About two weeks passed before Lili transitioned into an extratropical storm north of the Azores on October 27, which subsequently moved across Ireland and Great Britain.

Early in its duration, Lili caused flooding in Central America that left thousands homeless and killed 14 people.

Moisture from Lili also fueled a storm that struck the northeastern United States, which contributed indirectly to a death when a man in Maine tried driving across a flooded roadway.

Unfavorable wind shear prevented any development, and the wave continued westward, entering the Caribbean Sea on October 11.

Due to an upper-level low in the Gulf of Mexico, the system tracked to the northwest, brushing Central America in its path.

The depression developed banding features as the pressure gradually dropped, and intensified into Tropical Storm Lili at around 0600 UTC on October 16.

[1] Hurricane Lili grazed Isla de la Juventud on October 18, bringing heavy rains and strong winds to the island.

Later that day, Lili made landfall in Matanzas Province, Cuba as a category 2 hurricane, with winds close to 100 mph (160 km/h).

Despite the mountainous terrain, the storm did not weaken, with the same pressure reading of 975 mbar (28.8 inHg) being observed at landfall and when Lili reemerged into the Atlantic Ocean.

Lili again started a weakening trend soon after, and by October 26, was downgraded to a tropical storm about 345 mi (555 km) northwest of the Azores.

The remnants of Lili were absorbed by a much larger extratropical system in the North Sea on October 29, which proceeded to cross over the European mainland.

[5][6] In its formative stages, Lili produced heavy rainfall in portions of Central America, causing flooding that left thousands of people homeless.

[16] Nationwide, Lili damaged 92,542 houses and destroyed another 6,369,[17] mostly in Cienfuegos and Sancti Spíritus,[14] which left thousands of people homeless.

[6] In Villa Clara Province, about 45 mi (75 km) of roads were damaged,[8] and the winds destroyed the roofs of 28 sugar refineries.

[8] Tropical cyclone forecast models correctly anticipated that Lili would pass southeast of Florida, despite a potential landfall within 24 hours had the storm maintained its previous track.

The National Hurricane Center issued a tropical storm warning for the Florida Keys but not for the Miami metropolitan area.

[1] For several days, a trough extended northward from the hurricane, producing heavy rainfall in the southeast portion of the state.

[3] On October 18, a low pressure area developed near Norfolk, Virginia, which moved up the coastline and struck New England the next day.

The system drew moisture from Lili, which dropped heavy rainfall over portions of the northeastern United States that reached 13.03 in (331 mm) in Newburyport, Massachusetts.

There was one indirect death when a man tried driving across a flooded road in Cumberland County, and damage in the state totaled over $26 million.

On Great Exuma island, there was an estimated 15 ft (4.6 m) storm tide,[1] mostly on the southwestern portion, which caused beach erosion and some coral damage.

[20] On October 28, the extratropical remnants of Lili moved over Ireland and the United Kingdom,[1] considered the strongest storm to affect the area since 1961.

40 ft (12 m) waves in the North Sea removed an oil platform from its moorings, which nearly washed ashore near Peterhead until a line was reconnected.

A 4 ft (1.2 m) storm tide along the River Thames flooding coastal areas, and high waves washed a 75-foot long (23 m) sailboat ashore on Chale Bay in the Isle of Wight.

[34] Following two small private U.S. planes being shot down in Cuban airspace in February 1996, United States President Bill Clinton banned charter flights between the two nations.

The Cuban government rejected the remaining seven tons due to the parcels containing inscriptions other than "Caritas" or "CRS", such as "exile" or other messages against the communist party.

Catholic Relief Services later sent $252,000 worth of medicine, and sent a second flight of aid in January 1997 with 43 tons of rice, cooking oil, and flour.