24/7 Support
(855-706-2925)
Flight Deals from Italy to Chicago from $478
Top flight deals from leading airlines:
... and +100s more
Cancel within 24 hours for a full refund—no questions asked.
We’ll refund the difference if the price drops before you fly.
The prices shown are exactly what you pay, with no hidden taxes or fees.
Expert travel agents, ready to help anytime by phone, chat, or email.
Top Deals on flights from Rome to Chicago
Rome, IT (ROM) - Chicago, US (CHI)
Mar 1
Mar 1
Mar 9
Mar 10
as low as
$526
Rome, IT (ROM) - Chicago, US (CHI)
Mar 1
Mar 2
Mar 9
Mar 11
as low as
$593
Rome, IT (ROM) - Chicago, US (CHI)
Dec 20
Dec 21
Feb 20
Feb 22
as low as
$659
Rome, IT (ROM) - Chicago, US (CHI)
Dec 20
Dec 21
Feb 20
Feb 21
as low as
$686
Rome, IT (ROM) - Chicago, US (CHI)
Feb 14
Feb 14
Feb 23
Feb 24
as low as
$691
Rome, IT (ROM) - Chicago, US (CHI)
Feb 14
Feb 14
Feb 23
Feb 24
as low as
$694
Rome, IT (ROM) - Chicago, US (CHI)
Mar 2
Mar 3
Mar 15
Mar 16
as low as
$707
Rome, IT (ROM) - Chicago, US (CHI)
Feb 22
Feb 22
Feb 28
Mar 1
as low as
$707
Rome, IT (ROM) - Chicago, US (CHI)
Mar 1
Mar 1
Mar 9
Mar 10
as low as
$709
Rome, IT (ROM) - Chicago, US (CHI)
Feb 14
Feb 14
Feb 23
Feb 24
as low as
$714
Rome, IT (ROM) - Chicago, US (CHI)
Feb 14
Feb 14
Feb 23
Feb 24
as low as
$719
Rome, IT (ROM) - Chicago, US (CHI)
Feb 1
Feb 1
Feb 22
Feb 23
as low as
$725
Top Deals on flights from Milan to Chicago
Milan, IT (MIL) - Chicago, US (CHI)
Feb 10
Feb 11
Feb 20
Feb 21
as low as
$478
Milan, IT (MIL) - Chicago, US (CHI)
Feb 11
Feb 11
Feb 18
Feb 20
as low as
$564
Milan, IT (MIL) - Chicago, US (CHI)
Feb 13
Feb 13
Feb 21
Feb 22
as low as
$577
Milan, IT (MIL) - Chicago, US (CHI)
Feb 17
Feb 18
Feb 27
Mar 1
as low as
$620
Milan, IT (MIL) - Chicago, US (CHI)
Jan 10
Jan 10
Mar 10
Mar 11
as low as
$663
Milan, IT (MIL) - Chicago, US (CHI)
Mar 8
Mar 8
Mar 14
Mar 16
as low as
$667
Milan, IT (MIL) - Chicago, US (CHI)
Feb 11
Feb 11
Feb 18
Feb 19
as low as
$692
Milan, IT (MIL) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 22
Feb 23
as low as
$693
Milan, IT (MIL) - Chicago, US (CHI)
Feb 11
Feb 11
Feb 18
Feb 19
as low as
$697
Milan, IT (MIL) - Chicago, US (CHI)
Mar 8
Mar 8
Mar 14
Mar 15
as low as
$701
Milan, IT (MIL) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 22
Feb 23
as low as
$713
Milan, IT (MIL) - Chicago, US (CHI)
Jan 9
Jan 9
Mar 10
Mar 11
as low as
$715
Top Deals on flights from Venice to Chicago
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 17
as low as
$580
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 17
as low as
$584
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 17
as low as
$594
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 7
Feb 16
Feb 17
as low as
$694
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 17
as low as
$699
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 18
as low as
$699
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 18
as low as
$712
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 17
as low as
$719
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 17
Feb 18
as low as
$725
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 7
Feb 16
Feb 17
as low as
$726
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 17
as low as
$737
Venice, IT (VCE) - Chicago, US (CHI)
Feb 6
Feb 6
Feb 16
Feb 17
as low as
$758
Top Deals on flights from Naples to Chicago
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 4
as low as
$849
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$957
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$981
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$984
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 4
as low as
$1061
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$1132
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$1142
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$1296
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$1349
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 27
Nov 2
Nov 3
as low as
$1517
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 26
Nov 2
Nov 4
as low as
$2354
Naples, IT (NAP) - Chicago, US (CHI)
Oct 26
Oct 26
Nov 2
Nov 3
as low as
$2562
Top Deals on flights from Florence to Chicago
Florence, IT (FLR) - Chicago, US (CHI)
Mar 1
Mar 1
Mar 8
Mar 10
as low as
$574
Florence, IT (FLR) - Chicago, US (CHI)
Mar 1
Mar 2
Mar 8
Mar 10
as low as
$588
Florence, IT (FLR) - Chicago, US (CHI)
Mar 1
Mar 1
Mar 8
Mar 10
as low as
$593
Florence, IT (FLR) - Chicago, US (CHI)
Feb 28
Mar 1
Mar 8
Mar 9
as low as
$679
Florence, IT (FLR) - Chicago, US (CHI)
Feb 28
Feb 28
Mar 9
Mar 10
as low as
$715
Florence, IT (FLR) - Chicago, US (CHI)
Feb 28
Feb 28
Mar 9
Mar 10
as low as
$715
Florence, IT (FLR) - Chicago, US (CHI)
Feb 28
Feb 28
Mar 9
Mar 10
as low as
$721
Florence, IT (FLR) - Chicago, US (CHI)
Feb 28
Feb 28
Mar 8
Mar 9
as low as
$723
Florence, IT (FLR) - Chicago, US (CHI)
Mar 1
Mar 1
Mar 8
Mar 9
as low as
$724
Florence, IT (FLR) - Chicago, US (CHI)
Feb 28
Feb 28
Mar 7
Mar 8
as low as
$724
Florence, IT (FLR) - Chicago, US (CHI)
Mar 1
Mar 1
Mar 8
Mar 9
as low as
$779
Florence, IT (FLR) - Chicago, US (CHI)
Mar 1
Mar 1
Mar 7
Mar 8
as low as
$850
Top Deals on flights from Bologna to Chicago
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$570
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$575
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$581
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 13
Feb 28
Mar 1
as low as
$612
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 13
Feb 28
Mar 1
as low as
$693
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$712
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 2
as low as
$712
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 11
Feb 11
Mar 1
Mar 2
as low as
$712
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$717
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$731
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$741
Bologna, IT (BLQ) - Chicago, US (CHI)
Feb 12
Feb 12
Feb 28
Mar 1
as low as
$751
Top Deals on flights from Catania to Chicago
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1219
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 3
as low as
$1219
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1255
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1285
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1458
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1458
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1464
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1590
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 3
as low as
$1723
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1730
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1730
Catania, IT (CTA) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1844
Top Deals on flights from Palermo to Chicago
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$988
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$988
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1004
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1059
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1059
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1059
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1268
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1268
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1346
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1536
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 25
Nov 1
Nov 2
as low as
$1536
Palermo, IT (PMO) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1536
Top Deals on flights from Pisa to Chicago
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 4
as low as
$1320
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 4
as low as
$1320
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 27
Nov 1
Nov 4
as low as
$1325
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 27
Nov 1
Nov 4
as low as
$1325
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 4
as low as
$1343
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 4
as low as
$1343
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 27
Nov 1
Nov 4
as low as
$1354
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 27
Nov 1
Nov 4
as low as
$1354
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 4
as low as
$1428
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 4
as low as
$1428
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 26
Nov 1
Nov 2
as low as
$1463
Pisa, IT (PSA) - Chicago, US (CHI)
Oct 25
Oct 27
Nov 1
Nov 4
as low as
$1469
Top Deals on flights from Bari to Chicago
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 2
as low as
$1025
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 24
Oct 31
Nov 1
as low as
$1102
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1102
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 2
as low as
$1335
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1395
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1395
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 2
as low as
$1519
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1602
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1621
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1649
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1668
Bari, IT (BRI) - Chicago, US (CHI)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1672
Flights to Chicago
- Flights
- North America
- United States
- Illinois
- Chicago
- Flights
- Europe
- Italy