Which places are best in Chicago for the family vacation?

It is impossible to list every place of interest in the city of Chicago, but you can do an internet search for "Chicago events" and "Chicago tourism," and get lots of information and ideas.

Warning: Do NOT bring a car into the city. Parking is nonexistent or outrageously overpriced. Downtown hotels will charge you $30-75 a night with no in-and-out privileges. Stay in a suburb and use public transportation.

The Miracle Mile is interesting if you like architecture and shopping.

i would also add an Architectural boat tour if it's weather appropriate. or even a segway tour of the city. i've done both of those and they're pretty neat.

Catch a baseball game at Wrigley Field.

Stay out of the south side. You have been warned

Navy Pier

Shedd Aquarium

Field Museum

Chicago Children's Museum (depending on kids' ages)

Bus tours

Willis Tower observation deck

The Bean

Adler Planetarium

Michigan Ave has some stores kids would like

Baseball games (Cubs or White Sox)

Six Flags Great America

Lake Michigan - beach, boat ride, etc

Navy Pier.

Lakeside tour on a boat from there.

Adler Planetarium and the park.

Just keep driving past Chicago & go to Wally World.