and leaving the 70-200 at home.

Or should I bring it?

My "travel" photography usually consists of landscape, nature, architecture and street. In this case, I'm guessing street and architechture will be the main opportunities.

Worth bringing a 70-200 for a weekend in the city?

If you want to get in the top of high rise buildings from the street, you will definitely want the wide angle lens. For the street shots I've done of skyscrapers, I'm usually at max wide angle on my 18-55mm. If you like getting closer a telephoto would make for some nice effects.

You'll love chicago- where are you planning on staying?

Also have tickets to the Sat Cubs game, and we're going to try and find tickets to a Sunday night 2nd city show.

Any photo-op suggestions? Or interesting places to walk around for street photography? That new Canon 24-105 is looking tempting on days like today, where the lenses I am planning on taking only get me up to 85mm zoom...

you can take randolph st all the way east to millenium park and buckingham fountain, as well as the lake. You can also go north to the chicago river and michigan ave will always give good opportunities.

i plan on bringing my camera with me for some shots. Most likely going to be there by myself from Friday afternoon till Monday morning.

I'd take the lens, just in case.

used my 24-70 most of the time with the occasional ultra wide shot using a 17-40. if you're shooting wildlife/animals, etc then i would considering bringing a long lens but i wouldn't otherwise unless there was a specific situation that you know you would run into.

i'll be in chicago myself during the labor day weekend...was just planning on bringing my 24-70 and 17-40 but might bring my 70-200 + 1.4x TC if we end up planning on going to the zoo