24 days in Chicago & Naperville Itinerary

On the 27th (Sat), admire the landmark architecture of Reliance Building, stroll around Millennium Park, then admire the masterpieces at The Art Institute of Chicago, then ponder the design of Buckingham Fountain, and finally observe the fascinating underwater world at Shedd Aquarium. On the next day, get curious at Museum of Science and Industry, wander the streets of The Magnificent Mile, and then take in panoramic vistas at Skydeck Chicago - Willis Tower.

To find ratings and other tourist information, you can read our Chicago trip tool.

If you are flying in from India, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. May in Chicago sees daily highs of 25°C and lows of 13°C at night. Finish your sightseeing early on the 29th (Mon) so you can drive to Naperville.

Explore Naperville's surroundings by going to Utica (Matthiessen State Park & August Hill Winery & Illinois Sparkling Co. Tasting Room), Ottawa (Allen Park & SaltTreeYoga) and Starved Rock State Park (in Oglesby).

To see photos, maps, ratings, and more tourist information, use the Naperville travel planning site.

Traveling by car from Chicago to Naperville takes an hour. Alternatively, you can take a train; or take a bus. In May, daytime highs in Naperville are 25°C, while nighttime lows are 11°C.