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Cheap flights from Chicago O'Hare Intl Airport to Milan from $183

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 11/17. 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

Enter your travel dates to find the best prices.
Scandinavian Airlines Logo
7:10 am - 10:25 amORD-MXP
20h 15m2 stops
Scandinavian Airlines Logo
9:15 am - 4:45 pmMXP-ORD
14h 30m1 stop
$428Scandinavian Airlines
Find Deal
Mon, Nov 17 - Mon, Dec 8
Scandinavian Airlines Logo
7:10 am - 7:10 pmORD-MXP
29h 00m2 stops
Scandinavian Airlines Logo
3:35 pm - 4:45 pmMXP-ORD
56h 10m2 stops
$431Scandinavian Airlines
Find Deal
Mon, Nov 17 - Mon, Dec 8
Scandinavian Airlines Logo
7:20 pm - 7:10 pmORD-MXP
16h 50m1 stop
Scandinavian Airlines Logo
11:15 am - 5:45 pmMXP-ORD
12h 30m1 stop
$433Scandinavian Airlines
Find Deal
Mon, Feb 16 - Mon, Mar 16
TAP AIR PORTUGAL Logo
8:25 pm - 4:55 pmORD-MXP
13h 30m1 stop
TAP AIR PORTUGAL Logo
6:20 am - 2:45 pmMXP-ORD
15h 25m1 stop
$445TAP AIR PORTUGAL
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Sun, Nov 30 - Sun, Dec 14
TAP AIR PORTUGAL Logo
8:25 pm - 4:55 pmORD-MXP
13h 30m1 stop
TAP AIR PORTUGAL Logo
5:45 pm - 2:45 pmMXP-ORD
28h 00m1 stop
$489TAP AIR PORTUGAL
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Sun, Nov 16 - Sat, Dec 6
Turkish Airlines Logo
11:50 am - 9:05 amORD-MXP
14h 15m1 stop
Turkish Airlines Logo
6:55 am - 6:25 pmMXP-ORD
18h 30m1 stop
$496Turkish Airlines
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Fri, Nov 14 - Tue, Nov 18
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
$513Aer Lingus
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Mon, Dec 1 - Tue, Dec 9
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
$515Aer Lingus
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Mon, Nov 17 - Fri, Nov 21
ITA Airways Logo
10:48 am - 12:40 pmORD-LIN
18h 52m2 stops
ITA Airways Logo
7:30 am - 8:23 pmLIN-ORD
19h 53m2 stops
$625ITA Airways
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Fri, Nov 14 - Wed, Nov 19
ITA Airways Logo
9:19 am - 10:10 amORD-LIN
17h 51m2 stops
ITA Airways Logo
7:30 am - 8:23 pmLIN-ORD
19h 53m2 stops
$636ITA Airways
Find Deal
Wed, Dec 3 - Wed, Dec 10

TAP AIR PORTUGAL flights from Chicago O'Hare Intl Airport to Milan

Our best TAP AIR PORTUGAL deals on Chicago O'Hare Intl Airport to Milan flight tickets
TAP AIR PORTUGAL
Nov 30
ORD8:25 pmChicago O'Hare Intl
13h 30m
1 stop
MXP4:55 pmMilan Malpensa
Dec 14
MXP6:20 amMilan Malpensa
15h 25m
1 stop
ORD2:45 pmChicago O'Hare Intl
$445
Find similar
TAP AIR PORTUGAL
Nov 16
ORD8:25 pmChicago O'Hare Intl
13h 30m
1 stop
MXP4:55 pmMilan Malpensa
Dec 6
MXP5:45 pmMilan Malpensa
28h 00m
1 stop
ORD2:45 pmChicago O'Hare Intl
$489
Find similar
TAP AIR PORTUGAL
Nov 16
ORD8:25 pmChicago O'Hare Intl
13h 30m
1 stop
MXP4:55 pmMilan Malpensa
Nov 22
MXP5:45 pmMilan Malpensa
28h 00m
1 stop
ORD2:45 pmChicago O'Hare Intl
$511
Find similar

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
Nov 14
ORD11:50 amChicago O'Hare Intl
14h 15m
1 stop
MXP9:05 amMilan Malpensa
Nov 18
MXP6:55 amMilan Malpensa
18h 30m
1 stop
ORD6:25 pmChicago O'Hare Intl
$496
Find similar
Turkish Airlines
Nov 14
ORD11:50 amChicago O'Hare Intl
26h 50m
1 stop
MXP9:40 pmMilan Malpensa
Nov 17
MXP2:30 pmMilan Malpensa
26h 35m
1 stop
ORD10:05 amChicago O'Hare Intl
$505
Find similar
Turkish Airlines
Nov 11
ORD11:50 amChicago O'Hare Intl
26h 50m
1 stop
MXP9:40 pmMilan Malpensa
Nov 18
MXP6:35 pmMilan Malpensa
30h 50m
1 stop
ORD6:25 pmChicago O'Hare Intl
$542
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 November 4, 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

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 11/17

7:10 am-10:25 am

2 stops20h 15m

Milan Malpensa

Mon 12/8

9:15 am-4:45 pm

1 stop14h 30m

$428

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 11/17

7:10 am-7:10 pm

2 stops29h 00m

Milan Malpensa

Mon 12/8

3:35 pm-4:45 pm

2 stops56h 10m

$431

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 2/16

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Mon 3/16

11:15 am-5:45 pm

1 stop12h 30m

$433

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 11/30

8:25 pm-4:55 pm

1 stop13h 30m

Milan Malpensa

Sun 12/14

6:20 am-2:45 pm

1 stop15h 25m

$445

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 11/16

8:25 pm-4:55 pm

1 stop13h 30m

Milan Malpensa

Sat 12/6

5:45 pm-2:45 pm

1 stop28h 00m

$489

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 11/14

11:50 am-9:05 am

1 stop14h 15m

Milan Malpensa

Tue 11/18

6:55 am-6:25 pm

1 stop18h 30m

$496

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 12/1

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Tue 12/9

11:45 am-5:55 pm

1 stop13h 10m

$513

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 11/17

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Fri 11/21

11:45 am-5:55 pm

1 stop13h 10m

$515

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 11/14

10:48 am-12:40 pm

2 stops18h 52m

Milan Linate

Wed 11/19

7:30 am-8:23 pm

2 stops19h 53m

$625

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 12/3

9:19 am-10:10 am

2 stops17h 51m

Milan Linate

Wed 12/10

7:30 am-8:23 pm

2 stops19h 53m

$636

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 $540. 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 $1,189. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,492.

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 $1,351. 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 $940 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.

Can stopping save me money on Chicago O'Hare Intl Airport to Milan flights?

You could potentially save up to 17% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Milan flight.

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

As of November 2025, prices for Chicago O'Hare Intl Airport to Milan flights are approximately 10% 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

$632

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 $632. The best round-trip flight deal from Chicago O'Hare Intl Airport to Milan found on momondo in the last 72 hours is $1,343.
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
TAP AIR PORTUGALPriceFrom $398Free CancellationRating
7.1
2,046 reviews
Search TAP AIR PORTUGAL flights
DeltaPriceFrom $419Free CancellationRating
7.9
8,003 reviews
Search Delta flights
Scandinavian AirlinesPriceFrom $420Free CancellationRating
7.4
1,560 reviews
Search Scandinavian Airlines flights
IcelandairPriceFrom $484Free CancellationRating
7.1
568 reviews
Search Icelandair flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
4,037 reviews
Search Turkish Airlines flights
British AirwaysPriceFrom $536Free CancellationRating
6.7
7,496 reviews
Search British Airways flights
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,079 reviews
Search ITA Airways flights
Aer LingusPriceFrom $623Free CancellationRating
7.2
1,365 reviews
Search Aer Lingus flights
American AirlinesPriceFrom $624Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
IberiaPriceFrom $639Free CancellationRating
7.0
3,006 reviews
Search Iberia 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 9,002 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 $789 (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
Menaggio
Brescia
Stresa
Monza
Assago
Levanto
Livigno
Domodossola
Bellano
Lecco
Rho
Bormio
Crema
Cernobbio
Moltrasio
Saronno
Novara
Baveno

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