quieter winter months.
The Flights
