Well I tried Yahoo Answers and ppl were just kinda close minded and not very helpful. I know the community here is more open minded to different styles of living so hopefully I'll be able to figure out a bit before just doing it haha. Well so basically I want to get to a town a couple miles from Chicago to visit a friend. There's no real reason other than I think it would be a hilarious surprise and I've always wanted to Hitchhike, hopefully Hitchhiking with my broskies all the way to Cali in a summer or two. But yeaa first question is what is the best place to hitch a ride? I was thinking, and have read, that rest stops or truckstops might be my best bets. How should I approach it? Like if youve ever done it, what was the way you found your ride, or how would you recommend me approaching a random trucker.
I'm expecting to do this sometime in February or March, what shoudl I pack up? I have a basic idea, but open to recommendations. There's definately not a best way to approach it but there are probably a couple tips I could benefit from.
Also forgot to mention I'm close to NYC part of Connecticut. If you can get specific and recommend what interstate or whatever is a good one that can take me close to Chicago that would be great. I know there are a couple laws against walking on the highway and what not, if you want to give them to me great if not i can always do the extra research
Thank you all
updated by @jimmy-dc: 01/13/15 10:01:16PM