FareDice / Start cities / Chicago / January 2027

Multi-country trips in Europe from Chicago in January 2027

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

Leaving Chicago in January 2027, €306 per person in flights buys a trip to London 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.

The cheapest trip of each length

ChicagoLondon2nMilan2nBilbao

3 flights, 3 countries in Europe, 4 nights, 11–16 Jan.

€306per personabout €430 with a cabin bag. We count €35 for the bag on 1 flight and €65 on the long flight; check those prices with the airlines.prices seen up to 6 days ago, may be higher now

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Chicago

United States, Start, Mon 11 Jan
ORD→LHR Mon 11 JanFrom O'Hare International Airport, into London Heathrow Airport. 1 stop, JetBlue first, check the travel time and bag rules€274seen 2 days ago Check price
- you leave London from a different airport (STN, Stansted Airport)
- overnight: it lands on Tue 12 Jan, so your nights in London count from then
London

United Kingdom, 2 nights, 12–14 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
STN→BGY Thu 14 JanRyanair, about 2 hours, cabin bag about €24€20 Check price
- Stansted Airport is 50 km from London · 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)
- a price seen 6 days ago: it may be higher now or sold out
Milan

Italy, 2 nights, 14–16 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
MXP→BIO Sat 16 JanFrom Milano Malpensa Airport. Vueling, about 2 hours, check the airline's cabin bag rules€12 Check price
- a price seen 6 days ago: it may be higher now or sold out
Bilbao

Spain, Last stop, Sat 16 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

Trip page

ChicagoLondon2nMilan2nBudapest2nKrakow

4 flights, 4 countries in Europe, 6 nights, 11–18 Jan.

€325per personabout €472 with a cabin bag. We count €65 for the bag on the long flight; check the airline's price.prices seen up to 6 days ago, may be higher now

See the flightsHide the flights

Chicago

United States, Start, Mon 11 Jan
ORD→LHR Mon 11 JanFrom O'Hare International Airport, into London Heathrow Airport. 1 stop, JetBlue first, check the travel time and bag rules€274seen 2 days ago Check price
- you leave London from a different airport (STN, Stansted Airport)
- overnight: it lands on Tue 12 Jan, so your nights in London count from then
London

United Kingdom, 2 nights, 12–14 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
STN→BGY Thu 14 JanRyanair, about 2 hours, cabin bag about €24€20 Check price
- Stansted Airport is 50 km from London · 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)
- a price seen 6 days ago: it may be higher now or sold out
Milan

Italy, 2 nights, 14–16 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
MXP→BUD Sat 16 JanFrom Milano Malpensa Airport. Ryanair, about 1½ hours, cabin bag about €24€15seen 2 days ago Check price
Budapest

Hungary, 2 nights, 16–18 Jan
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 January: highs of 3°C, some rain
- Capital
- Old town
Swap this stop
BUD→KRK Mon 18 JanWizz Air, about 1½ hours, cabin bag about €34€16 Check price
- a price seen 3 days ago: it may be higher now or sold out
Only 293 km: compare trains, buses and ferries
Krakow

Poland, Last stop, Mon 18 Jan
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 January: highs of 2°C, some rain
- Old town
Swap this stop

Trip page

ChicagoLondon2nMilan2nBudapest2nKrakow2nVilnius

5 flights, 5 countries in Europe, 8 nights, 11–20 Jan.

€338per personabout €519 with a cabin bag. We count €65 for the bag on the long flight; check the airline's price.prices seen up to 7 days ago, may be higher now

See the flightsHide the flights

Chicago

United States, Start, Mon 11 Jan
ORD→LHR Mon 11 JanFrom O'Hare International Airport, into London Heathrow Airport. 1 stop, JetBlue first, check the travel time and bag rules€274seen 2 days ago Check price
- you leave London from a different airport (STN, Stansted Airport)
- overnight: it lands on Tue 12 Jan, so your nights in London count from then
London

United Kingdom, 2 nights, 12–14 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
STN→BGY Thu 14 JanRyanair, about 2 hours, cabin bag about €24€20 Check price
- Stansted Airport is 50 km from London · 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)
- a price seen 6 days ago: it may be higher now or sold out
Milan

Italy, 2 nights, 14–16 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
MXP→BUD Sat 16 JanFrom Milano Malpensa Airport. Ryanair, about 1½ hours, cabin bag about €24€15seen 2 days ago Check price
Budapest

Hungary, 2 nights, 16–18 Jan
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 January: highs of 3°C, some rain
- Capital
- Old town
Swap this stop
BUD→KRK Mon 18 JanWizz Air, about 1½ hours, cabin bag about €34€16 Check price
- a price seen 3 days ago: it may be higher now or sold out
Only 293 km: compare trains, buses and ferries
Krakow

Poland, 2 nights, 18–20 Jan
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 January: highs of 2°C, some rain
- Old town
Swap this stop
KRK→VNO Wed 20 JanWizz Air, about 1½ hours, cabin bag about €34€13 Check price
- a price seen 7 days ago: it may be higher now or sold out
Vilnius

Lithuania, Last stop, Wed 20 Jan
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 January: highs of -1°C, some rain
- Capital
- Old town
Swap this stop

Trip page

On these trips

Trips from Bilbao, Budapest, Krakow, London, Milan, Vilnius. Trips through Hungary, Italy, Lithuania, Poland, Spain, United Kingdom.

Plan your own January 2027 trip from Chicago

Describe your trip in one lineWhere from, when, how long, how many of you, the kinds of place, a budget: we fill in the steps below and search.or answer step by step

Your trip Starting fromType a city or a country, or pick “Anywhere in Europe” for the cheapest start. From Canada or the US, type your home airport (e.g. Calgary or BOS): trips start with a flight from the nearest of 12 big airports there (Vancouver, Toronto, Montreal and more), and the budget covers it.

Then fly on toFrom Vancouver, Los Angeles or San Francisco, or an airport near them: a few places in Europe, one long flight on to Southeast Asia, a few places there, and home. Three long-haul tickets, all in the budget.

WhenAnytimeA windowFixed dates

Leave and come backto

Give or take

First flight betweenand

In the next

How long

Trip length, first flight to lastto

We have prices up to 24 Jan; later dates are added daily.

Places to visitto4 or more. Your start and a finish city don't count.

Where it endsBack homeAnywhereIn a city

Nights in each placetoAny: from 1 up to 14.

Budget for all flights With a cabin bagLeave it empty for no cap. Back home counts the flight home. With a cabin bag, each flight counts its airline's usual price for one, or €35 where we don't know it (€65 on a long flight).

Travellers: 1 adult · Change

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Prices are for one traveller, flights only, the cheapest seen lately. Each trip shows its total with a cabin bag.