Stopping points from Chicago O'Hare International Airport to Portland International Jetport:

• Start from Chicago O'Hare International Airport
• 4.5 hours to Toledo, Ohio after driving about 260 miles / 420 km
• 2 hours to Cleveland, Ohio after driving about 120 miles / 190 km
• 3 hours to Buffalo, New York after driving about 190 miles / 310 km
• 2.5 hours to Syracuse, New York after driving about 150 miles / 250 km
• 5 hours to Lowell, Massachusetts after driving about 320 miles / 510 km
• 1.5 hours to Portland International Jetport after driving about 100 miles / 160 km

Your total trip with all stops is around 1,140 miles / 1840 km, taking roughly 18.5 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between ORD and PWM.

From:
City:	round-tripone-way
Check-in:
Check-out:
Get:	flighthotelcar rental      SEARCH

Get:	all calculations distance driving time driving distance flight time closest airport cost of driving time difference major cities halfway point stopping points fly or drive direct flights airlines serving hotels in the area currency converter latitude/longitude
From:
To:

• Chicago to Portland drive
• road conditions from Chicago to Portland
• flattest route from Chicago to Portland

Plan your road trip at  

Map of stopping points

More trip calculations

• Driving Distance
• Driving Time
• Cost Of Driving
• Halfway Point
• Distance
• Flight Time
• Time Difference

Stopping points from ORD to PWM

Start from Chicago O'Hare International Airport.

Toledo, Ohio is stopping point #1 after driving about 260 miles (420 km) or 4.5 hours.

Cleveland, Ohio is stopping point #2 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 380 miles or 610 km over roughly 6.5 hours of driving.

Buffalo, New York is stopping point #3 after driving about 190 miles (310 km) or 3 hours. Your total trip so far is about 570 miles or 920 km over roughly 9.5 hours of driving.

Syracuse, New York is stopping point #4 after driving about 150 miles (250 km) or 2.5 hours. Your total trip so far is about 730 miles or 1170 km over roughly 11.5 hours of driving.

Lowell, Massachusetts is stopping point #5 after driving about 320 miles (510 km) or 5 hours. Your total trip so far is about 1,050 miles or 1680 km over roughly 17 hours of driving.

Finally, Portland International Jetport is your destination after driving about 100 miles (160 km) or 1.5 hours. Your total trip with all stops is around 1,140 miles or 1840 km, taking roughly 18.5 hours for the whole trip.

Stopping point calculator

Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.