ORD - MIL

$247 Find Cheap Flights from Chicago O'Hare Airport to Milan - Compare and Save

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Everything you should know

Cheapest round-trip
$573
Typical prices: $626-$1,327
Multiple Airlines
Fri 11/2Sat 11/10
ORD - BGY • 2 stops
Cheapest non-stop
$764
Typical prices: $1,181-$1,652
United Airlines
Thu 10/25Sat 11/10
ORD - MXP • Non-stop
Nonstop flights
You can fly direct with United Airlines. Average duration is 8h 43m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 2% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 40% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 37% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $654 (round-trip)
Shortest trip • 11h 29m (one-way)
Insights
Insights
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Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Milan (ORD-MIL)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Milan

Mon, Nov 2 - Tue, Nov 10
Multiple Airlines Logo
7:10 pm - 10:55 pmORD  Chicago O'Hare Intl-BGY Bergamo Orio Al Serio
20h 45m2 stops Kastrup Copenhagen Stockholm Arlanda
Multiple Airlines Logo
8:05 pm - 4:45 pmBGY  Bergamo Orio Al Serio-ORD Chicago O'Hare Intl
27h 40m2 stops Stockholm Arlanda Kastrup Copenhagen
$573Multiple Airlines
Mon, Nov 2 - Tue, Nov 10
Multiple Airlines Logo
7:10 pm - 10:55 pmORD  Chicago O'Hare Intl-BGY Bergamo Orio Al Serio
20h 45m2 stops Kastrup Copenhagen Stockholm Arlanda
Multiple Airlines Logo
8:05 pm - 4:45 pmBGY  Bergamo Orio Al Serio-ORD Chicago O'Hare Intl
27h 40m2 stops Stockholm Arlanda Kastrup Copenhagen
$578Multiple Airlines
Sun, Oct 25 - Tue, Nov 10
TAP AIR PORTUGAL Logo
9:10 pm - 4:55 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
13h 45m1 stop Lisbon Humberto Delgado
TAP AIR PORTUGAL Logo
5:45 pm - 3:30 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
28h 45m1 stop Lisbon Humberto Delgado
$709TAP AIR PORTUGAL
Wed, Oct 14 - Tue, Oct 20
Aer Lingus Logo
3:45 pm - 10:40 amORD  Chicago O'Hare Intl-LIN Milan Linate
11h 55m1 stop Dublin
Aer Lingus Logo
11:20 am - 7:15 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
14h 55m1 stop Dublin
$721Aer Lingus
Sat, Nov 14 - Sat, Nov 21
Aer Lingus Logo
3:55 pm - 11:05 amORD  Chicago O'Hare Intl-LIN Milan Linate
12h 10m1 stop Dublin
Aer Lingus Logo
11:45 am - 6:20 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
13h 35m1 stop Dublin
$722Aer Lingus
Sat, Nov 14 - Sat, Nov 21
Scandinavian Airlines Logo
7:10 pm - 8:50 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
30h 40m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
11:20 am - 4:45 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
12h 25m1 stop Kastrup Copenhagen
$724Scandinavian Airlines
Sat, Nov 14 - Sat, Nov 21
Scandinavian Airlines Logo
7:10 pm - 8:50 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
30h 40m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
8:05 pm - 4:45 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
27h 40m1 stop Kastrup Copenhagen
$726Scandinavian Airlines
Sun, Oct 25 - Tue, Nov 10
TAP AIR PORTUGAL Logo
9:10 pm - 4:55 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
13h 45m1 stop Lisbon Humberto Delgado
TAP AIR PORTUGAL Logo
5:45 pm - 3:30 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
28h 45m1 stop Lisbon Humberto Delgado
$727TAP AIR PORTUGAL
Sun, Nov 8 - Tue, Nov 24
United Airlines Logo
9:35 pm - 1:15 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
8h 40mnonstop
United Airlines Logo
3:15 pm - 6:15 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
10h 00mnonstop
$764United Airlines
Sun, Oct 25 - Tue, Nov 10
United Airlines Logo
10:35 pm - 1:15 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
8h 40mnonstop
United Airlines Logo
3:15 pm - 6:15 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
10h 00mnonstop
$764United Airlines
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Milan flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What is the cheapest Chicago O'Hare Intl Airport to Milan flight route?

There's little price difference between Chicago O'Hare Intl Airport to Milan routes. They average around $878 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Milan?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Milan. It’s 13% cheaper than the average day, while Monday is the most expensive, with prices 9% higher.

What’s the cheapest month to fly from Chicago O'Hare Intl Airport to Milan?

•January is the cheapest month to fly from Chicago O'Hare Intl Airport to Milan at $564 round-trip.
•June ($1,448) and July ($1,170) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 156% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago O'Hare Intl Airport to Milan the cheapest?

Flights from Chicago O'Hare Intl Airport to Milan are cheapest 23 weeks before departure. Booking in this window typically costs about 40% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from O'Hare Intl to Milan

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Duncan Madden

Duncan Madden

Expert on MXP

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Key details for Chicago O'Hare Intl Airport to Milan flights

Low season

December

Cheapest flight

$247
The most popular month to fly with an average 49% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Milan Malpensa Airport

When to book flights from O'Hare Intl to Milan

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Milan based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to Milan flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Milan?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Milan:

    • Earliest: departs at 9:35 pm and lands at 6:18 am
    • Latest: departs at 10:35 pm and lands at 7:18 am.

    The flight takes about 8h 43m.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Milan?

    Four cabin classes are available on flights from Chicago O'Hare Intl Airport to Milan:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How long is a flight from Chicago O'Hare Intl Airport to Milan?

    A nonstop flight from Chicago O'Hare Intl Airport to Milan takes 8h 43m, covering 4,532 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Milan?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Milan flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Milan range from $626 to $1,327, with an average of $888 over the past 12 months. Anything below $626 counts as a good deal.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Milan flights?

    Last-minute fares on this route (booked within two weeks of departure) run 35% above the $888 route average. Book 23 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Milan?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $654 round-trip via Reykjavik Keflavik Intl (KEF), compared to $1,390 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to Milan?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $75–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago O'Hare Intl Airport to Milan spread across the day?

    Night is the busiest departure period on Chicago O'Hare Intl Airport to Milan flights, with 100% of flights leaving in that window. Morning departures account for 0%, afternoon flights for 0%, and evening flights for 0%.

  • How are flight prices from Chicago O'Hare Intl Airport to Milan looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Milan are currently lower than usual. Average one-way flight prices are about $507, which is 25% below the typical average for this route.

  • What car rental options are available in Milan?

    Since Milan is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Milan Malpensa Airport (MXP) — daily rates from around $1:

    • SURPRICE CAR RENTAL
    • Felirent
    • Rent Smart 24
    • Europcar
    • Goldcar Rental SP

    Near Milan Linate Airport (LIN) — daily rates from around $4:

    • NOLEGGIARE
    • DRIVALIA
    • Rent Smart 24
    • Budget
    • Europcar

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Milan?

    Flights from Chicago O'Hare Intl Airport to Milan usually depart from Chicago O'Hare Intl (ORD) and may arrive at several airports in Milan area, including Milan Linate (LIN) and Milan Malpensa (MXP).

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Milan pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Milan most commonly connect through:

    • Kastrup Copenhagen (CPH) - 42% of one-stop connections
    • Dublin (DUB) - 14% of one-stop connections
    • Lisbon Humberto Delgado (LIS) - 13% of one-stop connections
    • Istanbul (IST) - 7% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Milan?

    Yes. Flexible dates can save you up to 20% on flights from Chicago O'Hare Intl Airport to Milan. Wednesday is the cheapest departure day at $780 round-trip on average, while Monday is the most expensive at $975, a difference of $195.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago O'Hare Intl Airport to Milan?

    Only United Airlines operates flights between Chicago O'Hare Intl Airport and Milan.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Milan?

    Flying via Munich Franz Josef Strauss (MUC) gives the shortest average 1-stop total travel time at 11h 29m, compared with 11h 42m via Paris Charles de Gaulle (CDG) and 12h 41m via Frankfurt am Main (FRA).

  • What is the time difference between Chicago O'Hare Intl Airport and Milan?

    Milan is 7 hours ahead of Chicago O'Hare Intl Airport (Central European Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Milan?

    Some of the most popular sights in Milan are Duomo di Milano, Piazza del Duomo and Galleria Vittorio Emanuele II. These are among the most viewed places in Milan on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Milan flights?

    Among airlines operating Chicago O'Hare Intl Airport to Milan flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • Lufthansa: offers extra legroom
    • SWISS: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Milan flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • Lufthansa: a cabin bag and a checked bag in Economy Class
    • SWISS: a cabin bag and a checked bag in Premium Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • Does Milan Malpensa Airport have an airport hotel?

    Yes. If you wish to catch some sleep at the airport, you can do so at the sleep pods or airport hotel at MXP. Sheraton Milan Malpensa Airport Hotel in Terminal 1 has both day rooms and rooms you can book for the night. They have a shuttle from Terminal 2 ferrying passengers to the hotel. Zzzleepandgo Sleep Pods in Terminal 1 is another place you can catch some sleep at MXP. The sleep pods have a bed, power outlets, Wi-Fi, and a flight status screen.

  • Which family services are offered at Chicago O’Hare Airport?

    Baby care facilities are available in all four terminals at ORD. These facilities have comfortable seating, a sink, and a wash area, and all nursing pods are lockable. The airport also has a family lunge where those with kids can take their older kids. These lounges have video games, climbing structures, and toys and occasionally host live performances. The family lounge is in Terminal 2, Main Hall. Most of the airport’s washrooms have baby changing facilities, but you’ll also find the same in family washrooms around the airport.

  • Does Milan Linate Airport offer accessible services?

    Step-free access is provided around the airport complex in lifts and ramps. Passengers with limited mobility also get reserved parking spaces, and there are Sala Amica Call Points around the airport where they can request assistance. Terminals are also equipped with tactile guide paths, and braille buttons are provided on telephones and lifts for the visually impaired. The airport also has accessible restrooms, an inductive loop system, flight information screens, and qualified personnel to assist special-needs passengers.

  • What are the transport options from Milan Malpensa Airport?

    The train is the easiest way of getting downtown. The Malpensa Express, which you’ll get from Terminals 1 and 2, will take you downtown to Milan Centrale, Cadorna, and Milano Porta Garibaldi stations. MXP is also well served by the bus system, and you can get long-distance coaches or buses that operate from MXP to downtown Milan. Taxis can also be found outside the Arrivals Halls of Terminals 1 and 2. For rental cars, both Terminals have car rental stations.

Your guide to booking Chicago O'Hare Intl Airport to Milan flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Monday. On this route, Wednesday flights average $780, about $195 less than Monday fares (20% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 40% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Milan trip for January. Fares historically average $564 round-trip in that month - typically $884 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Reykjavik Keflavik Intl Airport (KEF) can be cheaper than flying direct. The cheapest layover option averages $654 round-trip on this route - about $737 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Milan Linate Airport.

    • NH Linate
    • Novotel Milano Linate Aeroporto
    • Courtyard by Marriott Milano Linate
  • Chicago O’Hare Airport (ORD) comprises four terminals and nine concourses. There’s quite some distance between the terminals, and the airport has provided an automated train that connects all four terminals and loops the airport complex.
  • Your pet is welcome to travel through ORD. However, it should remain within its carrier while in the airport unless using the relief areas or clearing with security. The indoor pet relief area is in Terminal 3, while the outdoor areas are in the lower levels of Terminals 1, 2, and 5.
  • If you’re looking to unwind at the airline lounges at Milan Linate Airport (LIN), fly with British Airways or Alitalia. These airlines have pay-per-use lounges at LIN, which you can access with a fee and your flight ticket.
  • You can fly to two airports in Milan, Milan Malpensa Airport (MXP) and LIN. The closest option to downtown is LIN, roughly 6 miles from Milan city center and only 25min from the Duomo Milano by car.
  • You’re welcome to shop till you drop at the duty-free shops at MXP. You’ll find five duty-free shops in Terminal 1 and one location in Terminal 2. All duty-free shops are airside.

Prefer to fly direct from Chicago O'Hare Airport to Milan?

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to Milan, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Milan

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Milan to Chicago O'Hare Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

More options for your flight from O'Hare Intl to Milan

Complete your trip to Milan with a hotel stay or car rental