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Millennium Park, the Art Institute and architecture tours — central and well connected.
Shopping, restaurants and nightlife along Michigan Avenue.
Near Navy Pier and the lakefront.
Cheap rooms with Blue Line trains into downtown.
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June–August is peak season; January–March brings the lowest rates, and big conventions can raise prices downtown.
The Loop and River North are the most convenient for first-time visitors.
Winter, especially January–March, outside major conventions.
Yes — the CTA Blue Line runs from O’Hare into the Loop.