Chicago, IL

Chicago has that perfect mix of big-city sparkle and cozy neighborhood charm. From strolling the lakefront to snapping photos of the famous Bean, there’s always something to explore. The food scene? Legendary. (Deep-dish pizza, hot dogs, and donuts; don’t even try to pick just one!) Add in a little shopping on the Magnificent Mile, some live music, and maybe a rooftop cocktail with skyline views, and you’ve got the recipe for an unforgettable trip. Chicago knows how to do fun, Midwestern style.

Chicago in 3 days: Wrigleyville & Beyond

Mid-Priced Accommodations Near Wrigley Field

Staying close to Wrigley Field offers easy access to the ballpark and nearby attractions. Here are some options:

  1. Hotel Versey Chicago Lincoln Park, Chicago, IL. A 20-minute walk to Wrigley Field, offering modern amenities and a convenient location. 

  2. City Suites Hotel, Chicago, IL. Located in Lakeview, this hotel is just a short walk to Wrigley Field and offers comfortable accommodations. 

  3. Hotel Zachary, Chicago, a Tribute Portfolio Hotel, Chicago, IL. Adjacent to Wrigley Field, this hotel provides upscale amenities and a prime location. 

Best Times to Visit Chicago

  • Spring (April–May): Pleasant temperatures and fewer crowds make it ideal for exploring the city.

  • Fall (September–October): Comfortable weather and beautiful foliage enhance the city's charm.

These seasons offer a balance of good weather and manageable crowds, perfect for sightseeing and enjoying outdoor activities.

Chicago 3-Day Itinerary

📍 Day 1: Wrigleyville & Lincoln Park

Morning: Start with a hearty breakfast at Wildberry Pancakes near Millennium Park.

Midday: Explore Lincoln Park Zoo and the nearby Lincoln Park Conservatory.

Evening: Catch a Cubs game at Wrigley Field or enjoy the atmosphere at Murphy's Bleachers.

📍 Day 2: Downtown Chicago

Morning: Visit the 360 Chicago Observation Deck for panoramic city views.

Afternoon: Take the Chicago Architecture River Cruise and watch the spectacular skyline glide by, including dozens of notable buildings, like the Wrigley Building and the John Hancock Building or do the 45 minute Architecture Tour where you will get a front row perspective on the exquisite buildings that line the Chicago River.

Evening: Dine at Avec and enjoy live jazz at Andy's Jazz Club.

📍 Day 3: Museums & Shopping

Morning: Explore the Field Museum of Natural History, the Shedd Aquarium, or Adler Planetarium.

Afternoon: Stroll along the Magnificent Mile for shopping and sightseeing.

Evening: Enjoy a comedy show at The Second City and drinks at Old Town Ale House.

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