5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

This plan was created by another user. Make it your plan

Route & dates

1
Chicago
— 4 nights

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your day-by-day itinerary now includes Shoreline Sightseeing, Cloud Gate, 360 Chicago Observation Deck, and other attractions you added. You'll discover tucked-away gems like Chicago Riverwalk and Chicago River. Explore Chicago's surroundings by going to Grotto of Our Lady Lourdes (in South Bend), Rotary Botanical Gardens (in Janesville) and Anderson Japanese Gardens (in Rockford). The adventure continues: admire the masterpieces at The Art Institute of Chicago, learn the secrets of beer at a beer tour and tasting, don't miss a visit to Michigan Avenue Bridge, and contemplate the waterfront views at Lake Michigan.

To see other places to visit, more things to do, ratings, and tourist information, use the Chicago road trip planner.

In November, plan for daily highs up to 50°F, and evening lows to 35°F. Wrap up your sightseeing on the 24th (Sun) early enough to travel back home.

Things to do in Chicago

Parks Tours Nature

Side Trips

Grotto of Our Lady Lourdes, Lake Michigan, Rotary Botanical Gardens, Anderson Japanese Gardens
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Chicago Riverwalk ©
Chicago Riverwalk
Grotto of Our Lady Lourdes ©
Grotto of Our Lady Lourdes

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