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Chicago Area

Advice on weekend itinerary


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Restaurants & Bars Chicago Area

Advice on weekend itinerary

PekoePeony | | Mar 3, 2013 11:48 AM

My husband & I will be in Chicago for a long weekend and would love to get some advice on our itinerary. We're from San Francisco and will be staying at the Hyatt Regency. We don't know whether we'll have a car or not, but most likely not.

- Hubby: Loves gastropubs, big strong flavors, spicy foods, & sweets/desserts
- Me: Street food, unique/different flavors. Price/quality ratio is a big factor in my enjoyment of food -- I don't mind paying if the food is tasty & interesting (re: Alinea) but if I think the food is just okay or way overpriced for what you get, that ticks me off (sorry my pet peeve!).

We plan on having dinner at Purple Pig but the wait scares me as we probably won't get there til about 8pm. Can you suggest a backup plan in case the wait is too crazy? Seems both Mercat de la Planxa and Piccolo Sogno have open tables -- would one be better than the other? Or maybe other suggestions closer to Purple Pig?

Right now we plan on meeting some friends and having a late-ish (1.30) lunch at Hot Doug's, but our dinner reservation at Next isn't til 10.15pm. Should we go to Next pretty hungry & thirsty, or is it okay to get a snack/drinks beforehand? If snack/drinks around 7.30/8pm are okay, what are some good choices either near our hotel or near the restaurant? We can also go a bit further away as we're thinking of maybe renting a car for the day since Hot Doug's is pretty far from the hotel.

We gotta be tourists and get pizza (last time we tried Gino's East), so this time we're going for lunch to Giordano's for their stuffed crust. We have reservations for the Aviary @6pm and plan on getting dinner afterwards. Unfortunately the Publican is closed for a private event that night and there are no tables available at the Girl and the Goat. How is La Sirena, is that an interesting enough choice for us (though their no reservations policy worries me as we'll be a party of six)? Or perhaps there are other good choices nearby or a short taxi away? We don't want anything too fancy (such as Grace or Tru) as we're in a group, and ideally a place where we can make reservations.

We have tickets for Book of Mormon at 2pm so are looking for a great brunch spot near our hotel or the theatre. Any ideas? For dinner we have reservations at the Publican.

Probably no Mexican or Asian suggestions please, unless it's really unique, since we have quite a few choices here in SF and we went to Topolobamo last time (plus we just got back from Mexico).

We're super excited about our trip and appreciate any advice we can get! Thanks!!