$418+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
May 11 — May 181
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Singapore
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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 April 11, 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 April 11, 2026.
This Justfly.com deal was found by Cheapflights users on 4/7. 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 11/123:40 pm
ORD
- SIN
1 stop25h 20m
Air Canada
Tue 12/18:50 am
SIN
- ORD
2 stops34h 12m
Air Canada
Deal found 4/7![Air Canada logo]()
$926
This FlightHub deal was found by Cheapflights users on 4/10. 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.
Tue 9/228:49 am
ORD
- SIN
1 stop31h 26m
Air Canada
Tue 10/67:00 am
SIN
- ORD
2 stops34h 58m
Air Canada
Deal found 4/10![Air Canada logo]()
$927
This Air Canada deal was found by Cheapflights users on 4/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:40 pm
ORD
- SIN
1 stop25h 20m
Air Canada
Tue 12/18:50 am
SIN
- ORD
1 stop19h 51m
Air Canada
Deal found 4/10![Air Canada logo]()
$930
This Air Canada deal was found by Cheapflights users on 4/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Tue 9/297:00 am
SIN
- ORD
2 stops26h 12m
Air Canada
Deal found 4/9![Air Canada logo]()
$933
This Air Canada deal was found by Cheapflights users on 4/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/103:40 pm
ORD
- SIN
1 stop25h 20m
Air Canada
Tue 12/18:50 am
SIN
- ORD
2 stops24h 45m
Air Canada
Deal found 4/9![Air Canada logo]()
$937
This FlightHub deal was found by Cheapflights users on 4/10. 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.
Tue 8/253:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Thu 9/107:00 am
SIN
- ORD
2 stops39h 35m
Air Canada
Deal found 4/10![Air Canada logo]()
$940
This IEagle deal was found by Cheapflights users on 4/8. 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 IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:30 pm
ORD
- SIN
1 stop26h 30m
Air India
Sun 11/2910:20 am
SIN
- ORD
2 stops39h 10m
Air India
Deal found 4/8![Air India logo]()
$947
This FlightHub deal was found by Cheapflights users on 4/7. 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 9/27:54 pm
ORD
- SIN
2 stops44h 21m
Air Canada
Wed 9/96:15 am
SIN
- ORD
2 stops38h 36m
Air Canada
Deal found 4/7![Air Canada logo]()
$955
This Delta deal was found by Cheapflights users on 4/9. 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 9/19:20 am
MDW
- SIN
2 stops30h 40m
Delta
Tue 9/297:30 am
SIN
- MDW
2 stops27h 16m
Delta
Deal found 4/9![Delta logo]()
$1,228
This Delta deal was found by Cheapflights users on 4/11. 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.
Tue 8/259:30 am
MDW
- SIN
2 stops25h 25m
Delta
Sun 9/67:30 am
SIN
- MDW
2 stops27h 16m
Delta
Deal found 4/11![Delta logo]()
$1,279
This Delta deal was found by Cheapflights users on 4/8. 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 5/66:00 am
MDW
- SIN
2 stops34h 00m
Delta
Tue 5/121:25 am
SIN
- MDW
2 stops27h 47m
Delta
Deal found 4/8![Delta logo]()
$1,303
This Delta deal was found by Cheapflights users on 4/11. 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.
Tue 5/56:00 am
MDW
- SIN
2 stops34h 00m
Delta
Tue 5/1210:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 4/11![Delta logo]()
$1,304
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 April 11, 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 April 11, 2026.
This United Airlines deal was found by Cheapflights users on 4/7. 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 8/255:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Tue 9/18:45 am
SIN
- ORD
1 stop22h 47m
United Airlines
Deal found 4/7![United Airlines logo]()
$1,140
This Delta deal was found by Cheapflights users on 4/7. 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 8/259:30 am
ORD
- SIN
2 stops25h 25m
Delta
Tue 9/17:30 am
SIN
- ORD
2 stops29h 17m
Delta
Deal found 4/7![Delta logo]()
$1,153
This EVA Air deal was found by Cheapflights users on 4/7. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:35 pm
MDW
- SIN
2 stops26h 20m
Multiple Airlines
Sun 9/273:20 pm
SIN
- MDW
2 stops27h 30m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$1,402
This United Airlines deal was found by Cheapflights users on 4/11. 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.
Tue 8/253:35 pm
ORD
- SIN
1 stop25h 40m
United Airlines
Sun 9/611:05 am
SIN
- ORD
1 stop41h 20m
United Airlines
Deal found 4/11![United Airlines logo]()
$1,140
This Delta deal was found by Cheapflights users on 4/6. 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 5/67:15 am
ORD
- SIN
2 stops27h 40m
Delta
Wed 5/137:30 am
SIN
- ORD
2 stops27h 20m
Delta
Deal found 4/6![Delta logo]()
$1,153
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/69:51 pm
ORD
- SIN
1 stop31h 44m
United Airlines
Wed 5/139:00 am
SIN
- ORD
1 stop25h 03m
United Airlines
Deal found 4/6![United Airlines logo]()
$1,140
This Delta deal was found by Cheapflights users on 4/10. 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 8/268:55 am
ORD
- SIN
2 stops26h 00m
Delta
Mon 9/147:30 am
SIN
- ORD
2 stops26h 00m
Delta
Deal found 4/10![Delta logo]()
$1,154
This United Airlines deal was found by Cheapflights users on 4/10. 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 8/239:30 pm
ORD
- SIN
1 stop32h 05m
United Airlines
Mon 9/148:35 pm
SIN
- ORD
1 stop22h 24m
United Airlines
Deal found 4/10![United Airlines logo]()
$1,140
This Delta deal was found by Cheapflights users on 4/10. 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.
Thu 8/278:55 am
ORD
- SIN
2 stops26h 00m
Delta
Tue 9/810:00 pm
SIN
- ORD
2 stops27h 39m
Delta
Deal found 4/10![Delta logo]()
$1,154
This China Airlines deal was found by Cheapflights users on 4/10. 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.
Fri 4/244:10 pm
MDW
- SIN
2 stops31h 25m
Multiple Airlines
Tue 4/282:00 am
SIN
- MDW
2 stops40h 40m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$1,504
This United Airlines deal was found by Cheapflights users on 4/10. 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 8/276:00 am
ORD
- SIN
1 stop23h 35m
United Airlines
Mon 9/148:35 pm
SIN
- ORD
1 stop21h 26m
United Airlines
Deal found 4/10![United Airlines logo]()
$1,140
This United Airlines deal was found by Cheapflights users on 4/9. 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.
Sun 5/109:30 am
ORD
- SIN
1 stop44h 05m
United Airlines
Mon 6/88:45 am
SIN
- ORD
1 stop25h 19m
United Airlines
Deal found 4/9![United Airlines logo]()
$1,149
This Delta deal was found by Cheapflights users on 4/7. 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 8/259:20 am
MDW
- SIN
2 stops25h 35m
Delta
Tue 9/17:30 am
SIN
- MDW
2 stops27h 16m
Delta
Deal found 4/7![Delta logo]()
$1,303
This Korean Air deal was found by Cheapflights users on 4/8. 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 7/19:54 am
MDW
- SIN
2 stops25h 01m
Multiple Airlines
Mon 7/61:25 am
SIN
- MDW
2 stops24h 08m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$1,602
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Wed 8/266:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Sat 9/128:35 pm
SIN
- ORD
1 stop21h 26m
United Airlines
Deal found 4/10![United Airlines logo]()
$1,190
This Korean Air deal was found by Cheapflights users on 4/10. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/179:17 am
MDW
- SIN
2 stops25h 38m
Multiple Airlines
Fri 6/261:25 am
SIN
- MDW
2 stops24h 11m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$1,693
This Delta deal was found by Cheapflights users on 4/9. 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.
Sun 9/69:30 am
MDW
- SIN
2 stops30h 30m
Delta
Sat 9/261:25 am
SIN
- MDW
2 stops28h 02m
Delta
Deal found 4/9![Delta logo]()
$1,403
This Delta deal was found by Cheapflights users on 4/11. 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.
Sat 8/86:05 am
MDW
- SIN
2 stops33h 55m
Delta
Sat 8/1510:00 pm
SIN
- MDW
2 stops31h 27m
Delta
Deal found 4/11![Delta logo]()
$1,479
This Delta deal was found by Cheapflights users on 4/7. 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 7/96:05 am
MDW
- SIN
2 stops28h 50m
Delta
Mon 8/1010:00 pm
SIN
- MDW
2 stops26h 54m
Delta
Deal found 4/7![Delta logo]()
$1,558
This Delta deal was found by Cheapflights users on 4/8. 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 5/19:27 am
MDW
- SIN
2 stops30h 33m
Delta
Sun 5/101:25 am
SIN
- MDW
2 stops27h 47m
Delta
Deal found 4/8![Delta logo]()
$1,613
This Delta deal was found by Cheapflights users on 4/11. 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.
Fri 5/86:23 am
MDW
- SIN
2 stops33h 37m
Delta
Mon 5/1110:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 4/11![Delta logo]()
$1,614
This Delta deal was found by Cheapflights users on 4/7. 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
Tue 7/2810:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 4/7![Delta logo]()
$1,659
This Delta deal was found by Cheapflights users on 4/10. 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 9/309:20 am
MDW
- SIN
2 stops25h 35m
Delta
Sat 10/1710:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 4/10![Delta logo]()
$1,721
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated April 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/11. 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.
Thu 4/239:27 am
MDW
- SIN
2 stops30h 33m
Delta
Sun 5/31:25 am
SIN
- MDW
2 stops28h 01m
Delta
Deal found 4/11![Delta logo]()
$1,454
This Delta deal was found by Cheapflights users on 4/7. 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 5/16:00 am
MDW
- SIN
2 stops34h 00m
Delta
Sun 5/101:25 am
SIN
- MDW
2 stops32h 44m
Delta
Deal found 4/7![Delta logo]()
$1,503
This FlightHub deal was found by Cheapflights users on 4/7. 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 5/58:10 pm
ORD
- SIN
1 stop26h 00m
Turkish Airlines
Tue 5/1210:25 am
SIN
- ORD
1 stop36h 15m
Turkish Airlines
Deal found 4/7![Turkish Airlines logo]()
$997
This Delta deal was found by Cheapflights users on 4/11. 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.
Tue 5/56:00 am
MDW
- SIN
2 stops34h 00m
Delta
Tue 5/1210:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 4/11![Delta logo]()
$1,304
This Delta deal was found by Cheapflights users on 4/8. 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 5/66:00 am
MDW
- SIN
2 stops34h 00m
Delta
Tue 5/121:25 am
SIN
- MDW
2 stops27h 47m
Delta
Deal found 4/8![Delta logo]()
$1,303
This Delta deal was found by Cheapflights users on 4/10. 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 5/69:29 am
MDW
- SIN
2 stops30h 31m
Delta
Tue 5/1210:00 pm
SIN
- MDW
2 stops36h 09m
Delta
Deal found 4/10![Delta logo]()
$1,379
This China Airlines deal was found by Cheapflights users on 4/9. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:00 am
MDW
- SIN
2 stops36h 35m
Multiple Airlines
Tue 5/191:45 pm
SIN
- MDW
2 stops28h 55m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$1,411
This Air Canada deal was found by Cheapflights users on 4/7. 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.
Sun 5/103:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Tue 6/97:00 am
SIN
- ORD
1 stop20h 45m
Air Canada
Deal found 4/7![Air Canada logo]()
$966
This Delta deal was found by Cheapflights users on 4/10. 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 5/136:23 am
MDW
- SIN
2 stops33h 37m
Delta
Sat 5/2310:00 pm
SIN
- MDW
2 stops30h 26m
Delta
Deal found 4/10![Delta logo]()
$1,429
This Delta deal was found by Cheapflights users on 4/10. 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.
Thu 5/146:23 am
MDW
- SIN
2 stops33h 37m
Delta
Sat 5/231:25 am
SIN
- MDW
2 stops27h 01m
Delta
Deal found 4/10![Delta logo]()
$1,499
This flugladen.de deal was found by Cheapflights users on 4/8. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Thu 6/117:00 am
SIN
- ORD
1 stop20h 45m
Air Canada
Deal found 4/8![Air Canada logo]()
$1,002
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Thu 6/117:00 am
SIN
- ORD
1 stop20h 45m
Air Canada
Deal found 4/9![Air Canada logo]()
$1,075
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 April 11, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This SmartFares deal was found by Cheapflights users on 4/10. 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.
Sat 4/251:00 pm
ORD
- SIN
1 stop31h 50m
Etihad Airways
Deal found 4/10![Etihad Airways logo]()
$418
This oojo deal was found by Cheapflights users on 4/10. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/271:00 pm
ORD
- SIN
1 stop31h 50m
Etihad Airways
Deal found 4/10![Etihad Airways logo]()
$420
This IEagle deal was found by Cheapflights users on 4/7. 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 IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:15 pm
ORD
- SIN
1 stop29h 10m
Air India
Deal found 4/7![Air India logo]()
$474
This IEagle deal was found by Cheapflights users on 4/9. 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 IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:15 pm
ORD
- SIN
1 stop29h 10m
Air India
Deal found 4/9![Air India logo]()
$482
This oojo deal was found by Cheapflights users on 4/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:00 am
ORD
- SIN
2 stops38h 05m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$484
This KAYAK deal was found by Cheapflights users on 4/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/194:00 pm
ORD
- SIN
1 stop38h 05m
Cathay Pacific
Deal found 4/11![Cathay Pacific logo]()
$521
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 8/202:30 pm
ORD
- SIN
1 stop28h 10m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$529
This ScholarTrip deal was found by Cheapflights users on 4/8. 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.
Tue 8/44:00 pm
ORD
- SIN
1 stop31h 25m
Cathay Pacific
Deal found 4/8![Cathay Pacific logo]()
$542
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/88:56 pm
ORD
- SIN
3 stops51h 19m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$549
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 8/203:02 pm
MDW
- SIN
3 stops44h 08m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$592
This Delta deal was found by Cheapflights users on 4/11. 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 8/199:30 am
MDW
- SIN
2 stops30h 30m
Delta
Deal found 4/11![Delta logo]()
$638
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/83:02 pm
MDW
- SIN
2 stops49h 13m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$666
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 April 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $927 (FlightHub) |
One-way from | $418 (SmartFares) |
Popular in | December |
Cheapest in | September |
Average price | $1,034 |
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 April 11, 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
Tue 8/25
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Tue 9/1
8:45 am-6:32 pm
1 stop22h 47m
$1,140
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 8/25
3:35 pm-6:15 am
1 stop25h 40m
Singapore Changi
Sun 9/6
11:05 am-3:25 pm
1 stop41h 20m
$1,140
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 5/6
9:51 pm-6:35 pm
1 stop31h 44m
Singapore Changi
Wed 5/13
9:00 am-9:03 pm
1 stop25h 03m
$1,140
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 8/23
9:30 pm-6:35 pm
1 stop32h 05m
Singapore Changi
Mon 9/14
8:35 pm-5:59 am
1 stop22h 24m
$1,140
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 8/27
6:00 am-6:35 pm
1 stop23h 35m
Singapore Changi
Mon 9/14
8:35 pm-5:01 am
1 stop21h 26m
$1,140
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 5/10
9:30 am-6:35 pm
1 stop44h 05m
Singapore Changi
Mon 6/8
8:45 am-9:04 pm
1 stop25h 19m
$1,149
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 8/25
9:30 am-11:55 pm
2 stops25h 25m
Singapore Changi
Tue 9/1
7:30 am-11:47 pm
2 stops29h 17m
$1,153
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 5/6
7:15 am-11:55 pm
2 stops27h 40m
Singapore Changi
Wed 5/13
7:30 am-9:50 pm
2 stops27h 20m
$1,153
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 8/26
8:55 am-11:55 pm
2 stops26h 00m
Singapore Changi
Mon 9/14
7:30 am-8:30 pm
2 stops26h 00m
$1,154
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 8/27
8:55 am-11:55 pm
2 stops26h 00m
Singapore Changi
Tue 9/8
10:00 pm-12:39 pm
2 stops27h 39m
$1,154
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, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $661). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,202). 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.
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 April 11, 2026.
Read reviews from past customers who have flown EVA Air,Cathay Pacific, andUnited 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
Comfort
8.3
Boarding
8.4
Crew
8.7
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Overall
8.5
Comfort
8.3
Boarding
8.4
Crew
8.7
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Overall
8.5
Comfort
8.3
Boarding
8.4
Crew
8.7
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Overall
8.5
Comfort
8.3
Boarding
8.4
Crew
8.7
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Overall
8.5
Comfort
8.3
Boarding
8.4
Crew
8.7
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Overall
8.5
Comfort
8.3
Boarding
8.4
Crew
8.7
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
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.
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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 April 11, 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 April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$697 | Average$963 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$698 | Average$1,426 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$698 | Average$877 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,145 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$770 | Average$976 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$814 | Average$1,081 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,058 | 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$1,101 | Average$1,430 | FlexibilityNo cancel fee | On-time74% |