6 DAYS FROM $2350* pp dbl
Best of Chicago USA Midwest & south

 

HIGHLIGHTS 5 Nights in Chicago at One Hotel • Chicago River Architecture Cruise • Chicago City Tour • Willis Tower - Skydeck Chicago • Wrigley Field • Frank Lloyd Wright Home & Studio • Cantigny Park • “Untouchables” Gangster Tour • Milwaukee, WI Day Trip • Pabst Mansion • Miller Brewing Company Tour & Tasting • Milwaukee Public Market INCLUDES 8 Meals: 5-Breakfasts & 3-Dinners, Tour Director, Motorcoach Transportation, Sightseeing per Itinerary, Baggage Handling at Hotels TOUR ACTIVITY LEVEL EASY 1 2 3 4 ACTIVE
Day 4 - Chicago - MILWAUKEE, WI Enjoy a full day trip north to Milwaukee, the largest city in Wisconsin, and historically known as the “Beer Capital of the World.” Enjoy a Pabst Mansion Tour, a gilded age mansion and architectural landmark built in 1892 for Captain Frederick Pabst, founder of the Pabst Brewing Company. In 1975, the mansion was placed on the National Register of Historic Places. Visit the Miller Brewing Company for a Brewery Tour & Tasting experience. Learn the history of Frederick Miller’s arrival in Milwaukee and the high-speed, high-tech production used in brewing today. Drive by Miller Park, home of the Brewer’s baseball club & see the Bronz Fonz, a statue of Happy Days’ cool guy Fonzie located in the scenic Riverwalk District. Travel to the Historic Third Ward to see meticulously renovated 19th century buildings and enjoy some leisure time at the Milwaukee Public Market, inspired by Seattle’s Pike Place Market with local food vendors. Later return to your hotel to enjoy an evening at leisure in Chicago. (B) Day 5 - Wrigley field - River cruise Today travel north along Lakeshore Drive past Lincoln Park. Stop in Wrigleyville and see famous Wrigley Field, built in 1914 and home of the Chicago Cubs. Later enjoy a narrated Chicago River Architecture Cruise to learn about such landmarks as the Wrigley Building, Tribune Tower and Merchandise Mart. Enjoy free time this afternoon to explore at your own pace. Perhaps visit the famous Art Institute of Chicago, the Field Museum or explore Navy Pier. Tonight, reminisce with your fellow travelers during your Farewell Dinner at a fine local restaurant. (B,D) 
Day 6 - CHICAGO - FLY HOME This morning visit Cantigny Park, former 500 acre estate of Col. Robert McCormick, editor of the Chicago Tribune. Go inside the elegant mansion, walk the 10 acre garden or visit the 1st Infantry Division Museum. Later fly home with wonderful memories of your Best of Chicago experience. (B) Land only rates do not include hotel transfers. Roundtrip air package includes hotel transfers. Day 1 - ARRIVE CHICAGO Arrive in Chicago and meet your Tour Director. Check in for a 5-night stay at the Palmer House Hilton, a historic hotel with modern amenities in the heart of downtown. Chicago, also known as “the Windy City” and “the Second City,” is the 3rd largest city in the U.S. Tonight join your fellow travelers for a Welcome Dinner. (D) Day 2 - CHICAGO CITY TOUR Today join a local guide for your Chicago City Tour. Learn about the Great Fire of 1871, the World’s Fair of 1893, Prohibition gangsters and famous residents like George Pullman, Oscar Mayer, Sears & Roebuck, Carl Sandburg and Louis Sullivan. See the Loop, “L” trains, the Water Tower, the Bean, Navy Pier, Buckingham Fountain & Magnificent Mile. Later, ascend up 1,450 feet to Skydeck Chicago, the top of Willis Tower (formerly Sears). From 1974-1998 it was the tallest building in the world while today it is second tallest tower in North America. Be sure to sample Chicago’s famous deep dish pizza and a Chicago style hot dog during your stay. (B) Day 3 - GANGSTER TOUR - OAK PARK This morning embark on an Untouchables Tour to learn the story of Chicago’s notorious past including the “gangster” era of the 1930’s when Al Capone, Machine Gun Kelly and John Dillinger ruled the streets of Chicago. This afternoon, travel to the lovely suburb of Oak Park, famous as the home of architect Frank Lloyd Wright. Visit the Frank Lloyd Wright Home & Studio, where he lived and designed from 1889-1909. Next drive by to see Wright’s greatest public building of his Chicago years, Unity Temple. Nearby see Ernest Hemingway’s birthplace home, a restored Victorian where the famous writer was born in 1899. This evening enjoy dinner at a local Italian restaurant. (B,D) Best of Chicago Booking Discount Savings* up to $200 per couple/ $100 per person
2025 Departure Dates* pp double**
May 15, 22** $2350
September 4, 11
*2025 tours may have slight itinerary changes or updates
**Memorial Day Weekend • Single Room Supplement + ($800 - $675) Triple Room Reduction - ($30) per person **Rates are Land only, per person
Call for Roundtrip Air Package Rates and details
* Booking Discount Details - Make your Final Payment by check & receive $200 per couple/$100 per person savings on Air Inclusive Bookings. Land Only/Own Air Bookings receive 
$100 per couple/$50 per person savings.
Accommodations 5 Night(s) - Palmer House Hilton, Chicago
**Memorial Day Weekend
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