$356+ Cheap flights from Illinois to Sicily
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CTA
Jun 24 — Jul 11
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Sicily with Cheapflights
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Cheapest flights from Illinois to SicilyExplore the most affordable flight options available from Illinois to Sicily. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
Explore the most affordable flight options available from Illinois to Sicily. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
This Trip.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:10 pm
ORD
- PMO
2 stops18h 40m
Multiple Airlines
Sat 11/216:30 am
PMO
- ORD
2 stops40h 00m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$742
This Lufthansa deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:05 pm
ORD
- PMO
1 stop12h 00m
Multiple Airlines
Sun 9/276:20 pm
PMO
- ORD
1 stop25h 15m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$755
This oojo deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Thu 10/89:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 5/21![Turkish Airlines logo]()
$758
This Cheapflightsfares deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:05 pm
ORD
- PMO
1 stop12h 00m
SWISS
Thu 8/279:45 am
PMO
- ORD
1 stop13h 10m
SWISS
Deal found 5/25![SWISS logo]()
$761
This Cheapflightsfares deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:20 pm
ORD
- PMO
1 stop11h 40m
Multiple Airlines
Thu 8/2711:50 am
PMO
- ORD
2 stops15h 05m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$781
This CheapOair deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Tue 10/207:35 pm
PMO
- ORD
1 stop29h 40m
Turkish Airlines
Deal found 5/21![Turkish Airlines logo]()
$783
This Booking.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Tue 9/297:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 5/22![Turkish Airlines logo]()
$785
This Booking.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Wed 11/116:45 pm
PMO
- ORD
1 stop22h 20m
Turkish Airlines
Deal found 5/22![Turkish Airlines logo]()
$786
This Air France deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:10 pm
ORD
- PMO
1 stop14h 50m
Multiple Airlines
Tue 8/184:10 pm
PMO
- ORD
1 stop29h 20m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$801
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:40 am
ORD
- PMO
1 stop15h 35m
United Airlines
Thu 11/192:20 pm
PMO
- ORD
1 stop24h 11m
United Airlines
Deal found 5/20![United Airlines logo]()
$805
This oojo deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:15 pm
ORD
- CTA
1 stop15h 35m
Scandinavian Airlines
Thu 8/206:05 pm
CTA
- ORD
1 stop29h 05m
Scandinavian Airlines
Deal found 5/22![Scandinavian Airlines logo]()
$810
This Trip.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:40 pm
ORD
- CTA
1 stop13h 05m
Multiple Airlines
Tue 9/299:10 am
CTA
- ORD
2 stops40h 05m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$844
Best flights from Illinois to SicilyDiscover carefully curated flight deals from Illinois to Sicily that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
Discover carefully curated flight deals from Illinois to Sicily that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:20 pm
ORD
- PMO
1 stop11h 40m
Multiple Airlines
Thu 8/2711:50 am
PMO
- ORD
1 stop13h 25m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$761
This KLM deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:12 pm
ORD
- PMO
2 stops16h 28m
KLM
Tue 8/184:10 pm
PMO
- ORD
1 stop29h 20m
KLM
Deal found 5/25![KLM logo]()
$822
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:12 pm
ORD
- PMO
2 stops17h 48m
Delta
Tue 8/183:45 pm
PMO
- ORD
2 stops32h 09m
Delta
Deal found 5/21![Delta logo]()
$885
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:54 pm
STL
- CTA
2 stops31h 11m
United Airlines
Fri 9/1110:40 am
CTA
- STL
2 stops43h 58m
United Airlines
Deal found 5/25![United Airlines logo]()
$925
This Lufthansa deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/612:23 pm
STL
- CTA
2 stops15h 37m
Lufthansa
Mon 7/134:45 pm
CTA
- STL
1 stop27h 40m
Lufthansa
Deal found 5/24![Lufthansa logo]()
$984
This Turkish Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:10 pm
ORD
- CTA
1 stop29h 15m
Turkish Airlines
Sat 10/39:25 am
CTA
- ORD
1 stop55h 15m
Turkish Airlines
Deal found 5/25![Turkish Airlines logo]()
$1,020
This oojo deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:00 pm
ORD
- CTA
1 stop15h 25m
ITA Airways
Tue 8/49:30 pm
CTA
- ORD
1 stop22h 40m
ITA Airways
Deal found 5/20![ITA Airways logo]()
$1,121
This TAP AIR PORTUGAL deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:05 pm
ORD
- CTA
2 stops36h 20m
TAP AIR PORTUGAL
Sat 10/102:50 pm
CTA
- ORD
2 stops32h 10m
TAP AIR PORTUGAL
Deal found 5/24![TAP AIR PORTUGAL logo]()
$1,160
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:27 pm
MDW
- PMO
2 stops18h 33m
Delta
Mon 8/243:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 5/23![Delta logo]()
$885
This KLM deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/214:20 pm
ORD
- PMO
1 stop32h 15m
KLM
Fri 7/319:50 am
PMO
- ORD
2 stops19h 49m
KLM
Deal found 5/25![KLM logo]()
$905
This FlightHub deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:30 pm
STL
- CTA
1 stop17h 25m
Multiple Airlines
Fri 9/410:40 am
CTA
- STL
1 stop15h 02m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$1,012
This Turkish Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:10 pm
ORD
- CTA
1 stop29h 15m
Turkish Airlines
Sat 10/109:25 am
CTA
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 5/24![Turkish Airlines logo]()
$1,026
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:27 pm
MDW
- PMO
2 stops18h 33m
Delta
Fri 8/213:45 pm
PMO
- MDW
2 stops30h 53m
Delta
Deal found 5/23![Delta logo]()
$935
This United Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:40 am
ORD
- PMO
1 stop15h 35m
United Airlines
Thu 7/169:45 am
PMO
- ORD
1 stop19h 21m
United Airlines
Deal found 5/21![United Airlines logo]()
$1,044
This Lufthansa deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:35 pm
ORD
- PMO
1 stop18h 45m
Lufthansa
Sun 8/96:20 pm
PMO
- ORD
1 stop26h 40m
Lufthansa
Deal found 5/25![Lufthansa logo]()
$1,069
This KLM deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/292:07 pm
ORD
- PMO
2 stops16h 33m
KLM
Sat 8/87:20 am
PMO
- ORD
2 stops20h 29m
KLM
Deal found 5/20![KLM logo]()
$991
This FlightHub deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:10 pm
STL
- CTA
1 stop13h 45m
Multiple Airlines
Mon 9/79:30 am
CTA
- STL
1 stop34h 55m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$1,015
This TAP AIR PORTUGAL deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:00 pm
ORD
- CTA
2 stops20h 45m
TAP AIR PORTUGAL
Mon 10/53:25 pm
CTA
- ORD
3 stops34h 57m
TAP AIR PORTUGAL
Deal found 5/21![TAP AIR PORTUGAL logo]()
$1,280
This KLM deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:53 pm
ORD
- CTA
2 stops15h 17m
KLM
Sat 10/105:00 pm
CTA
- ORD
1 stop28h 15m
KLM
Deal found 5/23![KLM logo]()
$1,101
This oojo deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/233:00 pm
ORD
- SUF
1 stop20h 30m
ITA Airways
Tue 7/287:15 pm
SUF
- ORD
1 stop24h 55m
ITA Airways
Deal found 5/25![ITA Airways logo]()
$1,373
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/221:18 pm
MDW
- PMO
2 stops18h 42m
Delta
Tue 8/43:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 5/22![Delta logo]()
$1,233
This Mytrip deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:45 am
ORD
- SUF
3 stops21h 20m
Multiple Airlines
Sat 7/259:40 am
SUF
- ORD
2 stops35h 20m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$1,270
This TAP AIR PORTUGAL deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 pm
ORD
- CTA
2 stops21h 30m
TAP AIR PORTUGAL
Tue 8/410:15 am
CTA
- ORD
3 stops29h 33m
TAP AIR PORTUGAL
Deal found 5/20![TAP AIR PORTUGAL logo]()
$1,402
This Cheapflightsfares deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/233:10 pm
ORD
- SUF
1 stop12h 30m
Lufthansa
Tue 7/283:25 pm
SUF
- ORD
2 stops26h 40m
Lufthansa
Deal found 5/24![Lufthansa logo]()
$1,413
This oojo deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/93:00 pm
ORD
- CTA
1 stop16h 40m
ITA Airways
Sun 6/143:00 pm
CTA
- ORD
1 stop29h 10m
ITA Airways
Deal found 5/20![ITA Airways logo]()
$1,433
This oojo deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:25 pm
ORD
- SUF
2 stops16h 05m
Multiple Airlines
Tue 7/286:15 am
SUF
- ORD
2 stops22h 10m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$1,285
This TAP AIR PORTUGAL deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:15 pm
ORD
- CTA
3 stops23h 30m
TAP AIR PORTUGAL
Sat 9/263:25 pm
CTA
- ORD
2 stops31h 35m
TAP AIR PORTUGAL
Deal found 5/21![TAP AIR PORTUGAL logo]()
$1,509
This KLM deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/141:26 pm
MDW
- PMO
2 stops17h 14m
KLM
Thu 6/258:20 am
PMO
- MDW
2 stops16h 58m
KLM
Deal found 5/21![KLM logo]()
$1,501
This Mytrip deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/227:15 pm
ORD
- SUF
3 stops32h 15m
Multiple Airlines
Sun 6/2811:15 am
SUF
- ORD
3 stops35h 55m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$1,391
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 am
MDW
- CTA
2 stops18h 55m
Delta
Tue 8/49:55 am
CTA
- MDW
2 stops19h 41m
Delta
Deal found 5/20![Delta logo]()
$1,537
Last-minute flights from Illinois to SicilyDiscover last-minute flight deals from Illinois to Sicily. Data last updated May 25, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Sicily. Data last updated May 25, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:00 pm
ORD
- PMO
3 stops25h 50m
Multiple Airlines
Sat 6/136:30 am
PMO
- ORD
3 stops37h 40m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$1,077
This Mytrip deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:00 pm
ORD
- PMO
3 stops25h 50m
Multiple Airlines
Sun 6/146:30 am
PMO
- ORD
3 stops44h 46m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$1,084
This Mytrip deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:25 am
ORD
- PMO
3 stops31h 15m
Multiple Airlines
Mon 6/1510:15 pm
PMO
- ORD
3 stops30h 50m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$1,047
This Mytrip deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/99:55 am
ORD
- PMO
3 stops44h 50m
Multiple Airlines
Wed 6/179:10 am
PMO
- ORD
3 stops34h 30m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$983
This Mytrip deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:25 am
ORD
- PMO
3 stops30h 00m
Multiple Airlines
Wed 6/246:30 am
PMO
- ORD
3 stops37h 40m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$1,032
This Mytrip deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:25 am
ORD
- CTA
3 stops30h 25m
Multiple Airlines
Thu 6/1811:50 am
CTA
- ORD
2 stops35h 10m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$1,017
This Mytrip deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:55 am
ORD
- PMO
3 stops43h 55m
Multiple Airlines
Wed 6/179:10 am
PMO
- ORD
3 stops34h 30m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$948
This Mytrip deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:55 am
ORD
- PMO
3 stops43h 55m
Multiple Airlines
Thu 6/181:05 pm
PMO
- ORD
2 stops33h 55m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$954
This Mytrip deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:55 am
ORD
- CTA
3 stops45h 25m
Multiple Airlines
Wed 6/172:45 pm
CTA
- ORD
2 stops28h 55m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$973
This Mytrip deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:55 am
ORD
- PMO
3 stops43h 55m
Multiple Airlines
Thu 6/256:10 am
PMO
- ORD
3 stops35h 06m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$1,073
This Mytrip deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2311:05 am
ORD
- CTA
2 stops22h 10m
Multiple Airlines
Tue 6/3010:55 pm
CTA
- ORD
2 stops21h 00m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$1,063
This Mytrip deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2311:05 am
ORD
- PMO
2 stops19h 35m
Multiple Airlines
Tue 6/306:00 am
PMO
- ORD
2 stops20h 47m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$1,083
One-way flights from Illinois to SicilySearch for one-way flight options from Illinois to Sicily. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
Search for one-way flight options from Illinois to Sicily. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
This Lufthansa deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/93:35 pm
ORD
- PMO
1 stop18h 45m
Lufthansa
Deal found 5/21![Lufthansa logo]()
$356
This Cheapflightsfares deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:05 pm
ORD
- CTA
1 stop17h 25m
SWISS
Deal found 5/25![SWISS logo]()
$384
This Justfly.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:25 am
ORD
- CTA
2 stops18h 40m
Air Canada
Deal found 5/24![Air Canada logo]()
$385
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:05 am
MDW
- CTA
2 stops18h 50m
Delta
Deal found 5/21![Delta logo]()
$386
This KLM deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
ORD
- CTA
1 stop18h 55m
KLM
Deal found 5/21![KLM logo]()
$386
This KLM deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/55:10 pm
ORD
- CTA
1 stop33h 45m
KLM
Deal found 5/21![KLM logo]()
$387
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:00 am
ORD
- CTA
2 stops17h 05m
United Airlines
Deal found 5/25![United Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:12 pm
ORD
- CTA
2 stops21h 28m
Delta
Deal found 5/21![Delta logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:25 pm
ORD
- CTA
3 stops19h 15m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/97:25 pm
ORD
- PMO
3 stops45h 45m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:25 pm
ORD
- SUF
3 stops22h 20m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$402
This Trip.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:25 pm
ORD
- PMO
2 stops16h 35m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$402
Find flight deals from Illinois to Sicily
Keep the following information in mind while searching for Illinois to Sicily flight deals. Data was last updated May 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $742 (Trip.com) |
One-way from | $356 (Lufthansa) |
Popular in | June |
Cheapest in | February |
Average price | $1,048 |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Sicily that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 25, 2026.
Use the filters below to find and compare flights from Illinois to Sicily that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sun 8/16
2:20 pm-9:00 am
1 stop11h 40m
Palermo Punta Raisi
Thu 8/27
11:50 am-6:15 pm
1 stop13h 25m
$761
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 8/4
2:12 pm-1:40 pm
2 stops16h 28m
Palermo Punta Raisi
Tue 8/18
4:10 pm-2:30 pm
1 stop29h 20m
$822
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 8/4
2:12 pm-3:00 pm
2 stops17h 48m
Palermo Punta Raisi
Tue 8/18
3:45 pm-4:54 pm
2 stops32h 09m
$885
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
Sat 8/15
1:27 pm-3:00 pm
2 stops18h 33m
Palermo Punta Raisi
Mon 8/24
3:45 pm-4:15 pm
2 stops31h 30m
$885
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 7/21
4:20 pm-7:35 am
1 stop32h 15m
Palermo Punta Raisi
Fri 7/31
9:50 am-10:39 pm
2 stops19h 49m
$905
St. LouisCatania
STL - CTA
STLCTA
Lambert-St Louis
Mon 8/31
6:54 pm-9:05 am
2 stops31h 11m
Catania Fontanarossa
Fri 9/11
10:40 am-11:38 pm
2 stops43h 58m
$925
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
Sat 8/15
1:27 pm-3:00 pm
2 stops18h 33m
Palermo Punta Raisi
Fri 8/21
3:45 pm-3:38 pm
2 stops30h 53m
$935
St. LouisCatania
STL - CTA
STLCTA
Lambert-St Louis
Mon 7/6
12:23 pm-11:00 am
2 stops15h 37m
Catania Fontanarossa
Mon 7/13
4:45 pm-1:25 pm
1 stop27h 40m
$984
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Wed 7/29
2:07 pm-1:40 pm
2 stops16h 33m
Palermo Punta Raisi
Sat 8/8
7:20 am-8:49 pm
2 stops20h 29m
$991
St. LouisCatania
STL - CTA
STLCTA
Lambert-St Louis
Fri 8/28
3:30 pm-3:55 pm
1 stop17h 25m
Catania Fontanarossa
Fri 9/4
10:40 am-6:42 pm
1 stop15h 02m
$1,012
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Sicily
Have a flexible travel schedule? Discover the best time to fly to Sicily from Illinois with our price prediction graph.
ORD-PMO
ORD-CTA
MDW-CTA
ORD-SUF
STL-CTA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Sicily
USIL-ITSI
ORD-PMO
ORD-CTA
MDW-CTA
ORD-SUF
What is the cheapest month to book a flight from Illinois to Sicily?
Currently, July is the cheapest month in which you can book a flight from Illinois to Sicily (average of $77). Flying from Illinois to Sicily in December is currently the most expensive (average of $642). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Illinois to Sicily?
How far ahead should I book a flight from Illinois to Sicily?
Booking 52 days in advance of your planned departure date is, on average, the best time to get cheap flights from Illinois to Sicily. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Reviews of airlines servicing Sicily
Get insights into the airlines that provide service to Sicily. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sicily. Reviews last updated May 25, 2026.
See what other customers who have flown with SWISS,Turkish Airlines, andLufthansa from Illinois to Sicily have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.7
Crew
8.3
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.7
Crew
8.3
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.7
Crew
8.3
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.7
Crew
8.3
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.7
Crew
8.3
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Related info for your journey
Find useful and relevant information for your journey from Illinois to Sicily. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Illinois to Sicily
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Sicily by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Sicily by cabin class
Find flights from Illinois to Sicily, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Sicily flights
Browse other Illinois and Sicily flight options. Last updated on May 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Illinois to Sicily flights
Consider these flights traveling from Illinois to Sicily.
Top 4 airlines flying from Illinois to Sicily
Discover the top 4 airlines that operate flights from Illinois to Sicily. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$730 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$596 | Average$945 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$695 | Average$1,072 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$778 | Average$1,326 | FlexibilityNo cancel fee | On-time76% |