Kennebunk
Kennebunk
Milwaukee
Milwaukee
Flight Driving

Kennebunk to Milwaukee

Updated: 28 May 2026

The journey from Kennebunk to Milwaukee is a long-distance trip best served by air travel. Flying from Portland (PWM) to Milwaukee (MKE) with a connection takes about 6 hours. Driving is a long-haul journey of over 16 hours, which is only practical if you are planning a road trip. Milwaukee is a major city, and once you arrive, ride-sharing services make it easy to explore the city.

Total Distance: 1,600 km driving distance; 1,400 km straight-line air distance.
Fastest Way
Flying from Portland (PWM) to Milwaukee (MKE) is the fastest method.
Cheapest Way
Flying is significantly cheaper than the cost of fuel and hotels for a long drive.
Compare Kennebunk to Milwaukee Routes
Flight
Connecting
Driving
Direct
Duration 6 hours 16 hours
Avg Price $250-$500 $200-$300 in fuel
Operator United Airlines Personal Vehicle
Route PWM to MKE via a major hub like ORD or EWR. I-95 S to I-84 W to I-80 W to I-90 W.
Tip Book flights early to avoid high seasonal prices. This is a long drive; plan for at least one overnight stop.
Travel Tips
  • Airport Transit
    Use ride-shares or the bus to get from MKE to downtown.
  • Weather
    Milwaukee can be cold in the winter; pack accordingly.
  • Traffic
    Milwaukee traffic is heavy; plan your travel times accordingly.
  • Dining
    Try the local Wisconsin-style food at a popular spot.
  • Navigation
    Use a GPS app to navigate the city's complex highway system.
Safety Tips
  • General Safety
    Stay in well-lit, populated areas, especially at night.
  • Public Transit
    Public transit is generally safe, but stay alert during late hours.
  • Emergency
    Dial 911 for emergencies; Milwaukee has a large police presence.
  • Awareness
    Keep your belongings secure in busy tourist areas like the Third Ward.
People Also Ask
  • Is Milwaukee safe?
    Tourist areas are generally safe; use standard city caution.
  • How do I get to downtown?
    Ride-shares or the bus from the airport are the most efficient way.
  • Is the drive worth it?
    Only if you enjoy long-distance road trips; otherwise, fly.
  • What is the best airport?
    Milwaukee Mitchell International (MKE) is the primary airport.
  • Do I need a car?
    Yes, Milwaukee is a sprawling city and a car is often helpful.
Quick Info
  • From Kennebunk, Maine, United States
  • To Milwaukee, Wisconsin, United States
  • Modes
Best Time to Travel

Spring or Fall for pleasant weather and to avoid the winter snow.

Things to Do in Milwaukee
1
Milwaukee Art Museum
A world-class art museum with a diverse collection. It is a must-see for art fans.
2
Harley-Davidson Museum
A museum dedicated to the history of Harley-Davidson motorcycles. It is a top-rated attraction.
3
Milwaukee Public Market
A historic public market with diverse food options. It is a local favorite.
4
Lakefront Brewery
A popular brewery with tours and great food. It is a cultural landmark.
Tags
Kennebunk to Milwaukee flights to Milwaukee driving to Wisconsin Maine to Milwaukee PWM to MKE Milwaukee travel guide long distance travel travel planning