11 days in Chicago & Cleveland Itinerary

11 days in Chicago & Cleveland Itinerary

Created using Inspirock United States journey planner

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Chicago
— 6 nights
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2
Cleveland
— 4 nights
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Chicago

— 6 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Deepen your sense of the past at sights like Cantigny Park and Frank Lloyd Wright Home and Studio. Appreciate the collections at The Art Institute of Chicago and Chicago Cultural Center. Change things up with these side-trips from Chicago: Whiskey Acres Distilling Co. (in DeKalb), South Bend (University of Notre Dame, Basilica of the Sacred Heart, &more) and John Deere Historic Site (in Grand Detour). There's lots more to do: don't miss a visit to The Magnificent Mile, contemplate in the serene atmosphere at Fourth Presbyterian Church, tour the pleasant surroundings at Millennium Park, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To find where to stay, ratings, photos, and tourist information, go to the Chicago online sightseeing planner.

Ottawa, Canada to Chicago is an approximately 5.5-hour flight. You can also drive; or do a combination of train and car. Traveling from Ottawa to Chicago, you'll gain 1 hour due to the time zone difference. Plan for somewhat warmer temperatures traveling from Ottawa in August, with highs in Chicago at 33°C and lows at 22°C. Cap off your sightseeing on the 24th (Sat) early enough to travel to Cleveland.

Things to do in Chicago

Museums · Historic Sites · Childrens Museums · Shopping

Side Trips

Cleveland

— 4 nights

Forest City

A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Get some cultural insight at Rock & Roll Hall of Fame and Rutherford B. Hayes Presidential Library & Museums. Get some historical perspective at Marblehead Lighthouse State Park and Zoar Village State Memorial. Get out of town with these interesting Cleveland side-trips: Akron (Stan Hywet Hall & Gardens, Dr. Bob's Gravesite, &more), James A. Garfield National Historic Site (in Mentor) and Port Clinton Lighthouse (in Port Clinton). And it doesn't end there: take a tour of USS Cod Submarine Memorial, browse the eclectic array of goods at West Side Market, take in the architecture and atmosphere at The Shrine Church of Saint Stanislaus, and contemplate in the serene atmosphere at Our Lady of Lourdes Shrine.

For where to stay, reviews, other places to visit, and tourist information, you can read our Cleveland route builder site.

Traveling by flight from Chicago to Cleveland takes 3.5 hours. Alternatively, you can drive; or take a train. You'll lose 1 hour traveling from Chicago to Cleveland due to the time zone difference. In August, daytime highs in Cleveland are 31°C, while nighttime lows are 22°C. Wrap up your sightseeing on the 28th (Wed) early enough to travel back home.

Things to do in Cleveland

Historic Sites · Museums · Parks · Shopping

Side Trips