8 days in Chicago Itinerary

8 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
— 7 nights

7
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll get in some beach time at Silver Beach County Park and Grand Mere State Park. Discover out-of-the-way places like Jasper-Pulaski Fish and Wildlife Area and Lighthouse Place Premium Outlets. Get out of town with these interesting Chicago side-trips: Tom's Farm Market and Greenhouse (in Huntley), Vineyards Gourmet (in Coloma) and Utica (Starved Rock State Park & Mix's Trading Post). There's still lots to do: stop by Stateline Blueberries, buy something for everyone on your list at University Park Mall, wander the streets of Lincoln Park, and take in nature's colorful creations at Garfield Park Conservatory.

For maps, photos, reviews, and more tourist information, use the Chicago trip itinerary planner.

In October, daily temperatures in Chicago can reach 65°F, while at night they dip to 49°F. Cap off your sightseeing on the 5th (Mon) early enough to travel back home.

Things to do in Chicago

Shopping Parks Outdoors

Side Trips

Saint Joseph, Utica, Michigan City, The Little Popcorn Store, Jasper-Pulaski Fish and Wildlife Area
Highlights from your plan
Garfield Park Conservatory ©
Garfield Park Conservatory
Silver Beach County Park ©
Silver Beach County Park
Starved Rock State Park ©
Starved Rock State Park

Similar Plans

9 days in Lemont BY A USER FROM THAILAND December, culture, historic sites, museums, slow & easy, popular sights PREFERENCES: December, culture, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Slow & easy 12 days in United States BY A USER FROM SWITZERLAND October, teens, kids, culture, historic sites, museums, hidden gems PREFERENCES: October, teens, kids, culture, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Medium 9 days in Chicago BY A USER FROM UNITED STATES July, culture, relaxing, historic sites, shopping, popular sights PREFERENCES: July, culture, relaxing, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 12 days in Chicago & Oakland BY A USER FROM BRAZIL October, teens, kids, wildlife, popular sights PREFERENCES: October, teens, kids, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Oahu & Chicago BY A USER FROM UNITED STATES May, teens, kids, popular sights PREFERENCES: May, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Orlando, Miami & Chicago BY A USER FROM UNITED STATES December, teens, kids, popular sights PREFERENCES: December, 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 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 November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Chicago BY A USER FROM UNITED KINGDOM May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Chicago BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, historic sites, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Chicago BY A USER FROM UNITED STATES February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans