New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Chicago Weekend Getaway: Architecture, Dining, and Lake Views

Chicago Weekend Getaway: Architecture, Dining, and Lake Views Itinerary

Last updated: 2024 Jun 14

Architectural Marvels and Skyline Views

Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired dishes. Afterward, take a Chicago Architecture Center Cruise on Chicago's First Lady to immerse yourself in the city's iconic architecture.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Afterward, visit the Art Institute of Chicago to appreciate a world-class collection of art.
Evening
Enjoy a romantic dinner at The Signature Room at the 95th, offering stunning views of the city. End your evening with a Chicago 1.5-Hour Romantic Sunset Cruise on Lake Michigan.
Bedtime
Find amazing hotels in Chicago.

Museum Exploration and Culinary Delights

Morning
Indulge in a gourmet breakfast at Alinea, a three-Michelin-starred restaurant. Then, visit the Museum of Science and Industry, a fascinating place for both science enthusiasts and history buffs.
Afternoon
For lunch, experience the unique flavors at Girl & the Goat, a top-rated restaurant. Afterward, take a leisurely walk in Millennium Park and see the famous "Bean" sculpture.
Evening
Dine at Au Cheval, known for its mouthwatering burgers. After dinner, take a 360 Chicago Observation Deck Sip and View Ticket to enjoy the city lights with a drink in hand.
Bedtime
Find amazing hotels in Chicago.

Lakefront Relaxation and Culinary Journey

Morning
Enjoy a laid-back brunch at Lula Cafe, a cozy spot with a focus on local ingredients. Then, take a stroll along the Chicago Riverwalk and appreciate the city's architecture.
Afternoon
For lunch, try the authentic Mexican cuisine at Xoco by Rick Bayless. Afterward, visit the Field Museum of Natural History to explore the world of natural science.
Evening
Conclude your trip with a classic Chicago experience - a dinner at Giordano's for their famous stuffed deep-dish pizza. Afterward, take a Chicago River Guided Sunset Cocktail & Architecture Tour to see the city's landmarks illuminated at night.
Bedtime
Find amazing hotels in Chicago.

Top Chicago Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?