The cheapest order to fly Paris, Milan and Rome from Toronto
There are 6 ways to fly these cities. They do not cost the same. The cheapest works out at about CA$1,036 a person and the most expensive at CA$1,213, a difference of CA$178 for visiting exactly the same places.
Fly them in this order
Toronto → Paris → Rome → Milan → Toronto
About CA$1,036 per person in flights, based on fares recently seen on these routes.
Shown in Canadian dollars, converted from US dollars at today’s rate, so every amount is approximate. In dollars the cheapest order is about $740. You pay in the airline’s currency.
Every order, priced
- Toronto → Paris → Rome → Milan → TorontoCA$1,036cheapest order
- Toronto → Paris → Milan → Rome → TorontoCA$1,041CA$6 more per person
- Toronto → Rome → Paris → Milan → TorontoCA$1,134CA$98 more per person
- Toronto → Rome → Milan → Paris → TorontoCA$1,171CA$136 more per person
- Toronto → Milan → Paris → Rome → TorontoCA$1,206CA$171 more per person
- Toronto → Milan → Rome → Paris → TorontoCA$1,213CA$178 more per person
Why Paris first
- Toronto to ParisCA$367
- Paris to RomeCA$56
- Rome to MilanCA$62
- Milan to TorontoCA$551
- Out of Toronto, Paris is the cheapest first stop at about CA$367. Milan would be CA$533.
- Going home, Milan is the cheapest city to leave from at about CA$551, against CA$584 from Rome.
- The dearest order pays CA$578 for Paris to Toronto, a flight the cheapest order never takes.
- Milan to Toronto is 53% of what the cheapest order spends on flights, so it is the leg to watch.
Between the cities
- Paris to Rome: about 1,110 km (690 miles) as the crow flies. No train or bus we would suggest instead of flying.
- Rome to Milan: about 480 km (300 miles) as the crow flies. Also by ground: Frecciarossa / Italo, about 3h 10m, usually CA$42 to CA$126. Or FlixBus (overnight), about 8h, usually CA$21 to CA$49.
Entry rules for the Schengen area depend on your passport. Check them with Travel Advice and Advisories (Canada) before you book.
How much the order matters here
Getting the order right is worth CA$178 a person on this trip, 17% of what the cheapest way round costs. Of the 72 trips we price in full, that is number 52 for how much the order matters, one of the smaller gaps: on this trip your dates are likely to matter more than the order.
The same cities from other airports
The cheapest order depends on where you start. From Toronto it starts in Paris.
- From Chicagostart in Rome, about CA$1,061 a person, CA$813 less than the dearest order
- From Bostonstart in Rome, about CA$1,184 a person, CA$696 less than the dearest order
What these numbers are
Cached one-way fares, 12 of 12 legs priced from real observations, put together on October 29, 2026, from fares departing October 30, 2026 onwards. Right for comparing one order with another, not a quote for your dates.
A plan prices your own dates and weighs hours as well as fares, so it can pick a different order from this page.
Put dates on it
Same cities on real dates, plus what one search cannot show: layovers long enough to count as a free city, two tickets that beat one, and cheaper days either side. No account and no card.
One press starts it on January 2, 2027 to January 16, 2027, 14 days, for 2 travelers. Our dates, not yours, and about two minutes.
Plan Paris, Milan and Rome from Toronto nowOpen the form instead and pick your own datesSigned out, 3 plans a day per address, priced from cached fares and the free sources, so some legs may be estimates and the plan says which. Signed in, legs are checked live, with 2 free trips you can change afterwards.