Milan in September – Espresso Yourself with This Mind-Blowing Last Minute Deal from Toronto!
Here’s the kind of deal that makes travel agents cry into their triple-markup cappuccinos. Ready? A roundtrip flight from Toronto to Milan this September for just CAD $597. That’s not a typo—it’s 40% cheaper than what you’d usually pay. Want to take it up a notch? For just CAD $852 total, you get the flight and 4 nights in a charming, well-rated hotel near Milan’s city center—breakfast included, because let’s face it, nobody explores fashion capitals on an empty stomach.
To put things into perspective: major travel agencies would charge you around CAD $1,600 for the same kind of city break. You could literally fly to Milan, devour plates of creamy risotto, and still have enough left over to buy a leather bag that doesn’t scream “tourist trap.”
Why go in early September? Milan’s still buzzing, the locals are back from vacation, and the temperature is that perfect sweet spot between summer tan and sweater weather. No crowds, no meltdowns.
Stroll through the Brera district like you’re starring in your own Euro mini-series, sip on a Negroni in Navigli, and if you're into fashion—even better, it's the pre-Milan Fashion Week buzz! Hungry? Skip the chain pizza and try ossobuco alla Milanese with saffron risotto. Trust me, your taste buds will send you thank-you cards.
This isn’t a deal. It’s a steal in stile.
You'll always need a nice well done travel guide with you. Here's my blog post: Milan on a Budget: A DIY Wanderer’s Guide to Exploring Italy’s Fashion Capital
Different flight options are available at the bottom of the page.
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This is a do-it-yourself holiday proposal and you must make your own flight and accommodation bookings using the links bellow. Prices are verified at the time of publication, but may fluctuate. Feel free to check all the available options.
Book the flight by clicking on the flight's link - you'll be redirected to a major flight booking website (no payments are made to us).
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The price deal suggested by us is the total flight + accommodation.
City Break in Milan (Italy), departure Toronto from CAD $852 per person (flight & accommodation included)
September 12 - 17, 2025
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Price per person | FLIGHT + ACCOMMODATION
CAD $852 | Flight + Accommodation Option 1 (with breakfast)
CAD $892 | Flight + Accommodation Option 2 (without breakfast)
CAD $913 | Flight + Accommodation Option 3 (without breakfast)
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Other options for bargain last minute flights from Toronto to Milan
- September 06 - 12, 2025 - CAD $597 - 6 days
- September 06 - 14, 2025 - CAD $595 - 8 days
- September 08 - 15, 2025 - CAD $595 - 7 days
- September 10 - 14, 2025 - CAD $597 - 4 days
- September 11 - 17, 2025 - CAD $597 - 6 days
- September 14 - 20, 2025 - CAD $597 - 6 days
- September 14 - 23, 2025 - CAD $595 - 9 days
- September 15 - 22, 2025 - CAD $595 - 7 days
- September 16 - 22, 2025 - CAD $597 - 6 days
- September 18 - 22, 2025 - CAD $597 - 4 days
- September 19 - 27, 2025 - CAD $595 - 8 days
- September 19 - 30, 2025 - CAD $595 - 11 days
- September 22 - 30, 2025 - CAD $595 - 8 days
- many other options available in September & October...