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Frequently Asked Questions
Spring: mild temps, Navy Pier opens up; Summer: lakefront beaches, festivals peak; Fall: crisp air, less crowds; Winter: budget hostels cheapest, holiday lights
2–3 days: Loop, Millennium Park, deep-dish essentials; 4–5 days: add neighborhoods, architecture; 6–7 days: full city deep dive
The Loop, River North, Wicker Park, Lincoln Park, Pilsen, Hyde Park
Loop hostels (transit hub), River North (nightlife proximity), Wicker Park (indie scene), Lincoln Park (lakefront access)
Day1 Loop + Millennium Park + Navy Pier, Day2 architecture boat tour + River North, Day3 Wicker Park + deep-dish, Day4 Hyde Park + Museum of Science, Day5 Lincoln Park Zoo + lakefront