Chicago

Q: How far is Chicago from Milwaukee?

Chicago is approximately 90 miles from Milwaukee, taking around 1h 30min.

Q: How many routes from Chicago?

Chicago has 70 driving routes in our database covering destinations across the US.

Illinois

Destinations

Chicago is a major transportation hub in Illinois with easy highway access to cities across the US. Browse 70 driving routes from Chicago including popular destinations like Milwaukee, Indianapolis, St Louis. Find exact drive times, distances, and estimated gas costs.

Driving Times from Chicago

70 destinations sorted by distance

Short Drives (under 3 hours) — 36 routes

Medium Trips (3–8 hours) — 9 routes

Long Distance (8+ hours) — 25 routes

Frequently Asked Questions

How far is Chicago from Milwaukee?

Chicago is approximately 90 miles from Milwaukee, with a driving time of around 1h 30min. Drive times vary based on traffic and route chosen.

What cities are within 3 hours of Chicago?

There are 36 cities within 3 hours of Chicago, including Milwaukee, Naperville, Evanston, Schaumburg. Browse the short drives section above for the full list.

How many driving routes are available from Chicago?

Chicago has 70 driving routes in our database, covering destinations across the US. Each route includes drive time, distance, gas cost, and the best times to travel.

Road Trips from Chicago

Looking to hit the road from Chicago? Browse 72 driving routes with detailed travel data including estimated drive times, mileage, and gas costs. From short trips under an hour to epic multi-day drives, Chicago connects to destinations across the country. Click any route card for a full breakdown of the journey, including suggested stops, traffic estimates, toll information, and the recommended time of day to depart for the smoothest drive.