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Journey information
Overview: Chicago, IL to Milan flight
USA
Italy
Flights from Chicago, IL to Milan depart on average 81 times per day, taking around 10h 7m. Cheap flight tickets for this journey start at $232 (€187) if you book in advance.
The earliest flight runs at 05:00, the last at 23:45. The fastest flight covers the 4531 miles (7293 km) distance in 11h 55m. August is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 4531 miles (7293 km) |
Average flight duration 10h 7m |
Cheapest ticket price $232 (€187) |
Flights per day 81 |
Fastest flight 11h 55m |
Cheapest month to travel August |
First flight 05:00 |
Last flight 23:45 |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
The cheapest and fastest flights from Chicago, IL to Milan
Showing times and prices for Dec 03
Cheapest price
$374
Average price
$578
Fastest journey
11 h 55 m
Average duration
20 h 21 m
Flights per day
3
Distance
7293 km
Cheap tickets
The best way to find a cheap flight ticket from Chicago, IL to Milan is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Milan will cost around $578 if you buy it on the day, but the cheapest tickets can be found for only $374.
Fast flights
Of the 3 flights that leave Chicago, IL for Milan onWed, Dec 03, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Dec 03 the direct flights cover the 7293 km distance in an average of 20 h 21 m but if you time it right, some flights will get you there in just 11 h 55 m .
On Wed, Dec 03 the longest flights will take 1 d 9 h 5 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
09:30PM33h05
Chicago, IL06:35AMMilan
$3741One-way
0 transfers
03:08PM16h02
Chicago, IL07:10AMMilan
$5251One-way
0 transfers
08:45PM11h55
Chicago, IL08:40AMMilan
$8351One-way
0 transfers
08:45PM11h55
Chicago, IL08:40AMMilan
$8351One-way
0 transfers
03:08PM16h02
Chicago, IL07:10AMMilan
$5251One-way
0 transfers
09:30PM33h05
Chicago, IL06:35AMMilan
$3741One-way
0 transfers
Live departures
Chicago, IL to Milan flight times
The table below shows live departures for Chicago, IL to Milan flights for tomorrow, Wednesday, December 3. You can also manually refresh the results below to see updated flight journeys.
Last updated at 9:43 PM
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 3:08 PM Chicago, IL | 16h02 | 7:10 AM Milan | 0 transfersDirect | |
| 8:45 PM Chicago, IL | 11h55 | 8:40 AM Milan | 0 transfersDirect | |
| 9:30 PM Chicago, IL | 33h05 | 6:35 AM Milan | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Milan by flight
Compare flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Airlines: United, ITA, Lufthansa, Aer Lingus, TAP Portugal, Iberia from Chicago, IL to MilanFind the best flights between Chicago, IL to Milan with Omio's travel partners United, ITA, Lufthansa, Aer Lingus, TAP Portugal, Iberia from $232 (€187). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
About
United Airlines is one of the USA’s leading carriers, operating both domestic and international routes. For your next trip, you can choose from Economy, Premium Economy, and Business Class fares.
Luggage & cancellation policy
Average Duration
16h 12m
Cheapest Price
$745 (€603)
United frequency
13 a day
Luggage included
Carry-on baggage allowance is 7kg total (2 pieces max. ) for both Choice and Flex fares on United Airlines and Virgin Australia flights.
Additional luggage
Excess baggage fees apply for additional checked luggage beyond the standard allowance.
Luggage storage
Both airlines provide checked baggage services for storing luggage during flights.
Cancellation Policy
Cancellation fees apply per person, per booking, with specific fees for different fare types.
Refund
Not applicable to flights; however, full refunds are available if flights are canceled by the airline.
Pregnant on board
Pregnant passengers are permitted to travel, with specific guidelines and medical certificates required after a certain gestational period.
Unaccompagned minor
Unaccompanied minors are permitted to travel, with specific age restrictions and services provided.
Amenities on board the airplane
Wifi
Food sold onboard
Meals and snacks are included on international flights operated by United Airlines and Virgin Australia.
Seat reservation
Seat selection may incur additional fees, depending on the fare type and airline.
Toilets
USB plugs
Accessibility
United Airlines and Virgin Australia offer services to and within Australia, providing accessible travel options for passengers with mobility needs.
Bikes
Both airlines permit bicycles onboard, with specific guidelines and fees.
Pets
United Airlines and Virgin Australia allow pets onboard, subject to specific policies and fees.
ITA
About
ITA Airways is Italy's national flag carrier, established in 2020 as the successor to Alitalia. Co-owned by the Italian Ministry of Economy and Finance and Lufthansa Group, it operates a modern, predominantly Airbus fleet. ITA Airways serves over 70 domestic, European, and intercontinental destinations, with its main hub at Rome Fiumicino Airport. The airline offers Economy, Premium Economy, and Business Class, with complimentary meals and in-flight Wi-Fi on many routes. ITA Airways was a SkyTeam member until April 2025 and is expected to join Star Alliance in the first half of 2026.
Luggage & cancellation policy
Average Duration
12h 10m
Cheapest Price
$232 (€187)
Luggage included
1 carry-on bag (8kg, 55x35x25cm) and 1 personal item (40x30x20cm)
Additional luggage
Up to 2 checked bags (23kg each)
Cancellation Policy
Free cancellation within 24h of booking if flight is more than 7 days away. After that, fees apply based on fare type
Pregnant on board
Up to end of 36th week for single pregnancy, up to end of 32nd week for multiple pregnancy. Medical certificate required after 28th week
Unaccompagned minor
Service available for children aged 5-14. Must be booked at least 48h in advance
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
Assistance available for passengers with reduced mobility, must be requested at least 48h before departure
Pets
Small pets in cabin, max 10kg including carrier
Lufthansa
About
Lufthansa is Germany’s largest airline and one of the leading carriers in Europe, connecting travelers to destinations worldwide from its main hubs in Frankfurt and Munich. Its modern fleet offers a wide choice of travel experiences, from Economy Class with affordable fares and onboard entertainment to Premium Economy, Business Class, and First Class with extra comfort, fine dining, and exclusive lounge access.
Luggage & cancellation policy
Average Duration
13h 35m
Cheapest Price
$545 (€440)
Lufthansa frequency
7 a day
Luggage included
1 carry-on bag (8 kg) and 1 personal item included in Economy Class
Additional luggage
Additional bags can be purchased, prices vary by route and fare type
Cancellation Policy
Refunds depend on fare type; most flexible fares offer full refund, basic fares are non-refundable
Pregnant on board
Lufthansa allows travel up to end of 36th week for single pregnancies, 32nd week for multiple pregnancies. Medical certificate required after 28th week
Unaccompagned minor
Unaccompanied minor service available for children aged 5-11 (mandatory) and 12-17 (optional). Service fee applies
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
Lufthansa provides wheelchair service and special assistance for passengers with reduced mobility
Pets
Small dogs and cats allowed in cabin or cargo hold, fees apply. Service animals travel free of charge
Aer Lingus
About
Aer Lingus is Ireland's national airline, established in 1936. It operates over 100 routes, connecting Europe and North America from its main hub at Dublin Airport, as well as from Cork, Shannon, and Knock. A member of the International Airlines Group (IAG), Aer Lingus is recognized as a 4-star airline by Skytrax. The airline is known for its Irish hospitality and offers a range of services, including its AerClub loyalty program. Aer Lingus utilizes a modern fleet of Airbus aircraft, including the A321neoLR, for efficiency, comfort, and safety.
Luggage & cancellation policy
Average Duration
11h 55m
Cheapest Price
$549 (€444)
Luggage included
1 small bag (25x33x20cm) and 1 cabin bag (55x40x24cm)
Additional luggage
23kg checked bag can be purchased
Cancellation Policy
Free cancellation within 24 hours of booking if flight is more than 7 days away. After that, fees apply based on fare type.
Pregnant on board
Up to end of 36th week (32nd week for multiple pregnancies). Medical certificate required if complications
Unaccompagned minor
Young flyer service available for ages 5-11. Must be booked at least 72 hours before departure
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Aer Lingus provides wheelchair assistance and special assistance for passengers with reduced mobility
Pets
Small dogs and cats allowed in cabin (6kg including carrier) and cargo hold (32kg including container)
TAP Portugal
About
TAP Air Portugal is the national flag carrier and the largest airline in Portugal, with its main hub at Humberto Delgado Airport in Lisbon. As a member of the Star Alliance, TAP operates an average of 2,500 flights per week to more than 90 destinations in over 30 countries. Many of its aircraft feature USB outlets for charging devices, while most long-haul flights include complimentary onboard entertainment with movies, TV shows, music, and games. For travelers looking for affordable options, TAP also offers low-cost fares on select routes, making it easy to find cheap flights with the airline.
Luggage & cancellation policy
Average Duration
15h 15m
Cheapest Price
$656 (€530)
Luggage included
Economy Light fares include one piece of hand luggage (55 x 40 x 20 cm) and a personal item (40 x 30 x 15 cm).
Additional luggage
Additional checked baggage can be purchased, with fees varying based on route and booking time.
Cancellation Policy
Cancellation policies depend on fare type; some fares may not be refundable or may incur fees.
Pregnant on board
Pregnant women can travel up to the end of their 36th week without medical clearance. After this period, a medical certificate is required.
Unaccompagned minor
Unaccompanied minors aged between 5 and 11 years are accepted with mandatory assistance service provided by TAP Portugal. This service must be booked in advance.
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
TAP Portugal offers assistance for passengers with reduced mobility. It's recommended to request assistance at least 48 hours before departure.
Iberia
About
Iberia is the national airline of Spain and a key member of the International Airlines Group (IAG), operating flights throughout Europe and to major global destinations. Its wide range of services makes travel easy and flexible—Economy passengers enjoy affordable fares with comfort, while Business Class travelers can experience premium seating, exclusive lounges, and enhanced dining. From short domestic flights to intercontinental journeys, Iberia combines Spanish hospitality with modern amenities, making it a popular choice worldwide.
Luggage & cancellation policy
Average Duration
18h 40m
Cheapest Price
$539 (€436)
Luggage included
1 cabin bag (40x30x20 cm) and 1 checked bag (158 cm total dimensions) included in most fares except Basic
Additional luggage
Additional bags can be purchased, with prices varying by route and fare type
Cancellation Policy
Basic fares non-refundable, Flexible fares refundable with fee, Business fully refundable
Pregnant on board
Pregnant women can fly up to 36 weeks (single pregnancy) or 32 weeks (multiple pregnancy). Medical certificate required after 28 weeks
Unaccompagned minor
Children aged 5-11 can travel alone using Iberia's unaccompanied minor service. Service is optional for ages 12-17
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Iberia provides assistance for passengers with reduced mobility, including wheelchair assistance and special services for visually or hearing impaired passengers
Pets
Small pets under 8kg in cabin, larger animals in hold. Must be booked in advance
FAQs: Chicago, IL to Milan Flight
Find answers to the most common questions about traveling from Chicago, IL to Milan by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Milan, this guide helps you travel smarter and with confidence.
Cheap plane tickets from Chicago, IL to Milan can start from as little as $589 (€476) when you book in advance. The average flight ticket price for Chicago, IL to Milan is $678 (€548); however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The flight time from Chicago, IL to Milan is on average 16 h 12 min for the 4522 mile (7293 km) long journey, but the time it takes to go between Chicago, IL and Milan by flight can vary depending on specific dates or if traveling on weekends and holidays.
The earliest flight from Chicago, IL to Milan leaves at 5: 00AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Chicago, IL to Milan leaves at 11: 45PM.
There are 82 flights a day from Chicago, IL to Milan which require at least one change with United, ITA, DELTA, Iberia, TAP Portugal, Air France, Aer Lingus, American Airlines, Lufthansa or KLM. Schedules can vary on holidays or weekends with fewer flights.
For the best Chicago, IL to Milan flight to buy, you can travel safely and comfortably with United, ITA, DELTA, Iberia, TAP Portugal, Air France, Aer Lingus, American Airlines, Lufthansa or KLM. However, it's always good to check all possible airlines with services from Chicago, IL to Milan to compare what amenities they may offer.
The cheapest month for a flight from Chicago, IL to Milan is January.
Yes, you can take a flight to Milan from Chicago, IL.
Milan is within the Schengen Area. Passport and visa requirements depend on your nationality. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 7 h between Chicago, IL and Milan all year round.
The best events to attend in Milan include:
- Fashion Week, the global fashion industry showcases the latest trends in design
- Salone del Mobile, the world's largest furniture and design fair featuring innovative designs
- Milanese Carnival, a traditional festival with parades, masks, and local cuisine
- Fiera Milano, an annual trade fair that highlights various industries and innovations.
The best holidays to experience in Milan include:
- Easter, mild spring weather and beautiful floral displays
- Liberation Day, celebrations of freedom with local parades and events
- Christmas, festive decorations and traditional markets throughout the city.
The best seasons to visit Milan are Spring or Fall. The best weather to explore Milan is during April-June or September-October.
For international flights we recommend to arrive 2.5 to 3 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e. G. 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs).
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
popular airports
Popular airports from Chicago, IL to Milan
Chicago
Milan
The major airport for departures in Chicago is O'Hare International Airport. Find all the information you need to know about services, amenities and connections at O'Hare International Airport for your trip from Chicago to Milan.
Amenities at airport
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rentalinformation
Distance to city center
3 km
Car connection
I-190, Exit 1Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
Dining
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps, toilets
WC
- Available throughout the airport.
Hotel
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
- Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
- Lost and Found located in terminal 1, near the baggage claim area.
Car Rental
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
Public transit options for O'Hare International Airport
- CTA Blue Line, O'Hare Station, 45 minutes to city center
The major airport for arrivals in Milan is Milan Malpensa Airport. Find all the information you need to know about services, amenities and connections at Milan Malpensa Airport for your journey to Milan from Chicago.
Amenities at airport
WifiShoppingParkingATMTaxisAccessibilityWCShowerLoungeLost and Found Officeinformation
Distance to city center
2 kmCar connection
A8 Motorway, exit Busto Arsizio.Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops available in both terminals, including duty-free and fashion brands like Gucci and Prada.
Parking
- Parking available at Terminal 1 and Terminal 2, approximately 2.5€ per hour.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps.
WC
- Available throughout the airport.
Shower
- Yes
Lounge
- Lounges available in Terminal 1, including Sala Montale and Club SEA.
Lost and Found Office
- Located in both terminals, near baggage claim.
Public transit options for Milan Malpensa Airport
- Train: Malpensa Express
- Bus: Terravision, Autostradale, Malpensa Shuttle
Amenities at airport
WifiShoppingParkingATMTaxisAccessibilityWCShowerLoungeLost and Found Officeinformation
Distance to city center
6 kmCar connection
A51, exit 6Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops available, including Duty-Free and WHSmith, located in the departures area.
Parking
- Parking available in P1, P2, and P3 lots, approximately 2.5€ per hour.
Taxis
- Available outside the terminal.
Accessibility
- Ramps, assistance.
WC
- Available throughout the airport.
Shower
- Yes
Lounge
- Lounge available, Sala Leonardo Lounge, access with membership or fee.
Lost and Found Office
- Located in the arrivals area, near baggage claim.
Public transit options for Milan Linate Airport
- Bus 73
- Bus X73
More options for your journey from Chicago, IL to Milan
Here are some other resources that might have the information you need
Most popular flights to and from Milan and Chicago, IL
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