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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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Fri, May 2 - Thu, May 8
Scandinavian Airlines
Scandinavian Airlines2 stops
CHI - MIL
Scandinavian Airlines
Scandinavian Airlines1 stop
MIL - CHI
569$
544$
Prime price per passenger
Tue, May 13 - Sun, May 18
Scandinavian Airlines
Scandinavian Airlines1 stop
CHI - MIL
Scandinavian Airlines
Scandinavian Airlines1 stop
MIL - CHI
598$
577$
Prime price per passenger
Sun, Apr 20 - Thu, May 1
Turkish Airlines
Turkish Airlines1 stop
CHI - MIL
Turkish Airlines
Turkish Airlines1 stop
MIL - CHI
654$
647$
Prime price per passenger
Sat, May 31 - Wed, Jun 4
TAP Portugal
TAP Portugal1 stop
CHI - MIL
Ryanair
RyanairDirect
MIL - CHI
744$
726$
Prime price per passenger
Sat, Jun 7 - Wed, Jun 18
American Airlines
American Airlines1 stop
CHI - MIL
American Airlines
American Airlines1 stop
MIL - CHI
801$
764$
Prime price per passenger
Fri, Jun 20 - Thu, Jun 26
TAP Portugal
TAP Portugal1 stop
CHI - MIL
TAP Portugal
TAP Portugal1 stop
MIL - CHI
1049$
1001$
Prime price per passenger
Wed, May 7
Spirit Airlines
Spirit Airlines2 stops
CHI - MIL
358$
345$
Prime price per passenger
Sun, Apr 20
Air Serbia
Air Serbia1 stop
CHI - MIL
428$
413$
Prime price per passenger
Thu, May 15
TAP Portugal
TAP Portugal1 stop
CHI - MIL
494$
461$
Prime price per passenger
Fri, Jun 27
TAP Portugal
TAP Portugal1 stop
CHI - MIL
692$
683$
Prime price per passenger
Fri, Jun 13
TAP Portugal
TAP Portugal1 stop
CHI - MIL
712$
688$
Prime price per passenger
Thu, May 29
TAP Portugal
TAP Portugal1 stop
CHI - MIL
758$
740$
Prime price per passenger
Prices shown below were available within the past 3 days for the period specified 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

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.
Filter by
week: Apr 7 - Apr 13
Flights from just $271
$271
$444
$402
$358
$357
$470
$498
$557
$562
$603
$658
$597
AprilMayJune
Flying Time11 h and 2 mWhen flying from Chicago to Milan, this can take around 11 h and 2 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$345The best price for flights from Chicago to Milan offered by eDreams, which have been found by our customers in the last 3 days
Departure AirportO'hare International AirportO'hare International Airport is where you'll take off when flying from Chicago to Milan
Arrival AirportMalpensaYou'll land at Malpensa when flying from Chicago to Milan
Peak seasonMayMay is the busiest time to fly from Chicago to Milan according to search data results from our customers
Best time to bookJanuaryJanuary is one of the most frequent times to fly to Milan from Chicago according to real data from our customers

Route information

Exchange rate
1 USD = 0.93 EUR
1 EUR = 1.09 USD
Last checked on Thu, 04/3
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 searching for flights from Chicago to Milan?

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!
For flights from Chicago to Milan, how can I find the cheapest price?
The cheapest price for a flight from Chicago to Milan is $345. 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 11:02 hours on average, at an average distance of 8,431 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between Chicago and Milan?

The main route from Chicago to Milan is: O'hare International Airport (ORD) to Linate (LIN). The following airlines fly this route:

Aer Lingus.

British Airways.

Alternatively, you can find Chicago - Milan flights between O'hare International Airport (ORD) to Malpensa (MXP) with the following airline(s) flying the route: Turkish Airlines.

Scandinavian Airlines.

Air Canada.

Which airlines fly from Chicago to Milan?

The airlines that fly non-stop from Chicago to Milan are:

  • Scandinavian Airlines.
  • American Airlines.
  • TAP Portugal.

Scandinavian Airlines, stopping at Stockholm during at least 120 minutes.

  • Aer Lingus, with 115 minutes of layover in Dublin.
  • Lot Polish Airlines, with 195 minutes scale in Warsaw.

Plan your trip

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