FareDice / Start cities / Southampton / October 2026

Multi-country trips from Southampton in October 2026

Leaving Southampton in October 2026, €465 in flights buys 8 flights through 8 countries. One city per country, 2–4 nights in each, non-stop flights only. Updated every night.

SouthamptonAmsterdam4nIbiza2nMilan

3 flights, 3 countries, 6 nights, 11–17 Oct. See the flightsHide the flights

€383about €418 with a cabin bag (+ 1 leg to check)
  1. Southampton

    United Kingdom, Start, Sun 11 Oct

  2. SOU→AMS Sun 11 OctKLM, cabin bag usually included€286seen 6 days ago Check price
  3. Amsterdam

    Netherlands, 4 nights, 11–15 Oct

    The Dutch capital, built around rings of 17th-century canals, with the Rijksmuseum, the Van Gogh Museum, narrow gabled houses and a city made for cycling.

    Typical October: highs of 15°C, 3 mm of rain a day
    • Capital

    Swap or re-roll this stop

  4. AMS→IBZ Thu 15 OctTransavia, cabin bag: check€80seen 5 days ago Check price
  5. Ibiza

    Spain, 2 nights, 15–17 Oct

    The main town of Ibiza, with the walled hilltop quarter of Dalt Vila above the port, the island's famous clubs and calm coves round the coast.

    Typical October: highs of 24°C, 2 mm of rain a day
    • Island
    • Beach

    Swap or re-roll this stop

  6. IBZ→MXP Sat 17 OctInto Milano Malpensa Airport. easyJet, cabin bag about €35€17seen 2 days ago Check price
  7. Milan

    Italy, Last stop, Sat 17 Oct

    Italy's fashion and business capital, with a white Gothic cathedral, Leonardo's Last Supper, La Scala opera house and aperitivo in the Navigli canal district.

    Typical October: highs of 19°C, 3 mm of rain a day

    Swap or re-roll this stop

Open this tripSeparate tickets: if one flight is late or cancelled, the next airline won't wait.

SouthamptonAmsterdam4nIbiza2nMilan3nSofia

4 flights, 4 countries, 9 nights, 11–20 Oct. See the flightsHide the flights

€396about €465 with a cabin bag (+ 1 leg to check)
  1. Southampton

    United Kingdom, Start, Sun 11 Oct

  2. SOU→AMS Sun 11 OctKLM, cabin bag usually included€286seen 6 days ago Check price
  3. Amsterdam

    Netherlands, 4 nights, 11–15 Oct

    The Dutch capital, built around rings of 17th-century canals, with the Rijksmuseum, the Van Gogh Museum, narrow gabled houses and a city made for cycling.

    Typical October: highs of 15°C, 3 mm of rain a day
    • Capital

    Swap or re-roll this stop

  4. AMS→IBZ Thu 15 OctTransavia, cabin bag: check€80seen 5 days ago Check price
  5. Ibiza

    Spain, 2 nights, 15–17 Oct

    The main town of Ibiza, with the walled hilltop quarter of Dalt Vila above the port, the island's famous clubs and calm coves round the coast.

    Typical October: highs of 24°C, 2 mm of rain a day
    • Island
    • Beach

    Swap or re-roll this stop

  6. IBZ→MXP Sat 17 OctInto Milano Malpensa Airport. easyJet, cabin bag about €35€17seen 2 days ago Check price
    • you leave Milan from a different airport (BGY, Orio al Serio International Airport)
  7. Milan

    Italy, 3 nights, 17–20 Oct

    Italy's fashion and business capital, with a white Gothic cathedral, Leonardo's Last Supper, La Scala opera house and aperitivo in the Navigli canal district.

    Typical October: highs of 19°C, 3 mm of rain a day

    Swap or re-roll this stop

  8. BGY→SOF Tue 20 OctWizz Air, cabin bag about €34€13seen yesterday Check price
    • Orio al Serio International Airport is 46 km from Milan
  9. Sofia

    Bulgaria, Last stop, Tue 20 Oct

    Bulgaria's capital, with the gold-domed Alexander Nevsky cathedral, Roman ruins under the streets, cheap eating out and Vitosha mountain right on its edge.

    Typical October: highs of 18°C, 2 mm of rain a day
    • Capital

    Swap or re-roll this stop

Open this tripSeparate tickets: if one flight is late or cancelled, the next airline won't wait.

SouthamptonAmsterdam4nIbiza2nMilan3nSofia4nWroclaw

5 flights, 5 countries, 13 nights, 11–24 Oct. See the flightsHide the flights

€412about €505 with a cabin bag (+ 1 leg to check)
  1. Southampton

    United Kingdom, Start, Sun 11 Oct

  2. SOU→AMS Sun 11 OctKLM, cabin bag usually included€286seen 6 days ago Check price
  3. Amsterdam

    Netherlands, 4 nights, 11–15 Oct

    The Dutch capital, built around rings of 17th-century canals, with the Rijksmuseum, the Van Gogh Museum, narrow gabled houses and a city made for cycling.

    Typical October: highs of 15°C, 3 mm of rain a day
    • Capital

    Swap or re-roll this stop

  4. AMS→IBZ Thu 15 OctTransavia, cabin bag: check€80seen 5 days ago Check price
  5. Ibiza

    Spain, 2 nights, 15–17 Oct

    The main town of Ibiza, with the walled hilltop quarter of Dalt Vila above the port, the island's famous clubs and calm coves round the coast.

    Typical October: highs of 24°C, 2 mm of rain a day
    • Island
    • Beach

    Swap or re-roll this stop

  6. IBZ→MXP Sat 17 OctInto Milano Malpensa Airport. easyJet, cabin bag about €35€17seen 2 days ago Check price
    • you leave Milan from a different airport (BGY, Orio al Serio International Airport)
  7. Milan

    Italy, 3 nights, 17–20 Oct

    Italy's fashion and business capital, with a white Gothic cathedral, Leonardo's Last Supper, La Scala opera house and aperitivo in the Navigli canal district.

    Typical October: highs of 19°C, 3 mm of rain a day

    Swap or re-roll this stop

  8. BGY→SOF Tue 20 OctWizz Air, cabin bag about €34€13seen yesterday Check price
    • Orio al Serio International Airport is 46 km from Milan
  9. Sofia

    Bulgaria, 4 nights, 20–24 Oct

    Bulgaria's capital, with the gold-domed Alexander Nevsky cathedral, Roman ruins under the streets, cheap eating out and Vitosha mountain right on its edge.

    Typical October: highs of 18°C, 2 mm of rain a day
    • Capital

    Swap or re-roll this stop

  10. SOF→WRO Sat 24 OctRyanair, cabin bag about €24€16seen 7 days ago Check price
  11. Wroclaw

    Poland, Last stop, Sat 24 Oct

    A Polish city on the Oder with many bridges and islands, a colourful market square, little bronze gnomes hidden around the streets and the Centennial Hall.

    Typical October: highs of 14°C, 1 mm of rain a day

    Swap or re-roll this stop

Open this tripSeparate tickets: if one flight is late or cancelled, the next airline won't wait.

SouthamptonAmsterdam4nIbiza2nMilan3nSofia4nWarsaw2nBratislava

6 flights, 6 countries, 15 nights, 11–26 Oct. See the flightsHide the flights

€429about €546 with a cabin bag (+ 1 leg to check)
  1. Southampton

    United Kingdom, Start, Sun 11 Oct

  2. SOU→AMS Sun 11 OctKLM, cabin bag usually included€286seen 6 days ago Check price
  3. Amsterdam

    Netherlands, 4 nights, 11–15 Oct

    The Dutch capital, built around rings of 17th-century canals, with the Rijksmuseum, the Van Gogh Museum, narrow gabled houses and a city made for cycling.

    Typical October: highs of 15°C, 3 mm of rain a day
    • Capital

    Swap or re-roll this stop

  4. AMS→IBZ Thu 15 OctTransavia, cabin bag: check€80seen 5 days ago Check price
  5. Ibiza

    Spain, 2 nights, 15–17 Oct

    The main town of Ibiza, with the walled hilltop quarter of Dalt Vila above the port, the island's famous clubs and calm coves round the coast.

    Typical October: highs of 24°C, 2 mm of rain a day
    • Island
    • Beach

    Swap or re-roll this stop

  6. IBZ→MXP Sat 17 OctInto Milano Malpensa Airport. easyJet, cabin bag about €35€17seen 2 days ago Check price
    • you leave Milan from a different airport (BGY, Orio al Serio International Airport)
  7. Milan

    Italy, 3 nights, 17–20 Oct

    Italy's fashion and business capital, with a white Gothic cathedral, Leonardo's Last Supper, La Scala opera house and aperitivo in the Navigli canal district.

    Typical October: highs of 19°C, 3 mm of rain a day

    Swap or re-roll this stop

  8. BGY→SOF Tue 20 OctWizz Air, cabin bag about €34€13seen yesterday Check price
    • Orio al Serio International Airport is 46 km from Milan
  9. Sofia

    Bulgaria, 4 nights, 20–24 Oct

    Bulgaria's capital, with the gold-domed Alexander Nevsky cathedral, Roman ruins under the streets, cheap eating out and Vitosha mountain right on its edge.

    Typical October: highs of 18°C, 2 mm of rain a day
    • Capital

    Swap or re-roll this stop

  10. SOF→WMI Sat 24 OctRyanair, cabin bag about €24€17seen yesterday Check price
    • Warsaw-Modlin Airport is 35 km from Warsaw
  11. Warsaw

    Poland, 2 nights, 24–26 Oct

    Poland's capital on the Vistula, with an old town rebuilt brick by brick after the war, strong history museums, riverside bars and a growing food scene.

    Typical October: highs of 13°C, 1 mm of rain a day
    • Capital

    Swap or re-roll this stop

  12. WMI→BTS Mon 26 OctRyanair, cabin bag about €24€16seen yesterday Check price
    • Warsaw-Modlin Airport is 35 km from Warsaw
  13. Bratislava

    Slovakia, Last stop, Mon 26 Oct

    Slovakia's capital on the Danube, with a white hilltop castle, a compact old town of cafés and the Little Carpathians vineyards and hills nearby.

    Typical October: highs of 16°C, 1 mm of rain a day
    • Capital

    Swap or re-roll this stop

Open this tripSeparate tickets: if one flight is late or cancelled, the next airline won't wait.

SouthamptonAmsterdam4nIbiza2nMilan3nSofia4nWarsaw2nBratislava4nAthens

7 flights, 7 countries, 19 nights, 11–30 Oct. See the flightsHide the flights

€447about €588 with a cabin bag (+ 1 leg to check)
  1. Southampton

    United Kingdom, Start, Sun 11 Oct

  2. SOU→AMS Sun 11 OctKLM, cabin bag usually included€286seen 6 days ago Check price
  3. Amsterdam

    Netherlands, 4 nights, 11–15 Oct

    The Dutch capital, built around rings of 17th-century canals, with the Rijksmuseum, the Van Gogh Museum, narrow gabled houses and a city made for cycling.

    Typical October: highs of 15°C, 3 mm of rain a day
    • Capital

    Swap or re-roll this stop

  4. AMS→IBZ Thu 15 OctTransavia, cabin bag: check€80seen 5 days ago Check price
  5. Ibiza

    Spain, 2 nights, 15–17 Oct

    The main town of Ibiza, with the walled hilltop quarter of Dalt Vila above the port, the island's famous clubs and calm coves round the coast.

    Typical October: highs of 24°C, 2 mm of rain a day
    • Island
    • Beach

    Swap or re-roll this stop

  6. IBZ→MXP Sat 17 OctInto Milano Malpensa Airport. easyJet, cabin bag about €35€17seen 2 days ago Check price
    • you leave Milan from a different airport (BGY, Orio al Serio International Airport)
  7. Milan

    Italy, 3 nights, 17–20 Oct

    Italy's fashion and business capital, with a white Gothic cathedral, Leonardo's Last Supper, La Scala opera house and aperitivo in the Navigli canal district.

    Typical October: highs of 19°C, 3 mm of rain a day

    Swap or re-roll this stop

  8. BGY→SOF Tue 20 OctWizz Air, cabin bag about €34€13seen yesterday Check price
    • Orio al Serio International Airport is 46 km from Milan
  9. Sofia

    Bulgaria, 4 nights, 20–24 Oct

    Bulgaria's capital, with the gold-domed Alexander Nevsky cathedral, Roman ruins under the streets, cheap eating out and Vitosha mountain right on its edge.

    Typical October: highs of 18°C, 2 mm of rain a day
    • Capital

    Swap or re-roll this stop

  10. SOF→WMI Sat 24 OctRyanair, cabin bag about €24€17seen yesterday Check price
    • Warsaw-Modlin Airport is 35 km from Warsaw
  11. Warsaw

    Poland, 2 nights, 24–26 Oct

    Poland's capital on the Vistula, with an old town rebuilt brick by brick after the war, strong history museums, riverside bars and a growing food scene.

    Typical October: highs of 13°C, 1 mm of rain a day
    • Capital

    Swap or re-roll this stop

  12. WMI→BTS Mon 26 OctRyanair, cabin bag about €24€16seen yesterday Check price
    • Warsaw-Modlin Airport is 35 km from Warsaw
  13. Bratislava

    Slovakia, 4 nights, 26–30 Oct

    Slovakia's capital on the Danube, with a white hilltop castle, a compact old town of cafés and the Little Carpathians vineyards and hills nearby.

    Typical October: highs of 16°C, 1 mm of rain a day
    • Capital

    Swap or re-roll this stop

  14. BTS→ATH Fri 30 OctRyanair, cabin bag about €24€18seen yesterday Check price
  15. Athens

    Greece, Last stop, Fri 30 Oct

    Greece's capital, below the Acropolis and the Parthenon, with ancient sites across the centre, lively neighbourhood tavernas and beaches along the southern coast.

    Typical October: highs of 24°C, 1 mm of rain a day
    • Capital

    Swap or re-roll this stop

Open this tripSeparate tickets: if one flight is late or cancelled, the next airline won't wait.

SouthamptonAmsterdam4nIbiza2nMilan3nTirana2nGdansk4nVilnius2nOslo3nRiga

8 flights, 8 countries, 20 nights, 11–31 Oct. See the flightsHide the flights

€465about €630 with a cabin bag (+ 1 leg to check)
  1. Southampton

    United Kingdom, Start, Sun 11 Oct

  2. SOU→AMS Sun 11 OctKLM, cabin bag usually included€286seen 6 days ago Check price
  3. Amsterdam

    Netherlands, 4 nights, 11–15 Oct

    The Dutch capital, built around rings of 17th-century canals, with the Rijksmuseum, the Van Gogh Museum, narrow gabled houses and a city made for cycling.

    Typical October: highs of 15°C, 3 mm of rain a day
    • Capital

    Swap or re-roll this stop

  4. AMS→IBZ Thu 15 OctTransavia, cabin bag: check€80seen 5 days ago Check price
  5. Ibiza

    Spain, 2 nights, 15–17 Oct

    The main town of Ibiza, with the walled hilltop quarter of Dalt Vila above the port, the island's famous clubs and calm coves round the coast.

    Typical October: highs of 24°C, 2 mm of rain a day
    • Island
    • Beach

    Swap or re-roll this stop

  6. IBZ→MXP Sat 17 OctInto Milano Malpensa Airport. easyJet, cabin bag about €35€17seen 2 days ago Check price
  7. Milan

    Italy, 3 nights, 17–20 Oct

    Italy's fashion and business capital, with a white Gothic cathedral, Leonardo's Last Supper, La Scala opera house and aperitivo in the Navigli canal district.

    Typical October: highs of 19°C, 3 mm of rain a day

    Swap or re-roll this stop

  8. MXP→TIA Tue 20 OctFrom Milano Malpensa Airport. Ryanair, cabin bag about €24€16seen 6 days ago Check price
  9. Tirana

    Albania, 2 nights, 20–22 Oct

    Albania's capital, a city of painted blocks, cafés and Communist-era bunkers turned museums, with a cable car up Mount Dajti just outside town.

    Typical October: highs of 23°C, 4 mm of rain a day
    • Capital

    Swap or re-roll this stop

  10. TIA→GDN Thu 22 OctRyanair, cabin bag about €24€16seen 3 days ago Check price
  11. Gdansk

    Poland, 4 nights, 22–26 Oct

    A Baltic port city with a rebuilt Hanseatic main street, a medieval crane on the waterfront, the shipyard where Solidarity began and sandy beaches in Brzeźno.

    Typical October: highs of 13°C, 2 mm of rain a day

    Swap or re-roll this stop

  12. GDN→VNO Mon 26 OctWizz Air, cabin bag about €34€17seen 7 days ago Check price
  13. Vilnius

    Lithuania, 2 nights, 26–28 Oct

    Lithuania's capital, with one of the largest baroque old towns in Eastern Europe, many churches, the self-declared republic of Užupis and Trakai castle nearby.

    Typical October: highs of 10°C, 2 mm of rain a day
    • Capital

    Swap or re-roll this stop

  14. VNO→OSL Wed 28 OctRyanair, cabin bag about €24€16seen yesterday Check price
    • you leave Oslo from a different airport (TRF, Torp Sandefjord Airport)
  15. Oslo

    Norway, 3 nights, 28–31 Oct

    Norway's capital at the head of the Oslofjord, with the marble Opera House, Vigeland's sculpture park, ship museums and forest trails and ski slopes on the city edge.

    Typical October: highs of 10°C, 3 mm of rain a day
    • Capital

    Swap or re-roll this stop

  16. TRF→RIX Sat 31 OctRyanair, cabin bag about €24€17seen 7 days ago Check price
    • Torp Sandefjord Airport is 87 km from Oslo
  17. Riga

    Latvia, Last stop, Sat 31 Oct

    Latvia's capital on the Daugava, known for its medieval old town, streets of Art Nouveau facades and a huge central market in old Zeppelin hangars.

    Typical October: highs of 11°C, 2 mm of rain a day
    • Capital

    Swap or re-roll this stop

Open this tripSeparate tickets: if one flight is late or cancelled, the next airline won't wait.
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Nights in each placetoAny: from 1 up to 14.
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Kind of places Hand-picked lists. Start, return and must-visit cities don't count.
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Prices are flights only, the cheapest seen lately. Each trip shows its total with a cabin bag.