60 days in Chicago Itinerary

60 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

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

Route & dates

View / edit route

1
Chicago
— 59 nights

59
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Change things up with these side-trips from Chicago: Baha'i House of Worship (in Wilmette), Boone County Historical Museum (in Belvidere) and Chicago Botanic Garden (in Glencoe). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, take in the waterfront at Navy Pier, engage your brain at Museum of Science and Industry, and learn about wildlife with up-close encounters at Lincoln Park Zoo.

For photos, other places to visit, and more tourist information, refer to the Chicago holiday planner .

In December, daytime highs in Chicago are 38°F, while nighttime lows are 26°F. Cap off your sightseeing on the 29th (Wed) early enough to travel back home.

Things to do in Chicago

Museums Parks Historic Sites

Side Trips

Evanston, Dixon, South Bend, Wheaton, Lake Geneva
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

Similar Plans

50 days in United States BY A USER FROM UNITED KINGDOM June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, slow & easy, popular & hidden gems PREFERENCES: June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 5 days in Chicago BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: November, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 6 days in Chicago BY A USER FROM UNITED STATES December, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: December, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Chicago BY A USER FROM UNITED STATES December, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: December, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Chicago BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife, fast-paced, popular sights PREFERENCES: November, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 6 days in Chicago BY A USER FROM MEXICO October, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 22 days in United States BY A USER FROM AUSTRALIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Chicago BY A USER FROM UNITED STATES November, teens, kids, culture, relaxing, historic sites, museums, shopping, popular sights PREFERENCES: November, teens, kids, culture, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 30 days in United States BY A USER FROM UNITED KINGDOM July, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 51 days in United States BY A USER FROM SOUTH AFRICA August, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: August, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 36 days in United States BY A USER FROM SOUTH AFRICA July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 32 days in United States BY A USER FROM AUSTRALIA October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans