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Midwest Loop

A 7-day driving-only loop through classic American Midwest cities, lakefronts, dunes, river towns, and one very big arch.


Route: Chicago → Millennium Park → Navy Pier → Lincoln Park Conservatory → Indiana Dunes National Park → The Henry Ford Museum of American Innovation → Detroit Riverfront → Detroit Institute of Arts → West Side Market → Cuyahoga Valley National Park → Hocking Hills State Park → German Village → Indianapolis Canal Walk → Indianapolis Motor Speedway Museum → Cahokia Mounds State Historic Site → Gateway Arch National Park → St. Louis Cathedral Basilica → Galena Historic District → Wisconsin State Capitol → Olbrich Botanical Gardens → Milwaukee Lakefront → Chicago Riverwalk
Primary area: Midwestern United States
7days
27stops
2858drive km
Heads Up

National park entry or passes can help if you’re adding extra federal sites

check market/museum opening days before locking meals around them

keep toll money or an electronic toll option ready around Chicago and northern Indiana

Day 4: 5.5h driving — plan rest stops

Day 6: 6h driving — plan rest stops

Day 4: 6h 42m driving — plan rest stops

Day 6: 7h 18m driving — plan rest stops

1
Chicago lakefront warm-up
4 stops · 16m · 8km
2
Dunes to Detroit
4 stops · 4h 59m · 487km
3
Motor City to Cuyahoga
4 stops · 3h 11m · 311km
4
Ohio hills to Indy
4 stops · 6h 42m · 677km
5
Indy to the Arch
4 stops · 4h 4m · 398km
6
River towns to Madison
4 stops · 7h 18m · 702km
7
Madison back to Chicago
3 stops · 2h 50m · 274km
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Midwest Loop | Roadigo