21 days in Chicago Itinerary

21 days in Chicago Itinerary

Created using Inspirock United States Trip Planner

You are viewing a shared plan.  Customize plan

Route & dates

View / edit route

Chicago
— 20 nights

21
days
Chicago

Chicago
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore hidden gems such as Starved Rock State Park and Geneva Lake Shore Path. Get out of town with these interesting Chicago side-trips: Middle East Conflicts Wall Memorial (in Marseilles), Farnsworth House (in Plano) and Utica (Matthiessen State Park & La Salle County Historical Museum). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, learn the secrets of beer at a beer tour and tasting, meet the residents at Lincoln Park Zoo, and take in the architecture and design of University of Notre Dame.

For reviews, other places to visit, maps, and tourist information, use the Chicago travel planner.

If you are flying in from Greece, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In April, plan for daily highs up to 18°C, and evening lows to 6°C. Finish your sightseeing early on the 29th (Sun) so you can travel back home.

Things to do in Chicago

Parks Outdoors Museums

Side Trips

Utica, South Bend, Saint Joseph, Rockford, Valparaiso
Highlights from your plan
Starved Rock State Park
Starved Rock State Park
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park

Similar Plans

23 days in United States BY A USER FROM UNITED KINGDOM November, culture, outdoors, romantic, beaches, historic sites, museums, wildlife, fast-paced, hidden gems PREFERENCES: November, culture, outdoors, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Fast-paced 25 days in United States BY A USER FROM NETHERLANDS August, culture, outdoors, historic sites, wildlife, slow & easy, popular & hidden gems PREFERENCES: August, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 22 days in United States BY A USER FROM AUSTRALIA November, culture, outdoors, relaxing, historic sites, wildlife, slow & easy, hidden gems PREFERENCES: November, culture, outdoors, relaxing, historic sites, wildlife ATTRACTION STYLE: Hidden gems PACE: Slow & easy 40 days in Chicago BY A USER FROM AUSTRALIA May, culture, outdoors, relaxing, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 2 days in Chicago BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 25 days in United States BY A USER FROM AUSTRALIA December, culture, outdoors, romantic, historic sites, wildlife, popular PREFERENCES: December, culture, outdoors, romantic, historic sites, wildlife ATTRACTION STYLE: Popular PACE: Medium 60 days in United States BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 53 days in United States BY A USER FROM UNITED KINGDOM April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 23 days in United States BY A USER FROM BELGIUM August, outdoors, historic sites, wildlife, slow & easy, popular & hidden gems PREFERENCES: August, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 4 days in Chicago BY A USER FROM CANADA November, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: November, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Chicago BY A USER FROM INDIA December, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: December, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 3 days in Chicago BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular PACE: Medium
View more plans