$455+ Cheap flights from Chicago (CHI) to Singapore
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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jul 14 — Jul 211
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 14, 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 14, 2026.
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/119:48 pm
ORD
- SIN
1 stop31h 47m
United Airlines
Thu 6/186:15 am
SIN
- ORD
2 stops25h 36m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,207
This Delta deal was found by Cheapflights users on 6/10. 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 8/146:05 am
MDW
- SIN
2 stops28h 50m
Delta
Sat 8/2210:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 6/10![Delta logo]()
$1,208
This Delta deal was found by Cheapflights users on 6/10. 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 8/85:30 am
ORD
- SIN
2 stops29h 25m
Delta
Sat 8/1510:00 pm
SIN
- ORD
2 stops29h 09m
Delta
Deal found 6/10![Delta logo]()
$1,208
This Air Canada deal was found by Cheapflights users on 6/12. 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 7/283:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Wed 8/126:15 am
SIN
- ORD
2 stops26h 50m
Air Canada
Deal found 6/12![Air Canada logo]()
$1,210
This United Airlines deal was found by Cheapflights users on 6/9. 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 6/235:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Fri 6/266:15 am
SIN
- ORD
2 stops30h 01m
United Airlines
Deal found 6/9![United Airlines logo]()
$1,211
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/129:35 pm
ORD
- SIN
1 stop43h 40m
United Airlines
Sat 7/188:45 am
SIN
- ORD
1 stop35h 31m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,213
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/67:30 am
ORD
- SIN
1 stop22h 05m
United Airlines
Fri 8/288:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,215
This Mytrip deal was found by Cheapflights users on 6/9. 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 9/55:30 pm
ORD
- SIN
3 stops30h 45m
Multiple Airlines
Tue 9/88:50 pm
SIN
- ORD
2 stops30h 53m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$1,217
This United Airlines deal was found by Cheapflights users on 6/12. 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 7/276:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Tue 8/118:35 pm
SIN
- ORD
1 stop23h 21m
United Airlines
Deal found 6/12![United Airlines logo]()
$1,220
This FlightHub deal was found by Cheapflights users on 6/9. 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.
Wed 6/107:44 pm
ORD
- SIN
1 stop44h 31m
Air Canada
Sat 6/207:00 am
SIN
- ORD
2 stops47h 05m
Air Canada
Deal found 6/9![Air Canada logo]()
$1,227
This Delta deal was found by Cheapflights users on 6/12. 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 7/146:00 am
MDW
- SIN
2 stops28h 55m
Delta
Wed 7/221:25 am
SIN
- MDW
2 stops33h 50m
Delta
Deal found 6/12![Delta logo]()
$1,308
This Delta deal was found by Cheapflights users on 6/9. 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 7/75:10 pm
MDW
- SIN
2 stops41h 45m
Delta
Mon 7/131:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/9![Delta logo]()
$1,313
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 14, 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 14, 2026.
This Delta deal was found by Cheapflights users on 6/10. 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 8/85:30 am
ORD
- SIN
2 stops29h 25m
Delta
Sat 8/1510:00 pm
SIN
- ORD
2 stops29h 09m
Delta
Deal found 6/10![Delta logo]()
$1,208
This United Airlines deal was found by Cheapflights users on 6/13. 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 stop27h 14m
United Airlines
Deal found 6/13![United Airlines logo]()
$1,220
This China Airlines deal was found by Cheapflights users on 6/10. 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.
Thu 9/173:55 pm
MDW
- SIN
2 stops31h 40m
Multiple Airlines
Tue 9/221:45 pm
SIN
- MDW
2 stops28h 20m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$1,573
This Korean Air deal was found by Cheapflights users on 6/12. 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.
Thu 9/249:30 am
MDW
- SIN
2 stops25h 25m
Korean Air
Sun 9/271:25 am
SIN
- MDW
2 stops24h 09m
Korean Air
Deal found 6/12![Korean Air logo]()
$1,633
This United Airlines deal was found by Cheapflights users on 6/12. 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 7/2810:30 am
ORD
- SIN
2 stops30h 45m
United Airlines
Mon 8/108:45 am
SIN
- ORD
1 stop29h 14m
United Airlines
Deal found 6/12![United Airlines logo]()
$1,224
This Delta deal was found by Cheapflights users on 6/9. 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 7/175:10 pm
MDW
- SIN
2 stops41h 45m
Delta
Mon 7/271:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/9![Delta logo]()
$1,363
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/266:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Fri 7/178:45 am
SIN
- ORD
1 stop25h 53m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,245
This United Airlines deal was found by Cheapflights users on 6/13. 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 7/118:50 am
ORD
- SIN
1 stop32h 25m
United Airlines
Sat 7/188:45 am
SIN
- ORD
1 stop25h 53m
United Airlines
Deal found 6/13![United Airlines logo]()
$1,245
This Delta deal was found by Cheapflights users on 6/11. 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 7/276:30 am
ORD
- SIN
2 stops33h 30m
Delta
Mon 8/37:30 am
SIN
- ORD
2 stops28h 59m
Delta
Deal found 6/11![Delta logo]()
$1,458
This United Airlines deal was found by Cheapflights users on 6/10. 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
Sun 7/198:45 am
SIN
- ORD
1 stop22h 50m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,245
This Delta deal was found by Cheapflights users on 6/13. 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 11/126:00 am
MDW
- SIN
2 stops28h 10m
Delta
Fri 11/271:35 am
SIN
- MDW
2 stops28h 50m
Delta
Deal found 6/13![Delta logo]()
$1,493
This United Airlines deal was found by Cheapflights users on 6/13. 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 6/276:10 am
ORD
- SIN
1 stop35h 05m
United Airlines
Sat 7/118:45 am
SIN
- ORD
1 stop25h 18m
United Airlines
Deal found 6/13![United Airlines logo]()
$1,254
This China Airlines deal was found by Cheapflights users on 6/13. 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 6/13![Multiple Airlines logo]()
$1,847
This Delta deal was found by Cheapflights users on 6/9. 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 8/86:05 am
MDW
- SIN
2 stops33h 55m
Delta
Sat 8/1510:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 6/9![Delta logo]()
$1,508
This United Airlines deal was found by Cheapflights users on 6/12. 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 7/246:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Thu 8/138:35 pm
SIN
- ORD
2 stops28h 11m
United Airlines
Deal found 6/12![United Airlines logo]()
$1,274
This United Airlines deal was found by Cheapflights users on 6/11. 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 8/206:00 am
ORD
- SIN
1 stop23h 35m
United Airlines
Sun 8/238:45 am
SIN
- ORD
1 stop29h 14m
United Airlines
Deal found 6/11![United Airlines logo]()
$1,290
This Delta deal was found by Cheapflights users on 6/9. 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 7/16:00 am
MDW
- SIN
2 stops28h 55m
Delta
Tue 7/141:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/9![Delta logo]()
$1,608
This United Airlines deal was found by Cheapflights users on 6/13. 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 8/46:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Wed 8/128:35 pm
SIN
- ORD
2 stops33h 30m
United Airlines
Deal found 6/13![United Airlines logo]()
$1,319
This Delta deal was found by Cheapflights users on 6/11. 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 7/16:00 am
MDW
- SIN
2 stops28h 55m
Delta
Mon 7/610:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 6/11![Delta logo]()
$1,608
This Delta deal was found by Cheapflights users on 6/11. 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 6/296:00 am
MDW
- SIN
2 stops28h 55m
Delta
Sun 7/261:25 am
SIN
- MDW
2 stops33h 50m
Delta
Deal found 6/11![Delta logo]()
$1,718
This United Airlines deal was found by Cheapflights users on 6/9. 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 12/910:30 am
ORD
- SIN
1 stop24h 25m
United Airlines
Wed 1/66:35 am
SIN
- ORD
1 stop22h 15m
United Airlines
Deal found 6/9![United Airlines logo]()
$1,509
This Delta deal was found by Cheapflights users on 6/10. 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 6/306:58 pm
MDW
- SIN
2 stops39h 57m
Delta
Sun 7/1910:00 pm
SIN
- MDW
2 stops37h 15m
Delta
Deal found 6/10![Delta logo]()
$1,854
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated June 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated June 14, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 6/10. 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.
Sat 6/137:45 pm
ORD
- SIN
2 stops44h 30m
Air Canada
Wed 6/2410:50 pm
SIN
- ORD
2 stops47h 10m
Air Canada
Deal found 6/10![Air Canada logo]()
$1,242
This Flysmarter deal was found by Cheapflights users on 6/10. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:44 pm
ORD
- SIN
2 stops26h 31m
Air Canada
Mon 6/2910:00 pm
SIN
- ORD
2 stops47h 00m
Air Canada
Deal found 6/10![Air Canada logo]()
$1,219
This FlightHub deal was found by Cheapflights users on 6/9. 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.
Sat 6/208:40 am
ORD
- SIN
2 stops55h 35m
Air Canada
Mon 7/1310:50 pm
SIN
- ORD
2 stops52h 46m
Air Canada
Deal found 6/9![Air Canada logo]()
$1,234
This United Airlines deal was found by Cheapflights users on 6/9. 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 6/236:13 am
ORD
- SIN
1 stop23h 22m
United Airlines
Fri 6/266:15 am
SIN
- ORD
2 stops30h 01m
United Airlines
Deal found 6/9![United Airlines logo]()
$1,207
This FlightHub deal was found by Cheapflights users on 6/10. 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 6/10![Air Canada logo]()
$1,247
This Delta deal was found by Cheapflights users on 6/9. 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 7/75:10 pm
MDW
- SIN
2 stops41h 45m
Delta
Mon 7/131:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/9![Delta logo]()
$1,313
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/107:30 am
ORD
- SIN
1 stop22h 05m
United Airlines
Sun 7/198:45 am
SIN
- ORD
1 stop22h 50m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,245
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/129:35 pm
ORD
- SIN
1 stop43h 40m
United Airlines
Sat 7/188:45 am
SIN
- ORD
1 stop35h 31m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,213
This Delta deal was found by Cheapflights users on 6/12. 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 7/146:00 am
MDW
- SIN
2 stops28h 55m
Delta
Wed 7/221:25 am
SIN
- MDW
2 stops33h 50m
Delta
Deal found 6/12![Delta logo]()
$1,308
This Delta deal was found by Cheapflights users on 6/9. 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 7/175:10 pm
MDW
- SIN
2 stops41h 45m
Delta
Mon 7/271:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/9![Delta logo]()
$1,363
This United Airlines deal was found by Cheapflights users on 6/12. 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 7/276:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Tue 8/118:35 pm
SIN
- ORD
1 stop23h 21m
United Airlines
Deal found 6/12![United Airlines logo]()
$1,220
This Air Canada deal was found by Cheapflights users on 6/12. 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 7/283:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Wed 8/126:15 am
SIN
- ORD
2 stops26h 50m
Air Canada
Deal found 6/12![Air Canada logo]()
$1,210
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 14, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated June 14, 2026.
This Booking.com deal was found by Cheapflights users on 6/9. 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.
Mon 9/712:10 pm
ORD
- SIN
1 stop42h 05m
Korean Air
Deal found 6/9![Korean Air logo]()
$455
This Korean Air deal was found by Cheapflights users on 6/9. 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 9/212:10 pm
ORD
- SIN
1 stop22h 45m
Korean Air
Deal found 6/9![Korean Air logo]()
$474
This Delta deal was found by Cheapflights users on 6/9. 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 9/26:00 am
ORD
- SIN
2 stops28h 55m
Delta
Deal found 6/9![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 6/10. 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 9/65:18 pm
ORD
- SIN
2 stops41h 37m
Delta
Deal found 6/10![Delta logo]()
$488
This SmartFares deal was found by Cheapflights users on 6/11. 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.
Mon 8/247:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 6/11![Qatar Airways logo]()
$500
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 6/10![Qatar Airways logo]()
$503
This SmartFares deal was found by Cheapflights users on 6/10. 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 9/67:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 6/10![Qatar Airways logo]()
$519
This Qatar Airways deal was found by Cheapflights users on 6/13. 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.
Sun 11/86:50 pm
ORD
- SIN
1 stop36h 25m
Qatar Airways
Deal found 6/13![Qatar Airways logo]()
$527
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Wed 9/23:20 pm
ORD
- SIN
3 stops50h 55m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$528
This Justfly.com deal was found by Cheapflights users on 6/10. 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 11/126:50 pm
ORD
- SIN
1 stop23h 55m
Qatar Airways
Deal found 6/10![Qatar Airways logo]()
$534
This Korean Air deal was found by Cheapflights users on 6/9. 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.
Fri 9/2512:10 pm
ORD
- SIN
1 stop22h 45m
Korean Air
Deal found 6/9![Korean Air logo]()
$539
This Delta deal was found by Cheapflights users on 6/10. 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 8/195:10 pm
MDW
- SIN
2 stops37h 05m
Delta
Deal found 6/10![Delta logo]()
$592
Find flight deals from Chicago to Singapore
Keep the following information in mind while searching for Chicago to Singapore flight deals. Data was last updated June 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,207 (United Airlines) |
One-way from | $455 (Booking.com) |
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 14, 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
Sat 8/8
5:30 am-11:55 pm
2 stops29h 25m
Singapore Changi
Sat 8/15
10:00 pm-2:09 pm
2 stops29h 09m
$1,208
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 7/21
6:10 am-6:35 pm
1 stop23h 25m
Singapore Changi
Tue 7/28
8:45 am-10:59 pm
1 stop27h 14m
$1,220
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 7/28
10:30 am-6:15 am
2 stops30h 45m
Singapore Changi
Mon 8/10
8:45 am-12:59 am
1 stop29h 14m
$1,224
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 6/26
6:20 pm-6:15 am
1 stop22h 55m
Singapore Changi
Fri 7/17
8:45 am-9:38 pm
1 stop25h 53m
$1,245
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 7/11
8:50 am-6:15 am
1 stop32h 25m
Singapore Changi
Sat 7/18
8:45 am-9:38 pm
1 stop25h 53m
$1,245
Quickest round-trip
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 6/27
6:20 pm-6:15 am
1 stop22h 55m
Singapore Changi
Sun 7/19
8:45 am-6:35 pm
1 stop22h 50m
$1,245
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 6/27
6:10 am-6:15 am
1 stop35h 05m
Singapore Changi
Sat 7/11
8:45 am-9:03 pm
1 stop25h 18m
$1,254
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 7/24
6:10 am-6:35 pm
1 stop23h 25m
Singapore Changi
Thu 8/13
8:35 pm-11:46 am
2 stops28h 11m
$1,274
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 8/20
6:00 am-6:35 pm
1 stop23h 35m
Singapore Changi
Sun 8/23
8:45 am-12:59 am
1 stop29h 14m
$1,290
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 8/4
6:20 pm-6:15 am
1 stop22h 55m
Singapore Changi
Wed 8/12
8:35 pm-5:05 pm
2 stops33h 30m
$1,319
Showing 1-10 of 42 resultsSorted by cheapest first
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.
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-SG0
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 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 14, 2026.
Read reviews from past customers who have flown EVA Air,Cathay Pacific, andTurkish Airlines from Chicago to Singapore. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.5
Entertainment
8.0
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Entertainment
8.0
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Entertainment
8.0
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Entertainment
8.0
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Entertainment
8.0
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Entertainment
8.0
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
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.
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Alternative routes for Chicago to Singapore
See prices for flight routes from nearby airports that may be better suited for you.
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 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$692 | Average$876 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,142 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$721 | Average$901 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$758 | Average$947 | 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$860 | Average$1,426 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$872 | Average$1,348 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$1,086 | Average$1,405 | FlexibilityNo cancel fee | On-time74% |