4 Days of Iconic Chicago: Landmarks, Museums, and Deep Dish Delights Itinerary

Start your day with a classic Chicago breakfast at Lou Mitchell's, known for its hearty omelets and pancakes. After breakfast, head to The Art Institute of Chicago, where you can admire a world-class collection of art, including the famous "American Gothic."

For lunch, savor the city's best deep dish pizza at Lou Malnati's Pizzeria. Post lunch, take a stroll down The Magnificent Mile for some shopping and admire the architecture. End your afternoon with a visit to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.

Enjoy a sophisticated dinner at The Signature Room at the 95th, where you can dine with a view. After dinner, take a leisurely walk along the Chicago Riverwalk to see the city lights reflected on the water.