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Anchorage, Alaska, USA. During the Cold War, Western European and North American airlines flying to Asia couldn't use Soviet or Chinese airspace, so would often stopover here instead. What's more, the first generation of jets and widebody airlines did not have the range to fly non-stop across the Pacific Ocean. Now that neither issue applies, the airport has become increasingly isolated.
Karachi, Pakistan. Until the 1990's, many airlines flying between Europe and SE Asia/Oceania would stopover here. However, since then there has been growing political instability in Pakistan, with Karachi itself having become especially dangerous, plus also the emergence of Gulf Arab cities as prominent airports and intermediate stops between Europe and SE Asia/Oceania (especially Dubai), which have combined to lead many airlines to reduce if not wholly eliminate service to this airport.
San Juan, Puerto Rico. Quite a few European and Latin American airlines used to fly here. However, for whatever reason, they have found demand to be insufficient and passengers are generally now expected to fly via the mainland US instead.
Caracas, Venezuela. Where to begin? Frequent crime at the airport itself, frequent power outages, political and economic instability, the failure to pay airlines millions of dollars owed to them, poor relations with the US in particular - all these factors under Chavez and especially Maduro have seen several airlines abandon this once-thriving airport in recent years.
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