Flight
Driving
Kittery to Milwaukee
Updated: 28 May 2026
The trip from Kittery to Milwaukee covers approximately 1,600 kilometers. Driving is a popular option, taking you through the scenic Northeast and Midwest. Flying from Portland (PWM) to Milwaukee (MKE) is the fastest method, usually requiring a connection. You will transition from the rocky Maine coast to the shores of Lake Michigan. Ensure your vehicle is serviced for a long-distance drive.
Total Distance: 1,600 km driving distance; 1,400 km air distance.
Fastest Way
Flight from Portland (PWM) to Milwaukee (MKE) is the fastest.
Cheapest Way
Driving is often the most cost-effective for groups or families.
Compare Kittery to Milwaukee Routes
|
Connecting
|
Direct
|
|
|---|---|---|
| Duration | 5 hours | 17 hours |
| Avg Price | $250 - $450 | $200 - $400 |
| Operator | United Airlines | Personal Vehicle |
| Route | PWM to MKE via ORD. | I-95 S to I-84 W to I-80 W to I-94 W. |
| Tip | United offers frequent connections through their Chicago hub. | Plan for at least one overnight stop. |
Travel Tips
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FoodTry the local cuisine like the cheese curds.
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TransportationUse ride-sharing apps to get around the city easily.
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WalkingThe downtown area is very walkable.
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ReservationsBook popular restaurants in advance.
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EventsCheck for local events and festivals.
Safety Tips
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AwarenessStay alert in busy nightlife areas.
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DrivingBe careful on highways during heavy rain.
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EmergencyKnow the location of the nearest hospital.
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Pedestrian SafetyUse crosswalks and watch for traffic.
People Also Ask
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Is there a train to Milwaukee?Amtrak's Hiawatha serves Milwaukee, but you must reach the Midwest first.
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What is the best airport?Milwaukee Mitchell International Airport (MKE) is the main hub.
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How long is the drive?It takes about 17 hours of driving time.
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Do I need a car?Yes, Milwaukee is a spread-out city.
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Is it safe?Yes, but stay in well-lit, populated areas.
Quick Info
- From Kittery, Maine, United States
- To Milwaukee, Wisconsin, United States
-
Modes
Best Time to Travel
April to June or September to October for pleasant weather.
Things to Do in Milwaukee
1
Harley-Davidson Museum
Visit the museum dedicated to the iconic motorcycle brand.
2
Milwaukee Art Museum
Explore the extensive art collection.
3
Historic Third Ward
Explore the historic neighborhood with its unique architecture.
4
Milwaukee Public Market
Visit the historic public market.
Tags
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