Curating stays
Please wait
United States
Chicago is the most populous city in the U.S. state of Illinois and in the Midwestern United States. Located on the western shore of Lake Michigan, it is the third-most populous city in the United States, with a populati...
Last updated: 2026-06-04
Best for: First-time visitors
Downtown is a practical base with good access to sights and services.
Search Hotels in DowntownBest for: Mid-range stays
Central districts is a practical base with good access to sights and services.
Search Hotels in Central districtsDay 1
Get oriented on foot: key landmarks, public squares, and neighborhoods near your hotel.
Day 2
Visit museums, neighborhoods, and bookable local experiences
Chicago tours and activities are ready when you reach this section.
Browse activities on KlookSwitch between hotels and flights in one unified search box.
Nearby ranking may use your approximate location. You can change country anytime.
Flight results open with an external partner.
Three nights works for core sights; add a night if you want nearby day trips.
Catalog averages start around 180 SAR; rates vary by district and season.
Compare train, shuttle, and pre-booked transfers; avoid peak-hour arrivals when possible.
Yes with planning: choose calmer districts, age-appropriate sights, and realistic pacing.
Best for: Mid-range stays
Transit-friendly areas is a practical base with good access to sights and services.
Search Hotels in Transit-friendly areas
Day 3
Leave time for cafés, shopping, or a short side trip before departure.