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On May 4, 2006, Hawaiian Airlines expanded service between the US mainland and Hawaiʻi in anticipation of the induction of four additional Boeing 767-300 aircraft, primarily focused on expanding non-stop service to Kahului Airport from San Diego, Seattle, and Portland. Additional flights were also added between Honolulu and the cities of Sacramento, Seattle, and Los Angeles.
On February 16, 2010, Hawaiian Airlines sought approval from the U.S. Department of Transportation to begin nonstop flights from its hub at Honolulu to Tokyo-Haneda sometime in 2010. The airline was one of 5 US carriers — the others being Delta, Continental, United, and American — seeking approval to serve Haneda as part of the U.S.-Japan OpenSkies agreement. Approval was granted from USDOT to begin nonstop service to Haneda, Japan. The flight began service on November 18, 2010. In addition, the airline is planning to establish a codeshare agreement with All Nippon Airways. On January 12, 2011, Hawaiian Airlines began nonstop service to Seoul-Incheon, South Korea. On July 12, 2011, Hawaiian added Osaka, Japan to its network.
Heading into the 1990s, Hawaiian Airlines faced financial difficulties, racking up millions of dollars in losses throughout the previous three years. Due to the airline's increasingly unprofitable operations, it filed for Chapter 11 bankruptcy protection in September 1993. During this time, the company reduced many of its costs: reorganizing its debt, wrestling concessions from employees, cutting overcapacity, and streamlining its fleet by disposing many of the planes it had added to its fleet just a few years earlier.
Hawaiian also has frequent-flyer partnerships with several other airlines, allowing HawaiianMiles members to earn credit for flying partner airlines and/or members of partner airline frequent flyer programs to earn credit for Hawaiian flights. Some partnerships restrict credit to only certain flights, such as inter-island flights or to code-share flights booked through Hawaiian.
On February 11, 2013, the airline announced a new venture in the turboprop interisland business, "ʻOhana by Hawaiian." Service is operated by Empire Airlines using ATR 42-500 turboprop airplanes. Service began on March 11, 2014, to Molokaʻi and Lānaʻi. The airline expanded more "ʻOhana by Hawaiian" routes between Kahului, Kailua-Kona & Hilo during the summer of 2014.
In March 2003, Hawaiian Airlines filed for Chapter 11 bankruptcy protection for the second time in its history. The airline continued its normal operations, and at the time was overdue for $4.5 million worth of payments to the pilots' pension plan. Within the company, it was suggested that the plan be terminated. As of May 2005, Hawaiian Airlines had received court approval of its reorganization plan. The company emerged from bankruptcy protection on June 2, 2005, with reduced operating costs through renegotiated contracts with its union work groups; restructured aircraft leases; and investment from RC Aviation, a unit of San Diego-based Ranch Capital, which bought a majority share in parent company Hawaiian Holdings Inc in 2004.