24 days in Chicago Itinerary

24 days in Chicago Itinerary

Created using Inspirock Chicago vacation builder

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Chicago
— 19 nights
2
Chicago
— 3 nights
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Chicago

— 19 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore Chicago's surroundings by going to Gary Southshore Railcats (in Gary), South Bend (Jon R. Hunt Memorial Plaza, Grotto of Our Lady Lourdes, &more) and Halim Time & Glass Museum (in Evanston). There's much more to do: explore the world behind art at The Art Institute of Chicago, find something for the whole family at Fox in a Box Chicago, stroll around Millennium Park, and wander the streets of The Magnificent Mile.

For more things to do, reviews, photos, and more tourist information, you can read our Chicago trip planner.

Dammam, Saudi Arabia to Chicago is an approximately 22-hour flight. The time zone difference moving from Arabian Standard Time (AST) to Central Standard Time (CST) is minus 9 hours. In February, Chicago is much colder than Dammam - with highs of 2°C and lows of -7°C. Finish your sightseeing early on the 11th (Thu) so you can travel to Chicago.

Things to do in Chicago

Museums · Parks · Historic Sites · Shopping

Side Trips

Chicago

— 3 nights

Windy City

On the 12th (Fri), admire the natural beauty at Garfield Park Conservatory, then admire the masterpieces at Ukrainian National Museum, and then make a trip to Chicago Skyline. Here are some ideas for day two: pause for some serene contemplation at St. Joseph Catholic Church, walk around Washington Square Park, then relax and rejuvenate at SaltTreeYoga, and finally do a tasting at August Hill Winery & Illinois Sparkling Co. Tasting Room.

To find traveler tips, maps, ratings, and tourist information, go to the Chicago trip maker tool.

On the 14th (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Chicago

Parks · Historic Sites · Spas · Wineries

Side Trips