5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago travel planner

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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.
Museum-lovers will get to explore International Wall Dog Mural and Sign Art Museum and Chicago Cultural Center. Give yourself a bit of retail therapy at The Olive Cart and Vineyards Gourmet. Explore Chicago's surroundings by going to Silver Beach County Park (in Saint Joseph), Stateline Blueberries (in Michigan City) and IL Route 66 Association Hall of Fame & Museum (in Pontiac). Next up on the itinerary: immerse yourself in nature at Grand Mere State Park, look for gifts at Adagio Teas, and identify plant and animal life at Little Red Schoolhouse.

To find maps, ratings, other places to visit, and other tourist information, read our Chicago trip builder site .

If you are flying in from Guatemala, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 11°C in November, and nighttime lows around 1°C. Finish your sightseeing early on the 12th (Mon) to allow enough time to travel back home.

Things to do in Chicago

Outdoors Parks Trails

Side Trips

Saint Joseph, Pontiac, Grand Mere State Park, Stateline Blueberries, Little Red Schoolhouse
Highlights from your plan
Silver Beach County Park ©
Silver Beach County Park
Chicago Cultural Center ©
Chicago Cultural Center

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