# Chicago

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Last updated: 2026-09-13

A lake city that still feels like a U.S. downtown: trains, architecture, neighborhoods.

May–June and September–October. Summer is festival season on the lake. January is a character-building discount if you already own a coat.

ORD or MDW. The L and Metra beat a rental for a downtown weekend. Amtrak from Milwaukee, Detroit, and St. Louis is a real option.

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