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Three weeks in Europe from Chicago, there and back

€864 per person with a cabin bag buys three weeks in Europe from Chicago, the flights over and home included: through 3 countries, out on Mon 16 Nov, back on Mon 7 Dec. Each trip below leaves Chicago in the next month and is back there exactly 21 days later. The flights over and home are the cheapest fares from Chicago we've seen lately, often with a stop or two; in between, one city per country, 2–7 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.

ChicagoLondon7nTirana7nMilan6nChicago

4 flights, 3 countries in Europe, 20 nights, 16 Nov – 8 Dec.

Two of the three places are capitals. Typical November and December highs run from 7°C in Milan to 18°C in Tirana.

about€864per person, with a cabin bag

€673 without bags, plus €191 in cabin bags · prices seen up to 8 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Mon 16 Nov

  2. ORD→LHR Mon 16 Nov leaves 18:35 night flightLeaves from O'Hare International Airport, lands at London Heathrow Airport. Non-stop, Iberia, about 8 hours, cabin bag often extra on long-haul fares: we count about €65€243seen 2 days ago Check price
    • you leave London from a different airport (STN, Stansted Airport)
    • overnight: it lands on Tue 17 Nov, so your nights in London count from then
  3. London

    United Kingdom, 7 nights, 17–24 Nov

    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 November: highs of 12°C, some rain
    • Capital

    Swap this stop

  4. STN→TIA Tue 24 Nov leaves 06:20, lands 10:15Ryanair UK, about 3 hours, cabin bag about €24€23 Check price
    • Stansted Airport is 50 km from London · Far airports compared
    • a price seen 8 days ago: it may be higher now or sold out
  5. Tirana

    Albania, 7 nights, 24 Nov – 1 Dec

    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 November: highs of 18°C, wet
    • Capital

    Swap this stop

  6. TIA→MXP Tue 1 Dec leaves 06:15, lands 08:20Lands at Milano Malpensa Airport. Wizz Air Malta, about 2 hours, cabin bag about €37€16seen 2 days ago Check price
    • you leave Milan from a different airport (BGY, Orio al Serio International Airport)
  7. Milan

    Italy, 6 nights, 1–7 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. BGY→ORD Mon 7 Dec leaves 22:00Lands at O'Hare International Airport. 2 stops, Malta Air first, check the travel time and bag rules€391 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
    • it may land Tue 8 Dec: check the time before you book anything after it
  9. Chicago

    United States, Home, Tue 8 Dec

We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.

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

ChicagoParis7nWarsaw6nMilan7nChicago

4 flights, 3 countries in Europe, 20 nights, 2–24 Dec.

Two of the three places are capitals and Warsaw has an old town. Typical December highs run from 2°C in Warsaw to 8°C in Paris.

about€894per person, with a cabin bag

€716 without bags, plus €178 in cabin bags · prices seen up to 6 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Wed 2 Dec

  2. ORD→ORY Wed 2 Dec leaves 19:00Leaves 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, 7 nights, 3–10 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→WMI Thu 10 Dec leaves 15:00, lands 17:15Ryanair, about 2½ hours, cabin bag about €24€35seen 2 days ago Check price
  5. Warsaw

    Poland, 6 nights, 10–16 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

  6. WMI→BGY Wed 16 Dec leaves 13:05, lands 15:10Malta Air, about 2 hours, cabin bag about €24€16seen 2 days ago Check price
    • Warsaw-Modlin Airport is 35 km from Warsaw · 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)
  7. Milan

    Italy, 7 nights, 16–23 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→ORD Wed 23 Dec leaves 21:30Leaves from Milano Malpensa Airport, lands at O'Hare International Airport. 2 stops, Wizz Air first, check the travel time and bag rules€394 Check price
    • a price seen 6 days ago: it may be higher now or sold out
    • it may land Thu 24 Dec: check the time before you book anything after it
  9. Chicago

    United States, Home, Thu 24 Dec

We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.

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

ChicagoRome6nWarsaw7nLondon7nChicago

4 flights, 3 countries in Europe, 20 nights, 25 Nov – 16 Dec.

All three places are capitals. Typical November and December highs run from 2°C in Warsaw to 17°C in Rome.

about€913per person, with a cabin bag

€735 without bags, plus €178 in cabin bags · prices seen up to 5 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Wed 25 Nov

  2. ORD→FCO Wed 25 Nov leaves 19:00Leaves from O'Hare International Airport, lands at Leonardo da Vinci-Fiumicino Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€292 Check price
    • you leave Rome from a different airport (CIA, Ciampino-G. B. Pastine International Airport)
    • a price seen 4 days ago: it may be higher now or sold out
    • it may land Thu 26 Nov: check the time before you book your first night in Rome
  3. Rome

    Italy, 6 nights, 26 Nov – 2 Dec

    Italy's capital, with the Colosseum, the Forum, the Pantheon, the Vatican museums, baroque piazzas and trattorias serving carbonara and cacio e pepe.

    Typical November: highs of 17°C, wet
    • Capital
    • Old town

    Swap this stop

  4. CIA→WMI Wed 2 Dec leaves 09:55, lands 12:10Leaves from Ciampino-G. B. Pastine International Airport. Malta Air, about 2½ hours, cabin bag about €24€29 Check price
    • Warsaw-Modlin Airport is 35 km from Warsaw · Far airports compared
    • a price seen 4 days ago: it may be higher now or sold out
  5. Warsaw

    Poland, 7 nights, 2–9 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

  6. WMI→STN Wed 9 Dec leaves 10:50, lands 12:20Ryanair, about 2½ hours, cabin bag about €24€22 Check price
  7. London

    United Kingdom, 7 nights, 9–16 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

  8. STN→ORD Wed 16 Dec leaves 06:50Lands at O'Hare International Airport. 1 stop, Ryanair first, check the travel time and bag rules€392 Check price
    • Stansted Airport is 50 km from London · Far airports compared
    • a price seen 5 days ago: it may be higher now or sold out
    • it has stops, so check when it lands before you book anything after it
  9. Chicago

    United States, Home, Wed 16 Dec

We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.

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

ChicagoLondon2nMemmingen7nSofia4nBudapest4nMilan3nChicago

6 flights, 5 countries in Europe, 20 nights, 16 Nov – 8 Dec.

Three of the five places are capitals and Sofia is near mountains. It gets cooler as it goes: typical November and December highs fall from 12°C in London to 7°C in Milan.

about€933per person, with a cabin bag

€707 without bags, plus €226 in cabin bags · prices seen up to 4 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Mon 16 Nov

  2. ORD→LHR Mon 16 Nov leaves 18:35 night flightLeaves from O'Hare International Airport, lands at London Heathrow Airport. Non-stop, Iberia, about 8 hours, cabin bag often extra on long-haul fares: we count about €65€243seen 2 days ago Check price
    • you leave London from a different airport (STN, Stansted Airport)
    • overnight: it lands on Tue 17 Nov, so your nights in London count from then
  3. London

    United Kingdom, 2 nights, 17–19 Nov

    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 November: highs of 12°C, some rain
    • Capital

    Swap this stop

  4. STN→FMM Thu 19 Nov leaves 07:25, lands 10:05Ryanair, about 1½ hours, cabin bag about €24€20 Check price
    • Stansted Airport is 50 km from London · Far airports compared
    • a price seen 3 days ago: it may be higher now or sold out
  5. Memmingen

    Germany, 7 nights, 19–26 Nov

    A small Swabian town with a well-kept old centre in the Allgäu, the gateway to Bavaria's foothills. Neuschwanstein castle, alpine lakes, hiking and ski areas are all within about an hour.

    Typical November: highs of 7°C, some rain
    • Small town

    Swap this stop

  6. FMM→SOF Thu 26 Nov leaves 20:35, lands 23:35 late landingRyanair, about 2 hours, cabin bag about €24€20 Check price
    • a price seen 4 days ago: it may be higher now or sold out
  7. Sofia

    Bulgaria, 4 nights, 26–30 Nov

    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 November: highs of 11°C, some rain
    • Capital
    • Mountains

    Swap this stop

  8. SOF→BUD Mon 30 Nov leaves 20:40, lands 21:05Ryanair, about 1½ hours, cabin bag about €24€18 Check price
    • a price seen 3 days ago: it may be higher now or sold out
  9. Budapest

    Hungary, 4 nights, 30 Nov – 4 Dec

    Hungary's capital, split by the Danube between hilly Buda and flat Pest, with thermal baths, a grand parliament, ruin bars and a castle district.

    Typical November: highs of 9°C, some rain
    • Capital
    • Old town

    Swap this stop

  10. BUD→MXP Fri 4 Dec leaves 17:15, lands 19:00Lands at Milano Malpensa Airport. Malta Air, about 2 hours, cabin bag about €24€15seen 2 days ago Check price
    • you leave Milan from a different airport (BGY, Orio al Serio International Airport)
  11. Milan

    Italy, 3 nights, 4–7 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

  12. BGY→ORD Mon 7 Dec leaves 22:00Lands at O'Hare International Airport. 2 stops, Malta Air first, check the travel time and bag rules€391 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
    • it may land Tue 8 Dec: check the time before you book anything after it
  13. Chicago

    United States, Home, Tue 8 Dec

We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.

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

ChicagoParis6nVenice4nMalta4nMadrid6nChicago

5 flights, 4 countries in Europe, 20 nights, 25 Nov – 16 Dec.

Three of the four places are capitals and three have old towns. Typical November and December highs run from 8°C in Venice to 18°C in Malta.

about€936per person, with a cabin bag

€734 without bags, plus €202 in cabin bags · prices seen up to 7 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Wed 25 Nov

  2. ORD→ORY Wed 25 Nov leaves 19:00Leaves from O'Hare International Airport, lands at Paris Orly Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€294 Check price
    • you leave Paris from a different airport (BVA, Beauvais-Tille Airport)
    • a price seen 4 days ago: it may be higher now or sold out
    • it may land Thu 26 Nov: check the time before you book your first night in Paris
  3. Paris

    France, 6 nights, 26 Nov – 2 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 November: highs of 11°C, some rain
    • Capital

    Swap this stop

  4. BVA→TSF Wed 2 Dec leaves 09:40, lands 11:15Malta Air, about 1½ hours, cabin bag about €24€16seen 2 days ago Check price
  5. Venice

    Italy, 4 nights, 2–6 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. TSF→MLA Sun 6 Dec leaves 17:00, lands 18:55Malta Air, about 2 hours, cabin bag about €24€18 Check price
    • Treviso Airport is 25 km from Venice · Far airports compared
    • a price seen 7 days ago: it may be higher now or sold out
  7. Malta

    Malta, 4 nights, 6–10 Dec

    A small island nation in the middle of the Mediterranean, with the fortified capital Valletta, prehistoric temples, swimming coves and the medieval town of Mdina.

    Typical December: highs of 18°C, wet
    • Capital
    • Island
    • Beach
    • Old town

    Swap this stop

  8. MLA→MAD Thu 10 Dec leaves 16:05, lands 19:00Ryanair, about 3 hours, cabin bag about €24€38 Check price
    • a price seen 6 days ago: it may be higher now or sold out
  9. Madrid

    Spain, 6 nights, 10–16 Dec

    Spain's capital on the high central plateau, with the Prado and Reina Sofía museums, the Retiro park, late-night tapas and the Guadarrama mountains an hour north.

    Typical December: highs of 10°C, some rain
    • Capital
    • Old town
    • Ski

    Swap this stop

  10. MAD→ORD Wed 16 Dec leaves 06:30Lands at O'Hare International Airport. 1 stop, Air Europa first, check the travel time and bag rules€368 Check price
    • a price seen 4 days ago: it may be higher now or sold out
  11. Chicago

    United States, Home, Wed 16 Dec

We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.

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

ChicagoRome7nFrankfurt3nPorto4nMadrid6nChicago

5 flights, 4 countries in Europe, 20 nights, 25 Nov – 16 Dec.

Three of the four places have old towns and two are capitals. Typical November and December highs run from 6°C in Frankfurt to 17°C in Rome.

about€952per person, with a cabin bag

€750 without bags, plus €202 in cabin bags · prices seen up to 4 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Wed 25 Nov

  2. ORD→FCO Wed 25 Nov leaves 19:00Leaves from O'Hare International Airport, lands at Leonardo da Vinci-Fiumicino Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€292 Check price
    • a price seen 4 days ago: it may be higher now or sold out
    • it may land Thu 26 Nov: check the time before you book your first night in Rome
  3. Rome

    Italy, 7 nights, 26 Nov – 3 Dec

    Italy's capital, with the Colosseum, the Forum, the Pantheon, the Vatican museums, baroque piazzas and trattorias serving carbonara and cacio e pepe.

    Typical November: highs of 17°C, wet
    • Capital
    • Old town

    Swap this stop

  4. FCO→HHN Thu 3 Dec leaves 18:35, lands 20:35Leaves from Leonardo da Vinci-Fiumicino Airport. Malta Air, about 2 hours, cabin bag about €24€38 Check price
    • Frankfurt - Hahn Airport is 103 km from Frankfurt · Far airports compared
    • a price seen 4 days ago: it may be higher now or sold out
  5. Frankfurt

    Germany, 3 nights, 3–6 Dec

    Germany's banking city on the Main, with a skyline of towers, a riverside row of museums, a rebuilt old town square and apple-wine taverns in Sachsenhausen.

    Typical December: highs of 6°C, some rain

    Swap this stop

  6. HHN→OPO Sun 6 Dec leaves 11:20, lands 13:05Ryanair, about 3 hours, cabin bag about €24€19seen 2 days ago Check price
  7. Porto

    Portugal, 4 nights, 6–10 Dec

    Portugal's second city on the Douro, with steep tiled streets, the Ribeira riverfront, port wine cellars across the river and Atlantic beaches at Foz.

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

    Swap this stop

  8. OPO→MAD Thu 10 Dec leaves 19:50, lands 22:05Ryanair, about 1½ hours, cabin bag about €24€33 Check price
    • a price seen 3 days ago: it may be higher now or sold out
  9. Madrid

    Spain, 6 nights, 10–16 Dec

    Spain's capital on the high central plateau, with the Prado and Reina Sofía museums, the Retiro park, late-night tapas and the Guadarrama mountains an hour north.

    Typical December: highs of 10°C, some rain
    • Capital
    • Old town
    • Ski

    Swap this stop

  10. MAD→ORD Wed 16 Dec leaves 06:30Lands at O'Hare International Airport. 1 stop, Air Europa first, check the travel time and bag rules€368 Check price
    • a price seen 4 days ago: it may be higher now or sold out
  11. Chicago

    United States, Home, Wed 16 Dec

We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.

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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