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MultiTripScanner / Start cities / Chicago / January 2027

Multi-country trips in Europe from Chicago in January 2027

Leaving Chicago in January 2027, €413 per person with a cabin bag buys a trip to Paris and on through 3 countries in Europe. The first flight is the cheapest fare from Chicago we've seen lately, often with a stop or two; after it, one city per country, 2–4 nights in each and non-stop flights only. Updated every night.

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.

The cheapest trip of each length

ChicagoParis4nDublin3nLondon

3 flights, 3 countries in Europe, 7 nights, 8–16 Jan.

about€413per person, with a cabin bag

€300 without bags, plus €113 in cabin bags · prices seen up to 8 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Fri 8 Jan

  2. ORD→CDG Fri 8 Jan leaves 14:55Leaves from O'Hare International Airport, lands at Charles de Gaulle Airport. 1 stop, JetBlue first, check the travel time and bag rules€262 Check price
    • you leave Paris from a different airport (BVA, Beauvais-Tille Airport)
    • a price seen 8 days ago: it may be higher now or sold out
    • it may land Sat 9 Jan: check the time before you book your first night in Paris
  3. Paris

    France, 4 nights, 9–13 Jan

    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 January: highs of 8°C, some rain
    • Capital

    Swap this stop

  4. BVA→DUB Wed 13 Jan leaves 06:40, lands 07:15Ryanair, about 1½ hours, cabin bag about €24€23 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. Dublin

    Ireland, 3 nights, 13–16 Jan

    Ireland's capital on the River Liffey, known for its pubs and live music, Georgian squares, Trinity College's old library and sea swimming spots along the bay.

    Typical January: highs of 9°C, some rain
    • Capital

    Swap this stop

  6. DUB→LTN Sat 16 Jan leaves 17:05, lands 18:20Ryanair, about 1½ hours, cabin bag about €24€15 Check price
    • London Luton Airport is 45 km from London · Far airports compared
    • a price seen 3 days ago: it may be higher now or sold out
  7. London

    United Kingdom, Last stop, Sat 16 Jan

    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 January: highs of 8°C, some rain
    • Capital

    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.

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

ChicagoParis2nWarsaw2nMilan2nOradea

4 flights, 4 countries in Europe, 6 nights, 8–15 Jan.

about€469per person, with a cabin bag

€319 without bags, plus €150 in cabin bags · prices seen up to 8 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Fri 8 Jan

  2. ORD→CDG Fri 8 Jan leaves 14:55Leaves from O'Hare International Airport, lands at Charles de Gaulle Airport. 1 stop, JetBlue first, check the travel time and bag rules€262 Check price
    • you leave Paris from a different airport (BVA, Beauvais-Tille Airport)
    • a price seen 8 days ago: it may be higher now or sold out
    • it may land Sat 9 Jan: check the time before you book your first night in Paris
  3. Paris

    France, 2 nights, 9–11 Jan

    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 January: highs of 8°C, some rain
    • Capital

    Swap this stop

  4. BVA→WMI Mon 11 Jan leaves 08:50, lands 11:05Ryanair, about 2½ hours, cabin bag about €24€22 Check price
  5. Warsaw

    Poland, 2 nights, 11–13 Jan

    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 January: highs of 1°C, some rain
    • Capital
    • Old town

    Swap this stop

  6. WMI→BGY Wed 13 Jan leaves 13:05, lands 15:10Malta Air, about 2 hours, cabin bag about €24€21 Check price
  7. Milan

    Italy, 2 nights, 13–15 Jan

    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 January: highs of 7°C, some rain

    Swap this stop

  8. BGY→OMR Fri 15 Jan leaves 16:15, lands 19:00Wizz Air Malta, about 2 hours, cabin bag about €37€14 Check price
    • Orio al Serio International Airport is 46 km from Milan · Far airports compared
    • a price seen 4 days ago: it may be higher now or sold out
  9. Oradea

    Romania, Last stop, Fri 15 Jan

    A city in western Romania near the Hungarian border, with a large Art Nouveau centre, a star-shaped fortress and the Băile Felix thermal spa just south.

    Typical January: highs of 4°C, some rain

    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.

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

ChicagoParis2nWarsaw2nBrussels4nMilan4nBilbao

5 flights, 5 countries in Europe, 12 nights, 8–21 Jan.

about€546per person, with a cabin bag

€336 without bags, plus €210 in cabin bags · prices seen up to 8 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Fri 8 Jan

  2. ORD→CDG Fri 8 Jan leaves 14:55Leaves from O'Hare International Airport, lands at Charles de Gaulle Airport. 1 stop, JetBlue first, check the travel time and bag rules€262 Check price
    • you leave Paris from a different airport (BVA, Beauvais-Tille Airport)
    • a price seen 8 days ago: it may be higher now or sold out
    • it may land Sat 9 Jan: check the time before you book your first night in Paris
  3. Paris

    France, 2 nights, 9–11 Jan

    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 January: highs of 8°C, some rain
    • Capital

    Swap this stop

  4. BVA→WMI Mon 11 Jan leaves 08:50, lands 11:05Ryanair, about 2½ hours, cabin bag about €24€22 Check price
    • Beauvais-Tille Airport is 69 km from Paris · Far airports compared
    • Warsaw-Modlin Airport is 35 km from Warsaw · Far airports compared
    • you leave Warsaw from a different airport (WAW, Frederic Chopin Airport)
    • a price seen 3 days ago: it may be higher now or sold out
  5. Warsaw

    Poland, 2 nights, 11–13 Jan

    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 January: highs of 1°C, some rain
    • Capital
    • Old town

    Swap this stop

  6. WAW→CRL Wed 13 Jan leaves 06:05, lands 08:20Wizz Air, about 2½ hours, cabin bag about €37€19 Check price
    • Charleroi Brussels South Airport is about 55 km by road from Brussels · Far airports compared
    • a price seen 4 days ago: it may be higher now or sold out
  7. Brussels

    Belgium, 4 nights, 13–17 Jan

    Belgium's capital and seat of the EU, with the ornate Grand-Place, comic-strip murals, Art Nouveau houses, and beer, waffles and chocolate everywhere.

    Typical January: highs of 6°C, some rain
    • Capital
    • Old town

    Swap this stop

  8. CRL→BGY Sun 17 Jan leaves 14:05, lands 15:35Ryanair, about 1½ hours, cabin bag about €24€20seen yesterday Check price
    • Charleroi Brussels South Airport is about 55 km by road from Brussels · Far airports compared
    • Orio al Serio International Airport is 46 km from Milan · Far airports compared
    • you leave Milan from a different airport (MXP, Milano Malpensa Airport)
  9. Milan

    Italy, 4 nights, 17–21 Jan

    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 January: highs of 7°C, some rain

    Swap this stop

  10. MXP→BIO Thu 21 Jan leaves 17:10, lands 19:10Leaves from Milano Malpensa Airport. Vueling, about 2 hours, check the airline's cabin bag rules€13seen 2 days ago Check price
  11. Bilbao

    Spain, Last stop, Thu 21 Jan

    The Basque Country's biggest city, home of the Guggenheim Museum, a riverside old town full of pintxos bars, and green hills and surf beaches nearby.

    Typical January: highs of 14°C, wet
    • Old town

    Swap this stop

We count €60 for the bag on 1 flight and €65 on the long flight; check those prices with the airlines.

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.

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

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