$464+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jun 13 — Jun 201
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 May 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 May 14, 2026.
This KAYAK deal was found by Cheapflights users on 5/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Sun 8/169:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/13![Etihad Airways logo]()
$1,173
This Ovago deal was found by Cheapflights users on 5/13. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Fri 7/109:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/13![Etihad Airways logo]()
$1,174
This oojo deal was found by Cheapflights users on 5/9. 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 8/142:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Sat 8/229:00 pm
SIN
- ORD
1 stop31h 40m
Etihad Airways
Deal found 5/9![Etihad Airways logo]()
$1,178
This Qatar Airways deal was found by Cheapflights users on 5/14. 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.
Mon 8/177:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Wed 9/27:15 pm
SIN
- ORD
2 stops32h 50m
Qatar Airways
Deal found 5/14![Qatar Airways logo]()
$1,181
This oojo deal was found by Cheapflights users on 5/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Fri 6/199:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/12![Etihad Airways logo]()
$1,182
This KAYAK deal was found by Cheapflights users on 5/11. 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.
Sun 6/72:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Sun 6/149:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$1,183
This Qatar Airways deal was found by Cheapflights users on 5/14. 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 8/167:20 pm
ORD
- SIN
1 stop36h 55m
Qatar Airways
Wed 9/23:35 pm
SIN
- ORD
2 stops36h 30m
Qatar Airways
Deal found 5/14![Qatar Airways logo]()
$1,184
This FlightHub deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:00 am
ORD
- SIN
2 stops26h 15m
Qatar Airways
Sat 9/123:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 5/14![Qatar Airways logo]()
$1,186
This Turkish Airlines deal was found by Cheapflights users on 5/14. 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.
Wed 8/1911:25 am
ORD
- SIN
1 stop32h 20m
Turkish Airlines
Sat 8/2912:50 pm
SIN
- ORD
1 stop33h 50m
Turkish Airlines
Deal found 5/14![Turkish Airlines logo]()
$1,187
This KAYAK deal was found by Cheapflights users on 5/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/212:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Tue 6/309:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/10![Etihad Airways logo]()
$1,188
This Gotogate deal was found by Cheapflights users on 5/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:20 pm
ORD
- SIN
2 stops25h 55m
Qatar Airways
Sun 10/257:30 pm
SIN
- ORD
2 stops33h 00m
Qatar Airways
Deal found 5/10![Qatar Airways logo]()
$1,191
This Bravofly deal was found by Cheapflights users on 5/9. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/239:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Tue 6/309:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/9![Etihad Airways logo]()
$1,194
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 May 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 May 14, 2026.
This Qatar Airways deal was found by Cheapflights users on 5/14. 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 8/217:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Sat 9/127:15 pm
SIN
- ORD
2 stops32h 50m
Qatar Airways
Deal found 5/14![Qatar Airways logo]()
$1,195
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Wed 5/276:13 am
ORD
- SIN
1 stop23h 22m
United Airlines
Tue 6/28:45 am
SIN
- ORD
1 stop27h 14m
United Airlines
Deal found 5/12![United Airlines logo]()
$1,222
This Delta deal was found by Cheapflights users on 5/12. 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.
Mon 8/247:00 am
ORD
- SIN
2 stops27h 55m
Delta
Fri 9/187:30 am
SIN
- ORD
2 stops27h 04m
Delta
Deal found 5/12![Delta logo]()
$1,304
This Etihad Airways deal was found by Cheapflights users on 5/10. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Mon 7/139:00 pm
SIN
- ORD
2 stops35h 25m
Etihad Airways
Deal found 5/10![Etihad Airways logo]()
$1,371
This Finnair deal was found by Cheapflights users on 5/14. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:30 pm
ORD
- SIN
1 stop32h 00m
Finnair
Tue 9/159:35 pm
SIN
- ORD
2 stops35h 14m
Finnair
Deal found 5/14![Finnair logo]()
$1,466
This Korean Air deal was found by Cheapflights users on 5/10. 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.
Mon 6/19:22 am
MDW
- SIN
2 stops25h 33m
Multiple Airlines
Sun 6/141:25 am
SIN
- MDW
2 stops24h 21m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$1,738
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Mon 5/257:40 am
ORD
- SIN
1 stop33h 35m
United Airlines
Sat 5/308:35 pm
SIN
- ORD
1 stop22h 18m
United Airlines
Deal found 5/13![United Airlines logo]()
$1,281
This Qatar Airways deal was found by Cheapflights users on 5/11. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:33 pm
ORD
- SIN
2 stops34h 42m
Qatar Airways
Mon 6/223:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 5/11![Qatar Airways logo]()
$1,436
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Sun 7/197:10 am
ORD
- SIN
2 stops28h 35m
United Airlines
Wed 7/2911:05 am
SIN
- ORD
2 stops25h 17m
United Airlines
Deal found 5/12![United Airlines logo]()
$1,368
This Delta deal was found by Cheapflights users on 5/14. 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 8/154:39 pm
MDW
- SIN
2 stops37h 36m
Delta
Sat 8/221:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 5/14![Delta logo]()
$1,525
This Qatar Airways deal was found by Cheapflights users on 5/11. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:33 pm
ORD
- SIN
2 stops34h 42m
Qatar Airways
Sat 6/203:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 5/11![Qatar Airways logo]()
$1,476
This United Airlines deal was found by Cheapflights users on 5/13. 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 7/49:35 pm
ORD
- SIN
1 stop43h 40m
United Airlines
Mon 7/136:15 am
SIN
- ORD
2 stops30h 01m
United Airlines
Deal found 5/13![United Airlines logo]()
$1,369
This Delta deal was found by Cheapflights users on 5/11. 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 6/86:00 am
MDW
- SIN
2 stops34h 00m
Delta
Mon 6/1510:00 pm
SIN
- MDW
2 stops31h 16m
Delta
Deal found 5/11![Delta logo]()
$1,659
This United Airlines deal was found by Cheapflights users on 5/14. 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 7/69:30 pm
ORD
- SIN
2 stops32h 05m
United Airlines
Wed 7/158:45 am
SIN
- ORD
1 stop29h 14m
United Airlines
Deal found 5/14![United Airlines logo]()
$1,376
This Delta deal was found by Cheapflights users on 5/9. 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 6/76:00 am
MDW
- SIN
2 stops34h 00m
Delta
Sun 6/1410:00 pm
SIN
- MDW
2 stops33h 31m
Delta
Deal found 5/9![Delta logo]()
$1,709
This Delta deal was found by Cheapflights users on 5/9. 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 7/216:00 am
MDW
- SIN
2 stops28h 55m
Delta
Tue 8/410:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 5/9![Delta logo]()
$1,728
This Delta deal was found by Cheapflights users on 5/14. 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 6/186:00 am
MDW
- SIN
2 stops34h 00m
Delta
Sat 6/271:25 am
SIN
- MDW
2 stops33h 52m
Delta
Deal found 5/14![Delta logo]()
$1,730
This Delta deal was found by Cheapflights users on 5/10. 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 6/96:00 am
MDW
- SIN
2 stops34h 00m
Delta
Sun 6/2110:00 pm
SIN
- MDW
2 stops37h 17m
Delta
Deal found 5/10![Delta logo]()
$1,746
This Delta deal was found by Cheapflights users on 5/10. 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 7/79:19 am
MDW
- SIN
2 stops25h 36m
Delta
Wed 7/1510:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 5/10![Delta logo]()
$1,746
This Delta deal was found by Cheapflights users on 5/12. 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.
Mon 6/86:00 am
MDW
- SIN
2 stops34h 00m
Delta
Wed 6/2410:00 pm
SIN
- MDW
2 stops31h 16m
Delta
Deal found 5/12![Delta logo]()
$1,769
This Delta deal was found by Cheapflights users on 5/14. 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 6/66:23 am
MDW
- SIN
2 stops28h 32m
Delta
Thu 6/181:25 am
SIN
- MDW
2 stops33h 52m
Delta
Deal found 5/14![Delta logo]()
$1,780
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated May 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated May 14, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 5/149:56 pm
ORD
- SIN
2 stops31h 39m
United Airlines
Thu 5/218:45 am
SIN
- ORD
2 stops25h 05m
United Airlines
Deal found 5/13![United Airlines logo]()
$1,201
This United Airlines deal was found by Cheapflights users on 5/11. 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.
Fri 5/156:20 am
ORD
- SIN
1 stop23h 15m
United Airlines
Wed 5/278:45 am
SIN
- ORD
1 stop26h 05m
United Airlines
Deal found 5/11![United Airlines logo]()
$1,197
This United Airlines deal was found by Cheapflights users on 5/13. 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 5/1612:40 pm
ORD
- SIN
1 stop40h 55m
United Airlines
Tue 6/28:45 am
SIN
- ORD
1 stop22h 55m
United Airlines
Deal found 5/13![United Airlines logo]()
$1,206
This Cheapflightsfares deal was found by Cheapflights users on 5/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Fri 6/199:00 pm
SIN
- ORD
1 stop31h 40m
Etihad Airways
Deal found 5/12![Etihad Airways logo]()
$1,196
This Justfly.com deal was found by Cheapflights users on 5/11. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Thu 6/189:00 pm
SIN
- ORD
1 stop31h 40m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$1,216
This KAYAK deal was found by Cheapflights users on 5/11. 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.
Sun 6/72:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Sun 6/149:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$1,183
This Delta deal was found by Cheapflights users on 5/11. 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 6/86:00 am
MDW
- SIN
2 stops34h 00m
Delta
Mon 6/1510:00 pm
SIN
- MDW
2 stops31h 16m
Delta
Deal found 5/11![Delta logo]()
$1,659
This oojo deal was found by Cheapflights users on 5/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Fri 6/199:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/12![Etihad Airways logo]()
$1,182
This KAYAK deal was found by Cheapflights users on 5/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/212:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Tue 6/309:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/10![Etihad Airways logo]()
$1,188
This oojo deal was found by Cheapflights users on 5/11. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/212:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Sat 7/49:00 pm
SIN
- ORD
1 stop31h 40m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$1,202
This Bravofly deal was found by Cheapflights users on 5/9. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/239:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Tue 6/309:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/9![Etihad Airways logo]()
$1,194
This Etihad Airways deal was found by Cheapflights users on 5/12. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Sat 7/119:00 pm
SIN
- ORD
1 stop24h 35m
Etihad Airways
Deal found 5/12![Etihad Airways logo]()
$1,220
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 May 14, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
This Expedia deal was found by Cheapflights users on 5/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:52 pm
ORD
- SIN
2 stops28h 13m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$464
This Expedia deal was found by Cheapflights users on 5/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:42 pm
ORD
- SIN
2 stops26h 23m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$468
This Flightnetwork deal was found by Cheapflights users on 5/12. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/139:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 5/12![Etihad Airways logo]()
$469
This Flightnetwork deal was found by Cheapflights users on 5/11. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$470
This Flightnetwork deal was found by Cheapflights users on 5/11. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$471
This Flightnetwork deal was found by Cheapflights users on 5/12. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Deal found 5/12![Etihad Airways logo]()
$477
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/199:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 5/13![Etihad Airways logo]()
$481
This Flightnetwork deal was found by Cheapflights users on 5/11. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$482
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Deal found 5/11![Etihad Airways logo]()
$485
This oojo deal was found by Cheapflights users on 5/14. 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 8/39:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 5/14![Etihad Airways logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 5/12![Etihad Airways logo]()
$490
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:05 am
MDW
- SIN
2 stops33h 55m
Delta
Deal found 5/14![Delta logo]()
$600
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 May 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,173 (KAYAK) |
One-way from | $464 (Expedia) |
Popular in | December |
Cheapest in | September |
Average price | $1,296 |
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 May 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
Fri 8/21
7:20 pm-8:50 am
1 stop24h 30m
Singapore Changi
Sat 9/12
7:15 pm-3:05 pm
2 stops32h 50m
$1,195
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 5/27
6:13 am-6:35 pm
1 stop23h 22m
Singapore Changi
Tue 6/2
8:45 am-10:59 pm
1 stop27h 14m
$1,222
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 5/25
7:40 am-6:15 am
1 stop33h 35m
Singapore Changi
Sat 5/30
8:35 pm-5:53 am
1 stop22h 18m
$1,281
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 8/24
7:00 am-11:55 pm
2 stops27h 55m
Singapore Changi
Fri 9/18
7:30 am-9:34 pm
2 stops27h 04m
$1,304
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 7/19
7:10 am-12:45 am
2 stops28h 35m
Singapore Changi
Wed 7/29
11:05 am-11:22 pm
2 stops25h 17m
$1,368
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 7/4
9:35 pm-6:15 am
1 stop43h 40m
Singapore Changi
Mon 7/13
6:15 am-11:16 pm
2 stops30h 01m
$1,369
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 7/3
2:00 pm-9:40 am
1 stop30h 40m
Singapore Changi
Mon 7/13
9:00 pm-7:25 pm
2 stops35h 25m
$1,371
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 7/6
9:30 pm-6:35 pm
2 stops32h 05m
Singapore Changi
Wed 7/15
8:45 am-12:59 am
1 stop29h 14m
$1,376
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 6/10
4:33 pm-4:15 pm
2 stops34h 42m
Singapore Changi
Mon 6/22
3:15 am-3:05 pm
1 stop24h 50m
$1,436
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 8/21
9:30 pm-6:30 pm
1 stop32h 00m
Singapore Changi
Tue 9/15
9:35 pm-7:49 pm
2 stops35h 14m
$1,466
Showing 1-10 of 39 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 May.
| 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
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.
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 July is currently the most expensive (average of $875). 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.
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 May 14, 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.
Comfort
8.3
Boarding
8.4
Crew
8.6
Overall
8.5
Entertainment
8.0
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
CRK - TPE
Comfort
8.3
Boarding
8.4
Crew
8.6
Overall
8.5
Entertainment
8.0
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
CRK - TPE
Comfort
8.3
Boarding
8.4
Crew
8.6
Overall
8.5
Entertainment
8.0
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
CRK - TPE
Comfort
8.3
Boarding
8.4
Crew
8.6
Overall
8.5
Entertainment
8.0
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
CRK - TPE
Comfort
8.3
Boarding
8.4
Crew
8.6
Overall
8.5
Entertainment
8.0
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
CRK - TPE
Comfort
8.3
Boarding
8.4
Crew
8.6
Overall
8.5
Entertainment
8.0
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
CRK - 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
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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 May 14, 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 May 14, 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 May 14, 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 May 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$692 | Average$875 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$705 | Average$1,135 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$770 | Average$921 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$814 | Average$1,081 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,055 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$860 | Average$1,410 | FlexibilityNo cancel fee | On-time80% | |
| 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$1,454 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,909 | Average$2,109 | FlexibilityNo cancel fee | On-time70% |