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Cheap flights from Chicago O'Hare Intl Airport to Milan from $206

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 11/16. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Milan

Cheap round-trip flights

Multiple Airlines Logo
6:30 pm - 8:15 pmORD-BGY
18h 45m2 stops
Multiple Airlines Logo
8:00 am - 5:20 pmBGY-ORD
16h 20m2 stops
$486Multiple Airlines
Find Deal
Sun, Nov 16 - Sun, Nov 23
Scandinavian Airlines Logo
7:20 pm - 6:15 pmORD-LIN
15h 55m2 stops
Scandinavian Airlines Logo
12:55 pm - 5:45 pmLIN-ORD
34h 50m2 stops
$508Scandinavian Airlines
Find Deal
Sat, Feb 28 - Tue, Mar 10
Multiple Airlines Logo
6:30 pm - 9:10 pmORD-MXP
19h 40m2 stops
Multiple Airlines Logo
7:00 am - 5:20 pmMXP-ORD
17h 20m2 stops
$509Multiple Airlines
Find Deal
Wed, Nov 5 - Fri, Nov 14
Scandinavian Airlines Logo
6:20 pm - 10:25 amORD-MXP
33h 05m2 stops
Scandinavian Airlines Logo
8:00 pm - 4:45 pmMXP-ORD
27h 45m1 stop
$511Scandinavian Airlines
Find Deal
Wed, Nov 5 - Tue, Nov 11
TAP AIR PORTUGAL Logo
6:00 pm - 4:25 pmORD-MXP
15h 25m1 stop
TAP AIR PORTUGAL Logo
5:45 pm - 3:45 pmMXP-ORD
28h 00m1 stop
$519TAP AIR PORTUGAL
Find Deal
Sun, Oct 19 - Sat, Nov 1
Aer Lingus Logo
3:50 pm - 11:05 amORD-LIN
12h 15m1 stop
Aer Lingus Logo
11:45 am - 5:55 pmLIN-ORD
13h 10m1 stop
$523Aer Lingus
Find Deal
Mon, Nov 17 - Wed, Nov 19
Aer Lingus Logo
3:50 pm - 11:05 amORD-LIN
12h 15m1 stop
Aer Lingus Logo
11:45 am - 5:55 pmLIN-ORD
13h 10m1 stop
$528Aer Lingus
Find Deal
Sun, Nov 9 - Tue, Nov 25
Turkish Airlines Logo
11:45 pm - 8:45 amORD-MXP
26h 00m1 stop
Turkish Airlines Logo
11:05 am - 7:25 pmMXP-ORD
38h 20m1 stop
$550Turkish Airlines
Find Deal
Wed, Oct 22 - Fri, Oct 31
Turkish Airlines Logo
11:50 am - 1:30 pmORD-MXP
18h 40m1 stop
Turkish Airlines Logo
11:05 am - 6:25 pmMXP-ORD
38h 20m1 stop
$577Turkish Airlines
Find Deal
Tue, Nov 4 - Mon, Nov 10
TAP AIR PORTUGAL Logo
6:00 pm - 12:40 amORD-MXP
23h 40m1 stop
TAP AIR PORTUGAL Logo
5:20 am - 2:45 pmMXP-ORD
15h 25m1 stop
$580TAP AIR PORTUGAL
Find Deal
Fri, Oct 24 - Sun, Nov 2

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
Oct 22
ORD11:45 pmChicago O'Hare Intl
26h 00m
1 stop
MXP8:45 amMilan Malpensa
Oct 31
MXP11:05 amMilan Malpensa
38h 20m
1 stop
ORD7:25 pmChicago O'Hare Intl
$550
Find similar
Turkish Airlines
Nov 4
ORD11:50 amChicago O'Hare Intl
18h 40m
1 stop
MXP1:30 pmMilan Malpensa
Nov 10
MXP11:05 amMilan Malpensa
38h 20m
1 stop
ORD6:25 pmChicago O'Hare Intl
$577
Find similar
Turkish Airlines
Sep 23
ORD7:50 pmChicago O'Hare Intl
29h 55m
1 stop
MXP8:45 amMilan Malpensa
Oct 1
MXP8:10 pmMilan Malpensa
28h 45m
1 stop
ORD5:55 pmChicago O'Hare Intl
$601
Find similar

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 28
ORD7:20 pmChicago O'Hare Intl
15h 55m
2 stops
LIN6:15 pmMilan Linate
Mar 10
LIN12:55 pmMilan Linate
34h 50m
2 stops
ORD5:45 pmChicago O'Hare Intl
$508
Find similar
Scandinavian Airlines
Nov 5
ORD6:20 pmChicago O'Hare Intl
33h 05m
2 stops
MXP10:25 amMilan Malpensa
Nov 11
MXP8:00 pmMilan Malpensa
27h 45m
1 stop
ORD4:45 pmChicago O'Hare Intl
$511
Find similar
Scandinavian Airlines
Nov 4
ORD7:05 amChicago O'Hare Intl
42h 20m
2 stops
MXP8:25 amMilan Malpensa
Nov 10
MXP11:15 amMilan Malpensa
12h 30m
1 stop
ORD4:45 pmChicago O'Hare Intl
$517
Find similar

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 September 17, 2025.
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

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Sun 11/16

6:30 pm-8:15 pm

2 stops18h 45m

Bergamo Orio Al Serio

Sun 11/23

8:00 am-5:20 pm

2 stops16h 20m

$486

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 2/28

7:20 pm-6:15 pm

2 stops15h 55m

Milan Linate

Tue 3/10

12:55 pm-5:45 pm

2 stops34h 50m

$508

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 11/5

6:30 pm-9:10 pm

2 stops19h 40m

Milan Malpensa

Fri 11/14

7:00 am-5:20 pm

2 stops17h 20m

$509

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 11/5

6:20 pm-10:25 am

2 stops33h 05m

Milan Malpensa

Tue 11/11

8:00 pm-4:45 pm

1 stop27h 45m

$511

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 10/19

6:00 pm-4:25 pm

1 stop15h 25m

Milan Malpensa

Sat 11/1

5:45 pm-3:45 pm

1 stop28h 00m

$519

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 11/17

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Wed 11/19

11:45 am-5:55 pm

1 stop13h 10m

$523

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 11/9

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Tue 11/25

11:45 am-5:55 pm

1 stop13h 10m

$528

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 10/22

11:45 pm-8:45 am

1 stop26h 00m

Milan Malpensa

Fri 10/31

11:05 am-7:25 pm

1 stop38h 20m

$550

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 11/4

11:50 am-1:30 pm

1 stop18h 40m

Milan Malpensa

Mon 11/10

11:05 am-6:25 pm

1 stop38h 20m

$577

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 10/24

6:00 pm-12:40 am

1 stop23h 40m

Milan Malpensa

Sun 11/2

5:20 am-2:45 pm

1 stop15h 25m

$580

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 January is, on average, the cheapest month to fly to Milan from Chicago O'Hare Intl Airport, with most prices found around $529. The month of February is another great option to travel to Milan, with average flight prices from Chicago O'Hare Intl Airport averaging around $643.

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 $1,179. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,498.

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

In the morning is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Milan when you can find flight prices for as low as $703. Flying to Milan in the morning is an ideal time because this is during off-peak travel hours. Flights to Milan are more costly in the evening, with an average ticket price of $1,346. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

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 $944 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 $650 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 September 2025, prices for Chicago O'Hare Intl Airport to Milan flights are approximately 18% 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

$683

Fastest flight time

8h 30m

Direct flights

Every day

Airports in Milan

1 airport
The best one-way flight to Milan from Chicago O'Hare Intl Airport in the past 72 hours is $683. The best round-trip flight deal from Chicago O'Hare Intl Airport to Milan found on momondo in the last 72 hours is $845.
The fastest flight from Chicago O'Hare Intl Airport to Milan takes 8h 30m
Direct flights go from Chicago O'Hare Intl Airport to Milan every day.
There is 1 airport near Milan: 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 11h 55m.

  • 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
IcelandairPriceFrom $382Free CancellationRating
7.0
545 reviews
Search Icelandair flights
DeltaPriceFrom $419Free CancellationRating
7.9
7,961 reviews
Search Delta flights
Scandinavian AirlinesPriceFrom $420Free CancellationRating
7.4
1,486 reviews
Search Scandinavian Airlines flights
TAP AIR PORTUGALPriceFrom $447Free CancellationRating
7.1
1,977 reviews
Search TAP AIR PORTUGAL flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
3,965 reviews
Search Turkish Airlines flights
British AirwaysPriceFrom $536Free CancellationRating
6.7
7,367 reviews
Search British Airways flights
Air FrancePriceFrom $575Free CancellationRating
7.4
1,468 reviews
Search Air France flights
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,036 reviews
Search ITA Airways flights
Aer LingusPriceFrom $588Free CancellationRating
7.2
1,277 reviews
Search Aer Lingus flights
American AirlinesPriceFrom $624Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Milan

    United Airlines flies from Chicago O'Hare Intl Airport to Milan around 7 times per week, with 8,926 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago O'Hare Intl Airport to Milan in the last 72 hours was $782 (round-trip), much lower than the average airfare cost of $1,281 for United Airlines flights on this route.

Traveling to a place near Milan?

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

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