Rental Car
Pick Up Your Rental
Pick upMilwaukee · Jul 19
Drop offChicago · Jul 24
Total miles107 mi
Getting There · Step 1
Stay Tonight · Milwaukee, WI
Hotel
Milwaukee Overnight
Check-inSun, Jul 19
Check-outMon, Jul 20
First pitch2:10 PM ET
Book near downtown or the ballpark so your first-game arrival stays simple.
DAY 1
Sunday, July 19
First pitch at 2:10 PM ET — Milwaukee Brewers vs. Miami Marlins at American Family Field today. Don't leave without Wisconsin Brat (Klement's).
Stop 01 of 03
Milwaukee, WI · Sun Jul 19
American Family Field
Milwaukee Brewers · MLB
2:10 PM ET
vs. Miami Marlins
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
Stay Tonight · Milwaukee, WI
Milwaukee Overnight
Check-inSun, Jul 19
Check-outMon, Jul 20
First pitch tomorrow at 8:05 PM ET. Leave by 4:47 PM.
Mon Morning
When to Depart
Leave by4:47 PM
Drive to Chicago104 mi · 1.8h
Game time8:05 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Milwaukee, WI
Before You Hit the Road
Diner on the Square
Wauwatosa Square. Proper Midwestern diner breakfast done exactly right. German-influenced egg dishes reflect Milwaukee's heritage. 15 minutes from American Family Field — go before a Brewers day game.
German farmer's breakfast + coffee
Open 7 AM daily
Worth the Detour · +10 min
Gemini Giant Wilmington
A 28-foot spaceman on Route 66 since 1965. The drive-in still serves burgers.
Wilmington, IL · 10 min detourMilwaukee → Chicago
104 mi · 1.8h · easy leg
DAY 2
Monday, July 20
A short 1.8h drive from Milwaukee sets up the day. First pitch at 8:05 PM ET — Chicago Cubs vs. Detroit Tigers at Wrigley Field tonight — Greek Heritage Jersey tonight. Gemini Giant Wilmington is worth 10 minutes off the highway.
Stop 02 of 03
Chicago, IL · Mon Jul 20
Wrigley Field
Chicago Cubs · MLB
8:05 PM ET
vs. Detroit Tigers
Must Eat at the Park
Chicago-Style Hot Dog
A Vienna beef hot dog on a poppy seed bun, dragged through the garden: yellow mustard, bright green relish, onions, tomato wedges, a pickle spear, sport peppers, and celery salt. No ketchup. Ever.
Local Beer
Old Style Lager
Served at Wrigley since 1950. The single most identified brand with Cubs baseball. The bleachers run on Old Style.
Pabst Brewing
The Friendly Confines and the Longest Drought in Sports
Pilgrim Notes · Chicago Baseball History
Stay Tonight · Chicago, IL
Chicago Overnight
Check-inMon, Jul 20
Check-outTue, Jul 21
First pitch tomorrow at 7:40 PM ET. Leave by 6:07 PM.
Fri Morning
When to Depart
Leave by6:07 PM
Drive to Chicago3 mi · 0.1h
Game time7:40 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
Gemini Giant Wilmington
A 28-foot spaceman on Route 66 since 1965. The drive-in still serves burgers.
Wilmington, IL · 10 min detourChicago → Chicago
3 mi · 0.1h · easy leg
DAY 6
Friday, July 24
First pitch at 7:40 PM ET — Chicago White Sox vs. Houston Astros at Guaranteed Rate Field tonight. Gemini Giant Wilmington is worth 10 minutes off the highway.
Stop 03 of 03
Chicago, IL · Fri Jul 24
Guaranteed Rate Field
Chicago White Sox · MLB
7:40 PM ET
vs. Houston Astros
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
What to Budget
Estimates only — prices vary by availability
Tickets · 3 games (avg $46)$138
Hotels · 5 nights (avg $155)$775
Fuel · 107 mi at $0.18/mi$19
Ballpark food & drinks$150
Total Estimate$1,082
* 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 ...