By clicking, I agree to the terms

Chicago to Milan Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to Milan

Departure Arrival Travel dates Round-trip
CHI MIL Tue, Nov 4 - Wed, Nov 12 $740
CHI MIL Fri, Nov 21 - Sun, Nov 30 $958
CHI MIL Tue, Nov 4 - Wed, Nov 12 $1,020
CHI MIL Fri, Sep 19 - Mon, Sep 29 $1,085
CHI MIL Tue, Nov 4 - Wed, Nov 12 $1,124
CHI MIL Mon, Sep 15 - Fri, Sep 26 $1,194
CHI MIL Tue, Sep 30 - Tue, Oct 14 $1,225
CHI MIL Mon, Sep 15 - Fri, Sep 26 $1,229
CHI MIL Tue, Nov 4 - Wed, Nov 12 $1,229
CHI MIL Tue, Nov 4 - Wed, Nov 12 $1,229
CHI MIL Tue, Sep 23 - Mon, Oct 13 $1,230
CHI MIL Tue, Sep 30 - Tue, Oct 14 $1,238
CHI MIL Mon, Sep 15 - Fri, Sep 26 $1,242
CHI MIL Tue, Sep 30 - Tue, Oct 14 $1,250
CHI MIL Tue, Nov 4 - Wed, Nov 12 $1,252
CHI MIL Tue, Sep 23 - Mon, Oct 13 $1,268
CHI MIL Tue, Sep 23 - Mon, Oct 13 $1,269
CHI MIL Tue, Sep 23 - Mon, Oct 13 $1,270
CHI MIL Tue, Nov 4 - Wed, Nov 12 $1,315
CHI MIL Mon, Sep 15 - Fri, Sep 26 $1,405
CHI MIL Wed, Oct 8 - Wed, Oct 15 $3,005
CHI MIL Sat, Oct 4 - Sun, Oct 12 $3,497
CHI MIL Sun, Aug 17 - Mon, Aug 25 $3,542

Chicago and Milan airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

Back to menu Return to top

Airports in Milan , IT
map of airports in Milan
  • 1

    Malpensa Airport (MXP)

    Distance from City Center: 25.2 miles

  • 2

    Linate airport (LIN)

    Distance from City Center: 4.6 miles

Back to menu Return to top

Cheap flights from Chicago to Milan

Sun Mon Tue Wed Thu Fri Sat
1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27
$1,082
28 29 30
31
$1,082

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Milan Airport Hotels

Hotel only $157

Sheraton Milan Malpensa Airport Hotel & Conference Centre

4 stars
4.1 / 5 36 reviews

Malpensa Terminal 1 S.S. 336 Map

Save 40% on your stay

We look forward to welcoming you to the Sheraton Milan Malpensa Airport Hotel & Conference Centre, offering easy pedestrian access to Terminal 1 of Malenpsa Airport.... More

Hotel only $65

Holiday Inn MILAN - LINATE AIRPORT

3 stars
3.1 / 5 13 reviews

VIA BUOZZI 2 Map

Stop over at the contemporary Holiday Inn Milan-Linate Airport, close to Milan city centre and a 3km-shuttle run from Milan Linate Airport.... More

Hotel only $85

NH Linate Hotel Milan

4 stars
4.0 / 5 2 reviews

Via Grandi 12 Map

Free late check-out on Sunday (until 5 p.m.)

The hotel is located in a business area just a few kilometers from Linate airport.... More

Idea Hotel Plus Milano Malpensa Airport

4 stars
4.0 / 5 3 reviews

Via Della Chiesa, 27 Map

Located just 1.3 km from Milan Malpensa Airport, the Idea Hotel offers free parking, and a free scheduled shuttle to Terminals 1 and 2.... More

Hotel only $80

Holiday Inn Express MILAN - MALPENSA AIRPORT

3 stars
4.0 / 5 65 reviews

VIA DE PINEDO ANG. VIA OLDRINI,CASE NUOVE Map

Park & Fly- Includes up to 15 days of parking

...Travel to and from this major European city knowing that a quality airport stopover with free perks will make the journey infinitely more enjoyable.... Free breakfast, airport shuttle at Milan... More

Hotel only $64

First Hotel Malpensa

4 stars
3.8 / 5 47 reviews

Via Baracca 34 Map

Advance Booking not refundable 10% Off

First Hotel Malpensa, top class choice near Malpensa airport.... More

August

Cheapest weekend flights in August from Chicago to Milan

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Aug 23 Chicago (ORD) Milan (MXP) LOT Polish Airlines $1,604
Earn $16.04
Return Mon, Aug 25 Milan (MXP) Chicago (ORD) LOT Polish Airlines

Lowest roundtrip airfare in August from Chicago to Milan

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 27 Chicago (ORD) Milan (MXP) LOT Polish Airlines $1,082
Earn $10.82
Return Wed, Sep 3 Milan (MXP) Chicago (ORD) LOT Polish Airlines

Best one-week trip in August from Chicago to Milan

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 27 Chicago (ORD) Milan (MXP) LOT Polish Airlines $1,082
Earn $10.82
Return Wed, Sep 3 Milan (MXP) Chicago (ORD) LOT Polish Airlines
Back to menu Return to top

September

Lowest roundtrip airfare in September from Chicago to Milan

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Sep 3 Chicago (ORD) Milan (MXP) Turkish Airlines $939
Earn $9.39
Return Fri, Sep 12 Milan (MXP) Chicago (ORD) Turkish Airlines
Back to menu Return to top

October

Lowest roundtrip airfare in October from Chicago to Milan

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Oct 8 Chicago (ORD) Milan (MXP) LOT Polish Airlines $1,020
Earn $10.20
Return Wed, Oct 15 Milan (MXP) Chicago (ORD) LOT Polish Airlines

Best one-week trip in October from Chicago to Milan

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Oct 8 Chicago (ORD) Milan (MXP) LOT Polish Airlines $1,020
Earn $10.20
Return Wed, Oct 15 Milan (MXP) Chicago (ORD) LOT Polish Airlines
Back to menu Return to top

Flights to Milan

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Airports in Milan

Locating budget flights to Milan can be a simple matter with the travel planner tool on Orbitz.com. The city of Milan is served by Milan Malpensa International Airport. The airport is located approximately 28 miles from the center of the city. Travelers can use Orbitz.com to search budget flights from several airlines, including Air Berlin, Air China, Air Europa, Air France, Air Italy, American Airlines, British Airways, Delta Air Lines, Iberia, Korean Air, Lufthansa, Middle East Airlines, Turkish Airlines, and United Airlines.

Transportation From the Airport

Visitors traveling to Milan can travel to their final destination via the Malpensa Aeroporto railway station. The Malpensa Bus Express and Malpensa Shuttle also make stops between Milan Central Station and the airport. Taxi services are available at the airport's arrival terminals. In addition, visitors can also choose to rent a car from one of the car rental services at the airport. Budget car rentals can be arranged in advance on Orbitz.com.

Milan Weather Information

When planning a trip to Milan, visitors should be aware that the weather can be transitional during the fall months. In early fall, temperatures in Milan may reach the mid-70s. During late fall, visitors should carry umbrellas and rain jackets due to the frequently rainy weather. Temperatures in late fall are typically in the low-50s. Summer is one of the most popular times to visit Milan, but travelers should be prepared for hot, humid weather with temperatures in the 80s. Temperatures during the winter months in Milan are usually in the low 40s.

Destination Highlights in Milan

There is a wide variety of things to see and do in the city of Milan, including old palaces, churches, opera houses, theatres, museums, and charming old streets. Among the most popular attractions in Milan are the museums, but visitors should be aware that many museums are closed on Mondays. Finding budget flights to Milan can be convenient and easy with Orbitz.com.