On your own: Milan → Lisbon
For a trip of about 14 days in November 2026, the best price we have seen is $579 CAD for Montreal → Milan, plus $409 CAD for Lisbon → Montreal, $988 CAD in total.
That is $353 CAD more than the round trip to Lisbon: the price of adventure, with no retracing your steps.
By road, expect about 2151 km (about 23 h of driving) between Milan and Lisbon.
Open jaw or round trip?
A round trip brings you back to where you landed; the open jaw has you travel between the two cities.
Open jaw or round trip, month by month: Milan and Lisbon
In our scans, the open jaw between Milan and Lisbon costs $349 more on average (54%) than the best round trip to either city. The gap is smallest in March ($312 more): it is the price of landing in one city and flying home from another.
| Month | Open jaw | Milan round trip | Lisbon round trip | Versus best round trip |
|---|---|---|---|---|
| November | $988 | $936 | $635 | $353 more |
| December | $997 | $948 | $635 | $362 more |
| January | $991 | $950 | $635 | $356 more |
| February | $991 | $960 | $635 | $356 more |
| March | $991 | $960 | $679 | $312 more |
| April | $991 | $960 | $635 | $356 more |
For each month: the best open-jaw price (two one-way flights, stays of 14 to 14 days) and the best round trip to each of the two cities (stays of 10 to 18 days, depending on the lengths we scan). Only our latest scans are used.
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Frequently asked questions: Milan → Lisbon
What is an open-jaw flight?
An open-jaw (or multi-city) flight arrives in one city and leaves from another. Here you arrive in Milan and fly home from Lisbon instead of returning to where you landed.
How much is a flight from Montreal into Milan, home from Lisbon?
For about 14 days, the best price we have seen is $988 CAD: $579 CAD to fly into Milan and $409 CAD to fly home from Lisbon.
Is it cheaper than a round trip to Milan or Lisbon?
That is $353 CAD more than the round trip to Lisbon: the price of adventure, with no retracing your steps.
How do I get from Milan to Lisbon?
By road it is about 2151 km (about 23 h of driving) from Milan to Lisbon. Train, bus or a rental car are the usual options; that cost is not included in the prices shown.
Are these prices guaranteed?
No. They are the best prices from our latest scan and they change often. Check the final price on Google Flights before you book.