Priyanka & Aakash

October 31–November 1, 2025 • Chicago, IL

Priyanka & Aakash

October 31–November 1, 2025 • Chicago, IL

Things to Do

We hope you take advantage of staying in the heart of Downtown Chicago!


Here are some of our favorite places to eat/drink, in addition to suggestions on the best ways to see the city whether it's your first time or 100th!


Chicago Classics


Pizza - we love Lou Malnati's. You can't go wrong with either the deep-dish or the thin crust.


Hot Dogs - Portillo's is the game in town and also has vegetarian options! Their famous homemade chocolate cake slice is also incredible.


Burgers - Au Cheval is the legendary Chicago bar and restaurant, with their signature cheeseburger. Pro tip, if the line is too long at Au Cheval you can swing by Small Cheval instead which also has a vegetarian burger option as well.


Some of Priyanka's favorites...


Big Star - Tacos, margs and great vibes. Do not miss the walking-taco


Club Lucky - Old school Italian with amazing martinis


Greek Islands - An Amin family favorite


Bloom Plant Based Kitchen - Amazing vegan food. We brought Aakash here on our last visit to Chicago!


Cafe Ba-Ba-Reeba! - Tapas, another Amin family fav.


Pequod's Pizza - Caution, you will need to nap after eating a Pequod's pan pizza


Three Arts Club at RH - For the aesthetic-enthusiasts


Drinks and Rooftops


The Aviary— a one-of-a-kind cocktail experience where the drinks are as stunning as they are delicious. Insane experience, reserve ahead


London House— head here for rooftop and beautiful river views that show off Chicago at its finest — perfect for a sunset drink


Cindy's Rooftop— great views of Millenium Park


Best Activities / Ways to See the City


Wendella Boat Architecture Tour - the iconic 45 or 90 minute boat tour hitting all the historic Chicago landmarks


Visit the Bean (Cloud Gate) - one of Chicago's most popular sites based in Millenium Park


Skydeck at The Sear's Tower - step onto a glass deck 103 floors up with beautiful views of the city


Walk along the Chicago Riverwalk - free ~1.25 mile walk along the south bank of the Chicago River with scenic views, art installations and places to eat/drink