The cheapest order to fly Osaka, Singapore and Tokyo from Sydney
There are 6 ways to fly these cities. They do not cost the same. The cheapest works out at about A$1,119 a person and the most expensive at A$1,674, a difference of A$556 for visiting exactly the same places.
Fly them in this order
Sydney → Singapore → Osaka → Tokyo → Sydney
About A$1,119 per person in flights, based on fares recently seen on these routes.
Shown in Australian dollars, converted from US dollars at today’s rate, so every amount is approximate. In dollars the cheapest order is about $763. You pay in the airline’s currency.
Every order, priced
- Sydney → Singapore → Osaka → Tokyo → SydneyA$1,119cheapest order
- Sydney → Tokyo → Osaka → Singapore → SydneyA$1,176A$57 more per person
- Sydney → Osaka → Tokyo → Singapore → SydneyA$1,182A$63 more per person
- Sydney → Singapore → Tokyo → Osaka → SydneyA$1,198A$79 more per person
- Sydney → Tokyo → Singapore → Osaka → SydneyA$1,610A$491 more per person
- Sydney → Osaka → Singapore → Tokyo → SydneyA$1,674A$556 more per person
Why Singapore first
- Sydney to SingaporeA$276
- Singapore to OsakaA$303
- Osaka to TokyoA$51
- Tokyo to SydneyA$488
- Out of Sydney, Singapore is the cheapest first stop at about A$276. Osaka would be A$575.
- Going home, the cheapest flight leaves from Singapore at about A$315, but the cheapest order ends in Tokyo at A$488 because the rest of the route is cheaper that way.
- Tokyo to Singapore is about A$240, but the other way round is A$308. Same two cities, A$67 apart on direction alone.
- The dearest order pays A$575 for Sydney to Osaka, a flight the cheapest order never takes.
- Tokyo to Sydney is 44% of what the cheapest order spends on flights, so it is the leg to watch.
Between the cities
- Singapore to Osaka: about 4,950 km (3070 miles) as the crow flies. No train or bus we would suggest instead of flying.
- Osaka to Tokyo: about 400 km (250 miles) as the crow flies. Also by ground: Shinkansen Nozomi, about 2h 30m, usually A$132 to A$161.
Entry rules for Singapore and Japan depend on your passport. Check them with the IATA Travel Centre before you book.
How much the order matters here
Getting the order right is worth A$556 a person on this trip, 50% of what the cheapest way round costs. Of the 107 trips we price in full, that is number 13 for how much the order matters, one of the trips where it matters most: flying these cities in the wrong order is an expensive mistake.
What these numbers are
Cached one-way fares, 12 of 12 legs priced from real observations, put together on November 12, 2026, from fares departing November 14, 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 16, 2027 to January 30, 2027, 14 days, for 2 travelers. Our dates, not yours, and about two minutes.
Plan Osaka, Singapore and Tokyo from Sydney nowOpen the form instead and pick your own datesSigned out, 3 trips 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, your first trip also searches Google Flights live, and you can change your trips afterwards.