Day 1
Sunday, June 28
Milwaukee, WI
Milwaukee Brewers vs Chicago Cubs
American Family Field · 2:10 PM EDT · MLB
MLB7–10 days
America's Game: Midwest MLB Fourth
Baseball was born for moments like this. Start in Milwaukee, follow the Cubs into Wrigley for the greatest rivalry in the National League, and be there on July 4th — the 250th anniversary of American independence — for a night game at one of the most iconic ballparks in the world. Then choose your adventure: take the train north to Target Field in Minneapolis, or stay in Chicago for a South Side doubledown at Guaranteed Rate Field.
Your Itinerary
5 stops · 7–10 days · Chicago, IL → Chicago
Some of the links on this page are affiliate links. If you book or buy through them, GameAway earns a commission at no extra cost to you. See our Privacy Policy for details.
1
Mon, Jun 29 – Tue, Jun 30 · Travel Days
90 min — Amtrak Hiawatha back to Chicago
2
Day 2
Wednesday, July 1
Chicago, IL
Chicago Cubs vs San Diego Padres
Wrigley Field · 2:20 PM EDT · MLB
Thu, Jul 2 · Travel Day
Stay in Chicago
3
Day 3
Friday, July 3
Chicago, IL
Chicago Cubs vs St. Louis Cardinals
Wrigley Field · 4:05 PM EDT · MLB
Stay in Chicago
4
Day 4
Saturday, July 4
Chicago, IL
Chicago Cubs vs St. Louis Cardinals
Wrigley Field · 8:08 PM EDT · MLB
White Sox also home July 7 at Guaranteed Rate Field — 8 min by CTA Red Line from Wrigley
Sun, Jul 5 – Mon, Jul 6 · Travel Days
Day 5
Tuesday, July 7
Chicago, IL
Chicago White Sox vs Boston Red Sox
Guaranteed Rate Field · 7:40 PM EDT · MLB
Want to keep going?
Tack on more stops with these extension itineraries.
Ready?
Want to customize this trip?
Open this itinerary in the Road Trip Planner to add games, adjust dates, or explore what else is happening along the route.
No account required · Free to use
