Rental Car
Pick Up Your Rental
Pick upToronto · Sep 11
Drop offChicago · Sep 15
Total miles557 mi
Getting There · Step 1
Stay Tonight · Toronto, ON
Hotel
Toronto Overnight
Check-inFri, Sep 11
Check-outSat, Sep 12
First pitch7:07 PM ET
Book near downtown or the ballpark so your first-game arrival stays simple.
DAY 1
Friday, September 11
First pitch at 7:07 PM ET — Toronto Blue Jays vs. Baltimore Orioles at Rogers Centre tonight — Blue Jays Classic Retro Bag tonight.
Stop 01 of 03
Toronto, ON · Fri Sep 11
Rogers Centre
Toronto Blue Jays · MLB
7:07 PM ET
vs. Baltimore Orioles
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, Sep 11
Check-outSat, Sep 12
First pitch tomorrow at 6:40 PM ET. Leave by 12:43 PM.
Mon Morning
When to Depart
Leave by12:43 PM
Drive to Cleveland258 mi · 4.5h
Game time6:40 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 4
Monday, September 14
First pitch at 6:40 PM ET — Cleveland Guardians vs. Chicago White Sox at Progressive Field tonight. Culvert Road — The Road Under the Erie Canal is worth 10 minutes off the highway.
Stop 02 of 03
Cleveland, OH · Mon Sep 14
Progressive Field
Cleveland Guardians · MLB
6:40 PM ET
vs. Chicago White Sox
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-inMon, Sep 14
Check-outTue, Sep 15
First pitch tomorrow at 7:40 PM ET. Leave by 1:01 PM.
Tue Morning
When to Depart
Leave by1:01 PM
Drive to Chicago299 mi · 5.2h
Game time7:40 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 → Chicago
299 mi · 5.2h · regional run
DAY 5
Tuesday, September 15
Cleveland to Chicago is 5.2h — a solid drive, so leave early and plan a stop along the way. First pitch at 7:40 PM ET — Chicago Cubs vs. Atlanta Braves at Wrigley Field tonight — Hispanic and Latino Heritage Month Celebration tonight. Tower of VW Bugs is worth 10 minutes off the highway.
Stop 03 of 03
Chicago, IL · Tue Sep 15
Wrigley Field
Chicago Cubs · MLB
7:40 PM ET
vs. Atlanta Braves
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 Sammy Sosa Bobblehead (150th Anniversary); Youth Baseball Sunglasses at Wrigley Field.
• Sammy Sosa Bobblehead (150th Anniversary); Youth Baseball Sunglasses at Wrigley Field
• Deaf Inclusive Crewneck at Wrigley Field
• University & College Co-Branded Hat at Rogers Centre
• Hispanic and Latino Heritage Month Celebration at Wrigley Field
What to Budget
Estimates only — prices vary by availability
Tickets · 3 games (avg $46)$138
Hotels · 4 nights (avg $155)$620
Fuel · 557 mi at $0.18/mi$100
Ballpark food & drinks$150
Total Estimate$1,008
* 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 ...