Region: Mid-Western Charms, Sporting Events Type: Scheduled Tours Length: 9 Days
Tap Rating: TAP Superior
Set out across Americas heartland on this nine day Midwest Classic Baseball Road Trip, featuring six ballparks, iconic attractions, and city highlights from Chicago to Milwaukee, St. Louis, Kansas City, and Minneapolis for a one of a kind journey through the Midwest.
STT
Arrive in Chicago by 4 PM. Suggested airports for your arrival are the Chicago O`Hare International Airport (ORD) or Chicago Midway International Airport (MDW).
After you arrive at the hotel, join the host and other travelers for a Trip Reception. The reception includes a meal and non-alcoholic beverages.
Millennium Knickerbocker Hotel Chicago - Chicago, IL
( Dinner )
Start your day with breakfast at the hotel before heading to the friendly confines of Wrigley Field for a Stadium Tour. Learn the storied history of Wrigley Field or observe the grounds from the best views in the house.
After the tour, settle in for a day game as the Cubbies host the Los Angeles Dodgers - 1:20 PM
Evening Leisure Time in Chicago
Millennium Knickerbocker Hotel Chicago - Chicago, IL
( Breakfast )
After breakfast at the hotel, we drive North to Milwaukee another day game.
Pittsburgh Pirates vs Milwaukee Brewers - American Family Field - 1:10pm
Millennium Knickerbocker Hotel Chicago - Chicago, IL
( Breakfast )
Start your day with breakfast at the hotel before embarking on a half day City tour of Chicago. We’ll visit many of Chicago’s most iconic sights and attractions before traveling to Guaranteed Rate Field where the hometown White Sox host the Cleveland Guardians at 6:40pm.
Millennium Knickerbocker Hotel Chicago - Chicago, IL
( Breakfast )
This morning after breakfast, we'll drive past the farmlands of Central Illinois on our way to St. Louis. Upon arrival we'll visit the St. Louis Gateway Arch. Founded by the National Park Service in 1935 to commemorate Thomas Jefferson’s vision of a transcontinental United States, the Gateway Arch National Park (formerly known as the “Jefferson National Expansion Memorial”) stretches from the Old Courthouse to the steps overlooking the Mississippi River. In between, the Gateway Arch rises high, a bold monument to the pioneering spirit.
Our hotel is in the heart of downtown at the historic Drury Plaza Hotel St. Louis at the Arch. You can walk to nearby sports and dining entertainment at Busch Stadium and Ballpark Village.
Colorado Rockies vs St. Louis Cardinals @ Busch Stadium 6:40pm
Drury Plaza Hotel at the Arch - St. Louis, MO
( Breakfast )
This morning after breakfast, we say goodbye to St. Louis and travel across Missouri to Kansas City.
Chicago Cubs vs Kansas City Royals - Kauffman Stadium 1:10pm
Hampton Inn and Suites Kansas City - Country Club Plaza - Kansas City, MO
( Breakfast )
Enjoy a late breakfast at the hotel before we visit the historic Negro Leagues Museum.
Founded in 1990 the (NLBM) is dedicated to preserving the rich history of African-American Baseball. Experience a tour of multi-media displays, museum store, hundreds of photographs and artifacts dating from the late 1800's through the 1960's. After a stop for lunch, we drive North through the farmlands of Missouri and Iowa to Minneapolis where the remainder of the day is at leisure to explore from our centrally located hotel.
Element Minneapolis Downtown - Minneapolis, MN
( Breakfast )
After breakfast we'll take a stadium tour of Target Field, home of the Twins. The afternoon is at leisure until this evening's matchup between the hometown Minnesota Twins and the Baltimore Orioles - 6:40pm
Element Minneapolis Downtown - Minneapolis, MN
( Breakfast )
Depart Minneapolis at leisure or extend your stay.
( Breakfast )
Price Per Person (U.S. Dollars):
Departure Date:
Tour Status
Single
Double
Triple
Quadruple
Aug 4, 2026
Available
Scheduled
$4795.00
$3650.00
$3350.00
$3195.00
Arrival Instructions
Arrive to Chicago, IL by 4:00 pm via Chicago O'Hare International (ORD) or Chicago Midway (MDW)
Departure Instructions
Depart from Minneapolis, MN after 9:00 am via Minneapolis/St. Paul International Airport (MSP)
Payment Policy
Deposit: $250 per person due at time of booking - final payment due 90 days prior to departure
Cancellation Policy
$200.00 p/p administrative fee if cancelled outside of 90 days before travel. Third party travel insurance is available and recommended.
Tour Includes:
Passport to Baseball and "stamp" for each ballpark visited
Tour Host
Transportation Between Cities and To/From Events
Pre/Post Hotel Nights Available
$100.00 Per Person Uber Voucher - Valid within the dates of the trip
Tour Highlights:
Trip Reception
Stadium Tour of Wrigley Field
Los Angeles Dodgers vs Chicago Cubs @ Wrigley Field
Leisure Time in Chicago
Pittsburgh Pirates vs Milwaukee Brewers @ American Family Field
City Tour of Chicago
Cleveland Guardians vs Chicago White Sox @ Guaranteed Rate Field
St. Louis Gateway Arch
St. Louis Ballpark Village
Colorado Rockies vs St. Louis Cardinals @ Busch Stadium
Chicago Cubs vs Kansas City Royals @ Kauffman Stadium
Evening Leisure Time in Kansas City
Negro Leagues Museum
Leisure Time in Minneapolis
Target Field Stadium Tour
Baltimore Orioles vs Minnesota Twins @ Target Field
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