⭐️ - MUST GO
Bolded are neighborhoods. This list is organized by area/distance.
Tiktok of my TOP recs: https://www.tiktok.com/t/ZTjxg7qx2/
My Google Maps: https://maps.app.goo.gl/THw3fNZdffZSkrWE6?g_st=i
Note: I stayed in West Loop (more peaceful/cheaper than in the loop). I did not go to all of these places listed but here is my research and honest recs. You can use Apple Pay for public transit.
West Loop ⭐️
- Food
- Au Cheval (tasted like glamorous in n out imo but for the culture ⭐️)
- Izakaya @ Momotoro (if you like japanese food, date spot, reservation req) ⭐️⭐️⭐️
- Ramen-San (underwhelming imo)
- Velvet Taco (try if you never have, but i’ve tried in other states)
- Green St Smoked Eats (right next to Sawada Coffee)
- Time Out Market (top rec but was so empty when i went, rather go to restaurants)
- Cafes
- Vietfive (ube chata) ⭐️
- Sawada Coffee ⭐️
- Shopping, Goodwill, high-end curated like Notre…
- Bars ⭐️
- Blind Barber - speakeasy in barber shop ⭐️
- Goodnight John Boy - had a $20 cover so did not go but grimey lit dance bar
The Loop
- Architecture Boat Tour (I booked with Wendella) ⭐️⭐️⭐️⭐️⭐️
- Riverwalk (you’ll be walking by the river the entire time here - do the boat tour!!!)
- Millenium Park ⭐️
- Cloudgate - DA BEANN!!!!!! ⭐️
- The Game Room - hidden in 2nd floor of a hotel, free games, bar ⭐️⭐️⭐️
- Chicago Public Library (top floor is Winter Garden)
- Magnificent Mile - shopping ⭐️