We are heading to Chicago first thing on Thursday August 1 after spending the previous night at the Indiana Dunes. We’ll be driving a pick-up truck (I know – not the easiest thing to park) and will be spending two nights at the Aloft by the airport. My initial thought was since we’ll be coming from the southeast and the Aloft is northwest is to try to go to places that are more convenient with the truck the first day (I don’t mind moving the truck and looking for street parking since we probably won’t stay at any place longer than a couple hours) and then take the L in the next day to go to the Art Institute and the Field since they are pretty close to each other and we just primarily have to worry about getting back and forth. We also might go to see the Cubs on our first night on Thursday but I don’t see us making the call on that until very close to first pitch (is street scalping legal by Wrigley or do you have any other suggestion for finding cheap tickets right before first pitch?).
Our Art Institute/Field Museum day is pretty easy to plan (thinking that will be Friday 8/2). I was thinking we would grab pizza at Giordano’s in-between and maybe head up to Magnificent Mile or some other place for dinner before we head back to the airport for the night (maybe we can grab a hot dog by downtown since I can’t imagine we’ll want to eat much after that lunch).
The other day is still coming into focus but a couple of initial thoughts are wandering around a funky neighborhood or two (Wicker Park & Bucktown come to mind but would love recommendations on nice streets); walking along the water; Logan Hardware in Logan Square; maybe a wander around Lincoln Park and the site of the St. Valentine’s Day Massacre; a visit to Graceland Cemetery and a game or not at Wrigley.
We like parks, outdoor markets, iconic local foods and the urban stumble. We are a pretty diverse group (mid 60’s to 12 year old girl).
Any thoughts on how to do this most efficiently and any other thoughts on places to eat (I think we need to have an Italian Beef sandwich somewhere along the way – we’ll worry about our cholesterol on the rest of trip) would be greatly appreciated.