Find Cheap Flights from Chicago O'Hare International to Milan (ORD - MIL)

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Fri 12/15
Fri 12/22
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Good to Know

Low Season:
March
Best time to beat the crowds
3%
expected price decrease
High Season:
July
Most popular time to fly
16%
expected price increase
Average Price:
$1122
(avg. price over the last 2 weeks)
Good Deal:
$758
or less (round trip)

When to Book Flights from Chicago O'Hare International to Milan

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $757 or less.
The cheapest flight from Chicago O'Hare International to Milan was found 90 days before departure, on average.
Book at least 5 weeks before departure in order to get a below-average price.
High season is considered to be June, July and August. The cheapest month to fly is March.
Morning departure is around 4% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago O'Hare International to Milan Flights

How long does a flight from Chicago O'Hare International to Milan take?
An average nonstop flight takes 10h 35m, covering a distance of 4536 miles.
Which airlines provide the cheapest flights from Chicago O'Hare International to Milan?
In the past 3 days, the cheapest round-trip tickets were found on Turkish Airlines ($525), British Airways ($532) and Multiple Airlines ($536).
Do I need a passport to fly between Chicago O'Hare International and Milan?
Yes.
What’s the cheapest day of the week to fly Chicago O'Hare International to Milan?
For Chicago O'Hare International to Milan, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Milan back to Chicago O'Hare International, the best deals are generally found on Saturday, with Friday being the most expensive.

Book cheap flights from Chicago O'Hare International to Milan (round-trip)

Airports
Origin
Chicago
$525
only
$525
Destination
Milan
$525
only
$525
$532
only
$532
$543
only
$543
Fri, Feb 9
ORD
MXP
16h 50m
Sun, Feb 18
MXP
ORD
38h 00m
Trip: 10 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 16943 reviews
Overall
8.0
Boarding
7.9
Comfort
7.8
Crew
8.3
Entertainment
8.1
Food
8.0
IST
BUD
Excellent 10.0

Same

Same

IST
TLV
Excellent 9.6

Entertainment, and the plane which felt really new and comfy.

Food was a bit boring (because it was such a short flight, I suppose)

MNL
IST
Okay 5.3

Flight was ok

The flight was actually run by turkish airlines, not philippine air as stated in my confirmation email, so we were sent to the wrong terminal. Nothing in the email said which terminal the flight would depart from or that it was actually turkish airlines. Very irresponsible and communication for customers should be much clearer. Luckily we were very early for the flight or it could have caused a serious problem.

IST
SFO
Excellent 10.0

One of my fave airlines now Great seats, services, staff Turkish coffee in the air!

they keep the cabin a bit too hot, need to ask them all the time to make it colder

JFK
IST
Excellent 9.0

The amazing entertainment system.

The smell of feet, and nausea from turbulence after food (not really Turkish's fault). Also, I'm getting too used to the food by now, and it doesn't seem to change much.

Thu, Apr 19
ORD
LIN
12h 20m
Sat, Apr 28
LIN
ORD
14h 00m
Trip: 10 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 13992 reviews
Overall
7.5
Boarding
7.6
Comfort
7.2
Crew
8.0
Entertainment
7.0
Food
6.9
ORD
LHR
Okay 4.0

Connecting flight experience

TLV
LHR
Excellent 8.6

Most things

IND
ORD
Okay 4.0

Connecting flight experience - Had to wait in a line for around 5 hours just to speak with a customer service representative at the London airport because my previous flight was delayed and I had missed my connecting flight.

DEN
LHR
Excellent 8.3

Seats were comfortable and staff was very attentive as well as respectful of us when I was sleeping

There was condensation leaking from the ceiling of the cabin. A crew member said this was normal, would have been nice to know this ahead of time to reassure me that for a first-time overseas flier that this is normal.

LHR
FRA
Excellent 10.0

At security London Heathrow, it took 30 minutes for them to check 1 bag of ours! Almost didn't make the flight.

Wed, Jan 17
ORD
MXP
18h 07m
Wed, Jan 24
MXP
ORD
25h 30m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 3
ORD
BGY
10h 40m
Tue, Mar 13
BGY
ORD
18h 00m
Trip: 10 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 17324 reviews
Overall
8.2
Boarding
8.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Food
7.7
SEA
FRA
Good 7.0

it was quite comfortable

luggage got delayed by 2 days. No dresses to even wear. Plus lufthanse didn't know where my bags were.

MUC
ATH
Okay 5.3

They don’t have order while boarding No space for the carry on- they didn’t ask to check them for free.

SFO
MUC
Excellent 9.6

Flight on time

JFK
MUC
Excellent 10.0

service crew

AMS
FRA
Excellent 10.0

Staff were amazingly helpful n friendly. Food was yummy.

Tue, Feb 20
ORD
BGY
47h 59m
Tue, Feb 27
BGY
ORD
33h 31m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Mar 18
ORD
MXP
29h 35m
Mon, Mar 26
MXP
ORD
17h 45m
Trip: 9 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 16943 reviews
Overall
8.0
Boarding
7.9
Comfort
7.8
Crew
8.3
Entertainment
8.1
Food
8.0
YYZ
IST
Excellent 10.0

Luggage policy, helpful ground and air crew. Price.

IST stoppover, damaged luggages.

JNB
IST
Excellent 10.0

I'm 6 ft 2. Legspace was adequate, and no silly boxes under the seats like other airlines that obstruct your feet. Great entertainment systems - modern, good selection. Food and staff excellent.

Their online checkin systems could operate a bit more smoothly. At one point, I had to go in in person, because the online checkin site had an already past flight from their codeshare partner SAS showing up as the next flight, and I couldn't perform online checkin as a result.

IST
TLV
Excellent 9.6

Entertainment, and the plane which felt really new and comfy.

Food was a bit boring (because it was such a short flight, I suppose)

IST
SFO
Excellent 10.0

One of my fave airlines now Great seats, services, staff Turkish coffee in the air!

they keep the cabin a bit too hot, need to ask them all the time to make it colder

VKO
IST
Excellent 10.0

Great flight

Na

Thu, May 3
ORD
LIN
11h 50m
Fri, May 11
LIN
ORD
13h 15m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 29
ORD
MXP
14h 05m
Fri, Jan 5
MXP
ORD
19h 20m
$1206
Trip: 8 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 2682 reviews
Overall
7.5
Boarding
7.6
Comfort
7.5
Crew
8.0
Entertainment
7.0
Food
7.0
WAW
IEV
Mediocre 2.0

nothing

I booked a flight from Los Angeles to Kiev and all my flights were cancelled. I had to spend 5 hours on the phone to fight for my refund. On the way going our plane got cancelled at the airport..It was impossible to rebook...they care nothing about their passengers.

ZAG
WAW
Excellent 10.0

Flying with pet and airline could not have been more helpful. The food (dinner) was much better than expected. Wish I had asked for more. The pork, the vegetables salad and dessert had flavor. Flight attendant helped me with back off the plane even.

LAX
WAW
Excellent 10.0

Nice seats, very friendly staff and amazing service

Beef was over cooked. But is a plane so I understand!!

TLV
WAW
Excellent 10.0

This time I found an ail place

WAW
LAX
Good 6.0

I can't give any review, because I cancelled my flight.

Wed, Mar 7
ORD
BGY
13h 20m
Wed, Mar 14
BGY
ORD
18h 00m
Trip: 7 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 17324 reviews
Overall
8.2
Boarding
8.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Food
7.7
SEA
FRA
Good 7.0

it was quite comfortable

luggage got delayed by 2 days. No dresses to even wear. Plus lufthanse didn't know where my bags were.

LHR
MUC
Okay 5.0

The flight took off 2 hours late they must have known it was going to be that late, yet they lied saying that it was on time, forcing you to come to the airport early, then when you get to the airport they did the - oh its going to be 20 minutes late, no 40, no 1.5 hours late, heck it will be 2 hours late etc. Micro-tight seat pitch - I could barely sit in the seats.

MUC
ATH
Okay 5.3

They don’t have order while boarding No space for the carry on- they didn’t ask to check them for free.

IAH
FRA
Excellent 10.0

excellent service and crew

EWR
FRA
Good 7.0

Luggage didn’t make a Lufthansa connection even though both flights w.

Tue, Feb 6
ORD
MXP
33h 15m
Tue, Feb 13
MXP
ORD
34h 20m
Trip: 8 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 16943 reviews
Overall
8.0
Boarding
7.9
Comfort
7.8
Crew
8.3
Entertainment
8.1
Food
8.0
JFK
IST
Excellent 9.0

The amazing entertainment system.

The smell of feet, and nausea from turbulence after food (not really Turkish's fault). Also, I'm getting too used to the food by now, and it doesn't seem to change much.

IST
TLV
Excellent 9.6

Entertainment, and the plane which felt really new and comfy.

Food was a bit boring (because it was such a short flight, I suppose)

IST
SFO
Excellent 10.0

One of my fave airlines now Great seats, services, staff Turkish coffee in the air!

they keep the cabin a bit too hot, need to ask them all the time to make it colder

IST
ATL
Good 7.3

On board entertainment ststem has lots of options to choose from on all accounts. Food selection was good, served hot with large selection of drinks. Overall much better than US airlines that cross Atlantic.

More comfortable seats for long haul flights is a must have. Comfort+ Offered a money’s worth alternative to business or first class. Boarding is done away from terminal building which required busess for transportation back and forth. Prefer skybridge instead.

JNB
IST
Excellent 10.0

I'm 6 ft 2. Legspace was adequate, and no silly boxes under the seats like other airlines that obstruct your feet. Great entertainment systems - modern, good selection. Food and staff excellent.

Their online checkin systems could operate a bit more smoothly. At one point, I had to go in in person, because the online checkin site had an already past flight from their codeshare partner SAS showing up as the next flight, and I couldn't perform online checkin as a result.

Sat, Dec 30
ORD
LIN
33h 20m
Mon, Jan 8
LIN
ORD
35h 50m
$1264
Trip: 10 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 3717 reviews
Overall
7.8
Boarding
7.9
Comfort
7.6
Crew
8.2
Entertainment
7.2
Food
7.1
IAD
CPH
Excellent 10.0

The comfort and technology on the aircraft.

NA

IAD
CPH
Good 7.0

The crew is great. Did everything within their abilities to be comfortable

The cabin was too warm for the duration of the flight. The movie content wasn't that great. Also, the headphone jack on my seat was temperamental and I lost sound quite a bit. I wish they had more vegetables in their dish

EWR
OSL
Good 7.6

Really appreciated how helpful everyone was, from check-in at Newark to arrival. The entertainment system worked well, too. Aside from the two issues I describe below, SAS seems to be extremely efficient and well-run.

There was some mix-up - not sure where - but I did requested a vegetarian meal and it wasn't in the system. I'd also requested an aisle seat due to a hip issue and was told I'd have one - but when I went to check in, I'd been put in a center seat in a bulkhead. I was able to change but it was the last row of the plane. We the gate they were able to move me up at the last minute - but this all could've been much easier.

ZRH
CPH
Excellent 10.0

Very accommodating to me when I was flying solo with my 15 mo. old.

CPH
EWR
Excellent 8.0

The crew passed by me TWICE while serving food and I was not sleeping at that time. I had to go and ask for food myself. Also there was a delay about 40 minutes when taking off in CPH (CPH-EWR) because of a fuel-screen malfunction or smth. The pilot was very nice and kept us informed all the time. I still didn't make my connection flight due to the delay and SAS rebooked me which made my already long trip 8 hrs longer.

Tue, Apr 3
ORD
MXP
13h 50m
Wed, Apr 11
MXP
ORD
29h 45m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Thu, May 3
ORD
BGY
14h 45m
Fri, May 11
BGY
ORD
13h 25m
Trip: 9 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 17324 reviews
Overall
8.2
Boarding
8.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Food
7.7
AMS
FRA
Excellent 10.0

Staff were amazingly helpful n friendly. Food was yummy.

EWR
FRA
Good 7.0

Luggage didn’t make a Lufthansa connection even though both flights w.

BOS
MUC
Okay 5.3

Staff wasn’t particularly friendly, seats were the most uncomfortable ever

DTW
FRA
Mediocre 2.0

entertainment was not working! the flight to Frankfurt was late and I missed the connection to rome! crew told me to run for the connection but ad the gate they told me they had already put me on a later flight! no need to run like crazy across the airport if they had me already booked me on a later flight! missed my train connection in rome to bari...asked the airport lufthansa rep. to put me on a flight to bari but they told me they couldn't do it although there was a flight available!

SFO
MUC
Excellent 9.6

Flight on time

Tue, May 8
ORD
MXP
13h 50m
Thu, May 17
MXP
ORD
29h 45m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Apr 19
ORD
BGY
11h 25m
Sat, Apr 28
BGY
ORD
33h 30m
Trip: 10 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 17324 reviews
Overall
8.2
Boarding
8.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Food
7.7
SEA
FRA
Good 7.0

it was quite comfortable

luggage got delayed by 2 days. No dresses to even wear. Plus lufthanse didn't know where my bags were.

BOS
MUC
Excellent 9.3

Brand New plane. Great German entertainment. Crew were very efficient but didn't show up with drinks as often as in the past but still more often than other airlines. Overall a wonderful experience.

Took two hours to start dinner service without a reason. Turbulences and a passenger with long legs were impeading my sleep but not Lufthansa's fault.

EWR
FRA
Good 7.0

Luggage didn’t make a Lufthansa connection even though both flights w.

SEA
FRA
Excellent 10.0

Service , on time

JFK
MUC
Excellent 10.0

service crew

Fri, Apr 20
ORD
MXP
11h 55m
Mon, Apr 23
MXP
ORD
21h 35m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 23
ORD
LIN
10h 35m
Sat, Mar 3
LIN
ORD
12h 00m
Trip: 9 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 17324 reviews
Overall
8.2
Boarding
8.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Food
7.7
SEA
FRA
Excellent 10.0

Service , on time

BOS
MUC
Excellent 9.3

Brand New plane. Great German entertainment. Crew were very efficient but didn't show up with drinks as often as in the past but still more often than other airlines. Overall a wonderful experience.

Took two hours to start dinner service without a reason. Turbulences and a passenger with long legs were impeading my sleep but not Lufthansa's fault.

IAH
FRA
Excellent 10.0

excellent service and crew

JFK
MUC
Excellent 10.0

service crew

MUC
ATH
Okay 5.3

They don’t have order while boarding No space for the carry on- they didn’t ask to check them for free.

Mon, Dec 18
ORD
LIN
12h 00m
Sat, Dec 23
LIN
ORD
33h 30m
$1796
Trip: 6 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 3900 reviews
Overall
7.6
Boarding
7.7
Comfort
7.3
Crew
8.0
Entertainment
7.0
Food
6.9
JFK
DUB
Good 7.0

Plane was dirty - petri dish mold on window blind No choice of food seats uncomfortable for 6 + hours

CDG
DUB
Excellent 8.0

it was quiet and smooth for an English/Irish flight.

Horrific food; horribly tight seats on an E330;

VIE
DUB
Good 6.0

The flight attendents were fabulous, very friendly and helpful. I sat in the first row and when I boarded the attendant helped me find a spot for my carry on luggage.

I paid for priority boarding but never had the chance to board early.

FCO
DUB
Good 7.3

Only water was free on inter EU FLIGHT and AL made it,inconvenient

BCN
DUB
Excellent 10.0

The plane was night. The flight was exceptionally smooth. The crew was very pleasant.

Tue, Mar 6
ORD
MXP
24h 08m
Tue, Mar 13
MXP
ORD
15h 26m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 17
ORD
LIN
14h 05m
Sun, Mar 25
LIN
ORD
31h 15m
Trip: 9 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 17324 reviews
Overall
8.2
Boarding
8.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Food
7.7
SFO
MUC
Excellent 9.6

Flight on time

SEA
FRA
Good 7.0

it was quite comfortable

luggage got delayed by 2 days. No dresses to even wear. Plus lufthanse didn't know where my bags were.

AMS
FRA
Excellent 10.0

Staff were amazingly helpful n friendly. Food was yummy.

DTW
FRA
Mediocre 2.0

entertainment was not working! the flight to Frankfurt was late and I missed the connection to rome! crew told me to run for the connection but ad the gate they told me they had already put me on a later flight! no need to run like crazy across the airport if they had me already booked me on a later flight! missed my train connection in rome to bari...asked the airport lufthansa rep. to put me on a flight to bari but they told me they couldn't do it although there was a flight available!

MUC
ATH
Okay 5.3

They don’t have order while boarding No space for the carry on- they didn’t ask to check them for free.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.