- Nobu Hotel ChicagoNobu Hotel Chicago, North Peoria Street, Chicago, IL, USA
- Doughnut VaultDoughnut Vault, North Franklin Street, Chicago, IL, USA
- Architectural cruise (Shoreline)10:00 AMShoreline Sightseeing, North Michigan Avenue, Chicago, IL, USA
- Stroll along the Chicago RiverwalkChicago Riverwalk, Chicago, IL, USA
- Deep dish pizza @ Lou Malnati'sLou Malnati's Pizzeria, North Michigan Avenue, Chicago, IL, USA
- Stroll along Michigan Avenue ('the Magnificent Mile')Magnificent Mile, Chicago, IL, USA
- Museum of Contemporary ArtMuseum Of Contemporary Art Chicago, East Chicago Avenue, Chicago, IL, USA
- Oak Street BeachOak Street Beach, Illinois, USA
- ART on the MARTArt on The Mart, West Merchandise Mart Plaza, Chicago, IL, USA
- Baseball (Cubs), basketball (Bulls) or Football (Bears) game