589 € Cheap Flights from Chicago to Milan Linate

Compare Chicago to Milan Linate flight deals

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Flight deals from Chicago to Milan Linate

Looking for a cheap last-minute deal or the best return flight from Chicago to Milan Linate Airport? If you want to travel next month, return fares start from 667 €. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Milan Linate

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Milan Linate flights are currently cheapest in August.

Chicago to Milan Linate: Alternative routes

Compare routes from Chicago to Milan below. You may find an airport to fly into that's cheaper, faster, or easier than Milan Linate.

Chicago to Milan: Flight information

The things to know before you go.
Cheapest flight found589 €
Cheapest month to flyAugust

Finding cheap flights from Chicago to Milan Linate: Frequently asked questions

The best price we found for a return flight from Chicago to Milan Linate is 589 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Milan Linate. But we found flights with one stop from 589 €.
As of August 2026, there are no flights flying from Chicago to Milan Linate.
The cheapest month to fly from Chicago to Milan Linate is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Milan Linate Airport on Sunday, 9 August 2026.
No airlines currently offer direct flights between Chicago and Milan Linate Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Milan Linate but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Milan is around 40 days in advance, so don’t leave your flight to the last minute.

The cheapest airline that flies to Milan Linate is ITA Airways .

Flying from Chicago to Milano Linate Airport (LIN): What you need to know

  • Milano Linate Airport is located in Milan. The city is in the UTC+1 timezone and is seven hours ahead of Chicago.

  • To ensure you get on your flight from Chicago to LIN, leave enough time for things like check-in and baggage drop. Arriving two hours before international departures and one hour before domestic flights is the general travel rule.

  • With more people on the move during peak months like July, get to the terminal earlier than usual. Two hours for domestic flights and up to four for international journeys will allow extra time for delays. Remember things also get busy during major holidays like Christmas and local events or festivals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Consider adding a stopover to find cheap flights from Chicago to LIN. Just deselect 'Direct flights only' when browsing departures from Chicago O'Hare International Airport (ORD). Take a break from travelling at one of these popular options:

    • Frankfurt Airport (FRA)

    • Paris Charles de Gaulle Airport (CDG)

    • Munich Franz Joseph Strauss Airport (MUC)

  • ORD is around 27 kilometres from central Chicago. If you're ride-sharing, catching a taxi or driving from the centre, it'll take you 30 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the travel time to be around 45 minutes.

  • Looking for a convenient hotel close to Chicago O'Hare International Airport? If you're catching an early flight from Chicago to Milano Linate Airport, these stays will put you moments from your departure lounge:

  • 70% of flights leaving from Chicago O'Hare International Airport land at their destination on time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is around 16 kilometres from central Chicago. It'll take 25 minutes or so to get to the airport by car from the city centre. Public transport takes approximately 30 minutes.

  • Kick off your holiday early with an additional night away from home. Before your Chicago to LIN flight, stay in one of these hotels close to Chicago Midway International Airport:

  • When it comes to keeping flights punctual, Chicago Midway International Airport has an on-time arrival rate of 76%.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is around 145 kilometres from central Chicago. Driving from the city centre to the airport takes about 1 hour 40 minutes. If you're thinking about using public transport, expect a journey of around 2 hours.

  • Sleep a little longer, move a little slower, and still make your Chicago to Milano Linate Airport flight with plenty of time to spare. These hotels near Chicago Rockford International Airport make departure day a breeze if you're flying out first thing:

  • Flights that leave from RFD reach their destination within the expected time frame 71% of the time.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Milano Linate Airport (LIN)

  • If you have a late flight from Chicago to Milano Linate Airport, few things beat the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and sleeping soon after at one of these hotels near LIN:

  • To get the lowest price, reserve your ride around four weeks in advance of your Chicago to Milano Linate Airport flight.

Getting from Milano Linate Airport (LIN) to central Milan

  • From Milano Linate Airport, central Milan is around 8 kilometres away. It takes about 20 minutes to get to the city centre by car.

  • Travelling on public transport will take you roughly 30 minutes.

How to find the cheapest flights from Chicago to Milano Linate Airport (LIN)

  • 265 € is currently the best price for a one-way ticket from Chicago to Milano Linate Airport. A return flight starts from 589 €. These prices may change depending on availability and demand.

  • To pick up cheap flights from Chicago to LIN, book in advance. Airlines generally offer lower prices when flights first go on sale.

  • If you have some flexibility with your travel plans, use the 'Whole month' tool. It'll show you the lowest price across every month when searching for your Chicago to Milano Linate Airport ticket.

  • You don't need to check back in every day to find out if prices have dropped when you create a Price Alert. We'll notify you the moment a lower fare pops up on plane tickets from Chicago to LIN.

  • Tailor your trip using filters. Pick your arrival and departure times, total journey duration and airlines. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from Chicago to Milano Linate Airport.

The best time to fly from Chicago to Milano Linate Airport (LIN)

  • It's time to figure out when to book your flight from Chicago to Milano Linate Airport (LIN). August is when most people visit Milan. If a slower pace sounds more appealing, head there in December.

  • When booking your Chicago to LIN plane ticket, consider the kind of weather forecast you're hoping for. July is the warmest month in Milan, with temperatures ranging from 16ºC (61ºF) to 35ºC (95ºF).

  • If you'd rather travel in cooler conditions, search for a cheap ticket from Chicago to Milano Linate Airport in January when temperatures are between -1ºC (30ºF) and 9ºC (48ºF).

More about Milan

  • Once you've booked your flight from Chicago to Milano Linate Airport, find a hotel that offers a good mix of location and comfort. Make one of these accommodation options your base for exploring Milan:

  • Leonardo's Last Supper Museum and Milan Cathedral are just two of the top-rated attractions to put on your Milan travel itinerary. Keep the momentum going by heading to Teatro alla Scala.

Explore more of Italy

  • You've done Milan, now it's time to discover other corners of Italy. Journey around 129 kilometres west to Turin to check off its leading sights. From Museo Nazionale del Cinema to Juventus Museum and Duomo di Torino e Cappella della Sacra Sindone, you'll have a packed itinerary ahead.

  • Around 121 kilometres south of Milan, Genoa is another favourite stop in Italy. Experience the best of this destination with a visit to Doge's Palace, Aquarium of Genoa and Acquario Genova.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.