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Best time to visit Chicago

Lake and River Cruises in Chicago 2025

Whatever cruise you choose, Windy City won't leave you unsatisfied

Best time: April–November

Chicago Explorer Pass
Chicago Architectural Boat Tour

You may explore Chicago by land and air, but nothing compares to watching it right from Lake Michigan or the Chicago River. Outstanding architecture and memorable skylines of the city are better observed from water. Dozens of different cruises depart every day from Navy Pier and offer all kinds of experiences. But architecture-themed cruise shows the best gems by the Chicago River. The tours usually run from April to November.

Legendary Seadog Lakefront Speedboat will suit those who love extreme and fun rides. With the speed of light, it passes the Magnificent Mile, Lake Michigan, Grant Park, and many other places. Night Skyline looks fascinating from a Fireworks cruise. And Sunset Dinner Cruises have either an all-you-can-eat buffet or gourmet meal onboard, as well as music and cocktails.

The average ticket price for a short trip starts from $20. More luxurious cruises like Odyssey Chicago River, Spirit of Chicago, or Wendella cost from $50 to $300 per person.

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