Cheap Flights from Chicago, IL to Milan from $211

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On Cheapflightsplus.com you will find 1 direct and 838 connecting flights from Chicago to Milan. You can compare airfare deals from 20 airlines and multiple travel sites from $211, book and save on cheap plane tickets and last minute offers. Also check out CHI-MIL flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Milan Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $211 (one-way), $362 (round-trip).

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Best Flights from Chicago to Milan Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Milan with the lowest price of $211. The fastest direct flight takes 8h 20m and the fastest connecting – 10h 25m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $554 Find flight	21:30 Chicago O'Hare International	12:50+1 день Milan Malpensa	8h 20m	United Airlines	UA416
from $211 Find flight	07:00 Chicago O'Hare International	11:35+1 день Milan Malpensa	21h 35m layover 8h 11m - New York 2h 35m - London	Spirit Airlines	NK1680 Z0702 W46302
from $265 Find flight	05:15 Chicago O'Hare International	08:40+2 дня Milan Malpensa	44h 25m layover 14h 29m - Newark 19h 10m - Paris	Spirit Airlines	NK210 BF721 VY8428
from $273 Find flight	17:06 Chicago O'Hare International	11:35+2 дня Milan Malpensa	35h 29m layover 22h 5m - New York 2h 35m - London	Spirit Airlines	NK224 Z0702 W46302
from $273 Find flight	17:06 Chicago O'Hare International	23:30+2 дня Milan Malpensa	47h 24m layover 22h 5m - New York 14h 30m - London	Spirit Airlines	NK224 Z0702 W46304
from $276 Find flight	18:30 Chicago O'Hare International	15:50+1 день Milan Malpensa	14h 20m layover 1h 20m - Reykjavik 1h 55m - Manchester	Icelandair	FI852 FI440 U23838
from $288 Find flight	18:30 Chicago O'Hare International	22:15+1 день Milan Malpensa	20h 45m layover 1h 20m - Reykjavik 8h 20m - Manchester	Icelandair	FI852 FI440 U23836
from $291 Find flight	18:30 Chicago O'Hare International	18:15+1 день Milan Malpensa	16h 45m layover 1h 20m - Reykjavik 3h 20m - Barcelona	Icelandair	FI852 FI596 W46330
from $294 Find flight	18:30 Chicago O'Hare International	10:00+2 дня Milan Malpensa	32h 30m layover 1h 0m - Reykjavik 20h 5m - London	Icelandair	FI852 FI470 U28303
from $294 Find flight	18:30 Chicago O'Hare International	10:00+2 дня Milan Malpensa	32h 30m layover 0h 55m - Reykjavik 20h 10m - London	Icelandair	FI852 FI450 U28303
from $295 Find flight	18:30 Chicago O'Hare International	17:55+1 день Milan Malpensa	16h 25m layover 0h 55m - Reykjavik 4h 10m - London	Icelandair	FI852 FI450 U28309
from $301 Find flight	16:57 Chicago O'Hare International	17:55+1 день Milan Malpensa	17h 58m layover 2h 45m - Newark 4h 5m - Paris	Spirit Airlines	NK328 BF721 W46340
from $302 Find flight	18:30 Chicago O'Hare International	17:15+1 день Milan Malpensa	15h 45m layover 1h 20m - Reykjavik 2h 25m - Barcelona	Icelandair	FI852 FI596 VY6334
from $302 Find flight	18:30 Chicago O'Hare International	19:25+1 день Milan Linate	17h 55m layover 0h 50m - Reykjavik 6h 0m - Paris	Icelandair	FI852 FI542 U24831
from $302 Find flight	18:30 Chicago O'Hare International	20:00+1 день Milan Malpensa	18h 30m layover 0h 50m - Reykjavik 6h 35m - Paris	Icelandair	FI852 FI542 VY8430
from $303 Find flight	18:30 Chicago O'Hare International	16:15+1 день Milan Malpensa	14h 45m layover 0h 50m - Reykjavik 2h 45m - Paris	Icelandair	FI852 FI542 U24545

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on November 24, 2024

Flight Schedule Chicago (Illinois) to Milan

Full flight schedule will help you in detecting at what time planes fly from Chicago to Milan. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
21:30 — 12:50 +1 day	21:30 — 12:50 UA416 United Airlines Chicago — Milan	8h 20m	Find flight from$554
20:25 — 16:55 +1 day	19:15 — 09:05 TP244 TAP Portugal Chicago — Lisbon 2h 55m stop 13:10 — 16:55 TP826 TAP Portugal Lisbon — Milan	13h 30m including layover	Find flight from$477
20:25 — 23:35 +1 day	19:15 — 09:05 TP244 TAP Portugal Chicago — Lisbon 9h 35m stop 19:50 — 23:35 TP828 TAP Portugal Lisbon — Milan	20h 10m including layover	Find flight from$477
21:45 — 23:30 +1 day	21:45 — 11:30 BA296 British Airways Chicago — London 9h stop 20:30 — 23:30 W46304 Aero Services Executive London — Milan	18h 45m including layover	Find flight from$476
21:55 — 09:45 +2 days	21:55 — 13:50 LO4 LOT Chicago — Warsaw 17h 40m stop 07:30 — 09:45 LO317 LOT Warsaw — Milan	28h 50m including layover	Find flight from$445
05:15 — 08:40 +2 days	05:15 — 08:31 NK210 Spirit Airlines Chicago — Newark 14h 29m stop 23:00 — 12:00 BF721 Bluebird Cargo Newark — Paris 19h 10m stop 07:10 — 08:40 VY8428 Vueling Paris — Milan	44h 25m including layover	Find flight from$265
05:15 — 07:55 +2 days	05:15 — 08:31 NK210 Spirit Airlines Chicago — Newark 14h 29m stop 23:00 — 12:00 BF721 Bluebird Cargo Newark — Paris 18h 25m stop 06:25 — 07:55 U24561 EasyJet Paris — Milan	43h 40m including layover	Find flight from$276
07:00 — 11:35 +1 day	07:00 — 10:04 NK1680 Spirit Airlines Chicago — New York 8h 11m stop 18:15 — 06:00 Z0702 Z0 New York — London 2h 35m stop 08:35 — 11:35 W46302 Aero Services Executive London — Milan	21h 35m including layover	Find flight from$211
07:00 — 23:30 +1 day	07:00 — 10:04 NK1680 Spirit Airlines Chicago — New York 8h 11m stop 18:15 — 06:00 Z0702 Z0 New York — London 14h 30m stop 20:30 — 23:30 W46304 Aero Services Executive London — Milan	33h 30m including layover	Find flight from$211
10:43 — 20:25 +1 day	11:10 — 14:08 NK857 Spirit Airlines Chicago — New York 4h 15m stop 18:15 — 06:00 Z0702 Z0 New York — London 11h 30m stop 18:00 — 20:55 U22485 EasyJet London — Milan	26h 42m including layover	Find flight from$342
16:25 — 18:40 +1 day	16:25 — 20:40 NK397 Spirit Airlines Chicago — Miami 1h 35m stop 22:15 — 13:25 N0624 N0 Miami — Berlin 3h 30m stop 16:55 — 18:40 U25065 EasyJet Berlin — Milan	19h 15m including layover	Find flight from$310
16:57 — 17:55 +1 day	16:57 — 20:15 NK328 Spirit Airlines Chicago — Newark 2h 45m stop 23:00 — 12:00 BF721 Bluebird Cargo Newark — Paris 4h 5m stop 16:05 — 17:55 W46340 Aero Services Executive Paris — Milan	17h 58m including layover	Find flight from$301
17:06 — 11:35 +2 days	17:06 — 20:10 NK224 Spirit Airlines Chicago — New York 22h 5m stop 18:15 — 06:00 Z0702 Z0 New York — London 2h 35m stop 08:35 — 11:35 W46302 Aero Services Executive London — Milan	35h 29m including layover	Find flight from$273
17:06 — 23:30 +2 days	17:06 — 20:10 NK224 Spirit Airlines Chicago — New York 22h 5m stop 18:15 — 06:00 Z0702 Z0 New York — London 14h 30m stop 20:30 — 23:30 W46304 Aero Services Executive London — Milan	47h 24m including layover	Find flight from$273
18:30 — 15:50 +1 day	18:30 — 06:40 FI852 Icelandair Chicago — Reykjavik 1h 20m stop 08:00 — 10:45 FI440 Icelandair Reykjavik — Manchester 1h 55m stop 15:45 — 18:55 U23838 EasyJet Manchester — Milan	14h 20m including layover	Find flight from$276
18:30 — 22:15 +1 day	18:30 — 06:40 FI852 Icelandair Chicago — Reykjavik 1h 20m stop 08:00 — 10:45 FI440 Icelandair Reykjavik — Manchester 8h 20m stop 19:05 — 22:15 U23836 EasyJet Manchester — Milan	20h 45m including layover	Find flight from$288

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on November 24, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to Milan depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Milan is 7289 miles. Time difference between the cities is 7h. Airplanes depart 05:00 to 22:35 from 7 Chicago airports and arrive 05:00 to 22:35 to 4 Milan airports. Average flight time is 8h 20m.

The fastest flight 8h 20m
Average flight time 8h 20m
The earliest flight 05:00
The latest flight 22:35
Distance 4530 ml

The cheapest months to travel to Milan are january (from 211 $), november (from 255 $), february (from 265 $).

The most expensive months are december (from 288 $), february (from 265 $), november (from 255 $).

What is the lowest airfare Chicago to Milan?

The cheapest plane ticket found by our users is $211. This airfare is for economy class on one-way NK1680 flight by Spirit Airlines for January 22, 2025 which leaves O'Hare International in Chicago at 07:00 am and arrives at Milan Malpensa at 11:35.

Economy class

$211

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Business class

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First class

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Popular Airlines on the Route

The flight Chicago — Milan is served by 20 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Air Canada - 137 departures per week at the price of from $ 426 . And the most expensive tickets are offered by Air Canada airline - from $ 1532.

Direct flights

There are 1 nonstop flights on the route. The fastest direct flight is UA416 by United Airlines takes 8h 20m and the cheapest is NK1680 by Spirit Airlines for $554.

UA - United Airlines

from $554

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Connecting Flights

There are 838 flights with layovers on the route. The fastest connecting flight is UA972 by United Airlines takes 10h 25m and the cheapest is NK1680 by Spirit Airlines for $211.

AC - Air Canada

from $426

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UA - United Airlines

from $527

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AZ - Alitalia

from $487

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FI - Icelandair

from $276

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LO - LOT

from $445

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OS - Austrian Airlines

from $492

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EI - Aer Lingus

from $733

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JU - Air Serbia

from $521

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LX - SWISS International Air Lines

from $459

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F9 - Frontier Airlines

from $391

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TK - Turkish Airlines

from $459

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AY - Finnair

from $518

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Airports

You can fly from Chicago to Milan from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

O'Hare International-ORD

from $211
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Midway-MDW

from $391
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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Milan airports

Linate-LIN

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Malpensa-MXP

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Milan Bergamo (Orio al Serio)-BGY

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Segrate-SWK

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Airplanes

There are flights to Milan from Chicago by 20 airlines that use 3 aircraft brands. They range from huge modern airplanes to small-sized.

Airbus A330-300

from $565

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Airbus A340-600

from $574

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Boeing 777-300ER

from $744

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Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Chicago — Las Vegas

from $508

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Chicago — Tampa

from $63

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Chicago — Los Angeles

from $181

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Chicago — Orlando

from $62

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Chicago — New York

from $74

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Chicago — Dallas

from $70

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Chicago — San Antonio

from $59

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Chicago — Atlanta

from $76

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Chicago — Miami

from $66

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Chicago — Denver

from $61

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Top International Destinations from Chicago

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Chicago — London

from $60

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Chicago — Manchester

from $58

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Chicago — Zurich

from $61

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Chicago — Cancun

from $72

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Chicago — Dublin

from $59

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Chicago — Madrid

from $72

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Chicago — Rome

from $79

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Chicago — Paris

from $61

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Chicago — Tel Aviv

from $628

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Chicago — Mumbai

from $74

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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