36 days in Chicago Itinerary

36 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary maker

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

Route & dates

View / edit route

1
Chicago
— 35 nights

35
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step out of the city life by going to Silver Beach County Park and Oak Street Beach. Head to The Magnificent Mile and Wicker Parkfor some retail therapy. Explore Chicago's surroundings by going to Starved Rock State Park (in Utica), Grand Mere State Park (in Stevensville) and Gaylord Building Historic Site (in Lockport). Plan for a day of cool, family-friendly fun on the 5th (Wed) at Six Flags Great America. On the 8th (Sat), spend an exhilarating day on the slopes at Wilmot Mountain. There's still lots to do: admire the masterpieces at The Art Institute of Chicago, stroll through Montrose Beach, admire nature's wide array of creatures at Lincoln Park Zoo, and get to know the fascinating history of Millennium Park.

For traveler tips, photos, and tourist information, refer to the Chicago travel itinerary planner.

Expect a daytime high around 83°F in August, and nighttime lows around 67°F. Cap off your sightseeing on the 11th (Tue) early enough to travel back home.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Oak Park, Aurora, Naperville, Wheaton, Lake Geneva
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum

Similar Plans

38 days in Chicago BY A USER FROM UNITED STATES July, culture, outdoors, beaches, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 34 days in Chicago BY A USER FROM UNITED STATES July, teens, kids, culture, outdoors, historic sites, museums, wildlife, popular sights PREFERENCES: July, teens, kids, culture, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Chicago BY A USER FROM UNITED STATES August, teens, kids, popular & hidden gems PREFERENCES: August, teens, kids ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Chicago BY A USER FROM UNITED STATES July, teens, kids, popular & hidden gems PREFERENCES: July, teens, kids ATTRACTION STYLE: Popular & hidden gems PACE: Medium 38 days in United States BY A USER FROM MALAYSIA 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 5 days in Chicago BY A USER FROM UNITED STATES July, teens, kids, popular sights PREFERENCES: July, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 1 day in Chicago BY A USER FROM UNITED STATES August, teens, kids, popular sights PREFERENCES: August, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Chicago BY A USER FROM UNITED STATES July, kids, popular & hidden gems PREFERENCES: July, kids ATTRACTION STYLE: Popular & hidden gems PACE: Medium 3 days in Chicago BY A USER FROM UNITED STATES July, slow & easy, popular & hidden gems PREFERENCES: July ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 7 days in Chicago BY A USER FROM UNITED STATES July, teens, fast-paced, popular sights PREFERENCES: July, teens ATTRACTION STYLE: Popular sights PACE: Fast-paced
View more plans