Memorial Day Weekend Getaway in Chicago: Shopping, Dining, and Sightseeing Itinerary

Enjoy a scenic brunch cruise on Lake Michigan with Chicago Lakefront Seadog Speedboat Ride. Feel the refreshing breeze and take in the stunning views of the city from the water.

After the cruise, have a late lunch at Giordano's, another famous spot for Chicago's deep-dish pizza. Then, visit the Field Museum to immerse yourself in natural history and culture.

For dinner, experience the vibrant atmosphere of Big Star, a popular spot for tacos and margaritas. Afterward, take a ride on the Navy Pier Centennial Wheel to enjoy panoramic views of the city at night.

Indulge in a luxurious breakfast at The Signature Room at the 95th, offering stunning views of the city from the John Hancock Center. After breakfast, visit the 360 Chicago Observation Deck to get a different perspective of the Chicago skyline.

For a late lunch, head to The Purple Pig, a renowned restaurant known for its Mediterranean-inspired small plates. Afterward, take a relaxing Chicago River Architecture Cruise to learn more about the city's famous buildings.

Conclude your trip with a memorable dinner at Girl & the Goat, a top-rated restaurant serving creative dishes with bold flavors. After dinner, take a leisurely walk around Millennium Park to see the famous Cloud Gate sculpture before heading to the airport for your departure.