Chicago to Houston in one week, two lovely gals, one Camry: We're taking a road trip the week before July 4, starting in Chicago and ending in Houston. Any route tips? Things to see? Do? Quirky free attractions to see along the way? [more inside]
posted on May 7, 2008 - 16 answers

Road Trip filter: My girlfriend and I live in Chicago, and we want to take a road trip somewhere for the long weekend. [more inside]
posted on Aug 28, 2007 - 28 answers

What amusing rigors can we put the bachelor through as we drive from Chicago to northern Wisconsin? [more inside]
posted on Aug 10, 2007 - 9 answers

What are some fast and fun things to do in Chicago? [more inside]
posted on Jul 5, 2007 - 19 answers

Going on an impromptu road trip to Des Moines. What do we do once we get there? [more inside]
posted on May 17, 2007 - 13 answers

chicagofilter: renting a car - from a dealer (or: where can I find a decently priced mileage-free rental for a roadtrip) ? [more inside]
posted on Feb 20, 2007 - 9 answers

Starting point: Chicago. Destination: Niagara Falls. Transportation: Honda Civic. Question: Am I nuts? [more inside]
posted on Jul 24, 2006 - 21 answers

The SO and I live in Chicago and have taken several road trips over the years. We're up for more, the problem is, we seem to have tapped out all the obvious choices. [more inside]
posted on Apr 25, 2006 - 31 answers

Chicago-Madison-Milwaukee Bachelor Party Roadtrip ideas... [more inside]
posted on Mar 5, 2006 - 17 answers

I'm getting married in October, and our honeymoon is a long leisurely drive up to Massachusetts. We know we'll be stopping at Niagara Falls for one night, but are there any other places we should stop and see, weird roadside attractions, etc? We've already been to the Rock and Roll Hall of Fame in Cleveland...any roads less traveled to consider?
posted on Mar 29, 2005 - 33 answers