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Cheap flights from Milan to Chicago from $339

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milan to Chicago departing on 2/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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Scandinavian Airlines Logo
11:15 am - 4:45 pm
MXP
-
ORD
12h 30m1 stop
Scandinavian Airlines Logo
7:20 pm - 8:25 am
ORD
-
MXP
30h 05m1 stop
$580Scandinavian Airlines
Mon, Feb 2 - Mon, Feb 9
Scandinavian Airlines Logo
9:15 am - 4:45 pm
MXP
-
ORD
14h 30m1 stop
Scandinavian Airlines Logo
7:20 pm - 8:25 am
ORD
-
MXP
30h 05m1 stop
$583Scandinavian Airlines
Sat, Jan 31 - Mon, Feb 16
British Airways Logo
9:45 pm - 1:50 pm
MXP
-
ORD
23h 05m1 stop
British Airways Logo
5:40 pm - 1:20 pm
ORD
-
MXP
12h 40m1 stop
$584British Airways
Thu, Apr 2 - Sun, Apr 5
Scandinavian Airlines Logo
9:15 am - 4:45 pm
MXP
-
ORD
14h 30m1 stop
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m1 stop
$586Scandinavian Airlines
Wed, Jan 28 - Mon, Feb 2
Scandinavian Airlines Logo
11:15 am - 4:45 pm
MXP
-
ORD
12h 30m1 stop
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m1 stop
$587Scandinavian Airlines
Wed, Jan 28 - Mon, Feb 2
Multiple Airlines Logo
7:55 am - 7:45 pm
MXP
-
ORD
18h 50m2 stops
Multiple Airlines Logo
6:04 am - 9:20 pm
ORD
-
MXP
32h 16m2 stops
$594Multiple Airlines
Mon, Feb 9 - Thu, Feb 12
Multiple Airlines Logo
9:00 am - 5:20 pm
BGY
-
ORD
15h 20m2 stops
Multiple Airlines Logo
6:30 pm - 9:25 pm
ORD
-
BGY
19h 55m2 stops
$596Multiple Airlines
Mon, Feb 2 - Mon, Feb 9
British Airways Logo
8:50 pm - 1:50 pm
MXP
-
ORD
24h 00m1 stop
British Airways Logo
11:38 am - 10:40 am
ORD
-
MXP
16h 02m2 stops
$599British Airways
Thu, Jan 15 - Wed, Jan 28
American Airlines Logo
7:35 am - 5:00 pm
LIN
-
ORD
16h 25m1 stop
American Airlines Logo
6:25 pm - 1:15 pm
ORD
-
LIN
11h 50m1 stop
$621American Airlines
Wed, Jan 28 - Sun, Feb 1
American Airlines Logo
11:35 am - 5:00 pm
LIN
-
ORD
12h 25m1 stop
American Airlines Logo
8:45 pm - 6:05 pm
ORD
-
LIN
14h 20m1 stop
$622American Airlines
Sat, Feb 21 - Sat, Feb 28

Scandinavian Airlines flights from Milan to Chicago O'Hare Intl Airport

Our best Scandinavian Airlines deals on Milan to Chicago O'Hare Intl Airport flight tickets
Scandinavian Airlines
Feb 2
MXP11:15 amMilan Malpensa
12h 30m
1 stop
ORD4:45 pmChicago O'Hare Intl
Feb 9
ORD7:20 pmChicago O'Hare Intl
30h 05m
1 stop
MXP8:25 amMilan Malpensa
$580
Find similar
Scandinavian Airlines
Jan 31
MXP9:15 amMilan Malpensa
14h 30m
1 stop
ORD4:45 pmChicago O'Hare Intl
Feb 16
ORD7:20 pmChicago O'Hare Intl
30h 05m
1 stop
MXP8:25 amMilan Malpensa
$583
Find similar
Scandinavian Airlines
Jan 28
MXP9:15 amMilan Malpensa
14h 30m
1 stop
ORD4:45 pmChicago O'Hare Intl
Feb 2
ORD7:20 pmChicago O'Hare Intl
16h 50m
1 stop
MXP7:10 pmMilan Malpensa
$586
Find similar

British Airways flights from Milan to Chicago O'Hare Intl Airport

Our best British Airways deals on Milan to Chicago O'Hare Intl Airport flight tickets
British Airways
Apr 2
MXP9:45 pmMilan Malpensa
23h 05m
1 stop
ORD1:50 pmChicago O'Hare Intl
Apr 5
ORD5:40 pmChicago O'Hare Intl
12h 40m
1 stop
MXP1:20 pmMilan Malpensa
$584
Find similar
British Airways
Jan 15
MXP8:50 pmMilan Malpensa
24h 00m
1 stop
ORD1:50 pmChicago O'Hare Intl
Jan 28
ORD11:38 amChicago O'Hare Intl
16h 02m
2 stops
MXP10:40 amMilan Malpensa
$599
Find similar
British Airways
Feb 2
MXP8:50 pmMilan Malpensa
27h 57m
2 stops
ORD5:47 pmChicago O'Hare Intl
Feb 9
ORD9:45 pmChicago O'Hare Intl
15h 05m
1 stop
MXP7:50 pmMilan Malpensa
$602
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Milan to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 21, 2025.
Use the filters below to find and compare flights from Milan to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Mon 2/2

11:15 am-4:45 pm

1 stop12h 30m

Chicago O'Hare Intl

Mon 2/9

7:20 pm-8:25 am

1 stop30h 05m

$580

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sat 1/31

9:15 am-4:45 pm

1 stop14h 30m

Chicago O'Hare Intl

Mon 2/16

7:20 pm-8:25 am

1 stop30h 05m

$583

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 4/2

9:45 pm-1:50 pm

1 stop23h 05m

Chicago O'Hare Intl

Sun 4/5

5:40 pm-1:20 pm

1 stop12h 40m

$584

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Wed 1/28

9:15 am-4:45 pm

1 stop14h 30m

Chicago O'Hare Intl

Mon 2/2

7:20 pm-7:10 pm

1 stop16h 50m

$586

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Wed 1/28

11:15 am-4:45 pm

1 stop12h 30m

Chicago O'Hare Intl

Mon 2/2

7:20 pm-7:10 pm

1 stop16h 50m

$587

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Mon 2/9

7:55 am-7:45 pm

2 stops18h 50m

Chicago O'Hare Intl

Thu 2/12

6:04 am-9:20 pm

2 stops32h 16m

$594

BergamoChicago

BGY - ORD

BGYORD

Bergamo Orio Al Serio

Mon 2/2

9:00 am-5:20 pm

2 stops15h 20m

Chicago O'Hare Intl

Mon 2/9

6:30 pm-9:25 pm

2 stops19h 55m

$596

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 1/15

8:50 pm-1:50 pm

1 stop24h 00m

Chicago O'Hare Intl

Wed 1/28

11:38 am-10:40 am

2 stops16h 02m

$599

MilanChicago

LIN - ORD

LINORD

Milan Linate

Wed 1/28

7:35 am-5:00 pm

1 stop16h 25m

Chicago O'Hare Intl

Sun 2/1

6:25 pm-1:15 pm

1 stop11h 50m

$621

MilanChicago

LIN - ORD

LINORD

Milan Linate

Sat 2/21

11:35 am-5:00 pm

1 stop12h 25m

Chicago O'Hare Intl

Sat 2/28

8:45 pm-6:05 pm

1 stop14h 20m

$622

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Milan to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Milan averaging around $548.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $789. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Milan because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,221.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Milan in the morning is the least expensive time of day to depart. momondo users have found prices as low as $586 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $873. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Milan to Chicago O'Hare Intl flight route?

Fly from Milan Malpensa to Chicago O'Hare Intl for the best Milan - Chicago O'Hare Intl flight prices

What cabin class options are available on Milan to Chicago O'Hare Intl flights?

There are 3 cabin classes available to choose from on Milan to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Milan to Chicago O'Hare Intl Airport flight prices changed over time?

When to book flights from Milan to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Milan to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Milan to Chicago O'Hare Intl Airport (MIL to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milan to Chicago O'Hare Intl Airport

Best Price Found

$771

Fastest flight time

9h 40m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Milan in the past 72 hours is $771. The best round-trip flight deal from Milan to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $697.
The fastest flight from Milan to Chicago O'Hare Intl Airport takes 9h 40m
Direct flights go from Milan to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Milan to Chicago O'Hare Intl by plane?

    Milan and Chicago O'Hare Intl are 4532.4 mi apart from one another. Flights usually cover this in 9h 40m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Milan to Chicago O'Hare Intl Airport?

    Prices for flights from Milan to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Milan to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Milan to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Milan to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Milan to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Milan to Chicago O'Hare Intl Airport?

Best airlines flying from Milan to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Milan to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
British AirwaysPriceFrom $525Free CancellationRating
6.7
7,601 reviews
Search British Airways flights
United AirlinesPriceFrom $672Free CancellationRating
7.4
9,099 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Milan to Chicago?

Finding the right flight to Chicago from Milan is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Milan to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Milan on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Milan to Chicago?

momondo helps you find the best flight between Milan and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Milan to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Milan to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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