Rental Car
Pick Up Your Rental
Pick upToronto · Jun 12
Drop offChicago · Jun 15
Total miles680 mi
Getting There · Step 1
Stay Tonight · Toronto, ON
Hotel
Toronto Overnight
Check-inFri, Jun 12
Check-outSat, Jun 13
First pitch7:37 PM ET
Book near downtown or the ballpark so your first-game arrival stays simple.
DAY 1
Friday, June 12
First pitch at 7:37 PM ET — Toronto Blue Jays vs. New York Yankees at Rogers Centre tonight — Andrés Giménez Replica Soccer Jersey tonight.
Stop 01 of 04
Toronto, ON · Fri Jun 12
Rogers Centre
Toronto Blue Jays · MLB
7:37 PM ET
vs. New York Yankees
Must Eat at the Park
Peameal Bacon Sandwich
Cornmeal-crusted back bacon on a kaiser roll — the classic Toronto sandwich. Not available south of the border.
Local Beer
Steam Whistle Pilsner
Toronto's most visible craft brewery, brewed in a historic railway roundhouse.
Steam Whistle Brewing
Stay Tonight · Toronto, ON
Toronto Overnight
Check-inFri, Jun 12
Check-outSat, Jun 13
First pitch tomorrow at 4:10 PM ET. Leave by 10:13 AM.
Sat Morning
When to Depart
Leave by10:13 AM
Drive to Cleveland258 mi · 4.5h
Game time4:10 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Toronto, ON
Before You Hit the Road
Frans Restaurant
Toronto diner institution since 1940. Open 24 hours. The full Canadian breakfast with back bacon, eggs, toast, and homefries is the essential pre-Blue Jays morning. Multiple downtown locations.
Full Canadian breakfast + coffee
Open 24 hours
Worth the Detour · +10 min
Culvert Road — The Road Under the Erie Canal
The only road in the world that passes underneath the Erie Canal. Beep your horn inside the tunnel. It's tradition, and the echo makes it worth it.
Medina, NY · 10 min detourToronto → Cleveland
258 mi · 4.5h · easy leg
DAY 2
Saturday, June 13
Toronto to Cleveland is 4.5h — a solid drive, so leave early and plan a stop along the way. First pitch at 4:10 PM ET — Cleveland Guardians vs. Detroit Tigers at Progressive Field today — Gavin Williams Bobblehead today. Culvert Road — The Road Under the Erie Canal is worth 10 minutes off the highway.
Stop 02 of 04
Cleveland, OH · Sat Jun 13
Progressive Field
Cleveland Guardians · MLB
4:10 PM ET
vs. Detroit Tigers
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 13
Check-outSun, Jun 14
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 14
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. Philadelphia Phillies at American Family Field today — Kids Giveaway: Sal Frelick Jersey (Slidin' Sal) today. Tower of VW Bugs is worth 10 minutes off the highway.
Stop 03 of 04
Milwaukee, WI · Sun Jun 14
American Family Field
Milwaukee Brewers · MLB
2:10 PM ET
vs. Philadelphia Phillies
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, Jun 14
Check-outMon, Jun 15
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 4
Monday, June 15
A short 1.8h drive from Milwaukee sets up the day. First pitch at 8:05 PM ET — Chicago Cubs vs. Colorado Rockies at Wrigley Field tonight. Gemini Giant Wilmington is worth 10 minutes off the highway.
Stop 04 of 04
Chicago, IL · Mon Jun 15
Wrigley Field
Chicago Cubs · MLB
8:05 PM ET
vs. Colorado Rockies
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
Shift 2 days to catch Kids Giveaway: Sal Frelick Jersey (Slidin' Sal) at American Family Field.
• Kids Giveaway: Sal Frelick Jersey (Slidin' Sal) at American Family Field
• #BudFridays: Cubs 1930s Replica Jersey; Juneteenth Celebration at Wrigley Field
• Father's Day T-Shirt; Youth Baseball & Softball Sunglasses at Wrigley Field
What to Budget
Estimates only — prices vary by availability
Tickets · 4 games (avg $46)$184
Hotels · 3 nights (avg $155)$465
Fuel · 680 mi at $0.18/mi$122
Ballpark food & drinks$200
Total Estimate$971
* 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 ...