Cheap flights from Chicago to Milan

Flights overview

Useful information for finding cheap flights from Chicago to Milan and booking your next trip
Cheapest round-trip flights $415
Delta, Scandinavian Airlines 2 stops 17 hr Thu, Jan 22 — Wed, Feb 4
The cheapest round-trip flight from Chicago to Milan is currently $415
Cheapest one-way flight $264
Delta, Scandinavian Airlines 2 stops 21 hr Wed, Jan 21
The cheapest one-way flight from Chicago to Milan is currently $264
Last-minute weekend getaway $1,022
LOT 1 stop 15 hr Sat, Nov 22 — Mon, Nov 24
The cheapest last-minute weekend getaway from Chicago to Milan is currently $1,022
Cheapest business class flights $2,827
Delta, Scandinavian Airlines 2 stops 21 hr Mon, Jan 19 — Sun, Feb 1
The cheapest business class round-trip flight from Chicago to Milan is currently $2,827
Fastest flight 8 hr 30 min The fastest nonstop flight from Chicago to Milan takes 8 hr 30 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Milan is typically October. The most expensive month to fly is typically June.
October
Cheapest
Typical prices: $465–890
June
Most expensive
Typical prices: $920–1,250

Popular airlines from Chicago to Milan

  • United
    Nonstop
    from $819
    Typical price: $950–2,100
    7 weekly nonstop flights
    ORD - MXP Every day
    37 weekly connecting flights
    ORD - MXP Every day
  • Delta
    from $827
    Typical price: $870–1,950
    86 weekly connecting flights
    MDW, ORD - MXP Every day
  • British Airways
    from $822
    Typical price: $820–2,050
    64 weekly connecting flights
    ORD - LIN, MXP Every day
  • Air France
    from $829
    Typical price: $1,050–2,200
    47 weekly connecting flights
    ORD - LIN, MXP Every day
  • Scandinavian Airlines
    from $415
    Typical price: $540–1,750
    36 weekly connecting flights
    ORD - LIN, MXP Every Mon, Wed, Thu, Fri, Sat, Sun
  • Lufthansa
    from $821
    Typical price: $960–2,050
    33 weekly connecting flights
    ORD - LIN, MXP Every day

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 31 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 26 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 28 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Milan

  • Milano Malpensa Airport (MXP)
    Milan Italy 46 min 24 mi
  • Milan Linate Airport (LIN)
    Milan Italy 27 min 4 mi
  • Il Caravaggio International Airport (BGY)
    Milan Italy 54 min 29 mi
  • Venice Marco Polo Airport (VCE)
    Venice Italy 2 hr 57 min 153 mi

Frequently asked questions about flying from Chicago to Milan

When are the cheapest days to fly from Chicago to Milan?
The cheapest flights from Chicago to Milan are usually in October. Typical ticket prices in October range from $465 to $890.
Which airlines provide the cheapest flights from Chicago to Milan?
The cheapest round-trip flight from Chicago to Milan recently found on Google Flights was with Delta, Scandinavian Airlines from $415. The cheapest one-way flight was with Delta, Scandinavian Airlines from $264.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Milan is $819, flying from Jan 25 to Feb 10.
  • The cheapest Delta flight from Chicago to Milan is $827, flying from Jan 26 to Feb 11.
  • The cheapest British Airways flight from Chicago to Milan is $822, flying from Jan 18 to Feb 3.
  • The cheapest Air France flight from Chicago to Milan is $829, flying from Jan 25 to Feb 10.
  • The cheapest Scandinavian Airlines flight from Chicago to Milan is $415, flying from Jan 22 to Feb 4.
  • The cheapest Lufthansa flight from Chicago to Milan is $821, flying from Jan 11 to Jan 26.
What are the cheapest flights from Chicago to Milan?
The cheapest round-trip flight from Chicago to Milan starts at $415 from Thu, Jan 22 to Wed, Feb 4. The cheapest one-way flight starts at $264 and departs on Wed, Jan 21.
How long does it take to fly from Chicago to Milan?
8 hr 30 min is the shortest flight time from Chicago to Milan.
When should you fly to Milan, Italy?
Peak travel season is Mar–Jun & Oct–Dec. Many shops, hotels and restaurants close in Aug as locals head off on vacation. Key events include the Milan Fashion Weeks (spring & fall, dates vary) and the Milano Musica festival (Oct–Nov), celebrating 20th-century and contemporary music.
How do I find cheap dates to fly from Chicago to Milan?
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Milan.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What is the best airline to fly from Chicago to Milan?
What counts as the best airline for your flights from Chicago to Milan really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Milan.

In terms of nonstop flights, United is the most popular. United offers 7 nonstop flights and 37 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP) .

In terms of flights, Delta is the most popular. Delta offers 86 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP) .

Other popular airlines flying from Chicago to Milan are:
  • British Airways offers 64 connecting flights per week. British Airways flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
  • Air France offers 47 connecting flights per week. Air France flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
  • Scandinavian Airlines offers 36 connecting flights per week. Scandinavian Airlines flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
  • Lufthansa offers 33 connecting flights per week. Lufthansa flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Milan.
Which airlines provide the cheapest flights from Chicago to Milan?
The cheapest round-trip flight from Chicago to Milan recently found on Google Flights was with Delta, Scandinavian Airlines from $415. The cheapest one-way flight was with Delta, Scandinavian Airlines from $264.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Milan is $819, flying from Jan 25 to Feb 10.
  • The cheapest Delta flight from Chicago to Milan is $827, flying from Jan 26 to Feb 11.
  • The cheapest British Airways flight from Chicago to Milan is $822, flying from Jan 18 to Feb 3.
  • The cheapest Air France flight from Chicago to Milan is $829, flying from Jan 25 to Feb 10.
  • The cheapest Scandinavian Airlines flight from Chicago to Milan is $415, flying from Jan 22 to Feb 4.
  • The cheapest Lufthansa flight from Chicago to Milan is $821, flying from Jan 11 to Jan 26.
Which airlines have direct flights from Chicago to Milan?
United flies direct from Chicago to Milan.
  • There are 7 United direct flights from Chicago to Milan per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
Which airline provides the cheapest last-minute getaway flight from Chicago to Milan?
The cheapest last-minute deal between Chicago and Milan at price $1,022 is offered by LOT from Sat, Nov 22 to Mon, Nov 24.
Which airlines have direct flights from Chicago to Milan?
United flies direct from Chicago to Milan.
  • There are 7 United direct flights from Chicago to Milan per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
When are direct flights from Chicago to Milan available?
There are direct flights from Chicago to Milan on a daily basis.
How can I find nonstop flights from Chicago to Milan?
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Milan, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
What are the cheapest business class flights from Chicago to Milan?
The cheapest business class round-trip flights between Chicago and Milan start at $2,827 from Mon, Jan 19 to Sun, Feb 1 with Delta, Scandinavian Airlines.
What are the cheapest economy class flights from Chicago to Milan?
The cheapest economy class round-trip flights between Chicago and Milan start at $415 from Thu, Jan 22 to Wed, Feb 4.
How can I book business class trips from Chicago to Milan?
To book business class trips from Chicago to Milan, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
Are there any last-minute deals from Chicago to Milan next weekend?
The best last-minute getaway deal for the next weekend between Chicago and Milan starts at $1,022 from Sat, Nov 22 to Mon, Nov 24 with LOT.
Which airline provides the cheapest last-minute getaway flight from Chicago to Milan?
The cheapest last-minute deal between Chicago and Milan at price $1,022 is offered by LOT from Sat, Nov 22 to Mon, Nov 24.
How can I find last-minute flight deals from Chicago to Milan?
To find last-minute flight deals from Chicago to Milan, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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