At Diamond Tours, quality is a priority. We know how important it is that you have a comfortable journey. We guarantee each group receives a top quality, video and restroom equipped motorcoach with 54 seats or more.

Your group deserves a good night sleep each and every night. At Diamond Tours, we provide your group with quality lodging almost always with interior corridors. The lodging we provide is often times national franchise hotels. Sometimes, due to a unique geographic location, the property may not be called a hotel, but rest assured it will always be a quality property.

Diamond Tours trips include All Breakfasts (except on the day of departure) and most Dinners.

From towering skyscrapers overlooking sandy shores, to daytime neighborhood festivals, Chicago can’t be beat. Experience a city buzzing with energy, Chicago, the largest and most visited city in the Midwest.

Visit world famous 360 Chicago, formerly the John Hancock Observatory. Located on Chicago's famed Magnificent Mile, 360 Chicago soars 1000 feet above Lake Michigan and the city's majestic skyline to offer visitors the most breathtaking views of downtown Chicago, the lakefront, and four neighboring states.

Relax on a Cruise and take in the spectacular Chicago skyline view from lovely Lake Michigan.

For over 10 years, Navy Pier has been the place where all of Chicagoland and Tourists alike come together to enjoy all the fun and beauty of a day on Lake Michigan. Navy Pier is a tradition, and there is so much to do and experience it's easy to see why that tradition gets bigger and better every year!

From interactive exhibits to the Omnimax Theater, uncover some of science’s greatest mysteries at one of the largest science museums in the Western Hemisphere.

Enjoy some gaming action with your group at a Chicago local area casino.