What two cities does the chesapeake bay connect? -

You wording is rather odd: A bay would separate cities. However, these cities are on Chesapeake Bay��all in Maryland��so maybe that is what you are looking for?:* Middle River* Essex* Baltimore* Dundalk* Riviera Beach* Annapolis* Hillsmere Shores* Mayo* Shady Side* Deale* North Beach* Chesapeake Beach

Well Norfolk, VA is at the southern end of the bay and Baltimore, MD is near the northern of the bay.If you mean the Chesapeake Bay Bridge, it connects Annapolis with Kent Island.