Hillary and Schuyler
Things To Do
Deep Dish Pizza
Look, Hillary and Schuyler honestly think Chicago-style pizza is just... fine. However, they understand it's a rite of passage. Pizzeria Uno and Gino's East are both steps from the hotel and will scratch your deep dish pizza itch. Pequod's is a bit further but is universally the preferred deep dish spot of local Chicagoans. Hill and Sky's favorite pizza place in Chicago is Fat Chris's, which is the criminally underrated Detroit style.
Lakefront Trail
Despite her poor weather reputation, Chicago is 100% a walking town. Strolls along Lake Michigan are the very best, and you'll learn that Chicago is also low key a beach town. We also recommend the 606 Trail for a unique way to explore various neighborhoods.
BienMeSabe Venezuelan Cafe & Restaurant
This is the one place Hillary and Schuyler HAVE to go to every time they're in Chicago. Get the sampler platter for an assortment of various vessels for cheese that you never dreamed possible. When Hill & Sky say this place single-handedly got them through Covid quarantine, they MEAN it.
Mr. Beef
This Italian beef sandwich spot is the inspiration (and primary filming location) for The Bear.
Loaf Lounge
... and this is where you can get THE chocolate cake that is heavily featured in The Bear
Wrigley Field
The Cubs have a 6-game homestand throughout the wedding weekend. What a treat for all of us except White Sox fans.
The Bagel Restaurant and Deli
Schuyler's go-to spot for Jewish cuisine in Chicago. Odds are good that you will run into many a Weinberg if you pop in here.
Long Room Chicago
Coffee shop by day, killer cocktail joint by night, this is probably Hill & Sky's favorite bar in Chicago. Their first apartment together was a block away. If you play your cards right, you can walk through the drive thru of the Popeye's next door.
Au Cheval
The best burger! Pro tip: if you're short on time, go to Small Cheval instead. It's more casual, but the food is the same.