Greenwood
Greenwood
Madison
Madison
Driving

Greenwood to Madison

Updated: 28 May 2026

The drive from Greenwood to Madison is a 1,000-mile journey across the heart of the US. You will primarily use I-55 N and I-90 W, passing through the Midwest. The trip takes about 16 hours of driving time. Madison is famous for its beautiful lakes and the University of Wisconsin. Prepare for a long, scenic drive through the plains.

Total Distance: 1609 km driving, 1350 km air distance.
Fastest Way
Driving is the most practical method for this route.
Cheapest Way
Driving is the most economical way to reach Madison.
Compare Greenwood to Madison Routes
Driving
Direct
Duration
16 hours
Avg Price
$180-$260 in fuel
Operator
Personal Vehicle
Route
I-55 N, I-90 W.

Plan for an overnight stop in Chicago.

Travel Tips
  • Overnight Stops
    Book hotels in advance in cities like Chicago.
  • Hydration
    Carry plenty of water for the long stretches.
  • Navigation
    Use GPS to navigate the plains.
  • Dining
    Try the local cheese curds in Madison.
  • Weather
    Be prepared for snow in the winter.
Safety Tips
  • Fatigue
    Do not attempt this drive in one sitting.
  • Vehicle Prep
    Check your tires and brakes before the trip.
  • Emergency Kit
    Carry extra water and food.
  • Road Conditions
    Check for snow in the winter.
People Also Ask
  • Is it a long drive?
    Yes, it is over 1,000 miles.
  • Are there tolls?
    Some sections of the route may have tolls.
  • What is the best route?
    I-55 N to I-90 W is the most direct path.
  • Is Madison safe?
    It is generally safe, but standard urban precautions apply.
  • Can I fly?
    Yes, but flights are expensive and require connections.
Quick Info
  • From Greenwood, Mississippi, United States
  • To Madison, Wisconsin, United States
  • Modes
Best Time to Travel

Summer for the best weather.

Things to Do in Madison
1
Wisconsin State Capitol
Tour the beautiful capitol building and enjoy the views.
2
University of Wisconsin-Madison
Explore the beautiful campus and the Memorial Union Terrace.
3
Olbrich Botanical Gardens
Enjoy the beautiful gardens and conservatory.
4
Henry Vilas Zoo
Visit this free zoo located in the heart of the city.
Tags
Greenwood to Madison driving to Madison MS to WI road trip Greenwood to WI best route to Madison long distance driving Madison travel guide traveling north from MS
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