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Two weeks in Europe from Chicago, there and back

Plan your own from ChicagoYour dates, nights, places and budget

€586 per person in flights buys two weeks in Europe from Chicago, the flights over and home included: through 3 countries, out on Wed 11 Nov, back on Wed 25 Nov. Each trip below leaves Chicago in the next month and is back there exactly 14 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, 2–5 nights in each and non-stop flights only. Updated every night.

ChicagoParis5nPorto3nMadrid5nChicago

4 flights, 3 countries in Europe, 13 nights, 11–25 Nov.

Two of the three places are capitals and two have old towns. Typical November highs run from 11°C in Paris to 17°C in Porto.

€586per personabout €764 with a cabin bag. We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.prices seen up to 5 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Wed 11 Nov

  2. ORD→ORY Wed 11 NovFrom O'Hare International Airport, into Paris Orly Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€196 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 12 Nov: check the time before you book your first night in Paris

  3. Paris

    France, 5 nights, 12–17 Nov

    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→OPO Tue 17 NovRyanair, about 2 hours, cabin bag about €24€19seen today Check price

  5. Porto

    Portugal, 3 nights, 17–20 Nov

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

    Swap this stop

  6. OPO→MAD Fri 20 NovRyanair, about 1½ hours, cabin bag about €24€28 Check price
    • a price seen 5 days ago: it may be higher now or sold out

  7. Madrid

    Spain, 5 nights, 20–25 Nov

    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 November: highs of 14°C, some rain
    • Capital
    • Old town

    Swap this stop

  8. MAD→ORD Wed 25 NovInto O'Hare International Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€343 Check price
    • a price seen 5 days ago: it may be higher now or sold out

  9. Chicago

    United States, Home, Wed 25 Nov

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

ChicagoParis5nDublin2nLondon2nMilan2nMadrid2nChicago

6 flights, 5 countries in Europe, 13 nights, 11–25 Nov.

Four of the five places are capitals and Madrid has an old town. Typical November highs are 11–14°C everywhere.

€614per personabout €840 with a cabin bag. We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.prices seen up to 6 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Wed 11 Nov

  2. ORD→ORY Wed 11 NovFrom O'Hare International Airport, into Paris Orly Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€196 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 12 Nov: check the time before you book your first night in Paris

  3. Paris

    France, 5 nights, 12–17 Nov

    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→DUB Tue 17 NovMalta Air, about 1½ hours, cabin bag about €24€17 Check price
    • Beauvais-Tille Airport is 69 km from Paris · Far airports compared
    • a price seen 4 days ago: it may be higher now or sold out

  5. Dublin

    Ireland, 2 nights, 17–19 Nov

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

    Swap this stop

  6. DUB→LTN Thu 19 NovRyanair, about 1½ hours, cabin bag about €24€17 Check price
    • London Luton Airport is 45 km from London · Far airports compared
    • you leave London from a different airport (STN, Stansted Airport)
    • a price seen 6 days ago: it may be higher now or sold out

  7. London

    United Kingdom, 2 nights, 19–21 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

  8. STN→MXP Sat 21 NovInto Milano Malpensa Airport. Ryanair, about 2 hours, cabin bag about €24€19seen 2 days ago Check price

  9. Milan

    Italy, 2 nights, 21–23 Nov

    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 November: highs of 12°C, wet

    Swap this stop

  10. MXP→MAD Mon 23 NovFrom Milano Malpensa Airport. Ryanair, about 2½ hours, cabin bag about €24€22seen 2 days ago Check price

  11. Madrid

    Spain, 2 nights, 23–25 Nov

    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 November: highs of 14°C, some rain
    • Capital
    • Old town

    Swap this stop

  12. MAD→ORD Wed 25 NovInto O'Hare International Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€343 Check price
    • a price seen 5 days ago: it may be higher now or sold out

  13. Chicago

    United States, Home, Wed 25 Nov

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

ChicagoLisbon5nMilan5nMadrid3nChicago

4 flights, 3 countries in Europe, 13 nights, 11–25 Nov.

Two of the three places are capitals and two have old towns. Typical November highs run from 12°C in Milan to 18°C in Lisbon.

€620per personabout €808 with a cabin bag. We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.prices seen up to 5 days ago, may be higher now

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  1. Chicago

    United States, Start, Wed 11 Nov

  2. ORD→LIS Wed 11 NovFrom O'Hare International Airport. Non-stop, TAP Air Portugal, about 8 hours, cabin bag usually included€197 Check price
    • a price seen 4 days ago: it may be higher now or sold out
    • overnight: it lands on Thu 12 Nov, so your nights in Lisbon count from then

  3. Lisbon

    Portugal, 5 nights, 12–17 Nov

    Portugal's capital, on hills above the Tagus, with old trams, tiled facades, fado bars in Alfama, the monastery at Belém and Atlantic beaches a short ride away.

    Typical November: highs of 18°C, wet
    • Capital
    • Old town

    Swap this stop

  4. LIS→BGY Tue 17 NovRyanair, about 3 hours, cabin bag about €24€58seen yesterday 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)

  5. Milan

    Italy, 5 nights, 17–22 Nov

    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 November: highs of 12°C, wet

    Swap this stop

  6. MXP→MAD Sun 22 NovFrom Milano Malpensa Airport. Wizz Air Malta, about 2½ hours, cabin bag about €34€22seen yesterday Check price

  7. Madrid

    Spain, 3 nights, 22–25 Nov

    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 November: highs of 14°C, some rain
    • Capital
    • Old town

    Swap this stop

  8. MAD→ORD Wed 25 NovInto O'Hare International Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€343 Check price
    • a price seen 5 days ago: it may be higher now or sold out

  9. Chicago

    United States, Home, Wed 25 Nov

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

ChicagoLondon5nMilan5nBarcelona3nChicago

4 flights, 3 countries in Europe, 13 nights, 17 Nov – 1 Dec.

London is a capital and Barcelona is on the coast. It gets warmer as it goes: typical November highs rise from 12°C in London to 18°C in Barcelona.

€632per personabout €810 with a cabin bag. We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.prices seen up to 5 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Tue 17 Nov

  2. ORD→LHR Tue 17 NovFrom O'Hare International Airport, into London Heathrow Airport. 1 stop, JetBlue first, check the travel time and bag rules€267seen today Check price
    • you leave London from a different airport (STN, Stansted Airport)
    • overnight: it lands on Wed 18 Nov, so your nights in London count from then

  3. London

    United Kingdom, 5 nights, 18–23 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→MXP Mon 23 NovInto Milano Malpensa Airport. Ryanair, about 2 hours, cabin bag about €24€21seen 2 days ago Check price
    • Stansted Airport is 50 km from London · Far airports compared
    • you leave Milan from a different airport (BGY, Orio al Serio International Airport)

  5. Milan

    Italy, 5 nights, 23–28 Nov

    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 November: highs of 12°C, wet

    Swap this stop

  6. BGY→BCN Sat 28 NovRyanair, about 1½ hours, cabin bag about €24€15seen yesterday Check price

  7. Barcelona

    Spain, 3 nights, 28 Nov – 1 Dec

    Catalonia's capital on the Mediterranean, known for Gaudí's Sagrada Família and Park Güell, the Gothic Quarter, city beaches and late dinners.

    Typical November: highs of 18°C, some rain
    • Beach
    • Old town

    Swap this stop

  8. BCN→ORD Tue 1 DecInto O'Hare International Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€329 Check price
    • 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, Tue 1 Dec

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

ChicagoRome3nBrussels5nWarsaw5nChicago

4 flights, 3 countries in Europe, 13 nights, 25 Nov – 9 Dec.

All three places are capitals and have old towns. It gets cooler as it goes: typical November and December highs fall from 17°C in Rome to 2°C in Warsaw.

€653per personabout €831 with a cabin bag. We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.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 NovFrom O'Hare International Airport, into Leonardo da Vinci-Fiumicino Airport. 1 stop, TAP Air Portugal first, check the travel time and bag rules€180seen today Check price
    • you leave Rome from a different airport (CIA, Ciampino-G. B. Pastine International Airport)
    • it may land Thu 26 Nov: check the time before you book your first night in Rome

  3. Rome

    Italy, 3 nights, 26–29 Nov

    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→CRL Sun 29 NovFrom Ciampino-G. B. Pastine International Airport. Ryanair, about 2 hours, cabin bag about €24€30seen 2 days ago Check price

  5. Brussels

    Belgium, 5 nights, 29 Nov – 4 Dec

    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 November: highs of 10°C, some rain
    • Capital
    • Old town

    Swap this stop

  6. CRL→WAW Fri 4 DecRyanair, about 2 hours, cabin bag about €24€24seen 2 days ago Check price

  7. Warsaw

    Poland, 5 nights, 4–9 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

  8. WAW→ORD Wed 9 DecInto O'Hare International Airport. 2 stops, LOT Polish first, check the travel time and bag rules€419 Check price
    • 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 9 Dec

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

ChicagoLondon5nKrakow3nCopenhagen5nChicago

4 flights, 3 countries in Europe, 13 nights, 17 Nov – 1 Dec.

Two of the three places are capitals and Krakow has an old town. Typical November highs run from 8°C in Krakow to 12°C in London.

€655per personabout €833 with a cabin bag. We count up to €65 a bag on each of the 2 long flights; check the airlines' prices.prices seen up to 6 days ago, may be higher now

See the flightsHide the flights

  1. Chicago

    United States, Start, Tue 17 Nov

  2. ORD→LHR Tue 17 NovFrom O'Hare International Airport, into London Heathrow Airport. 1 stop, JetBlue first, check the travel time and bag rules€267seen today Check price
    • you leave London from a different airport (STN, Stansted Airport)
    • overnight: it lands on Wed 18 Nov, so your nights in London count from then

  3. London

    United Kingdom, 5 nights, 18–23 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→KRK Mon 23 NovRyanair, about 2½ hours, cabin bag about €24€28 Check price
    • Stansted Airport is 50 km from London · Far airports compared
    • a price seen 6 days ago: it may be higher now or sold out

  5. Krakow

    Poland, 3 nights, 23–26 Nov

    Poland's royal city, with Wawel castle above the Vistula, one of Europe's biggest medieval squares, the Kazimierz Jewish quarter and Auschwitz within reach.

    Typical November: highs of 8°C, some rain
    • Old town

    Swap this stop

  6. KRK→CPH Thu 26 NovRyanair, about 1½ hours, cabin bag about €24€19 Check price
    • a price seen 6 days ago: it may be higher now or sold out

  7. Copenhagen

    Denmark, 5 nights, 26 Nov – 1 Dec

    Denmark's capital, a city of canals, bikes and harbour baths, with Nyhavn's painted houses, Tivoli Gardens, a strong food scene and Amager's long city beach.

    Typical November: highs of 8°C, some rain
    • Capital

    Swap this stop

  8. CPH→ORD Tue 1 DecInto O'Hare International Airport. 1 stop, Icelandair first, check the travel time and bag rules€341 Check price
    • a price seen 4 days ago: it may be higher now or sold out

  9. Chicago

    United States, Home, Tue 1 Dec

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

On these trips

Trips from Barcelona, Brussels, Copenhagen, Dublin, Krakow, Lisbon, London, Madrid, Milan, Paris, Porto, Rome, Warsaw. Trips through Belgium, Denmark, France, Ireland, Italy, Poland, Portugal, Spain, United Kingdom.