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Cheap flights from Chicago O'Hare Intl Airport to Milan from $229

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Milan departing on 4/18. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m
1 stop
Scandinavian Airlines Logo
11:15 am - 4:45 pm
MXP
-
ORD
12h 30m
1 stop
$425Scandinavian Airlines
Wed, Feb 25 - Mon, Mar 2
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m
1 stop
Scandinavian Airlines Logo
9:15 am - 4:45 pm
MXP
-
ORD
14h 30m
1 stop
$429Scandinavian Airlines
Wed, Feb 18 - Wed, Feb 25
Scandinavian Airlines Logo
7:15 pm - 8:30 am
ORD
-
MXP
30h 15m
1 stop
Scandinavian Airlines Logo
11:45 am - 4:10 pm
MXP
-
ORD
35h 25m
2 stops
$430Scandinavian Airlines
Wed, Apr 15 - Fri, Apr 24
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m
1 stop
Scandinavian Airlines Logo
11:15 am - 5:45 pm
MXP
-
ORD
12h 30m
1 stop
$434Scandinavian Airlines
Wed, Feb 25 - Sun, Mar 8
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m
1 stop
Scandinavian Airlines Logo
9:15 am - 5:45 pm
MXP
-
ORD
14h 30m
1 stop
$435Scandinavian Airlines
Mon, Mar 2 - Thu, Mar 12
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m
1 stop
Scandinavian Airlines Logo
8:00 pm - 4:45 pm
MXP
-
ORD
27h 45m
1 stop
$438Scandinavian Airlines
Wed, Feb 18 - Wed, Feb 25
Scandinavian Airlines Logo
7:20 pm - 7:10 pm
ORD
-
MXP
16h 50m
1 stop
Scandinavian Airlines Logo
11:15 am - 5:45 pm
MXP
-
ORD
12h 30m
1 stop
$439Scandinavian Airlines
Mon, Mar 2 - Mon, Mar 9
Scandinavian Airlines Logo
7:15 pm - 7:50 pm
ORD
-
MXP
17h 35m
2 stops
Scandinavian Airlines Logo
9:20 am - 4:10 pm
MXP
-
ORD
13h 50m
1 stop
$440Scandinavian Airlines
Wed, Apr 15 - Sat, Apr 25
Multiple Airlines Logo
9:55 pm - 7:55 pm
ORD
-
BGY
15h 00m
1 stop
Multiple Airlines Logo
8:25 am - 9:00 pm
BGY
-
ORD
18h 35m
1 stop
$566Multiple Airlines
Mon, Mar 2 - Wed, Mar 18
ITA Airways Logo
8:45 am - 10:10 am
ORD
-
LIN
18h 25m
2 stops
ITA Airways Logo
4:00 pm - 6:23 pm
LIN
-
ORD
33h 23m
2 stops
$617ITA Airways
Tue, Apr 14 - Mon, Apr 20

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

Our best Scandinavian Airlines deals on Chicago O'Hare Intl Airport to Milan flight tickets
Scandinavian Airlines
Feb 25
ORD7:20 pmChicago O'Hare Intl
16h 50m
1 stop
MXP7:10 pmMilan Malpensa
Mar 2
MXP11:15 amMilan Malpensa
12h 30m
1 stop
ORD4:45 pmChicago O'Hare Intl
$425
Scandinavian Airlines
Feb 18
ORD7:20 pmChicago O'Hare Intl
16h 50m
1 stop
MXP7:10 pmMilan Malpensa
Feb 25
MXP9:15 amMilan Malpensa
14h 30m
1 stop
ORD4:45 pmChicago O'Hare Intl
$429
Scandinavian Airlines
Apr 15
ORD7:15 pmChicago O'Hare Intl
30h 15m
1 stop
MXP8:30 amMilan Malpensa
Apr 24
MXP11:45 amMilan Malpensa
35h 25m
2 stops
ORD4:10 pmChicago O'Hare Intl
$430

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

Our best Turkish Airlines deals on Chicago O'Hare Intl Airport to Milan flight tickets
Turkish Airlines
Feb 12
ORD11:50 amChicago O'Hare Intl
18h 40m
1 stop
MXP1:30 pmMilan Malpensa
Mar 4
MXP11:05 amMilan Malpensa
38h 20m
1 stop
ORD6:25 pmChicago O'Hare Intl
$528
Turkish Airlines
Feb 11
ORD11:50 amChicago O'Hare Intl
14h 50m
1 stop
MXP9:40 amMilan Malpensa
Mar 4
MXP6:55 amMilan Malpensa
18h 30m
1 stop
ORD6:25 pmChicago O'Hare Intl
$530
Turkish Airlines
Feb 11
ORD8:20 pmChicago O'Hare Intl
34h 10m
1 stop
MXP1:30 pmMilan Malpensa
Apr 15
MXP6:50 amMilan Malpensa
33h 50m
1 stop
ORD9:40 amChicago O'Hare Intl
$531

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Milan 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 February 3, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Milan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 2/25

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Mon 3/2

11:15 am-4:45 pm

1 stop12h 30m

$425

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 2/18

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Wed 2/25

9:15 am-4:45 pm

1 stop14h 30m

$429

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/15

7:15 pm-8:30 am

1 stop30h 15m

Milan Malpensa

Fri 4/24

11:45 am-4:10 pm

2 stops35h 25m

$430

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 2/25

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Sun 3/8

11:15 am-5:45 pm

1 stop12h 30m

$434

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/2

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Thu 3/12

9:15 am-5:45 pm

1 stop14h 30m

$435

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 2/18

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Wed 2/25

8:00 pm-4:45 pm

1 stop27h 45m

$438

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 3/2

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Mon 3/9

11:15 am-5:45 pm

1 stop12h 30m

$439

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/15

7:15 pm-7:50 pm

2 stops17h 35m

Milan Malpensa

Sat 4/25

9:20 am-4:10 pm

1 stop13h 50m

$440

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Mon 3/2

9:55 pm-7:55 pm

1 stop15h 00m

Bergamo Orio Al Serio

Wed 3/18

8:25 am-9:00 pm

1 stop18h 35m

$566

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 4/14

8:45 am-10:10 am

2 stops18h 25m

Milan Linate

Mon 4/20

4:00 pm-6:23 pm

2 stops33h 23m

$617

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 Milan from

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

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 Milan?

The month of February is, on average, the cheapest month to fly to Milan from Chicago O'Hare Intl Airport, with most prices found around $640. The month of October is another great option to travel to Milan, with average flight prices from Chicago O'Hare Intl Airport averaging around $641.

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,197. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,462.

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

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

How far in advance should I book a flight to Milan?

You are more likely to see cheaper flights to Milan from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Milan for around $914 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milan from Chicago O'Hare Intl Airport for as low as $711 on momondo.

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

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

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

As of February 2026, prices for Chicago O'Hare Intl Airport to Milan flights are approximately 92% more expensive when compared to flights at the same time last year.

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

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

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

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

Best Price Found

$764

Fastest flight time

8h 40m

Direct flights

Every day

Airports in Milan

2 airports
The best one-way flight to Milan from Chicago O'Hare Intl Airport in the past 72 hours is $764. The best round-trip flight deal from Chicago O'Hare Intl Airport to Milan found on momondo in the last 72 hours is $1,172.
The fastest flight from Chicago O'Hare Intl Airport to Milan takes 8h 40m
Direct flights go from Chicago O'Hare Intl Airport to Milan every day.
There are 2 airports in Milan. From Chicago O'Hare Intl Airport there are direct flights to Milan Malpensa (MXP).
Search flight deals

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

    The distance between Chicago O'Hare Intl and Milan is about 4532.4 mi. In terms of flight time, this usually takes a little over 8h 40m.

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

    Prices for flights from Chicago O'Hare Intl Airport to Milan are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Milan.

  • What documentation or ID do you need to fly to Milan?

    The required travel and health documents for your Milan trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Milan. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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

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

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Milan with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $398Free CancellationRating
7.1
2,133 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $410Free CancellationRating
7.3
1,677 reviews
Search Scandinavian Airlines flights
British AirwaysPriceFrom $496Free CancellationRating
6.7
7,714 reviews
Search British Airways flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
4,210 reviews
Search Turkish Airlines flights
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,144 reviews
Search ITA Airways flights
American AirlinesPriceFrom $624Free CancellationRating
7.2
11,219 reviews
Search American Airlines flights
Aer LingusPriceFrom $626Free CancellationRating
7.2
1,444 reviews
Search Aer Lingus flights
IberiaPriceFrom $639Free CancellationRating
7.0
3,104 reviews
Search Iberia flights
LOTPriceFrom $732Free CancellationRating
7.5
1,179 reviews
Search LOT flights
United AirlinesPriceFrom $789Free CancellationRating
7.4
9,235 reviews
Search United Airlines flights

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Bellagio
Varenna
Menaggio
Brescia
Stresa
Levanto
Livigno
Monza
Assago
Bellano
Domodossola
Lecco
Crema
Rho
Cernobbio
Moltrasio
Saronno
Bormio
Baveno
Asti

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Milan from Chicago.

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

Yes. momondo allows you to filter the results for Chicago to Milan flights to just show those with flexible booking policies.

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

Once you have performed a search for Chicago to Milan flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Milan from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to Italy

Fly into one of these airports located in Milan

Airports listed have a maximum distance of 25.0 mi from Milan
Milan Linate Airport
Milan Malpensa Airport