I have a number of routes to run along the Chicago lakefront going down to Indiana and up to Wisconsin depending on how far I want to run and what time of day/night. I work out in the suburbs of Chicago and during the week I often run at lunch. There are a number of good routes out there with hills even that are nice and tree lined for your running pleasure. Although there are many other runners swigging their cute little tusshies back and forth along the lakefront path to hold your attention and chase after From a 52YO (I hate seeing that number there) 5k: 22:19 (2016) 10k: 48:34 (2016) half: 1:56:45 (2015) During the several half-marathons I have done the temperature has been over 80 which is too damn hot to run that distance of a race and have a good time I think. I've done under 2 hours on normal runs of 13 miles.