You don’t need a big budget to enjoy Chicago. Mix free outdoor spaces, public art, and seasonal festivals with one or two paid splurges, and you’ll still feel like you saw “the real” city.
Lakefront Trail & beaches
The 18-mile Lakefront Trail ties together parks, skyline viewpoints, and sandy beaches. Bring a camera; early morning light is spectacular.
Millennium Park & public art
Millennium Park isn’t just the Bean—there are gardens, fountains, and a packed calendar of concerts in warm months. Keep your eyes open downtown: sculpture and murals pop up everywhere.
Neighborhood festivals & markets
From summer street fests to weekend markets, neighborhoods turn sidewalks into block parties. It’s the easiest way to sample local food and live music without a cover charge.
Transit tricks that save
Grab a day pass on the CTA if you’ll be hopping between neighborhoods. Many museums offer free days for Illinois residents; out-of-towners can still enjoy free lobbies, public plazas, and waterfront views.

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