Drive corridor
Minneapolis to Chicago road trip: 19 stops worth the detour
Minneapolis, MN → Chicago, IL. Ranked detours with honest +N min estimates — then open a pre-filled plan door when you're ready to drive it.
Worth the detour
Stops along the drive
12 stops · 7 hidden
- Trappers Turn+2 minGolf · WI
A Dells mainstay co-designed by Wisconsin native Andy North, with rolling glacial terrain. The pick of the family-vacation golf in the Dells.
- Wild Rock Golf Club+4 minGolf · WI
A dramatic course built around an old quarry and pine woods at the Wilderness Resort in the Dells. The most striking layout in the area.
- StoneRidge+1 minGolf · MN
A links-inspired public course east of St. Paul.
- Minnehaha Falls+16 minRoadside Americana · MN
a city-park fall made famous by Longfellow’s poem
- Willow Falls+18 minWaterfalls · WI
a wide multi-tier fall in Willow River State Park near the Twin Cities
- Surly Brewing+19 minBreweries & distilleries · MN
the brewery that changed Minnesota’s beer laws, with a huge beer hall
- Gibraltar Rock+27 minHikes · WI
a clifftop over the Wisconsin River
- Pewits Nest+29 minHikes · WI
a hidden slot gorge and falls near Baraboo
- Balanced Rock (Devils Lake)+34 minHikes · WI
a steep climb past a famous balanced quartzite boulder
- Capital Brewery+42 minBreweries & distilleries · WI
a German-style brewery with a popular Bier Garten near Madison
- University Ridge+51 minGolf · WI
A Robert Trent Jones Jr. course split between open prairie and wooded glacial terrain near Madison, home of the Badgers and a Champions Tour stop.
- Cantigny+56 minGolf · IL
A polished 27-hole public course on a former estate.
Corridor graph
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State hubs & places
Where to stay
Where to stay along this drive
Hotels, cabins, and rentals close to the action — compare and book for your trip.
Mid-drive: Black River Falls →
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FAQ
Before you go
- How long is the drive from Minneapolis to Chicago?
About 6 hr 36 min and 409 mi of road driving, before any detours.
- What are the best stops between Minneapolis and Chicago?
Top ranked stops include Trappers Turn, Wild Rock Golf Club, Lula Cafe. Each stop shows an honest +N min detour estimate from the main drive.
- Can I plan this drive in Roamward?
Yes — open the pre-filled From→To planner for Minneapolis to Chicago, pick a detour budget, and save the trip.
Paper backup
Glovebox note
Dead zones happen. Plan this corridor, then use Print glovebox sheet on the trip page for a paper itinerary with coordinates — no signal required. Start here: pre-filled From→To door.