$475+ Cheap flights from Chicago (CHI) to Singapore (SIN)
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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jul 24 — Jul 311
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Singapore with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to SingaporeExplore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 24, 2026.
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 24, 2026.
This Air Canada deal was found by Cheapflights users on 6/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/227:45 pm
ORD
- SIN
2 stops44h 30m
Air Canada
Thu 7/97:00 am
SIN
- ORD
2 stops26h 05m
Air Canada
Deal found 6/21![Air Canada logo]()
$1,193
This Qatar Airways deal was found by Cheapflights users on 6/22. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Sat 10/173:35 pm
SIN
- ORD
2 stops36h 30m
Qatar Airways
Deal found 6/22![Qatar Airways logo]()
$1,194
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Mon 7/138:45 am
SIN
- ORD
1 stop25h 53m
United Airlines
Deal found 6/22![United Airlines logo]()
$1,195
This Justfly.com deal was found by Cheapflights users on 6/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/63:40 pm
ORD
- SIN
1 stop25h 20m
Air Canada
Tue 1/59:00 pm
SIN
- ORD
2 stops31h 41m
Air Canada
Deal found 6/22![Air Canada logo]()
$1,196
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Sun 7/199:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Sun 7/268:35 pm
SIN
- ORD
2 stops28h 18m
United Airlines
Deal found 6/19![United Airlines logo]()
$1,199
This KAYAK deal was found by Cheapflights users on 6/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:20 pm
ORD
- SIN
2 stops38h 20m
Austrian Airlines
Fri 10/166:30 pm
SIN
- ORD
2 stops31h 50m
Austrian Airlines
Deal found 6/22![Austrian Airlines logo]()
$1,200
This KAYAK deal was found by Cheapflights users on 6/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:05 pm
ORD
- SIN
2 stops39h 35m
SWISS
Fri 10/166:40 am
SIN
- ORD
2 stops42h 55m
SWISS
Deal found 6/22![SWISS logo]()
$1,203
This Delta deal was found by Cheapflights users on 6/23. 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.
Fri 8/712:30 pm
ORD
- SIN
1 stop27h 30m
Delta
Thu 8/131:25 am
SIN
- ORD
2 stops32h 30m
Delta
Deal found 6/23![Delta logo]()
$1,204
This Delta deal was found by Cheapflights users on 6/19. 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 10/315:25 pm
MDW
- SIN
2 stops38h 00m
Delta
Fri 11/1310:40 am
SIN
- MDW
2 stops25h 30m
Delta
Deal found 6/19![Delta logo]()
$1,205
This Air Canada deal was found by Cheapflights users on 6/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/227:45 pm
ORD
- SIN
2 stops44h 30m
Air Canada
Mon 6/2910:00 pm
SIN
- ORD
2 stops47h 00m
Air Canada
Deal found 6/21![Air Canada logo]()
$1,206
This Turkish Airlines deal was found by Cheapflights users on 6/19. 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.
Fri 10/309:15 pm
ORD
- SIN
1 stop31h 25m
Turkish Airlines
Thu 11/1210:25 am
SIN
- ORD
1 stop37h 35m
Turkish Airlines
Deal found 6/19![Turkish Airlines logo]()
$1,207
This Delta deal was found by Cheapflights users on 6/23. 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.
Fri 8/76:05 am
MDW
- SIN
2 stops33h 55m
Delta
Thu 8/131:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/23![Delta logo]()
$1,208
Best flights from Chicago to SingaporeDiscover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 24, 2026.
Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 24, 2026.
This Turkish Airlines deal was found by Cheapflights users on 6/19. 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.
Fri 10/309:15 pm
ORD
- SIN
1 stop31h 25m
Turkish Airlines
Tue 11/1710:25 am
SIN
- ORD
1 stop37h 35m
Turkish Airlines
Deal found 6/19![Turkish Airlines logo]()
$1,207
This Delta deal was found by Cheapflights users on 6/23. 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.
Fri 8/76:05 am
MDW
- SIN
2 stops33h 55m
Delta
Thu 8/131:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/23![Delta logo]()
$1,208
This United Airlines deal was found by Cheapflights users on 6/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Thu 7/306:15 am
SIN
- ORD
2 stops35h 46m
United Airlines
Deal found 6/23![United Airlines logo]()
$1,232
This Japan Airlines deal was found by Cheapflights users on 6/22. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:23 am
ORD
- SIN
2 stops32h 47m
Japan Airlines
Sun 10/49:50 pm
SIN
- ORD
1 stop25h 55m
Japan Airlines
Deal found 6/22![Japan Airlines logo]()
$1,247
This Etihad Airways deal was found by Cheapflights users on 6/22. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/71:10 pm
ORD
- SIN
1 stop30h 25m
Etihad Airways
Mon 1/47:25 pm
SIN
- ORD
1 stop26h 30m
Etihad Airways
Deal found 6/22![Etihad Airways logo]()
$1,549
This Emirates deal was found by Cheapflights users on 6/21. 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 Emirates is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:35 pm
ORD
- SIN
1 stop36h 10m
Emirates
Sun 9/209:30 pm
SIN
- ORD
2 stops55h 15m
Emirates
Deal found 6/21![Emirates logo]()
$1,557
This Korean Air deal was found by Cheapflights users on 6/21. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:29 am
MDW
- SIN
2 stops44h 46m
Korean Air
Sat 10/31:25 am
SIN
- MDW
2 stops24h 14m
Korean Air
Deal found 6/21![Korean Air logo]()
$1,585
This China Airlines deal was found by Cheapflights users on 6/20. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:45 pm
MDW
- SIN
2 stops26h 50m
Multiple Airlines
Fri 9/111:45 pm
SIN
- MDW
3 stops37h 20m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$1,596
This British Airways deal was found by Cheapflights users on 6/22. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:50 pm
ORD
- SIN
1 stop28h 15m
British Airways
Sat 1/911:15 pm
SIN
- ORD
1 stop28h 35m
British Airways
Deal found 6/22![British Airways logo]()
$1,703
This Delta deal was found by Cheapflights users on 6/20. 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 8/97:25 pm
MDW
- SIN
2 stops39h 30m
Delta
Mon 8/1710:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 6/20![Delta logo]()
$1,393
This Etihad Airways deal was found by Cheapflights users on 6/22. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:20 pm
ORD
- SIN
1 stop23h 15m
Etihad Airways
Mon 1/47:25 pm
SIN
- ORD
1 stop26h 30m
Etihad Airways
Deal found 6/22![Etihad Airways logo]()
$1,589
This China Airlines deal was found by Cheapflights users on 6/23. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/274:45 pm
MDW
- SIN
3 stops31h 20m
Multiple Airlines
Tue 11/102:25 pm
SIN
- MDW
2 stops36h 00m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$1,670
This Delta deal was found by Cheapflights users on 6/22. 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.
Mon 12/76:00 am
MDW
- SIN
2 stops33h 00m
Delta
Wed 1/610:30 pm
SIN
- MDW
2 stops27h 26m
Delta
Deal found 6/22![Delta logo]()
$1,608
This China Airlines deal was found by Cheapflights users on 6/23. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/72:00 pm
MDW
- SIN
2 stops33h 35m
Multiple Airlines
Fri 8/141:45 pm
SIN
- MDW
3 stops37h 20m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$1,686
This British Airways deal was found by Cheapflights users on 6/22. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/209:50 pm
ORD
- SIN
1 stop28h 15m
British Airways
Sat 1/1611:15 pm
SIN
- ORD
1 stop28h 35m
British Airways
Deal found 6/22![British Airways logo]()
$1,924
This Delta deal was found by Cheapflights users on 6/23. 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.
Thu 7/235:10 pm
MDW
- SIN
2 stops41h 45m
Delta
Wed 7/291:25 am
SIN
- MDW
2 stops33h 50m
Delta
Deal found 6/23![Delta logo]()
$1,625
This Etihad Airways deal was found by Cheapflights users on 6/22. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/218:20 pm
ORD
- SIN
1 stop23h 15m
Etihad Airways
Thu 1/147:25 pm
SIN
- ORD
1 stop26h 30m
Etihad Airways
Deal found 6/22![Etihad Airways logo]()
$1,816
This China Airlines deal was found by Cheapflights users on 6/19. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:20 pm
MDW
- SIN
3 stops34h 45m
Multiple Airlines
Sun 11/292:25 pm
SIN
- MDW
2 stops29h 40m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$1,726
This British Airways deal was found by Cheapflights users on 6/19. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/219:50 pm
ORD
- SIN
1 stop28h 15m
British Airways
Tue 1/511:05 pm
SIN
- ORD
1 stop28h 45m
British Airways
Deal found 6/19![British Airways logo]()
$2,035
This China Airlines deal was found by Cheapflights users on 6/21. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:50 pm
MDW
- SIN
3 stops33h 45m
Multiple Airlines
Thu 9/101:45 pm
SIN
- MDW
2 stops28h 20m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$1,729
This British Airways deal was found by Cheapflights users on 6/19. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/205:10 pm
ORD
- SIN
1 stop32h 55m
British Airways
Mon 1/411:15 pm
SIN
- ORD
1 stop28h 35m
British Airways
Deal found 6/19![British Airways logo]()
$2,145
This China Airlines deal was found by Cheapflights users on 6/20. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:45 pm
MDW
- SIN
3 stops31h 20m
Multiple Airlines
Mon 11/302:25 pm
SIN
- MDW
2 stops36h 00m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$1,786
This Singapore Airlines deal was found by Cheapflights users on 6/23. 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 Singapore Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:35 am
ORD
- SIN
1 stop30h 55m
Multiple Airlines
Wed 9/2312:10 pm
SIN
- ORD
1 stop36h 37m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$1,804
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated June 24, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated June 24, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 6/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:40 am
ORD
- SIN
2 stops31h 35m
Air Canada
Mon 7/206:15 am
SIN
- ORD
2 stops28h 50m
Air Canada
Deal found 6/21![Air Canada logo]()
$1,208
This Delta deal was found by Cheapflights users on 6/21. 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 6/236:00 am
MDW
- SIN
2 stops34h 00m
Delta
Mon 7/2010:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 6/21![Delta logo]()
$1,308
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Sat 7/118:45 am
SIN
- ORD
1 stop27h 14m
United Airlines
Deal found 6/22![United Airlines logo]()
$1,245
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Mon 7/138:45 am
SIN
- ORD
1 stop25h 53m
United Airlines
Deal found 6/22![United Airlines logo]()
$1,195
This FlightHub deal was found by Cheapflights users on 6/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:30 pm
ORD
- SIN
1 stop38h 15m
Japan Airlines
Mon 7/138:05 am
SIN
- ORD
2 stops27h 55m
Japan Airlines
Deal found 6/21![Japan Airlines logo]()
$1,235
This American Airlines deal was found by Cheapflights users on 6/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:30 pm
ORD
- SIN
1 stop26h 40m
American Airlines
Mon 7/138:05 am
SIN
- ORD
2 stops24h 54m
American Airlines
Deal found 6/23![American Airlines logo]()
$1,237
This FlightHub deal was found by Cheapflights users on 6/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:40 pm
ORD
- SIN
2 stops67h 35m
Air Canada
Mon 7/136:15 am
SIN
- ORD
2 stops45h 21m
Air Canada
Deal found 6/20![Air Canada logo]()
$1,247
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Sun 7/199:30 pm
ORD
- SIN
2 stops32h 05m
United Airlines
Sun 7/268:35 pm
SIN
- ORD
2 stops26h 45m
United Airlines
Deal found 6/19![United Airlines logo]()
$1,199
This Delta deal was found by Cheapflights users on 6/19. 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 7/196:00 am
MDW
- SIN
2 stops28h 55m
Delta
Sun 7/2610:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 6/19![Delta logo]()
$1,618
This United Airlines deal was found by Cheapflights users on 6/19. 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 7/216:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Tue 7/288:45 am
SIN
- ORD
1 stop29h 14m
United Airlines
Deal found 6/19![United Airlines logo]()
$1,220
This ScholarTrip deal was found by Cheapflights users on 6/23. 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 ScholarTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/234:00 pm
ORD
- SIN
1 stop30h 45m
Cathay Pacific
Thu 7/308:05 pm
SIN
- ORD
1 stop31h 15m
Cathay Pacific
Deal found 6/23![Cathay Pacific logo]()
$1,226
This United Airlines deal was found by Cheapflights users on 6/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/234:30 pm
ORD
- SIN
1 stop24h 45m
United Airlines
Thu 7/308:45 am
SIN
- ORD
1 stop33h 16m
United Airlines
Deal found 6/23![United Airlines logo]()
$1,230
One-way flights from Chicago to SingaporeSearch for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated June 24, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated June 24, 2026.
This Mytrip deal was found by Cheapflights users on 6/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:20 pm
ORD
- SIN
1 stop23h 15m
Etihad Airways
Deal found 6/23![Etihad Airways logo]()
$475
This KAYAK deal was found by Cheapflights users on 6/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:45 pm
ORD
- SIN
1 stop34h 25m
Philippine Airlines
Deal found 6/23![Philippine Airlines logo]()
$478
This oojo deal was found by Cheapflights users on 6/22. 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.
Wed 10/149:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 6/22![Etihad Airways logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 6/22![Etihad Airways logo]()
$494
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 6/21![Qatar Airways logo]()
$503
This SmartFares deal was found by Cheapflights users on 6/23. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:50 pm
ORD
- SIN
1 stop30h 05m
Qatar Airways
Deal found 6/23![Qatar Airways logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Sat 8/87:05 am
ORD
- SIN
2 stops47h 05m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$522
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:57 pm
ORD
- SIN
2 stops56h 13m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$523
This FlightHub deal was found by Cheapflights users on 6/22. 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.
Tue 10/137:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 6/22![Qatar Airways logo]()
$530
This Justfly.com deal was found by Cheapflights users on 6/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:20 pm
ORD
- SIN
1 stop36h 55m
Qatar Airways
Deal found 6/22![Qatar Airways logo]()
$533
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:57 pm
ORD
- SIN
3 stops56h 18m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$538
This Korean Air deal was found by Cheapflights users on 6/22. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:10 pm
ORD
- SIN
1 stop27h 50m
Korean Air
Deal found 6/22![Korean Air logo]()
$539
Find flight deals from Chicago to Singapore
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Singapore (SIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,193 (Delta) |
One-way from | $475 (Mytrip) |
Popular in | December |
Cheapest in | September |
Average price | $1,496 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Singapore 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 June 24, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 10/30
9:15 pm-5:40 pm
1 stop31h 25m
Singapore Changi
Tue 11/17
10:25 am-10:00 am
1 stop37h 35m
$1,207
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Fri 8/7
6:05 am-5:00 am
2 stops33h 55m
Singapore Changi
Thu 8/13
1:25 am-4:15 pm
2 stops27h 50m
$1,208
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 7/23
6:10 am-6:35 pm
1 stop23h 25m
Singapore Changi
Thu 7/30
6:15 am-5:01 am
2 stops35h 46m
$1,232
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 9/30
8:23 am-6:10 am
2 stops32h 47m
Singapore Changi
Sun 10/4
9:50 pm-10:45 am
1 stop25h 55m
$1,247
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Sun 8/9
7:25 pm-11:55 pm
2 stops39h 30m
Singapore Changi
Mon 8/17
10:00 pm-4:15 pm
2 stops31h 15m
$1,393
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 12/7
1:10 pm-9:35 am
1 stop30h 25m
Singapore Changi
Mon 1/4
7:25 pm-7:55 am
1 stop26h 30m
$1,549
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 9/17
8:35 pm-9:45 pm
1 stop36h 10m
Singapore Changi
Sun 9/20
9:30 pm-3:45 pm
2 stops55h 15m
$1,557
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 9/30
9:29 am-7:15 pm
2 stops44h 46m
Singapore Changi
Sat 10/3
1:25 am-12:39 pm
2 stops24h 14m
$1,585
Quickest round-trip
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 12/5
8:20 pm-9:35 am
1 stop23h 15m
Singapore Changi
Mon 1/4
7:25 pm-7:55 am
1 stop26h 30m
$1,589
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Fri 9/4
8:45 pm-12:35 pm
2 stops26h 50m
Singapore Changi
Fri 9/11
1:45 pm-2:05 pm
3 stops37h 20m
$1,596
Showing 1-10 of 40 resultsSorted by cheapest first
Compare providers for flights from Chicago to Singapore
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Singapore in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Singapore flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Singapore flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Singapore flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Singapore flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Singapore
Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.
CHI-SIN
ORD-SIN
MDW-SIN
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 Chicago to Singapore
CHI-SIN
ORD-SIN
MDW-SIN
What is the cheapest month to book a flight from Chicago to Singapore?
Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of $492). Flying from Chicago to Singapore in December is currently the most expensive (average of $974). 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 Chicago to Singapore?
What’s the top layover airport for flights from Chicago to Singapore?
Share of 1-stop round-trip flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same layover each way.
Incheon (ICN) – chosen by Cheapflights users on 25% of 1-stop itineraries from Chicago to Singapore on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Singapore?
Average round-trip fare for 1-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Hong Kong (HKG) is the most affordable 1-stop option, with an average round-trip price of $882.
What’s the fastest layover option from Chicago to Singapore?
Shortest average travel time for 1-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Incheon (ICN) have the shortest average one-way travel time for 1-stop routes: 22h 45m.
Which airport typically offers the quickest layover for flights from Chicago to Singapore?
Average layover duration for 1-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Incheon (ICN) offer the fastest connection on this route, with an average layover time of 1h 50m.
How far ahead should I book a flight from Chicago to Singapore?
The best time to book flights from Chicago to Singapore is 43 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Singapore
Get insights into the airlines that provide service to Singapore. 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 Singapore. Reviews last updated June 24, 2026.
Get a feel of what it's like to fly with EVA Air,Cathay Pacific, andTurkish Airlines from Chicago to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
8.1
Entertainment
8.0
Boarding
8.4
Overall
8.5
Comfort
8.3
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Food
8.1
Entertainment
8.0
Boarding
8.4
Overall
8.5
Comfort
8.3
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Food
8.1
Entertainment
8.0
Boarding
8.4
Overall
8.5
Comfort
8.3
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Food
8.1
Entertainment
8.0
Boarding
8.4
Overall
8.5
Comfort
8.3
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Food
8.1
Entertainment
8.0
Boarding
8.4
Overall
8.5
Comfort
8.3
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Food
8.1
Entertainment
8.0
Boarding
8.4
Overall
8.5
Comfort
8.3
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Related info for your journey
Find useful and relevant information for your journey from Chicago to Singapore. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
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Popular flights
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Alternative routes for Chicago to Singapore
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Complete your trip
Complete your trip to Singapore by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Singapore by cabin class
Find flights from Chicago to Singapore, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Singapore flights
Browse other Chicago and Singapore flight options. Last updated on June 24, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Singapore
Explore flights to Singapore departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 24, 2026.
Top 10 airlines flying from Chicago to Singapore
Discover the top 10 airlines that operate flights from Chicago to Singapore. 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 June 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$689 | Average$1,166 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$692 | Average$875 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,153 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$721 | Average$897 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$758 | Average$963 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$814 | Average$1,204 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$872 | Average$1,340 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$963 | Average$1,064 | FlexibilityNo cancel fee | On-time68% |