A little more telephone numbering history.
Back in the 1930s to 1950s era small towns typically had just a single central office (telephone exchange), and local numbers within town could often be just 3 or 4 digits. Within town there was no need for any names, but the town name was typically used to name the exchange for the outside world. This was before long-distance dialing, and if you wanted to call Smallsville, Idaho from some other state at that time, you just called your local operator and asked for the number: "I'd like Smallsville, Idaho, 286 please."
5 and 6-digit numbers were common in larger towns with multiple central offices, with various schemes in which the first one or two digits were dialed as letters representing the exchange (district) name. For example, Washington D.C. at one time used 6-digit numbers in which the first two were dialed as letters, e.g. DUpont 6200. The capitalization and oftentimes boldening of the dialed letters was a common notation in advertisements, phone directories, and so on. Again, callers from outside the area would just have to call their operator and ask for "Washington D.C., Dupont 6200."
The larger cities used 7-digit numbering from early times, with a 2L-5N scheme being common. The first three digits actually determined which central office within the city served the number, but only two of those three digits were shown as letters, e.g. MAdison 4-1200. There could be names in other parts of the city which shared the first two letters, so long as the third digit was different. For example, if there was a MAdison 4 and a MAdison 5, there might also be MArket 2 or MArket 6 in some other part of town. The key point is that the letters dialed were purely for human convenience. The equipment just needed to look at the first three digits to decide to which central office to send the call. It was this 2L-5N numbering system which was adopted right across the country with the arrival of direct distance dialing from the 1950s onward.
Although 2L-5N had been commonplace in the large cities, a handful had actually used a 7-digit scheme arranged as 3L-4N. New York was one such place, and the number made famous by Glenn Miller's recording had originally been PENnsylvania 5000. New York changed from 3L-4N to 2L-5N in the early 1930s, thus it became PEnnsylvania 6-5000. Today, of course, it's just 736-5000 (and that particular number still belongs to the same hotel!).
Chicago was another city which had started out as 3L-4N, but changed to 2L-5N around 1948. Using just two letters instead of three allowed much more flexibility in assigning names to prefixes.
However, mixed in with these exchanges there were still manual offices in many places during the 1930s/40s (as in no dials on the phones at all, you just picked up and waited for the operator to come on the line - "Number please?" - and told her the number you wanted).
Had Chicago actually had a number Northside 777, then it would have been a number on a manual exchange. Why? Because it doesn't fit the 3L-4N plan the city used up until 1948. With manual offices it was usual not to use leading zeros on the number. So you could have Northside 68, Northside 777, and Northside 2499. When exchanges were changed to automatic (dial) operation, the lower line numbers were usually padded out with leading zeros to make them up to the consistent length. So if Northside in Chicago was going to switch to dial operation under the 3L-4N plan, Northside 777 would almost certainly have become NORthside 0777.
I say "if" above because there was no exchange actually named Northside in the Chicago area during the 1930s/40s. There was an exchange named NORmal, however, which became NOrmal 7 when the numbering plan changed in 1948.
So there you have it: Northside was a fictitious exchange, but with a number like Northside 777, then if it had existed it would have been manual service.
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