16 days in Chicago Itinerary

16 days in Chicago Itinerary

Created using Inspirock Chicago holiday planner

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1
Chicago
— 15 nights

15
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your inner history buff will appreciate Millennium Park and Chicago Riverwalk. Explore hidden gems such as Silver Beach County Park and Basilica of the Sacred Heart. Change things up with these side-trips from Chicago: Utica (Starved Rock State Park & Matthiessen State Park), St. Julian Winery-Union Pier (in Union Pier) and Whittaker Woods Golf Club (in New Buffalo). Plan for a day of cool, family-friendly fun on the 11th (Sat) at Six Flags Great America. Next up on the itinerary: trek along Grand Mere State Park, tee off at Geneva National Golf Club, tour the pleasant surroundings at Geneva Lake Shore Path, and immerse yourself in nature at Potato Creek State Park.

To see where to stay, traveler tips, maps, and tourist information, read Chicago trip planning website .

In May, plan for daily highs up to 72°F, and evening lows to 53°F. Finish up your sightseeing early on the 19th (Sun) so you can travel back home.

Things to do in Chicago

Outdoors Parks Golf

Side Trips

South Bend, Utica, Lake Geneva, Fair Oaks, St. Julian Winery-Union Pier
Highlights from your plan
Starved Rock State Park ©
Starved Rock State Park
Basilica of the Sacred Heart ©
Basilica of the Sacred Heart
Silver Beach County Park ©
Silver Beach County Park

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