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Flight Deals from Milan to Chicago from $375

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Stops

  • Up to 1 stop
    $478
  • Up to 2 stops
    $620

Airlines

  • Aer Lingus
    $830
  • Air Canada
    $692
  • Air France
    $764
  • American Airlines
    $577
  • Austrian Airlines
    $741
  • British Airways
    $719
  • Brussels Airlines
    $765
  • Emirates
    $2533
  • Ethiopian Airlines
    $2880
  • Finnair
    $898
  • IBERIA
    $755
  • Icelandair
    $1035
  • ITA Airways
    $667
  • KLM
    $758
  • LOT Polish Airlines
    $927
  • Lufthansa
    $713
  • SAS Airlines
    $564
  • SWISS
    $715
  • TAP Portugal
    $478
  • Turkish Airlines
    $693
  • United Airlines
    $697

Cabin Class

  • Economy
    $478

Departure Airports

  • Milan Linate Airport
    $667
  • Milan Malpensa Airport
    $478
  • Milan Orio Al Serio Airport
    $2533

Arrival Airports

  • Chicago O Hare Airport
    $478

Layover Airports

  • Addis Ababa Bole International Airport
    $2880
  • Adolfo Suárez Madrid–Barajas Airport
    $837
  • Amsterdam Airport Schiphol
    $758
  • Brussels Airport
    $765
  • Copenhagen Kastrup Airport
    $564
  • Detroit Metropolitan Airport
    $915
  • Dubai International Airport
    $2533
  • Dublin Airport
    $762
  • Frankfurt am Main Airport
    $692
  • General Edward Lawrence Logan International Airport
    $663
  • Humberto Delgado Airport (Lisbon Portela Airport)
    $478
  • Istanbul Airport
    $693
  • London Heathrow Airport
    $577
  • Miami International Airport
    $748
  • Montreal Trudeau Airport
    $692
  • Munich Airport
    $701
  • New York John F Kennedy Airport
    $719
  • Newark Liberty Airport
    $738
  • Oslo Gardermoen Airport
    $620
  • Paris Charles de Gaulle Airport
    $758
  • Reykjavik Keflavik Airport
    $1035
  • Rome Fiumicino Airport
    $667
  • Stockholm Arlanda Airport
    $821
  • Vienna International Airport
    $741
  • Warsaw Chopin Airport
    $927
  • Washington Dulles Airport
    $667
  • Zürich Airport
    $715
TAP Portugal Logo
5:45 pm – 3:15 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 21h 30m
5 Feb
21h 30m
5 Feb
1 stop
LIS
TAP Portugal Logo
8:25 pm – 11:35 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 27h 10m
15 Feb
27h 10m
15 Feb
1 stop
LIS
$478
SAS Airlines Logo
11:15 am – 4:45 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 5h 30m
11 Feb
5h 30m
11 Feb
1 stop
CPH
SAS Airlines Logo
7:20 pm – 8:25 am
Chicago(ORD)Milan(MXP)
ORD - MXP · 37h 5m
18 Feb
37h 5m
18 Feb
1 stop
CPH
$564
American Airlines Logo
12:45 pm – 6:45 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 6h
13 Feb
6h
13 Feb
1 stop
LHR
American Airlines Logo
5:10 pm – 12:20 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 19h 10m
21 Feb
19h 10m
21 Feb
1 stop
LHR
$577
SAS Airlines Logo
8:00 pm – 4:45 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 20h 45m
17 Feb
20h 45m
17 Feb
1 stop
CPH
SAS Airlines Logo
7:20 pm – 12:55 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 41h 35m
27 Feb
41h 35m
27 Feb
2 stops
CPH, OSL
$620
SAS Airlines Logo
11:15 am – 4:45 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 5h 30m
10 Jan
5h 30m
10 Jan
1 stop
CPH
SAS Airlines Logo
10:10 am – 10:25 am
Chicago(ORD)Milan(MXP)
ORD - MXP · 24h 15m
10 Mar
24h 15m
10 Mar
2 stops
BOS, CPH
$663
ITA Airways Logo
7:00 am – 6:33 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 11h 33m
8 Mar
11h 33m
8 Mar
2 stops
FCO, IAD
ITA Airways Logo
6:04 pm – 10:10 am
Chicago(ORD)Milan(LIN)
ORD - LIN · 40h 6m
14 Mar
40h 6m
14 Mar
2 stops
IAD, FCO
$667
Air Canada Logo
6:55 am – 3:20 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 8h 25m
10 Jan
8h 25m
10 Jan
1 stop
FRA
Air Canada Logo
10:35 am – 8:55 am
Chicago(ORD)Milan(MXP)
ORD - MXP · 22h 20m
10 Mar
22h 20m
10 Mar
1 stop
YUL
$692
Turkish Airlines Logo
6:55 am – 6:25 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 11h 30m
12 Feb
11h 30m
12 Feb
1 stop
IST
Turkish Airlines Logo
11:50 am – 9:05 am
Chicago(ORD)Milan(MXP)
ORD - MXP · 21h 15m
22 Feb
21h 15m
22 Feb
1 stop
IST
$693
United Airlines Logo
6:10 am – 3:20 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 9h 10m
11 Feb
9h 10m
11 Feb
1 stop
FRA
United Airlines Logo
12:50 pm – 9:55 am
Chicago(ORD)Milan(LIN)
ORD - LIN · 21h 5m
18 Feb
21h 5m
18 Feb
1 stop
YUL
$697
United Airlines Logo
11:40 am – 9:05 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 9h 25m
8 Mar
9h 25m
8 Mar
1 stop
FRA
United Airlines Logo
10:50 pm – 4:40 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 17h 50m
14 Mar
17h 50m
14 Mar
1 stop
MUC
$701
Lufthansa Logo
6:55 am – 3:20 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 8h 25m
12 Feb
8h 25m
12 Feb
1 stop
FRA
Lufthansa Logo
12:50 pm – 9:55 am
Chicago(ORD)Milan(MXP)
ORD - MXP · 21h 5m
22 Feb
21h 5m
22 Feb
1 stop
YUL
$713
SWISS Logo
9:10 am – 3:20 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 6h 10m
9 Jan
6h 10m
9 Jan
1 stop
FRA
SWISS Logo
7:50 pm – 1:45 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 17h 55m
9 Mar
17h 55m
9 Mar
1 stop
ZRH
$715
British Airways Logo
10:15 am – 5:42 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 7h 27m
12 Feb
7h 27m
12 Feb
1 stop
JFK
British Airways Logo
6:45 pm – 2:30 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 19h 45m
22 Feb
19h 45m
22 Feb
1 stop
LHR
$719
SWISS Logo
9:45 am – 4:56 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 7h 11m
10 Jan
7h 11m
10 Jan
1 stop
EWR
SWISS Logo
7:50 pm – 2:15 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 18h 25m
10 Mar
18h 25m
10 Mar
1 stop
ZRH
$738
Austrian Airlines Logo
8:40 pm – 2:00 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 17h 20m
9 Jan
17h 20m
9 Jan
1 stop
VIE
Austrian Airlines Logo
5:20 pm – 4:30 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 23h 10m
9 Mar
23h 10m
9 Mar
1 stop
VIE
$741
American Airlines Logo
1:15 pm – 3:25 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 26h 10m
10 Jan
26h 10m
10 Jan
1 stop
LHR
American Airlines Logo
5:50 pm – 5:45 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 23h 55m
10 Mar
23h 55m
10 Mar
2 stops
MIA, LHR
$748
IBERIA Logo
11:30 am – 5:00 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 5h 30m
12 Feb
5h 30m
12 Feb
1 stop
LHR
IBERIA Logo
6:45 pm – 2:30 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 19h 45m
22 Feb
19h 45m
22 Feb
1 stop
LHR
$755
KLM Logo
6:30 am – 2:20 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 7h 50m
11 Feb
7h 50m
11 Feb
1 stop
AMS
KLM Logo
5:20 pm – 7:35 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 26h 15m
18 Feb
26h 15m
18 Feb
1 stop
CDG
$758
IBERIA Logo
11:45 am – 7:15 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 7h 30m
10 Jan
7h 30m
10 Jan
1 stop
DUB
IBERIA Logo
7:45 pm – 2:30 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 18h 45m
10 Mar
18h 45m
10 Mar
1 stop
LHR
$762
Air France Logo
9:45 am – 3:10 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 5h 25m
11 Feb
5h 25m
11 Feb
1 stop
CDG
Air France Logo
5:20 pm – 1:55 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 20h 35m
18 Feb
20h 35m
18 Feb
1 stop
CDG
$764
Brussels Airlines Logo
1:00 pm – 12:10 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 23h 10m
10 Jan
23h 10m
10 Jan
1 stop
BRU
Brussels Airlines Logo
5:55 pm – 12:20 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 18h 25m
10 Mar
18h 25m
10 Mar
1 stop
BRU
$765
SAS Airlines Logo
12:55 pm – 4:45 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 27h 50m
17 Feb
27h 50m
17 Feb
2 stops
ARN, CPH
SAS Airlines Logo
7:20 pm – 12:55 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 41h 35m
27 Feb
41h 35m
27 Feb
2 stops
CPH, OSL
$821
Aer Lingus Logo
11:45 am – 7:15 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 7h 30m
5 Mar
7h 30m
5 Mar
1 stop
DUB
Aer Lingus Logo
11:42 am – 8:10 am
Chicago(ORD)Milan(LIN)
ORD - LIN · 20h 28m
11 Mar
20h 28m
11 Mar
1 stop
JFK
$830
Aer Lingus Logo
11:45 am – 7:15 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 7h 30m
9 Jan
7h 30m
9 Jan
1 stop
DUB
Aer Lingus Logo
5:45 pm – 1:40 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 19h 55m
9 Mar
19h 55m
9 Mar
1 stop
MAD
$837
Finnair Logo
12:45 pm – 6:45 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 6h
13 Feb
6h
13 Feb
1 stop
LHR
Finnair Logo
5:10 pm – 11:20 am
Chicago(ORD)Milan(MXP)
ORD - MXP · 18h 10m
21 Feb
18h 10m
21 Feb
1 stop
LHR
$898
Lufthansa Logo
10:45 am – 6:33 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 31h 48m
10 Jan
31h 48m
10 Jan
2 stops
FRA, DTW
Lufthansa Logo
10:50 pm – 8:45 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 21h 55m
10 Mar
21h 55m
10 Mar
1 stop
MUC
$915
LOT Polish Airlines Logo
7:50 pm – 8:00 pm
Milan(MXP)Chicago(ORD)
MXP - ORD · 24h 10m
11 Feb
24h 10m
11 Feb
1 stop
WAW
LOT Polish Airlines Logo
9:55 pm – 7:05 pm
Chicago(ORD)Milan(MXP)
ORD - MXP · 21h 10m
18 Feb
21h 10m
18 Feb
1 stop
WAW
$927
Icelandair Logo
8:30 am – 5:20 pm
Milan(LIN)Chicago(ORD)
LIN - ORD · 8h 50m
12 Feb
8h 50m
12 Feb
2 stops
FCO, KEF
Icelandair Logo
6:30 pm – 6:15 pm
Chicago(ORD)Milan(LIN)
ORD - LIN · 23h 45m
22 Feb
23h 45m
22 Feb
2 stops
KEF, CDG
$1035
Emirates Logo
12:15 pm – 2:55 pm
Milan(BGY)Chicago(ORD)
BGY - ORD · 26h 40m
17 Feb
26h 40m
17 Feb
1 stop
DXB
Emirates Logo
7:45 pm – 8:20 am
Chicago(ORD)Milan(BGY)
ORD - BGY · 36h 35m
27 Feb
36h 35m
27 Feb
1 stop
DXB
$2533
Ethiopian Airlines Logo
10:55 pm – 7:40 am
Milan(MXP)Chicago(ORD)
MXP - ORD · 32h 45m
11 Feb
32h 45m
11 Feb
1 stop
ADD
Ethiopian Airlines Logo
9:45 am – 5:20 am
Chicago(ORD)Milan(MXP)
ORD - MXP · 43h 35m
18 Feb
43h 35m
18 Feb
1 stop
ADD
$2880

Top Deals on flights from Milan to Chicago

Milan, IT (MIL) - Chicago, US (CHI)

TAP Portugal Logo
TAP Portugal

Nov 21

MXP
8h 55m
LIS

Nov 21

ORD

as low as

$375

Milan, IT (MIL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jan 24

MXP
24h 35m
LHR

Jan 25

ORD

as low as

$438

Milan, IT (MIL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Nov 22

MXP
7h 20m
JFK

Nov 22

ORD

as low as

$439

Milan, IT (MIL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Nov 25

LIN
18h 55m
LHR

Nov 26

ORD

as low as

$442

Milan, IT (MIL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Feb 8

MXP
19h 15m
LHR
YYZ

Feb 9

ORD

as low as

$447

Milan, IT (MIL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Mar 17

MXP
12h 28m
LHR
CLT

Mar 18

ORD

as low as

$449

Milan, IT (MIL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Nov 16

MXP
19h 54m
LHR
ATL

Nov 17

ORD

as low as

$450

Milan, IT (MIL) - Chicago, US (CHI)

British Airways Logo
British Airways

Dec 14

MXP
6h 30m
LHR

Dec 14

ORD

as low as

$457

Milan, IT (MIL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Nov 17

MXP
21h 45m
LHR
MIA

Nov 18

ORD

as low as

$459

Milan, IT (MIL) - Chicago, US (CHI)

 Logo

Dec 11

MXP
18h 5m
BEG

Dec 12

ORD

as low as

$459

Milan, IT (MIL) - Chicago, US (CHI)

British Airways Logo
British Airways

Nov 16

LIN
10h 48m
LHR
CVG

Nov 16

ORD

as low as

$472

Milan, IT (MIL) - Chicago, US (CHI)

Aer Lingus Logo
Aer Lingus

Nov 17

LIN
6h 10m
DUB

Nov 17

ORD

as low as

$478

Frequently Asked Questions

Are there convenient layover flights from Milan to Chicago?
Yes, convenient layover flights from Milan to Chicago include: TAP Portugal at $509, United Airlines at $690, and Aer Lingus at $922 for 1 stop flights. For 2 stop flights, you can choose TAP Portugal at $749, LOT Polish Airlines at $805, and United Airlines at $884.
What are the most convenient layover airports for the flight?
The most convenient layover airports for your flight from Milan to Chicago are Frankfurt am Main Airport, Humberto Delgado Airport (Lisbon), Dublin Airport, Warsaw Chopin Airport, and Newark Liberty Airport.
What is the cheapest and fastest flight from Milan to Chicago?
The cheapest flight is with TAP Portugal for $509, taking 8 hours 55 minutes. The fastest is with United Airlines for $700, taking 5 hours.
What are all possible destination arrival airports?
The possible destination arrival airports from Milan to Chicago include Chicago O'Hare International Airport and others used in layovers like Humberto Delgado Airport, Frankfurt am Main Airport, Dublin Airport, Dubai International Airport, and Addis Ababa Bole International Airport.
What is the time difference between destination and arrival?
The time difference between Milan and Chicago is 7 hours, with Chicago being 7 hours behind Milan.
Is there a direct flight from origin to destination?
There is no direct flight from Milan to Chicago. The available options include 1 stop flights with TAP Portugal for $ 509 and United Airlines for $ 690, along with various 2 stops flights.