Flights from Chicago to Milan

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Sep 8 - Mon, Sep 22

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$477 Roundtrip, found 9 hours ago

$477

Roundtrip

found 9 hours ago

Select Scandinavian Airlines flight, departing Mon, Sep 8 from O'Hare Intl. to Malpensa Intl., returning Mon, Sep 22, priced at $477 found 9 hours ago

Thu, Sep 11 - Mon, Sep 22

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$507 Roundtrip, found 9 hours ago

$507

Roundtrip

found 9 hours ago

Select Scandinavian Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Malpensa Intl., returning Mon, Sep 22, priced at $507 found 9 hours ago

Tue, Sep 9 - Wed, Sep 24

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$634 Roundtrip, found 9 hours ago

$634

Roundtrip

found 9 hours ago

Select Turkish Airlines flight, departing Tue, Sep 9 from O'Hare Intl. to Malpensa Intl., returning Wed, Sep 24, priced at $634 found 9 hours ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

LIN

Linate

$770 Roundtrip, found 1 day ago

$770

Roundtrip

found 1 day ago

Select Lufthansa flight, departing Tue, Sep 30 from O'Hare Intl. to Linate, returning Thu, Oct 30, priced at $770 found 1 day ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

LIN

Linate

$774 Roundtrip, found 1 day ago

$774

Roundtrip

found 1 day ago

Select United flight, departing Tue, Sep 30 from O'Hare Intl. to Linate, returning Thu, Oct 30, priced at $774 found 1 day ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

LIN

Linate

$775 Roundtrip, found 1 day ago

$775

Roundtrip

found 1 day ago

Select Air Canada flight, departing Tue, Sep 30 from O'Hare Intl. to Linate, returning Thu, Oct 30, priced at $775 found 1 day ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$810 Roundtrip, found 9 hours ago

$810

Roundtrip

found 9 hours ago

Select British Airways flight, departing Thu, Sep 11 from O'Hare Intl. to Malpensa Intl., returning Wed, Sep 24, priced at $810 found 9 hours ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$810 Roundtrip, found 9 hours ago

$810

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Malpensa Intl., returning Wed, Sep 24, priced at $810 found 9 hours ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

LIN

Linate

$825 Roundtrip, found 1 day ago

$825

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 30 from O'Hare Intl. to Linate, returning Thu, Oct 30, priced at $825 found 1 day ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$830 Roundtrip, found 9 hours ago

$830

Roundtrip

found 9 hours ago

Select Swiss International Air Lines flight, departing Thu, Sep 11 from O'Hare Intl. to Malpensa Intl., returning Wed, Sep 24, priced at $830 found 9 hours ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$841 Roundtrip, found 9 hours ago

$841

Roundtrip

found 9 hours ago

Select Austrian Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Malpensa Intl., returning Wed, Sep 24, priced at $841 found 9 hours ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$880 Roundtrip, found 9 hours ago

$880

Roundtrip

found 9 hours ago

Select LOT-Polish Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Malpensa Intl., returning Wed, Sep 24, priced at $880 found 9 hours ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

LIN

Linate

$896 Roundtrip, found 1 day ago

$896

Roundtrip

found 1 day ago

Select KLM flight, departing Tue, Sep 30 from O'Hare Intl. to Linate, returning Thu, Oct 30, priced at $896 found 1 day ago

Fri, Sep 12 - Tue, Sep 23

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$980 Roundtrip, found 9 hours ago

$980

Roundtrip

found 9 hours ago

Select United flight, departing Fri, Sep 12 from O'Hare Intl. to Malpensa Intl., returning Tue, Sep 23, priced at $980 found 9 hours ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

LIN

Linate

$1,043 Roundtrip, found 1 day ago

$1,043

Roundtrip

found 1 day ago

Select Brussels Airlines flight, departing Tue, Sep 30 from O'Hare Intl. to Linate, returning Thu, Oct 30, priced at $1,043 found 1 day ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

LIN

Linate

$1,047 Roundtrip, found 9 hours ago

$1,047

Roundtrip

found 9 hours ago

Select Aer Lingus flight, departing Thu, Sep 11 from O'Hare Intl. to Linate, returning Wed, Sep 24, priced at $1,047 found 9 hours ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

LIN

Linate

$1,053 Roundtrip, found 9 hours ago

$1,053

Roundtrip

found 9 hours ago

Select Iberia flight, departing Thu, Sep 11 from O'Hare Intl. to Linate, returning Wed, Sep 24, priced at $1,053 found 9 hours ago

Thu, Sep 11 - Wed, Sep 24

ORD

O'Hare Intl.

MXP

Malpensa Intl.

$1,065 Roundtrip, found 9 hours ago

$1,065

Roundtrip

found 9 hours ago

Select Icelandair flight, departing Thu, Sep 11 from O'Hare Intl. to Malpensa Intl., returning Wed, Sep 24, priced at $1,065 found 9 hours ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

LIN

Linate

$2,088 Roundtrip, found 1 day ago

$2,088

Roundtrip

found 1 day ago

Select Air France flight, departing Tue, Sep 30 from O'Hare Intl. to Linate, returning Thu, Oct 30, priced at $2,088 found 1 day ago

Tue, Sep 30 - Thu, Oct 30

ORD

O'Hare Intl.

BGY

Orio Al Serio

$3,677 Roundtrip, found 3 days ago

$3,677

Roundtrip

found 3 days ago

Select Air Canada flight, departing Tue, Sep 30 from O'Hare Intl. to Orio Al Serio, returning Thu, Oct 30, priced at $3,677 found 3 days ago