Promo Code

Deals on flights from Chicago to Italy*

Chicago (ORD)to

Rome (FCO)
16 Apr 2026 - 24 Apr 2026
From
$616.76
Seen: 2 hrs ago
Roundtrip*
Economy

Chicago (ORD)to

Milan (LIN)
17 Apr 2026 - 29 Apr 2026
From
$670.54
Seen: 19 hrs ago
Roundtrip*
Economy

Chicago (ORD)to

Venice (VCE)
29 Apr 2026 - 7 May 2026
From
$688.13
Seen: 23 hrs ago
Roundtrip*
Economy

Chicago (ORD)to

Milan (MIL)
5 May 2026 - 20 May 2026
From
$351.93
Seen: 4 hrs ago
Each way
Economy

Chicago (ORD)to

Naples (NAP)
7 Apr 2026 - 22 Apr 2026
From
$651.65
Seen: 19 hrs ago
Roundtrip*
Economy

*Roundtrip Restrictions apply.
Each way fare as part of a return trip including taxes and charges. One way fare including taxes and charges.

Aer Lingus Plane Image

Best Deals for Chicago to Italy*

Best Deals for Chicago to Italy*
From
To
Fare Type
Dates
Price
Chicago (ORD)Rome (FCO)Roundtrip*
/
Economy		27 Oct 2026 - 10 Nov 2026

From

$537.01

Seen: 18 hrs ago

Chicago (ORD)Milan (LIN)Roundtrip*
/
Economy		17 Apr 2026 - 29 Apr 2026

From

$670.54

Seen: 19 hrs ago

Chicago (ORD)Venice (VCE)Roundtrip*
/
Economy		29 Apr 2026 - 7 May 2026

From

$688.13

Seen: 23 hrs ago

Chicago (ORD)Milan (MIL)Each way
/
Economy		5 May 2026 - 20 May 2026

From

$351.93

Seen: 4 hrs ago

Chicago (ORD)Naples (NAP)Roundtrip*
/
Economy		7 Apr 2026 - 22 Apr 2026

From

$651.65

Seen: 19 hrs ago

*Roundtrip Restrictions apply.
Each way fare as part of a return trip including taxes and charges. One way fare including taxes and charges.

Explore More Flights from Chicago to Italy

QA FE Test Travel Dates Filter Feature Prepro

Dublin (DUB)to

New York (JFK)
8 Feb 2026 - 17 Feb 2026
From
€174.00
Seen: 44 minutes ago
Each way
Economy

Dublin (DUB)to

Malaga (AGP)
Depart: 27 Apr 2026
From
€40.60
Seen: 35 minutes ago
One way
Economy

Dublin (DUB)to

Orlando (MCO)
5 Feb 2026 - 12 Feb 2026
From
€214.00
Seen: 38 minutes ago
Each way
Economy

Dublin (DUB)to

Lanzarote (ACE)
Depart: 24 Feb 2026
From
€61.00
Seen: 7 hrs ago
One way
Economy

Dublin (DUB)to

Paris (CDG)
Depart: 31 Mar 2026
From
€35.60
Seen: 10 minutes ago
One way
Economy

Dublin (DUB)to

London (LHR)
Depart: 25 Mar 2026
From
€55.00
Seen: 47 minutes ago
One way
Economy

Dublin (DUB)to

Amsterdam (AMS)
Depart: 9 Mar 2026
From
€28.00
Seen: 52 minutes ago
One way
Economy

Dublin (DUB)to

Faro (FAO)
Depart: 13 Apr 2026
From
€40.60
Seen: 3 hrs ago
One way
Economy

Dublin (DUB)to

Tenerife (TFS)
Depart: 29 Apr 2026
From
€60.60
Seen: 20 hrs ago
One way
Economy

New York (JFK)to

Dublin (DUB)
10 Mar 2026 - 25 Mar 2026
From
$408.87
Seen: 23 hrs ago
Roundtrip*
Economy

Dublin (DUB)to

Rome (FCO)
Depart: 10 Mar 2026
From
€41.00
Seen: 13 minutes ago
One way
Economy

Dublin (DUB)to

Barcelona (BCN)
Depart: 12 Apr 2026
From
€35.60
Seen: 1 hour ago
One way
Economy

Manchester (MAN)to

Orlando (MCO)
16 Feb 2026 - 24 Feb 2026
From
£475.89
Seen: 4 minutes ago
Roundtrip*
Economy

Dublin (DUB)to

Boston (BOS)
13 Feb 2026 - 19 Feb 2026
From
€174.00
Seen: 31 minutes ago
Each way
Economy

Manchester (MAN)to

New York (JFK)
27 Feb 2026 - 10 Mar 2026
From
£429.49
Seen: 6 hrs ago
Roundtrip*
Economy

Boston (BOS)to

Dublin (DUB)
17 Feb 2026 - 27 Feb 2026
From
$408.87
Seen: 20 hrs ago
Roundtrip*
Economy

Chicago (ORD)to

Dublin (DUB)
3 Mar 2026 - 10 Mar 2026
From
$470.87
Seen: 18 hrs ago
Roundtrip*
Economy

Dublin (DUB)to

Manchester (MAN)
Depart: 12 Feb 2026
From
€25.00
Seen: 57 minutes ago
One way
Economy

Dublin (DUB)to

Cancun (CUN)
Depart: 19 Mar 2026
From
€496.77
Seen: 21 hrs ago
One way
Economy

Dublin (DUB)to

Toronto (YYZ)
26 Feb 2026 - 3 Mar 2026
From
€194.92
Seen: 39 minutes ago
Each way
Economy