Date spots: Chicago area
IL · 6 spots. Ideas for 2nd and 3rd dates. Each listing links to Google Maps; many also link to an official website when we have one. Spots marked maps only have no website on file.
Hotel / Lounge
- The Drake Hotel2nd-3rd date
Gold Coast · Gold Coast
Classic Chicago hotel lobby; verify crowd on weekends.
- The Langham, Chicago2nd-3rd date
Downtown Chicago · River North
Polished riverfront hotel lobby.
Walk / scenic
- Millennium Park2nd-3rd date
Downtown Chicago · Loop
Outdoor landmark walk; pair with nearby lobby in cold weather.
- Navy Pier2nd-3rd date
Navy Pier area · Streeterville
Waterfront walk; can be crowded on weekends.
Museum / Gallery
- Art Institute of Chicago2nd-3rd date
Museum Campus · Loop
Strong museum date; reserve tickets in advance.
Kosher Restaurant
Our kosher restaurant list is not complete. To see what is open and near you, check Jewgo.