Cover to Cover

If you’re thinking about starting your own Bobby Orr collection, perhaps that most abundant items and easiest place to start would be magazine covers.

Starting in 1963 and continuing to this day, Orr has been featured on the cover of various publications well over 100 times. The majority of these were between 1966 and 1976, which coinsided with Orr’s Bruins career. Yearbooks, media guides, game programs, Sunday newspaper supplements, sports magazines, etc… the list goes on. 

A good number of these will cost you anywhere from $10 to $40 and aren’t too hard to find. Some of his earlier covers tend to be more expensive, but are still within reason. Then there are the few that for reasons of either scarcity or it being the first cover he was on, will run you a good chunk of change.


First up is the Pictorial Living section of the Boston Sunday Advertiser, which was merged into the Boston Herald in the early 70’s.  This is from March 6, 1966 and is the first time Orr appeared on the cover of a local Boston magazine. He did not play for the Bruins yet as he was still only 17 (18 was the minimum age to play in the NHL). It shows Bobby with his Juniors club, the Oshawa Generals. The cover headline reads: “Bobby Orr – Boston Bruins’ Newest Hope”.  Inside there is an article about how he will be playing for the Bruins come September and will be the saviour of the franchise.

Newspaper insert magazines are often tougher to come by as many were thrown out with the paper. I purchased this from Sportsworld in the late 90’s and have never seen it again. Based on the price I paid for it back then, its rarity and importance as his first local cover, I would estimate that this would now sell for anywhere between $300 - $500 if it ever came up for sale again.


Here is one of Orr’s earliest NHL covers. This is a game program from the Montreal Forum on January 26, 1967 when the Bruins took on the Canadiens. Orr was in the middle of his rookie season at this point and was still only 18 years old.  Because this was a Montreal program, the articles are in both English and French.

This is not an easy program to track down. I’ve only seen it a handful of times over the years and it will set you back a few hundred dollars.


Next up is a Boston Bruins media guide from Orr’s second season, 1967-1968. It represents one of Orr’s earliest covers in a Bruins’ publication.

While being more common than the previous two mentioned magazines, it will still cost you between $100 – $250.

Now comes the rarest and most expensive Orr cover out there for sale if you can find it.


This is a 1963-64 Oshawa Generals game program featuring a 15 year old Bobby Orr on his very first cover when he was still playing Junior hockey. When I say that this is a rare piece of Orr memorabilia, I mean RARE. Only 6 copies are known to exist. I’m not sure why that is, but I feel lucky to own one of them.

I purchased this program from Sportsworld around 7 years ago. They got it in a collection and I immediately bought it. If you should ever find this for sale, be prepared to spend at least $1000. It’s well worth it.

At this point I should mention that over the years, I’ve become friendly with a few dealers who know I collect Orr memorabilia and they will call me when something of interest comes in or set it aside until I come into their store. This is how I have been able to acquire some of these rare items. The same can be said about my comic collection. I’ve been able to purchase some great Golden Age comics thanks to the boys at Comicazi. So the lesson is, get to know your dealers and let them know what you’re interested in. It will help enormously.

6 Responses to “Cover to Cover”

  1. scifinds says:

    I would collect Bobby Orr stuff, but I heard there are a bunch of players that were better than him… I will have to research the matter.

  2. The Goog says:

    Wow, only 6? Once again, your collection wow’s me!

  3. Gary says:

    Don’t get me started (shaking my fist in anger).

  4. Gary says:

    Thanks The Goog. It still amazes me that I was lucky enough to come across one. I’m always looking for the other 5 however :-)

  5. Angela and chris says:

    Hi there not sure if you are interested but I happen to own an Oshawa generals 1963-64 sports magazine ( the same one you have) however mine is signed by bob Orr, Danny oshea, Wayne cashman….etc…there’s most of the teams signatures. It’s in better than excellent condition.

    Do you know who I can contact to sell it. I’m in Oshawa Ontario Canada

  6. Angela and chris says:

    Hi there I happen to be the proud owner of an Oshawa generals sports magazine 1963-64 with bobby Orr on the cover exactly like yours . I guess I have a rare one too because mine has the team signatures including bobby Orr, Wayne cashman and Danny oshea

    I am interested in selling it. If you are interested we can talk or could you tell me who I can speak too

Leave a Reply