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  1. Flights
  2. Italy
  3. Milan
  4. Chicago - Milan

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

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Discover the cheapest flights from Chicago to Milan
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Thu, Apr 30 - Wed, May 6
Scandinavian Airlines
Scandinavian Airlines1 stop
CHI - MIL
Scandinavian Airlines
Scandinavian Airlines1 stop
MIL - CHI
466$
445$
Prime price per passenger
Sat, Apr 18 - Wed, Apr 22
Scandinavian Airlines
Scandinavian Airlines1 stop
CHI - MIL
Scandinavian Airlines
Scandinavian Airlines1 stop
MIL - CHI
469$
448$
Prime price per passenger
Tue, May 12 - Tue, May 19
Scandinavian Airlines
Scandinavian Airlines1 stop
CHI - MIL
Scandinavian Airlines
Scandinavian Airlines1 stop
MIL - CHI
598$
573$
Prime price per passenger
Sun, Apr 12 - Tue, Apr 14
Turkish Airlines
Turkish Airlines1 stop
CHI - MIL
Turkish Airlines
Turkish Airlines1 stop
MIL - CHI
622$
605$
Prime price per passenger
Wed, May 20 - Sat, May 23
Scandinavian Airlines
Scandinavian Airlines1 stop
CHI - MIL
Scandinavian Airlines
Scandinavian Airlines1 stop
MIL - CHI
624$
614$
Prime price per passenger
Tue, Mar 24 - Wed, Apr 1
Turkish Airlines
Turkish Airlines1 stop
CHI - MIL
Turkish Airlines
Turkish Airlines1 stop
MIL - CHI
710$
691$
Prime price per passenger
Thu, Apr 2
TAP Portugal
TAP Portugal1 stop
CHI - MIL
445$
425$
Prime price per passenger
Sat, Apr 25
American Airlines
American Airlines1 stop
CHI - MIL
473$
441$
Prime price per passenger
Wed, May 13
Air Serbia
Air Serbia1 stop
CHI - MIL
479$
454$
Prime price per passenger
Mon, May 25
TAP Portugal
TAP Portugal1 stop
CHI - MIL
539$
516$
Prime price per passenger
Wed, Mar 25
Turkish Airlines
Turkish Airlines1 stop
CHI - MIL
539$
523$
Prime price per passenger
The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Chicago to Milan

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available in the middle of March. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.
Filter by
week: Mar 16 - Mar 22
Flights from just $617
$657
$617
$664
$726
$868
$857
$939
$814
$790
$849
$798
$790
MarchAprilMay
Flying Time13 h and 15 mWhen flying from Chicago to Milan, this can take around 13 h and 15 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$425The best price for flights from Chicago to Milan offered by eDreams, which have been found by our customers in the last 3 days
Peak seasonMarchMarch is the busiest time to fly from Chicago to Milan according to search data results from our customers
One-way average Price760.90A flight from Chicago to Milan at eDreams will cost around 760.90, this being based on prices of the previous 6 months of data
Best time to bookMarchAugust is one of the most frequent times to fly to Milan from Chicago according to real data from our customers
Exchange rate
1 USD = 0.85 EUR
1 EUR = 1.19 USD
Last revised on Fri, 03/6
Distance: 4535 miles
Chicago airports
O'hare International Airport (ORD)How far from city center: 14 miles
Midway Airport (MDW)How far from city center: 4 miles
Milan airports
Malpensa (MXP)How far from city center: 24 miles
Linate (LIN)How far from city center: 5 miles
Orio Al Serio (BGY)How far from city center: 29 miles

Are you planning to travel to Milan for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Milan and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to Milan

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to Italy. At eDreams have you covered!
On average, how much is the price of a flight from Chicago to Milan?
When you fly from Chicago to Milan the average price is 760.90. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.
For flights from Chicago to Milan, how can I find the cheapest price?
The cheapest price for a flight from Chicago to Milan is $425. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from Chicago to Milan?
The most popular months to book a trip from Chicago to Milan are January, October and September, based on the searches of our customers.
When is the best time to travel from Chicago to Milan?
The best time of the year to visit Milan depends on lots of personal preferences, especially the price. Regarding popularity, May is the best month to fly to Milan from Chicago in terms of searches from our customers, followed by June and October. If you prefer to avoid the busy season and get away from the crowds November, April and March are the months with fewer searches for Chicago - Milan.
How long does the flight from Chicago to Milan take?
Flight length from Chicago to Milan is around 13 h and 15 m on average, at an average distance of 4,535.18 mi, for flights for the route (which may have 1 or more stops in other cities in between).

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