Find Cheap Flights from Chicago to Milan (CHI - MIL)

Flights overview

Useful information for finding cheap flights from Chicago to Milan and booking your next trip

Cheapest round-trip flights	$829	JetBlue, Condor 2 stops 19 hr Mon, May 11 — Tue, May 26	The cheapest round-trip flight from Chicago to Milan is currently $829
Cheapest one-way flight	$400	Air Serbia 1 stop 33 hr Mon, Jul 27	The cheapest one-way flight from Chicago to Milan is currently $400
Cheapest nonstop flights	$1,012	United Nonstop 9 hr Thu, Jul 30 — Fri, Aug 14	The cheapest nonstop round-trip flight from Chicago to Milan is currently $1,012
Last-minute weekend getaway	$953	Delta, Scandinavian Airlines 2 stops 18 hr Thu, May 7 — Mon, May 11	The cheapest last-minute weekend getaway from Chicago to Milan is currently $953
Cheapest business class flights	$2,784	Air Serbia 1 stop 27 hr Sat, Jun 27 — Sun, Jul 12	The cheapest business class round-trip flight from Chicago to Milan is currently $2,784

Fastest flight	8 hr 40 min	The fastest nonstop flight from Chicago to Milan takes 8 hr 40 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 January. The most expensive month to fly is typically June.

January Cheapest	Typical prices: $430–730
June Most expensive	Typical prices: $940–1,300

Popular airlines from Chicago to Milan

United

Nonstop

from $951

Typical price: $1,000–2,100

7 weekly nonstop flights

ORD - MXP Every day

29 weekly connecting flights

ORD - MXP Every day
Delta

from $995

Typical price: $1,000–2,000

109 weekly connecting flights

MDW, ORD - MXP Every day
British Airways

from $1,005

Typical price: $1,050–2,100

73 weekly connecting flights

ORD - LIN, MXP Every day
Lufthansa

from $1,104

Typical price: $1,000–2,000

69 weekly connecting flights

ORD - LIN, MXP Every day
Air France

from $998

Typical price: $1,150–2,200

32 weekly connecting flights

ORD - LIN, MXP Every day
Aer Lingus

from $1,008

Typical price: $830–2,200

25 weekly connecting flights

ORD - LIN, MXP Every day

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 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 29 min 4 mi
Il Caravaggio International Airport (BGY)

Milan Italy 55 min 29 mi
Venice Marco Polo Airport (VCE)

Venice Italy 2 hr 58 min 153 mi

Frequently asked questions about flying from Chicago to Milan

The cheapest flights from Chicago to Milan are usually in January. Typical ticket prices in January range from $430 to $730.

The cheapest round-trip flight from Chicago to Milan recently found on Google Flights was with JetBlue, Condor from $829. The cheapest one-way flight was with Air Serbia from $400.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Chicago to Milan is $951, flying from Jul 30 to Aug 14.
The cheapest Delta flight from Chicago to Milan is $995, flying from Jul 30 to Aug 13.
The cheapest British Airways flight from Chicago to Milan is $1,005, flying from Aug 1 to Aug 17.
The cheapest Lufthansa flight from Chicago to Milan is $1,104, flying from Aug 1 to Aug 16.
The cheapest Air France flight from Chicago to Milan is $998, flying from Jul 30 to Aug 14.
The cheapest Aer Lingus flight from Chicago to Milan is $1,008, flying from Jul 30 to Aug 12.

The cheapest round-trip flight from Chicago to Milan starts at $829 from Mon, May 11 to Tue, May 26. The cheapest one-way flight starts at $400 and departs on Mon, Jul 27.

8 hr 40 min is the shortest flight time from Chicago to Milan.

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.

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 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 29 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 109 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 73 connecting flights per week. British Airways flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
Lufthansa offers 69 connecting flights per week. Lufthansa flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
Air France offers 32 connecting flights per week. Air France flies from Chicago O'Hare International Airport (ORD) to Milan Linate Airport (LIN) , Milano Malpensa Airport (MXP) .
Aer Lingus offers 25 connecting flights per week. Aer Lingus 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.

The cheapest round-trip flight from Chicago to Milan recently found on Google Flights was with JetBlue, Condor from $829. The cheapest one-way flight was with Air Serbia from $400.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Chicago to Milan is $951, flying from Jul 30 to Aug 14.
The cheapest Delta flight from Chicago to Milan is $995, flying from Jul 30 to Aug 13.
The cheapest British Airways flight from Chicago to Milan is $1,005, flying from Aug 1 to Aug 17.
The cheapest Lufthansa flight from Chicago to Milan is $1,104, flying from Aug 1 to Aug 16.
The cheapest Air France flight from Chicago to Milan is $998, flying from Jul 30 to Aug 14.
The cheapest Aer Lingus flight from Chicago to Milan is $1,008, flying from Jul 30 to Aug 12.

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.

The cheapest last-minute deal between Chicago and Milan at price $953 is offered by Delta, Scandinavian Airlines from Thu, May 7 to Mon, May 11.

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.

There are direct flights from Chicago to Milan on a daily basis.

The cheapest direct (nonstop) round-trip flights between Chicago and Milan start at $1,012 from Thu, Jul 30 to Fri, Aug 14 with United.

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.

The cheapest business class round-trip flights between Chicago and Milan start at $2,784 from Sat, Jun 27 to Sun, Jul 12 with Air Serbia.

The cheapest economy class round-trip flights between Chicago and Milan start at $829 from Mon, May 11 to Tue, May 26.

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.

The best last-minute getaway deal for the next weekend between Chicago and Milan starts at $953 from Thu, May 7 to Mon, May 11 with Delta, Scandinavian Airlines.

The cheapest last-minute deal between Chicago and Milan at price $953 is offered by Delta, Scandinavian Airlines from Thu, May 7 to Mon, May 11.

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.