Find Cheap Flights from Milan (MIL) to Chicago (CHI) from CHF 436

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Selected flight deals from Milan to Chicago

The lowest prices found within the past 7 days from Milan to Chicago were CHF 280 for one-way flights and CHF 436 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, 22 Apr - Mon, 15 Jun
MXP
Malpensa Intl.
ORD
O'Hare Intl.
CHF 436 Return, found 6 days ago
CHF 436
Return
found 6 days ago
Select Icelandair flight, departing Wed, 22 Apr from Malpensa Intl. to O'Hare Intl., returning Mon, 15 Jun, priced at CHF 436 found 6 days ago
Wed, 22 Apr - Mon, 15 Jun
MXP
Malpensa Intl.
ORD
O'Hare Intl.
CHF 543 Return, found 6 days ago
CHF 543
Return
found 6 days ago
Select Lufthansa flight, departing Wed, 22 Apr from Malpensa Intl. to O'Hare Intl., returning Mon, 15 Jun, priced at CHF 543 found 6 days ago
Wed, 22 Apr - Mon, 15 Jun
MXP
Malpensa Intl.
ORD
O'Hare Intl.
CHF 553 Return, found 6 days ago
CHF 553
Return
found 6 days ago
Select Lufthansa flight, departing Wed, 22 Apr from Malpensa Intl. to O'Hare Intl., returning Mon, 15 Jun, priced at CHF 553 found 6 days ago
Thu, 9 Apr - Wed, 22 Apr
MXP
Malpensa Intl.
ORD
O'Hare Intl.
CHF 572 Return, found 3 days ago
CHF 572
Return
found 3 days ago
Select British Airways flight, departing Thu, 9 Apr from Malpensa Intl. to O'Hare Intl., returning Wed, 22 Apr, priced at CHF 572 found 3 days ago
Mon, 18 May - Sat, 30 May
MXP
Malpensa Intl.
ORD
O'Hare Intl.
CHF 575 Return, found 1 day ago
CHF 575
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 18 May from Malpensa Intl. to O'Hare Intl., returning Sat, 30 May, priced at CHF 575 found 1 day ago
Cheap Flights from Milan to Chicago & Flight Information
Origin airport IATA code
MXP
Destination airport IATA code
ORD
Return price
CHF 436

Best Day to Book Flight from Milan to Chicago

Chicago Flight Information

Traveling From
Milan
Origin Airport IATA Code
MIL
Traveling To
Chicago
Destination Airport IATA Code
CHI
Number of Airlines Serving
Available Airlines
Icelandair, TAP Portugal, American Airlines, British Airways, JetBlue Airways, Lufthansa
Distance
Direct Flight Time
Flight Price
CHF 436

Need a car after flight from Milan to Chicago

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Place to stay after flight from Milan to Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf 2 Restaurants, 2 Bars/Lounges und Frühstück (gegen Gebühr). ...
8/10 Very Good! (9,944 reviews)
I didn’t have any hot water for the first 36 hours or so. There is no WiFi. The TV has around 15 channels but no remote. Neither of the restaurants were open during my 3 day stay. Beds are super hard.

Reviewed on 11 Mar 2026

Opens in a new windowCongress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf inbegriffenes Frühstück, Zimmerservice (bitte Zeiten beachten) und Fitnessmöglichkeiten. ...
8.6/10 Excellent! (5,725 reviews)
Great location. Room was very hot. U can't switch heat to AC in the rooms. U just have to deal with what the hotel has it on. Also they would only give us one little fan to cool off. Not 2 which I'm sure they had plenty of. Other then that no complaints. They give a free happy hour with 2 free drinks ...

Reviewed on 11 Mar 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) ...
9.4/10 Exceptional! (3,511 reviews)
Everyone that we encountered at the hotel was so helpful and so nice.

Reviewed on 11 Mar 2026

Opens in a new windowHotel Riu Plaza Chicago
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Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf 2 Restaurants, Frühstück (gegen Gebühr) und Flughafentransfer. ...
8.4/10 Very Good! (2,234 reviews)
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport

Reviewed on 10 Mar 2026

Opens in a new windowHilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Dieses Hotel mit Wellnessangebot bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf WLAN-Internetzugang (kostenlos), Wellnessbereich und Fitnessmöglichkeiten. ...
9/10 Wonderful! (3,296 reviews)
Stayed in the presidential suite. It was everything! Super clean and cozy. Would definitely stay again.

Reviewed on 11 Mar 2026

Opens in a new windowEurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Dieses Hotel im historischen Stil bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf 2 Restaurants, Frühstück (gegen Gebühr) und Fitnesscenter. ...
8.6/10 Excellent! (2,670 reviews)
my stay was excellent, the staff and our room where fantastic.

Reviewed on 9 Mar 2026

Opens in a new windowHilton Chicago
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.