This fabulously impractical house designed by Frank Lloyd Wright is one of the world's most famous examples of the Midwestern "Prairie School" of architecture, which aimed to create buildings with prominent horizontal lines evocative of the prairie landscape. The interior is bizarre, intended to remind its inhabitants of a ship, and is surrounded by stained art glass windows. You must take an official tour to see the interior, which lasts about an hour. Tours of the surrounding historic neighborhood are offered as well — it is best to make reservations online beforehand. Be sure to take a gander at the University of Chicago's Business School across the street, which was designed to emulate the style of the Robie House in a more modern fashion. It is one of eight buildings by Wright that is listed as UNESCO World Heritage Site
Tours Thu-Mon 11AM-3PM every 30 minutes·$17, $14 seniors/students/military, children under 4 free
Adequate, but overpriced, diner fare with some Greek and Mexican entries, and a constant flow of coffee. The nice atmosphere and comfy booths are the real reason to come and lounge about.
7AM-10PM daily·$7-14

The University of Chicago Oriental Institute has one of the best collections of ancient Egyptian and Near Eastern archeology in the world, which is moreover free, small, very well exhibited, and basically started by Indiana Jones. Some highlights include: much of the Assyrian "Fortress of Sargon," a colossal statue of King Tutankhamun, and the Mummy and Coffin of Meresamun. Visitors with a strong interest may want to devote several hours to pore over the dense exhibits, but the small museum can be quickly skimmed in 15 minutes.
Tue,Thu-Sat 10AM-6PM, Wed 10AM-8:30PM, Sun noon-6PM·Free, suggested donation $7, $4 child

This giant Gothic church is named for the University founder, John D. Rockefeller, who intended it to be the "central and dominant feature" of the University. It may not be that, but it is impressive, with a huge organ and the second largest carillon in the world. A great way to view the chapel and experience its acoustics is by showing up for one of the Wednesday lunchtime organ concerts, or for the 11AM Sunday service.
8AM-4PM, tours of the carillon: Mon-Fri 11:30AM and 5:30PM. Irregular hours for tours during summer·Free