14 days in Chicago Itinerary

14 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

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Chicago
— 13 nights

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Chicago

— 13 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll discover tucked-away gems like Chicago Riverwalk and Starved Rock State Park. Get outdoors at Silver Beach County Park and Jasper-Pulaski Fish and Wildlife Area. Get out of town with these interesting Chicago side-trips: Baker Lake Park (in Peru), Weber House and Garden (in Streator) and Saint Joseph (St. Joseph Lighthouses & Lions Park Beach). The adventure continues: take in the architecture and atmosphere at Basilica of the Sacred Heart, hike along Little Red Schoolhouse, identify plant and animal life at Cowles Bog, and take in nature's colorful creations at Fernwood Botanical Garden and Nature Preserve.

To see other places to visit, reviews, and other tourist information, use the Chicago trip itinerary app.

Expect a daytime high around 81°F in June, and nighttime lows around 63°F. Finish up your sightseeing early on the 23rd (Sat) so you can travel back home.

Things to do in Chicago

Parks · Outdoors · Wildlife · Beaches

Side Trips

Find places to stay Jun 10 — 23: