5-Day Adventure in Wheaton, Illinois Itinerary

Start your day with a visit to the Wheaton Park District, where you can enjoy various outdoor activities, including walking trails, sports, and playgrounds. Grab a quick breakfast at 302 Wheaton, a local favorite known for its fresh pastries and coffee.

Afterward, take a short drive to the nearby city of Naperville and experience the thrill of indoor skydiving with the iFLY Chicago-Naperville First-Time Flyer Experience. For lunch, enjoy the casual atmosphere and delicious burgers at The Burger Social.

Head back to Wheaton and relax with a scenic dinner cruise on the Chicago Architecture River Cruise. Enjoy the stunning views of the city's skyline and learn about its famous architecture. Conclude the evening with a nightcap at 302 South, where you can unwind with a selection of craft cocktails.

Begin your day with a visit to the Cosley Zoo, a charming and family-friendly destination. Explore the exhibits and enjoy the company of various animals. For breakfast, try the delightful pastries at Maypole.

Afterward, take a scenic drive to the nearby city of Chicago and immerse yourself in the vibrant cultural scene. Visit the iconic Art Institute of Chicago and spend a few hours admiring its world-class art collection. For lunch, dine at Proof no. 5, a contemporary restaurant with a focus on local ingredients.

As the sun sets, take a leisurely walk along the Chicago Riverwalk and enjoy the beautiful views of the city. For dinner, indulge in the fresh seafood and Greek specialties at Molos Greek Taverna Restaurant. Afterward, catch a live performance at The Second City Comedy Club, known for launching the careers of many famous comedians.

Start your day with a visit to the Historic Homes of Wheaton, where you can explore the rich architectural heritage of the area. For breakfast, enjoy the laid-back atmosphere and delicious food at The Hen House of Wheaton.

Afterward, take a guided tour of the Two Brothers Roundhouse in nearby Aurora. Learn about the history of the brewery and enjoy some of their finest beers. For lunch, head to Warrens Ale House for a great selection of pub fare and craft brews.

Return to Wheaton and enjoy a sophisticated dinner at Il Sogno, offering a menu of classic Italian dishes in an elegant setting. End the night with a visit to Hollywood Casino Aurora, where you can try your luck at the tables and enjoy the lively atmosphere.

On your final morning, take a peaceful walk through the Wheaton College campus, known for its beautiful architecture and serene atmosphere. For breakfast, savor the flavors of the Mediterranean at Ditka's Grill, which offers a variety of dishes to start your day.

Spend your last afternoon at the Brookfield Zoo, one of the largest zoos in the country. Explore the diverse animal exhibits and enjoy a fun-filled day. For lunch, visit Stella's Pizza & Pub for a casual meal with a wide selection of pizzas and pub favorites.

As the sun sets on your Wheaton adventure, reminisce about your trip over a farewell dinner at Arrowhead Restaurant & Bar, known for its upscale American cuisine and extensive wine list. Raise a glass to the memories made and the experiences shared during your time in Wheaton.