most of the things we worry about, don't happen. Good for you for trying to live your life. Easier than driving and parking in the Loop, to be sure. Short uber ride for her from UV, and you exit at Ohio St, just come west on Grand, or next exit for West Loop, come up Halsted. Or keep walking to Montgomery Ward Park on the River, located at Erie/Kingsbury. It's finer dining, authentic Italian, not like the usual Italian-American restaurants.Īfterwards, could walk down Grand to the river, there's a little quiet spot next to the river by Kingsbury apartments where you can sit and talk.
The restaurant has great salads, appetizers or small brick oven personal pizzas if she "doesn't want to eat" pasta or an entree. Then maybe dessert across the street at Dolce Amore. dine al fresco, it's still enclosed/private area, absolutely beautiful, or inside the restaurant is nice too. Piccolo Sogno Italian restaurant on Grand/Milwaukee/Halsted, portions are not too big.