Chicago , General info:
7/10

Two airports -Midway or OHare (ORD).OHare is major airport; both convenient to downtown (called The Loop)

Chicago , Different stuff:
6/10

flee market - great fun!

Chicago , Don't miss:
5/10

sambucca

Chicago , Food:
9/10

Food in Chicago is excellent! There is so much variety. There are many places for steak (Carmine's, Wildfire). There is also great Italian (Sappori Trattoria). Many ethnic restaurants if you want tasty affordable alternatives. My advice - go to a BYOB with a bottle or two of wine and you'll save.

Chicago , Hotels:
7/10

Hotels along Michigan Avenue are fun yet expensive. For a cheaper place in a great location, try Congress Plaza hotel.

Chicago , Safety:
6/10

OK for the most part. Just plan out your route in advance. Take cabs, buses, or trains.

Detroit , General info:
9/10

Detroit is the largest city in the U.S. state of Michigan and the seat of Wayne County. Detroit is a major port city on the Detroit River, in the Midwest region of the United States. Located north of Windsor, Ontario, Detroit area is the only major U.S. city that looks south to Canada. It was founded in 1701 by the Frenchman Antoine de la Mothe Cadillac.

City is also known as the home of Detroit techno.

It is known as the world's traditional automotive center — "Detroit" is a metonym for the American automobile industry — and an important source of popular music, legacies celebrated by the city's two familiar nicknames, Motor City and Motown.

Detroit , Cheap stuff:
9/10

Cheap GM cars.

Detroit , Different stuff:
9/10

Bleu Room Experience, The Portal

Detroit , Don't miss:
9/10

Motor City, 2500 Club, The Portal, X/S

Detroit , Food:
9/10

Andiamo – Riverfront, Rattlesnake Club, Tribute Restaurant, Capital Grille - Troy, ...

Detroit , Hotels:
9/10

Holiday Inn Southgate, Hilton Windsor, Hotel Pontchartrain, Omni Detroit Hotel River Place, Days Inn Downtown Detroit, ...

Detroit , Safety:
9/10

You shouldn't walk the streets alone at night