7 days in Chicago Itinerary

7 days in Chicago Itinerary

Created using Inspirock Chicago route planner

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

Route & dates

View / edit route

1
Chicago
— 6 nights

6
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Satisfy your inner culture vulture at The Magnificent Mile and Museum of Science and Industry. Escape the urban bustle at Bengtson's Pumpkin Farm and Red Oak Nature Center. Explore Chicago's surroundings by going to Little Red Schoolhouse (in Willow Springs) and Warren Dunes State Park (in Bridgman). There's much more to do: explore the world behind art at The Art Institute of Chicago, examine the collection at The Field Museum, contemplate the long history of Ernest Hemingway Birthplace, and get to know the fascinating history of Millennium Park.

To see more things to do, where to stay, photos, and tourist information, read Chicago road trip planner.

If you are flying in from Italy, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 21°C in October, and nighttime lows around 11°C. Wrap up your sightseeing on the 25th (Thu) to allow time to travel back home.

Things to do in Chicago

Parks Museums Neighborhoods

Side Trips

Oak Park, Little Red Schoolhouse, Red Oak Nature Center, Bengtson's Pumpkin Farm, Warren Dunes State Park
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
The Field Museum ©
The Field Museum

Similar Plans

8 days in Chicago BY A USER FROM UNITED STATES October, culture, romantic, shopping, wildlife, fast-paced, hidden gems PREFERENCES: October, culture, romantic, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Fast-paced 8 days in Chicago BY A USER FROM UNITED STATES July, culture, relaxing, beaches, popular & hidden gems PREFERENCES: July, culture, relaxing, beaches ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Chicago & Islamorada BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, shopping, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 11 days in Chicago BY A USER FROM UNITED STATES October, relaxing, wildlife, popular sights PREFERENCES: October, relaxing, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Chicago BY A USER FROM BRAZIL October, hidden gems PREFERENCES: October ATTRACTION STYLE: Hidden gems PACE: Medium 11 days in United States BY A USER FROM MEXICO April, teens, kids, popular sights PREFERENCES: April, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 11 days in United States BY A USER FROM MEXICO April, teens, kids, popular sights PREFERENCES: April, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Chicago BY A USER FROM INDIA October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Chicago BY A USER FROM PUERTO RICO October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Chicago BY A USER FROM MEXICO November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Chicago BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Schaumburg & Chicago BY A USER FROM SINGAPORE October, culture, outdoors, relaxing, romantic, shopping, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, shopping ATTRACTION STYLE: Popular sights PACE: Medium
View more plans