Multi-country trips in Europe from Chicago in December 2026

1. Chicago

   United States, Start, Wed 2 Dec

2. ORD→LHR Wed 2 Dec leaves 18:3018:30Leaves from O'Hare International Airport, lands at London Heathrow Airport. 1 stop, Icelandair first, check the travel time and bag rules€268 Check price
   • you leave London from a different airport (LTN, London Luton Airport)
   • a price seen 4 days ago: it may be higher now or sold out
   • overnight: it lands on Thu 3 Dec, so your nights in London count from then

3. London

   United Kingdom, 3 nights, 3–6 Dec

   Britain's capital on the Thames, with free national museums, royal palaces, the Tower, West End theatres, big parks and food from every corner of the world.

   Typical December: highs of 9°C, some rain

   • Capital

   Swap this stop

4. LTN→VCE Sun 6 Dec leaves 07:25, lands 10:3507:25–10:35Ryanair, about 2 hours, cabin bag about €24€18 Check price
   • London Luton Airport is 45 km from London · Far airports compared
   • a price seen 8 days ago: it may be higher now or sold out

5. Venice

   Italy, 3 nights, 6–9 Dec

   A city of canals and islands in a lagoon, with St Mark's Basilica, the Grand Canal, Renaissance art and boat trips out to Murano glass and Burano lace.

   Typical December: highs of 8°C, some rain

   • Old town

   Swap this stop

6. VCE→WAW Wed 9 Dec leaves 06:15, lands 08:1506:15–08:15Ryanair, about 2 hours, cabin bag about €24€16seen 2 days ago Check price

7. Warsaw

   Poland, Last stop, Wed 9 Dec

   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 December: highs of 2°C, some rain

   • Capital
   • Old town

   Swap this stop

We count €65 for the bag on the long flight; check the airline's price.

We check the onward non-stop fares from each stop, for each number of nights you allow, and string the cheapest we find into a trip through several countries.

1. Chicago

   United States, Start, Wed 2 Dec

2. ORD→ORY Wed 2 Dec leaves 19:0019:00Leaves from O'Hare International Airport, lands at Paris Orly Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€271seen 2 days ago Check price
   • you leave Paris from a different airport (BVA, Beauvais-Tille Airport)
   • it may land Thu 3 Dec: check the time before you book your first night in Paris

3. Paris

   France, 3 nights, 3–6 Dec

   France's capital on the Seine, with the Louvre, the Eiffel Tower, Notre-Dame, café terraces, neighbourhood markets and some of the world's best museums.

   Typical December: highs of 8°C, some rain

   • Capital

   Swap this stop

4. BVA→ALC Sun 6 Dec leaves 06:20, lands 08:3006:20–08:30Malta Air, about 2 hours, cabin bag about €24€16 Check price
   • Beauvais-Tille Airport is 69 km from Paris · Far airports compared
   • a price seen 3 days ago: it may be higher now or sold out

5. Alicante

   Spain, 4 nights, 6–10 Dec

   A Costa Blanca port city below a hilltop castle, with a palm-lined seafront, a sandy town beach and tapas bars in the old quarter. More beaches line the coast in both directions.

   Typical December: highs of 18°C, dry

   • Beach

   Swap this stop

6. ALC→BGY Thu 10 Dec leaves 23:10, lands 01:15 the next day23:10–01:15⁺¹ late landingMalta Air, about 2 hours, cabin bag about €24€15 Check price
   • Orio al Serio International Airport is 46 km from Milan · Far airports compared
   • you leave Milan from a different airport (MXP, Milano Malpensa Airport)
   • a price seen 3 days ago: it may be higher now or sold out

7. Milan

   Italy, 2 nights, 11–13 Dec

   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 December: highs of 7°C, some rain

   Swap this stop

8. MXP→BER Sun 13 Dec leaves 06:05, lands 07:5006:05–07:50Leaves from Milano Malpensa Airport. Ryanair, about 2 hours, cabin bag about €24€12seen 2 days ago Check price

9. Berlin

   Germany, Last stop, Sun 13 Dec

   Germany's capital, with Museum Island, the remains of the Wall, wide parks, lakes to swim in on its edges and a famously late-running club scene.

   Typical December: highs of 4°C, some rain

   • Capital
   • Lakes

   Swap this stop

We count €65 for the bag on the long flight; check the airline's price.

We check the onward non-stop fares from each stop, for each number of nights you allow, and string the cheapest we find into a trip through several countries.

1. Chicago

   United States, Start, Wed 2 Dec

2. ORD→ORY Wed 2 Dec leaves 19:0019:00Leaves from O'Hare International Airport, lands at Paris Orly Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€271seen 2 days ago Check price
   • you leave Paris from a different airport (BVA, Beauvais-Tille Airport)
   • it may land Thu 3 Dec: check the time before you book your first night in Paris

3. Paris

   France, 3 nights, 3–6 Dec

   France's capital on the Seine, with the Louvre, the Eiffel Tower, Notre-Dame, café terraces, neighbourhood markets and some of the world's best museums.

   Typical December: highs of 8°C, some rain

   • Capital

   Swap this stop

4. BVA→ALC Sun 6 Dec leaves 06:20, lands 08:3006:20–08:30Malta Air, about 2 hours, cabin bag about €24€16 Check price
   • Beauvais-Tille Airport is 69 km from Paris · Far airports compared
   • a price seen 3 days ago: it may be higher now or sold out

5. Alicante

   Spain, 4 nights, 6–10 Dec

   A Costa Blanca port city below a hilltop castle, with a palm-lined seafront, a sandy town beach and tapas bars in the old quarter. More beaches line the coast in both directions.

   Typical December: highs of 18°C, dry

   • Beach

   Swap this stop

6. ALC→BGY Thu 10 Dec leaves 23:10, lands 01:15 the next day23:10–01:15⁺¹ late landingMalta Air, about 2 hours, cabin bag about €24€15 Check price
   • Orio al Serio International Airport is 46 km from Milan · Far airports compared
   • you leave Milan from a different airport (MXP, Milano Malpensa Airport)
   • a price seen 3 days ago: it may be higher now or sold out

7. Milan

   Italy, 3 nights, 11–14 Dec

   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 December: highs of 7°C, some rain

   Swap this stop

8. MXP→WMI Mon 14 Dec leaves 08:55, lands 11:0008:55–11:00Leaves from Milano Malpensa Airport. Ryanair, about 2 hours, cabin bag about €24€18 Check price
   • Warsaw-Modlin Airport is 35 km from Warsaw · Far airports compared
   • a price seen 3 days ago: it may be higher now or sold out

9. Warsaw

   Poland, 4 nights, 14–18 Dec

   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 December: highs of 2°C, some rain

   • Capital
   • Old town

   Swap this stop

10. WMI→ARN Fri 18 Dec leaves 12:55, lands 14:3512:55–14:35Lands at Stockholm Arlanda Airport. Ryanair, about 1½ hours, cabin bag about €24€12seen 2 days ago Check price
    • Warsaw-Modlin Airport is 35 km from Warsaw · Far airports compared

11. Stockholm

    Sweden, Last stop, Fri 18 Dec

    Sweden's capital, built across islands where Lake Mälaren meets the Baltic, with the old town of Gamla Stan, the Vasa ship museum and archipelago boat trips.

    Typical December: highs of 3°C, some rain

    • Capital
    • Lakes
    • Old town

    Swap this stop

We count €65 for the bag on the long flight; check the airline's price.

We check the onward non-stop fares from each stop, for each number of nights you allow, and string the cheapest we find into a trip through several countries.