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Cross-Country Getaway

Toronto

Business class roundtrip fares from 10 US hubs · Updated daily
$437
Lowest fare
$853
Average
10
US hubs
4
Below normal
All fares to Toronto
JFK 1h 45m $437 Typical Book Search →
ORD 2h $447 Typical Book Search →
BOS 1h 30m $550 Low Book Search →
MIA 2h 30m $806 Low Book Search →
ATL 2h 30m $830 Typical Book Search →
DFW 3h 30m $886 Typical Book Search →
SEA 4h $1,025 Low Book Search →
LAX 2h 30m $1,130 Typical Book Search →
SFO 5h $1,199 Low Book Search →
SNA 3h 15m $1,220 Typical Book Search →
About Toronto

Toronto is the kind of city that doesn't beg for your attention — it earns it quietly, through a Michelin-worthy omakase in a Kensington Market basement, a members-only cocktail bar behind an unmarked Ossington door, and architecture that rivals Chicago's without the smugness. This is Canada's most cosmopolitan city, where over 200 ethnicities have created a dining scene that genuinely outpaces most American metros, and where the luxury layer — from the newly minted Four Seasons in Yorkville to private gallery openings in the Distillery District — feels refreshingly unstuffy. Forget what you think you know from a layover at Pearson; Toronto rewards the traveler who stays long enough to get past the CN Tower.

6 Experiences Worth Flying Business Class For
1. The Yorkville Long Lunch That Becomes Dinner

Start at Salon at the Four Seasons for their seasonal tasting menu, then drift through the Yorkville Village luxury corridor where Brunello Cucinelli and Loro P...

iana sit alongside independent Canadian designers. This is Toronto's answer to the Upper East Side but with better manners and genuinely world-class people-watching from the Hazelton Hotel's terrace bar — order the Japanese whisky flight and watch the neighborhood's effortless money parade past.

2
Omakase at Shoushin, Then a Nightcap You'll Never Find Again
Jackie Lin's Shoushin on Adelaide Street is a 16-seat counter serving what is arguably the best sushi outside of Japan and New York — the Edomae-style nigiri program sources high-grade fish flown in from Tsukiji and the seasonality is obsessive. After, walk ten minutes to Bar Raval on College Street, a Gaudí-fever-dream carved entirely from mahogany, where the pintxos and sherry list make you forget you're not in San Sebastián. This one evening alone justifies the flight.
3
A Private Morning at the Aga Khan Museum
Most visitors stampede toward the ROM or the AGO, but the Aga Khan Museum designed by Fumihiko Maki is a transcendent experience — a minimalist white granite temple housing one of the world's finest collections of Islamic art, set in formal gardens by landscape architect Vladimir Djurovic. Arrive right at opening on a weekday and you'll have the galleries essentially to yourself; the on-site restaurant Diwan serves an elevated Middle Eastern brunch that alone merits the trip to the Don Mills neighborhood.
4
The Distillery District After the Crowds Disappear
Skip the daytime tourist crush and come to the Distillery District at dusk on a Thursday or Friday, when the galleries hold openings, the cobblestones glow under string lights, and you can book a private tasting at Spirit of York Distillery before a late dinner at El Catrin for upscale Mexican in a jaw-dropping Diego Rivera-inspired atrium. The Victorian industrial architecture of the former Gooderham & Worts whisky complex is genuinely stunning — this is Toronto's most photogenic square mile, but only when you time it right.
5
Island Hopping by Private Water Taxi at Golden Hour
The Toronto Islands are well-known, but almost nobody does them correctly — skip the public ferry, book a private water taxi from Queens Quay, and ask to be dropped at Ward's Island instead of Centre Island. Walk through the tiny community of eccentric cottages, find the hidden clothing-optional Hanlan's Point Beach at sunset, and take in the single best skyline view in North America as the city's glass towers catch fire in the late-day light. It feels like a secret that 2.9 million residents somehow keep forgetting.
6
The St. Lawrence Market Saturday Morning Ritual
Every serious food city has a market that functions as its soul, and St. Lawrence Market — repeatedly named the world's best food market — delivers on a Saturday morning with a devotion that borders on religious. The peameal bacon sandwich from Carousel Bakery is a non-negotiable Toronto initiation rite, but the real move is lingering at the upper-level vendors for aged Ontario cheddars, wild Canadian salmon, and local preserves before walking to the nearby Canary District for a flat white at Boxcar Social. Come before 8 a.m. or don't come at all — by 10 it's a zoo.
When to Go Show ↓
Peak Season
June through September
This is when Toronto fully exhales — patios explode across every neighborhood, TIFF dominates September with genuine A-list sightings at the TIFF Bell Lightbox and Roy Thomson Hall, and the waterfront becomes the city's living room. Hotel rates at the Shangri-La and St. Regis spike by 40-60%, especially during Pride in late June and Caribana in early August, but the energy is electric and the 16 hours of summer daylight make the city feel borderline European. If you're coming for TIFF in September, book six months ahead — serious film people snap up every luxury suite in Yorkville.
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Shoulder Season
April through May, and October
This is the smart money window. October delivers blazing fall color in High Park and the Ravine system, restaurant patios squeeze out their final golden weeks, and Nuit Blanche in early October transforms the entire downtown into an all-night contemporary art installation. Spring in May brings cherry blossoms to Trinity Bellwoods and the first patio openings — you'll get top-tier hotel rates, easy reservations at places like Alo and Don Alfonso, and a city that feels intimate rather than performative.
Plan your trip to Toronto