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Chicago Cruise Departures

Cruises that depart from North America: United States: Illinois: Chicago

Cruises that visit Chicago

Click on a cruise ship itinerary sailing from Chicago (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Chicago), please visit: Cruise Search or try our Virtual Cruise Advisor™.



Grande Mariner Cruises15 Night Great American Waterways from Chicago to New York
Starting in Chicago, IL; with stops in Manitowoc, WI; Mackinac Island, MI; Wyandotte, MI; Cleveland, OH; Buffalo, NY; Rochester, NY; Oswego, NY; Sylvan Beach, NY; Amsterdam, NY; Troy, NY; Kingston, NY; West Point, NY; New York, NY
2020 Sails: Jul 7, Aug 26, 2021: Jul 7, Aug 26, More...
Grande Caribe Cruises15 Night Great American Waterways from Chicago to New York
Starting in Chicago, IL; with stops in Manitowoc, WI; Mackinac Island, MI; Wyandotte, MI; Cleveland, OH; Buffalo, NY; Rochester, NY; Oswego, NY; Sylvan Beach, NY; Amsterdam, NY; Troy, NY; Kingston, NY; West Point, NY; New York, NY
2020 Sails: Aug 31, 2021: Aug 31, More...

Chicago Cruise Departures

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