Moving from Chicago, IL to Portland, OR
Your Complete Guide
Cost of Living Comparison
Best Stops Along the Way
Breaking up a 2,281-mile drive? Here are great places to stop between Chicago, IL and Portland, OR.
St. Louis, MO
A historic gateway city on the Mississippi River known for its iconic arch. Rich in culture, barbecue, and blues music traditions.
Gateway Arch, craft beer scene, and world-famous barbecue
Louisville, KY
Home of the Kentucky Derby and the heart of bourbon country. A city with deep cultural roots and an award-winning food scene.
Kentucky Derby, bourbon distilleries, and Louisville Slugger Museum
Columbus, OH
Ohio's capital and largest city, home to Ohio State University. A diverse, growing city with a vibrant arts scene and food culture.
Ohio State University, Short North Arts District, and German Village
Cincinnati, OH
The Queen City on the Ohio River with stunning hilltop neighborhoods and a revitalized riverfront. Known for its unique chili and brewing heritage.
Cincinnati chili, Over-the-Rhine neighborhood, and brewing history
State Transition Guide: Illinois → Oregon
Moving from Illinois to Oregon? Here's what you need to know about updating your documents.
Driver's License
Vehicle Registration
Things to Know About Oregon
- No sales tax on any purchases
- Attendants pump your gas in most of the state
- DEQ emissions testing required in Portland metro area