On September 16, Fiona passed over Guadeloupe and entered the Caribbean Sea, where atmospheric conditions improved, and strengthened into a hurricane as it approached Puerto Rico two days later.

A few hours afterward, the eye of Fiona made landfall along the southwestern coast of Puerto Rico, near Punta Tocon, between the municipalities of Lajas and Cabo Rojo.

As the storm slowly moved through the Turks and Caicos, it continued to strengthen and reached Category 4 status the following day, while accelerating north.

After passing Bermuda and weakening to Category 3 intensity, Fiona quickly transitioned into a large and powerful extratropical cyclone and struck Nova Scotia with sustained winds of 100 mph (155 km/h) early on September 24.

In the Dominican Republic and the Turks and Caicos, the islands were pounded by heavy rainfall and strong winds, causing flooding and blackouts.

[6] The circulation associated with the system became more defined and persisted overnight and into the morning of September 14, attaining sufficient organization to designated as Tropical Depression Seven later that day.

[7] Despite the continued effects of moderate westerly shear and dry mid-level air flow,[8] new satellite imagery indicated the depression had strengthened, thus at 01:45 UTC on September 15, it became Tropical Storm Fiona.

[12] The storm emerged over the Mona Passage and strengthened slightly further before making landfall in the Dominican Republic near Boca de Yuma around 07:30 UTC the next morning, with maximum sustained winds of 80 knots (90 mph; 150 km/h) and a minimum central pressure of 977 mbar (28.85 inHg).

[13] Fiona weakened slightly over land, but after emerging off the northern coast of the Dominican Republic and back over the Atlantic Ocean, it began to intensify again, reaching Category 2 intensity at 21:00 UTC on September 19.

Steady weakening continued and by 07:00 UTC on September 24, the center of Fiona made landfall with estimated winds of 100 mph (160 km/h) on the Canso Peninsula, Nova Scotia, near Whitehead; based on observations from a nearby weather station at Hart Island and the East Chedabucto Bay buoy, the central pressure at the time was estimated to have been 931 mbar (27.5 inHg), the lowest measured on record in association with a landfalling post-tropical cyclone in Canada, and a new national record from any storm.

[26] When the NHC issued its final advisory on Fiona at 21:00 UTC that same day, it was centered about 80 miles (130 km) northwest of Port aux Basques, Newfoundland, and had maximum sustained winds of 70 mph (110 km/h).

[27] Fiona would continue to weaken as it moved erratically northward into the northwestern Atlantic before dissipating west of Greenland over Baffin Bay on September 27.

After the naming of Fiona, tropical storm watches were issued for the islands of Saba, St. Eustatius, St. Maarten, Antigua and Barbuda, St. Kitts and Nevis, Montserrat, and Anguilla.

[29] As Fiona moved west, tropical storm watches then warnings were put in place for Puerto Rico and the U.S. Virgin Islands.

[35] On approach to Atlantic Canada, Fiona's unprecedented strength prompted the Canadian Hurricane Centre to warn residents of "heavy rainfall" and powerful "hurricane-force winds".

[60] Roads were stripped of pavement due to Fiona's torrential rainfall, roofs were torn off houses, and at least one bridge was completely washed away.

[64][65] U.S. President Joe Biden declared a state of emergency over the storm on September 18, 2022, and all flights to and from Luis Muñoz Marín International Airport were canceled.

[42] The eye of Hurricane Fiona made landfall along the coast of the Dominican Republic near Boca de Yuma at 07:30 UTC on September 19.

[76] Passing west of the island, Fiona's large size produced sustained tropical storm-force winds over Bermuda for several hours; L.F. Wade International Airport reported a gust of 93 mph (150 km/h).

Fiona made landfall near Whitehead, Nova Scotia, on the morning of September 24 as a recently transitioned extratropical cyclone with hurricane-force winds.

The onshore push of storm surge led to record water level heights being set at Escuminac, New Brunswick, and Channel-Port aux Basques.

Wind gusts of 179 km/h (111 mph) were reported in Arisaig, Nova Scotia with a record high water height (before waves) of 2.73 metres (9.0 ft) in Channel-Port aux Basques, Newfoundland.

[101][102] A Port aux Basques woman was killed when her home was destroyed and she was swept into the ocean; another person died of carbon monoxide poisoning while operating an electrical generator in Prince Edward Island.

[112] U.S. President Joe Biden approved a disaster declaration for the island, allowing funding for search and rescue, debris removal, and shelter and food among other accommodations for a month.

[114] A few days after the hurricane struck, a delegation from United Hatzalah of Israel[115] arrived to provide psychological and emotional stabilization to those affected by the storm in various sections of the island.

[116] Working together with local community leaders and organizations including PR4PR, Chabad, and FREMS, the team assisted hundreds of people in the municipalities of Anasco and Loiza providing them with basic medical check ups, and psychological first aid tools to help them cope with the aftermath of the storm.