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Cheap flights Milan — Chicago

Milan (MIL, IT) Chicago (CHI, US)
from $424 7 289 km ~9h 5m 13 flights found 9 airlines cheapest on Wednesday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $424 on 07.12.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
Mo
Tu
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Th
Fr
Sa
Su
December 2026
Mo
Tu
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Su
January 2027
Mo
Tu
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Prices found for 15 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
08 Dec 2026, Tue
Malta Air MW 2990
00:00
BGY Orio al Serio International Airport
12:30
ORD O'Hare International Airport
12h 30m 2 stops
Kiwi.com
$424
View this ticket
21 Nov 2026, Sat
Wizz Air Malta W4 6307
15:05
MXP Milano Malpensa Airport
04:45
ORD O'Hare International Airport
13h 40m 2 stops
Kupi.com
$440
View this ticket
02 Dec 2026, Wed
Wizz Air W6 1714
23:15
MXP Milano Malpensa Airport
12:20
ORD O'Hare International Airport
13h 5m 2 stops
Kupi.com
$440
View this ticket
04 Dec 2026, Fri
TAP Air Portugal TP 829
08:20
MXP Milano Malpensa Airport
20:55
ORD O'Hare International Airport
12h 35m 1 stop
Trip.com
$460
View this ticket
13 Nov 2026, Fri
easyJet EC 5443
10:00
LIN Milano Linate Airport
22:05
ORD O'Hare International Airport
12h 5m 2 stops
Kupi.com
$546
View this ticket
21 Nov 2026, Sat
United Airlines UA 415
17:15
MXP Milano Malpensa Airport
03:15
ORD O'Hare International Airport
10h Direct
Trip.com
$860
View this ticket
13 Nov 2026, Fri
United Airlines UA 415
17:15
MXP Milano Malpensa Airport
03:15
ORD O'Hare International Airport
10h Direct
Trip.com
$1 434
View this ticket
Flights by stops
Direct
from $860
2 flights
1 stop
from $460
1 flight
2 stops
from $424
4 flights
All flights 5 days
13 Nov 2026, Fri
easyJet EC 5443
10:00
LIN Milano Linate Airport
22:05
ORD O'Hare International Airport
12h 5m 2 stops
Kupi.com
$546
View this ticket
21 Nov 2026, Sat
Wizz Air Malta W4 6307
15:05
MXP Milano Malpensa Airport
04:45
ORD O'Hare International Airport
13h 40m 2 stops
Kupi.com
$440
View this ticket
02 Dec 2026, Wed
Wizz Air W6 1714
23:15
MXP Milano Malpensa Airport
12:20
ORD O'Hare International Airport
13h 5m 2 stops
Kupi.com
$440
View this ticket
04 Dec 2026, Fri
TAP Air Portugal TP 829
08:20
MXP Milano Malpensa Airport
20:55
ORD O'Hare International Airport
12h 35m 1 stop
Trip.com
$460
View this ticket
08 Dec 2026, Tue
Malta Air MW 2990
00:00
BGY Orio al Serio International Airport
12:30
ORD O'Hare International Airport
12h 30m 2 stops
Kiwi.com
$424
View this ticket
Route characteristics
Distance
7 289 km
Flight time
9h 5m
Time difference
-6h
Minimum price
from $424 (07.12.2026)
Average price
$489
Maximum price
$574
Departures per week
1
Cheapest day
Wednesday
Departure airports (3)
BGY Orio al Serio International Airport LIN Milano Linate Airport MXP Milano Malpensa Airport
Arrival airports (1)
ORD O'Hare International Airport
Airlines (9)
MW Malta Air W4 Wizz Air Malta W6 Wizz Air TP TAP Air Portugal EC easyJet TK Turkish Airlines AZ ITA Airways E5 Air Arabia Egypt UA United Airlines
Agencies (5)
Kiwi.com Kupi.com Trip.com Авиасейлс Clickavia
Prices by day of week
Tuesday
$424
avg $424
Wednesday
$440
avg $440
Cheapest
Friday
$460
avg $813
Saturday
$440
avg $650
Price trend by month
November 2026
from $440
avg $820
4 flights
December 2026
from $424
avg $441
3 flights
Airlines — cheapest prices 9
Malta Air
Malta Air
Low-cost 1 flights · 1 days
$424
Wizz Air Malta
Wizz Air Malta
Low-cost 1 flights · 1 days
$440
Wizz Air
Wizz Air
Low-cost 1 flights · 1 days
$440
TAP Air Portugal
TAP Air Portugal
1 flights · 1 days
$460
easyJet
easyJet
Low-cost 1 flights · 1 days
$546
Turkish Airlines
Turkish Airlines
1 flights · 1 days
$603
ITA Airways
ITA Airways
1 flights · 1 days
$739
Air Arabia Egypt
Air Arabia Egypt
Low-cost 1 flights · 1 days
$770
United Airlines
United Airlines
5 flights · 5 days
$860
Where to buy tickets 5
Kiwi.com
1 tickets · 1 days
from $424
Kupi.com
4 tickets · 4 days
from $440
Trip.com
6 tickets · 5 days
from $460
Авиасейлс
1 tickets · 1 days
from $770
Clickavia
1 tickets · 1 days
from $1 529
Airports

From — Milan (3)

  • BGY Orio al Serio International Airport
  • LIN Milano Linate Airport
  • MXP Milano Malpensa Airport

To — Chicago (1)

  • ORD O'Hare International Airport
Other destinations from Milan
Frankfurt
DE · Hub
Palermo
IT
Lamezia Terme
IT
Alghero
IT
Dublin
IE · Hub
Barcelona
ES · Hub
Brindisi
IT
Cagliari
IT
Bari
IT
Madrid
ES · Hub
Porto
PT
Manchester
GB · Hub
Frequently asked questions about the route Milan — Chicago
How long is the flight from Milan to Chicago?
Approximate flight time — 9h 5m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Milan to Chicago?
The straight-line distance — 7 289 km.
How much do flights from Milan to Chicago cost?
The minimum price over 3 months — from $424 on 07.12.2026.
What is the average ticket price?
The average price — $489. Range: $424 — $574.
What is the time difference between Milan and Chicago?
The difference — -6h.
From which airports does Milan operate flights?
From Milan: BGY (Orio al Serio International Airport), LIN (Milano Linate Airport), MXP (Milano Malpensa Airport).
To which airports in Chicago do flights arrive?
To Chicago: ORD (O'Hare International Airport).
Which airlines fly this route?
This route is served by 9 airlines: Malta Air, Wizz Air Malta, Wizz Air, TAP Air Portugal, easyJet, Turkish Airlines, ITA Airways, Air Arabia Egypt.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $860. Total direct flights found: 2.
Which day of the week is cheapest?
The cheapest day of the week — Wednesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Milan — Chicago

Flights Milan — Chicago is a popular route. The straight-line distance is 7 289 km. Flight time 9h 5m. Time difference -6h.

From Milan (MIL) flights depart from 3 airports: BGY, LIN, MXP. To Chicago (CHI) — 1 arrival airport: ORD.

9 airlines operate on this route: Malta Air, Wizz Air Malta, Wizz Air, TAP Air Portugal, easyJet, Turkish Airlines, ITA Airways, Air Arabia Egypt.

The minimum price for the next 3 months — from $424 (07.12.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $489, ranging from $424 to $574. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Wednesday.

Other destinations in United States from Milan
Miami
US
Atlanta
US
New York
US
Los Angeles
US
Washington
US
San Francisco
US
Baltimore
US
Boston
US

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