Alaska has voted (or tried to anyway), twice, to secede from the USofA.
The Alaskan Independence Party is the state's third largest political party with about 17,798 registered members, elections records show. It was formed in 1970 to advocate that Alaska secede from the union. A lot of folks were pissed off over the FedGov denial of an Trans-Alaska Oil pipeline at the time - sound familiar? In this case, the Teamsters saved the day.
Alaska - Some Canadians and Alaskans have discussed the possibility of the state of Alaska seceding from the United States and joining Canada under an autonomy plan allowing for a U.S. sphere of influence. This is comparable to what some Quebec separatists have advocated for in the past (sovereignty-association, Quebec Autonomism).
The issue has been discussed on various fora, such as that for the Alaska Independence Party forum, which claims Alaska as the "lost province". However, no formal movement in favor of this proposal exists, nor does any political party currently advocate it.
The reality of course is not as fun
Recently, in Kohlhaas v. State, our supreme court addressed whether Alaskans would ever get the chance to vote on making this dream a reality. The short answer was: "No." The long answer from the court (and I paraphrase) was: "Are you crazy? Do any of you people remember the Civil War and the 630,000 casualties? Much as we, as members of the court, would like sovereignty, we have seen the 'shock and awe' of the Federal military, and we can hear the buzz of a drone over the court right now as it warms up a Hellfire missile, and we'd rather not give the federal government any reason to test the missile resistance of the courthouse roof."
Well, the court did not say that, but that is what the court meant. Here is what it really said. In Kohlhaas, the Alaska Supreme Court affirmed the invalidation of a ballot initiative submitted by Mr. Kohlhaas to the Lieutenant Governor. The initiative itself indisputably met all procedural requirements to be placed on the ballot, including obtaining the necessary signatures. (Getting people to sign a piece of paper is not a problem. Getting those same people to throw a Molotov cocktail at an M-1 Abrams tank; whole different story).
My hubby, the former Alaskan, says that Alaska has a secession season, like Korea (or Berkeley) has riot season. LOL!