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Deals on flights from Chicago to Italy*
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Chicago (ORD)to
Rome (FCO)Mar 23 2026 - Mar 31 2026
From
$537.49
Seen: 13 hrs ago
Roundtrip*
Economy
Chicago (ORD)to
Venice (VCE)Apr 19 2026 - May 10 2026
From
$760.10
Seen: 1 hour ago
Roundtrip*
Economy
Chicago (ORD)to
Milan (LIN)Jul 25 2026 - Sep 3 2026
From
$855.29
Seen: 17 hrs ago
Roundtrip*
Economy
Chicago (ORD)to
Milan (MIL)Jul 8 2026 - Jul 20 2026
From
$566.83
Seen: 20 hrs ago
Each way
Economy
Chicago (ORD)to
Naples (NAP)Apr 15 2026 - Apr 19 2026
From
$841.19
Seen: 23 hrs ago
Roundtrip*
Economy
*Roundtrip Restrictions apply.
Each way fare as part of a return trip including taxes and charges.
Best Deals for Chicago to Italy*
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Rome (FCO) | Roundtrip* / Economy | Mar 23 2026 - Mar 31 2026 | From $537.49 Seen: 13 hrs ago |
| Chicago (ORD) | Milan (LIN) | Roundtrip* / Economy | Jul 25 2026 - Sep 3 2026 | From $855.29 Seen: 17 hrs ago |
| Chicago (ORD) | Milan (MIL) | Each way / Economy | Jul 8 2026 - Jul 20 2026 | From $566.83 Seen: 20 hrs ago |
| Chicago (ORD) | Venice (VCE) | Roundtrip* / Economy | Aug 9 2026 - Aug 19 2026 | From $743.62 Seen: 13 hrs ago |
| Chicago (ORD) | Naples (NAP) | Roundtrip* / Economy | Apr 15 2026 - Apr 19 2026 | From $841.19 Seen: 23 hrs ago |
*Roundtrip Restrictions apply.
Each way fare as part of a return trip including taxes and charges.
Explore More Flights from Chicago to Italy
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Boston (BOS)to
Dublin (DUB)Feb 18 2026 - Feb 24 2026
From
$408.55
Seen: 23 hrs ago
Roundtrip*
Economy
Chicago (ORD)to
Dublin (DUB)Mar 4 2026 - Mar 11 2026
From
$470.55
Seen: 21 hrs ago
Roundtrip*
Economy
New York (JFK)to
Dublin (DUB)Feb 17 2026 - Feb 27 2026
From
$408.55
Seen: 23 hrs ago
Roundtrip*
Economy
Boston (BOS)to
Shannon (SNN)Mar 8 2026 - Mar 24 2026
From
$412.25
Seen: 23 hrs ago
Roundtrip*
Economy
Indianapolis (IND)to
Dublin (DUB)Apr 1 2026 - Apr 15 2026
From
$572.77
Seen: 14 hrs ago
Roundtrip*
Economy
Cleveland (CLE)to
Dublin (DUB)Mar 2 2026 - Mar 11 2026
From
$508.55
Seen: 17 hrs ago
Roundtrip*
Economy
San Francisco (SFO)to
Dublin (DUB)Feb 17 2026 - Feb 24 2026
From
$638.55
Seen: 14 hrs ago
Roundtrip*
Economy
Los Angeles (LAX)to
Dublin (DUB)Feb 11 2026 - Feb 27 2026
From
$638.55
Seen: 23 hrs ago
Roundtrip*
Economy
Washington, D.C. (IAD)to
Dublin (DUB)Mar 9 2026 - Mar 17 2026
From
$586.55
Seen: 22 hrs ago
Roundtrip*
Economy
Hartford (BDL)to
Dublin (DUB)Mar 9 2026 - Mar 18 2026
From
$470.55
Seen: 21 hrs ago
Roundtrip*
Economy
Nashville (BNA)to
Dublin (DUB)Apr 15 2026 - Apr 22 2026
From
$572.77
Seen: 18 hrs ago
Roundtrip*
Economy
Orlando (MCO)to
Dublin (DUB)Mar 23 2026 - Apr 14 2026
From
$572.77
Seen: 17 hrs ago
Roundtrip*
Economy
New York/Newark (EWR)to
Dublin (DUB)Mar 1 2026 - Mar 8 2026
From
$408.55
Seen: 16 hrs ago
Roundtrip*
Economy
Pittsburgh (PIT)to
Dublin (DUB)Jul 26 2026 - Aug 7 2026
From
$592.77
Seen: 19 hrs ago
Roundtrip*
Economy
Seattle (SEA)to
Dublin (DUB)Mar 2 2026 - Mar 11 2026
From
$638.55
Seen: 12 hrs ago
Roundtrip*
Economy
New York (JFK)to
Shannon (SNN)Apr 30 2026 - May 3 2026
From
$412.25
Seen: 22 hrs ago
Roundtrip*
Economy
Minneapolis (MSP)to
Dublin (DUB)Apr 27 2026 - May 5 2026
From
$572.77
Seen: 18 hrs ago
Roundtrip*
Economy
Denver (DEN)to
Dublin (DUB)May 4 2026 - May 13 2026
From
$648.77
Seen: 1 hour ago
Roundtrip*
Economy
Raleigh (RDU)to
Dublin (DUB)Apr 14 2026 - May 1 2026
From
$474.77
Seen: 21 hrs ago
Roundtrip*
Economy
Philadelphia (PHL)to
Dublin (DUB)Apr 15 2026 - Apr 28 2026
From
$474.77
Seen: 12 hrs ago
Roundtrip*
Economy