5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago itinerary planner

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

Route & dates

View / edit route

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.
Chicago is known for museums, parks, nightlife, zoos & aquariums, and childrens museums. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, stroll around Millennium Park, don't miss a visit to Cloud Gate, and meet the residents at Shedd Aquarium.

For traveler tips, other places to visit, reviews, and tourist information, refer to the Chicago trip itinerary planning tool .

In November, plan for daily highs up to 50°F, and evening lows to 35°F. On the 29th (Fri), you'll have the morning to explore before heading back home.

Things to do in Chicago

Museums Parks Childrens Museums
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

7 days in Chicago BY A USER FROM UNITED ARAB EMIRATES July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Chicago BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: July, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Chicago BY A USER FROM UNITED STATES 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 8 days in Chicago BY A USER FROM MEXICO June, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Chicago BY A USER FROM CANADA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Chicago BY A USER FROM UNITED KINGDOM September, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 6 days in Chicago & Great Smoky Mountains National Park BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Chicago BY A USER FROM UNITED STATES July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Chicago BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, historic sites, museums, shopping, slow & easy, popular sights PREFERENCES: September, culture, outdoors, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Slow & easy 9 days in Chicago BY A USER FROM CYPRUS November, culture, outdoors, relaxing, romantic, beaches, shopping, wildlife, popular sights PREFERENCES: November, culture, outdoors, relaxing, romantic, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Chicago BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Chicago BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced
View more plans