ok, time to chime in, as i have been really trying to eat healthy, especially the last few months.....
honestly, i find that the easiest, cheapest & best option is to cook for myself. but my method requires serious thought, lots of shopping, and menu-planning.
when eating out, there are just too many "add-on's" and ways for restaurants to take a mildly healthy sounding dish & throw it into the unhealthy realm. i also don't like to go turbo on server requests, ala, getting sauces on the side or too many substitutions, etc. if i don't think it sounds healthy, i'm not going to try to "make it that way".
i know that while i LOVE yellow curries, i can't really eat them as much as i used to & still follow a healthy eating plan. but there are other options when i'm craving thai, and forgoing crab rangoons, those beautiful little deep fried pockets of cheese & little else (i mean, really, is there crab in there???? anywhere????

)
so, for me, i tend to use going out to eat as my "splurge" meals. i eat healthy at home most of the time, started to bring my lunch to work most days out of the week, and then when i go out, i don't have to be so critical of what i am ordering.
for the longest time, since a gaggle of my friends all worked at courier cafe down in urbana, il --- one of my best friends & i have had a dream of opening the ubiquitous "soup & salad" joint. does that make me part of a cult? yikes, i hope not. we've just felt we could run something right, including some awesome sandwich creations we've come up with over the years, a salad bar, and probably also smoothies, another strong point in our repetoire.
similar to lil' guys, which i know you said you were looking for options OUTSIDE of bucktown, but they are at least striving to provide healthy options (and pizza, too; a slice of 'za & side salad, that ain't too bad, is it?). while not everyone enjoys their schtick, or thinks they are too pricey, at least they roast their meats in house & make the prepared salads, as well.
middle eastern food can be healthy, and of course, another WP joint, but we've found a falafel sandwich & some tidbits from sultan's market salad bar makes a good, semi-healthy, semi-affordable meal.
i've just spent a few days visiting my best friend, and also saw her in january. she lives near charlotte, NC. both visits, we went to this new spot,
Just Fresh, and for a chain, i was very impressed by what they are doing.....
At Just Fresh® We Believe…
• In cooking wholesome, natural, great tasting food.
• In creating spaces where our guests feel at home....
interesting that all their locations are in the south, which is not normally the bastion of healthy eating. maybe they actually thrive/survive as an anti- establishment to the hordes of sonics, chik-fil-A, BBQ joints, etc.
either way, i appreciate wiseguy's thread, if only to start a dialouge in finding more healthy options & hearing what others think on this topic.
miss ellen
ps, <b>Hombre de Acero</b> if we ever realize our dream, Logan Square would be my priority for location (duh, cuz i live there, too). heck, we even have a name, just need some financing & some vision!