Rental Car
Pick Up Your Rental
Pick upChicago · Jun 26
Drop offMilwaukee · Jun 28
Total miles616 mi
Getting There · Step 1
Stay Tonight · Chicago, IL
Hotel
Chicago Overnight
Check-inFri, Jun 26
Check-outSat, Jun 27
First pitch7:40 PM ET
Book near downtown or the ballpark so your first-game arrival stays simple.
DAY 1
Friday, June 26
First pitch at 7:40 PM ET — Chicago White Sox vs. Kansas City Royals at Guaranteed Rate Field tonight — Backyard Sports Day tonight.
Stop 01 of 03
Chicago, IL · Fri Jun 26
Guaranteed Rate Field
Chicago White Sox · MLB
7:40 PM ET
vs. Kansas City Royals
Must Eat at the Park
Maxwell Street Polish Sausage
Jim's Original Maxwell Street Polish — a grilled Polish sausage with mustard and grilled onions on a bun.
Local Beer
Revolution Anti-Hero IPA
Chicago's largest independent craft brewery also serves the South Side.
Revolution Brewing
The Friendly Confines and the Longest Drought in Sports
Pilgrim Notes · Chicago Baseball History
Stay Tonight · Chicago, IL
Chicago Overnight
Check-inFri, Jun 26
Check-outSat, Jun 27
First pitch tomorrow at 7:10 PM ET. Leave by 12:32 PM.
Sat Morning
When to Depart
Leave by12:32 PM
Drive to Cleveland298 mi · 5.1h
Game time7:10 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Chicago, IL
Before You Hit the Road
Lou Mitchell's
Jackson Blvd since 1923. A Chicago institution older than most Wrigley Field renovations. Double-yolk eggs, homemade marmalade, complimentary Milk Duds while you wait. Cubs and Sox fans both claim it.
Double-yolk omelette + fresh OJ
Open 5:30 AM–3 PM Mon–Sat
Worth the Detour · +10 min
Tower of VW Bugs
Five colorfully painted 1960s Volkswagen Beetles stacked on top of each other in a pawn shop parking lot in Defiance. A mannequin climbs out of the fourth one. This is art.
Defiance, OH · 10 min detourChicago → Cleveland
298 mi · 5.1h · regional run
DAY 2
Saturday, June 27
Chicago to Cleveland is 5.1h — a solid drive, so leave early and plan a stop along the way. First pitch at 7:10 PM ET — Cleveland Guardians vs. Seattle Mariners at Progressive Field tonight — Tanner Bibee City Connect Jersey Replica tonight. Tower of VW Bugs is worth 10 minutes off the highway.
Stop 02 of 03
Cleveland, OH · Sat Jun 27
Progressive Field
Cleveland Guardians · MLB
7:10 PM ET
vs. Seattle Mariners
Must Eat at the Park
Polish Boy Sausage
A kielbasa in a bun topped with french fries, coleslaw, and hot sauce. A Cleveland original found nowhere else.
Local Beer
Great Lakes Dortmunder Gold
The Cleveland craft institution. Dortmunder Gold has won more awards than any Ohio beer.
Great Lakes Brewing
The Longest Championship Drought and One Perfect Game
Pilgrim Notes · Cleveland Baseball History
Stay Tonight · Cleveland, OH
Cleveland Overnight
Check-inSat, Jun 27
Check-outSun, Jun 28
First pitch tomorrow at 2:10 PM ET. Leave by 7:11 AM.
Sun Morning
When to Depart
Leave by7:11 AM
Drive to Milwaukee318 mi · 5.5h
Game time2:10 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Cleveland, OH
Before You Hit the Road
West Side Market
Ohio City since 1912. The greatest market hall in the Midwest. Over 100 vendors — pierogi, kielbasa, fresh bread. Grab breakfast from multiple stalls and eat in the main hall. A Cleveland essential.
Fresh pierogi + kielbasa + bread from multiple stalls
Open 7 AM Wed/Fri/Sat/Sun
Worth the Detour · +10 min
Tower of VW Bugs
Five colorfully painted 1960s Volkswagen Beetles stacked on top of each other in a pawn shop parking lot in Defiance. A mannequin climbs out of the fourth one. This is art.
Defiance, OH · 10 min detourCleveland → Milwaukee
318 mi · 5.5h · regional run
DAY 3
Sunday, June 28
Cleveland to Milwaukee is 5.5h — a solid drive, so leave early and plan a stop along the way. First pitch at 2:10 PM ET — Milwaukee Brewers vs. Chicago Cubs at American Family Field today. Tower of VW Bugs is worth 10 minutes off the highway.
Stop 03 of 03
Milwaukee, WI · Sun Jun 28
American Family Field
Milwaukee Brewers · MLB
2:10 PM ET
vs. Chicago Cubs
Must Eat at the Park
Wisconsin Brat (Klement's)
A Klement's bratwurst grilled over charcoal and served in a hoagie roll with stadium mustard, sauerkraut, and grilled onions.
Local Beer
Spotted Cow
The farmhouse ale sold exclusively in Wisconsin. The most state-exclusive craft beer in MLB.
New Glarus Brewing
The Brewers, Hank the Dog, and Robin Yount
Pilgrim Notes · Milwaukee Baseball History
What to Budget
Estimates only — prices vary by availability
Tickets · 3 games (avg $46)$138
Hotels · 2 nights (avg $155)$310
Fuel · 616 mi at $0.18/mi$111
Ballpark food & drinks$150
Total Estimate$709
* Estimates only. Prices vary.
How This Trip Was Planned
Our Algorithm
We evaluate many stop orders (up to seven parks: every permutation; larger trips: smart samples plus nearest-neighbor paths from home) and keep the version that preserves the most ballparks on your list with the least driving between games, inside an expanded or standard date ...