From a meet-the-parents river cruise to a romantic stroll through some off-the-radar galleries at the Art Institute, Time Out Chicago joins us with recommendations for downtown dates.

• Downtown dating guide
• Win prizes from Time Out Chicago magazine
• The cartoons of John T. McCutcheon at Chicago Cultural Center
• Constellations: Paintings from the MCA Collection
• Ando Gallery at Art Institute of Chicago
• Architecture River Cruise