$458+ Cheap flights from Chicago (CHI) to Singapore
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Nov 13 — Nov 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 October 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 October 14, 2026.
This eDestinos deal was found by Cheapflights users on 10/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:10 pm -
1 stop31h 40m
Mon 11/1612:55 pm -
1 stop37h 35m
Deal found 10/10![Cathay Pacific logo]()
$814
This oojo deal was found by Cheapflights users on 10/10. 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.
Tue 10/273:10 pm -
1 stop31h 40m
Tue 11/108:20 pm -
1 stop30h 10m
Deal found 10/10![Cathay Pacific logo]()
$879
This Gotogate deal was found by Cheapflights users on 10/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/29:15 pm -
1 stop22h 45m
Tue 11/1711:15 pm -
1 stop24h 45m
Deal found 10/14![Turkish Airlines logo]()
$880
This FlightHub deal was found by Cheapflights users on 10/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:15 pm -
1 stop44h 35m
Tue 11/174:35 am -
1 stop43h 25m
Deal found 10/12![Turkish Airlines logo]()
$890
This FlightHub deal was found by Cheapflights users on 10/14. 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.
Wed 11/49:45 am -
1 stop39h 05m
Tue 11/172:00 am -
2 stops43h 40m
Deal found 10/14![Ethiopian Air logo]()
$891
This oojo deal was found by Cheapflights users on 10/14. 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.
Wed 10/283:10 pm -
1 stop32h 50m
Sun 11/112:55 pm -
1 stop37h 35m
Deal found 10/14![Cathay Pacific logo]()
$893
This IEagle deal was found by Cheapflights users on 10/13. 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 IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:10 pm -
1 stop36h 40m
Tue 11/177:30 am -
1 stop19h 00m
Deal found 10/13![Cathay Pacific logo]()
$894
This FlightHub deal was found by Cheapflights users on 10/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:45 am -
1 stop31h 00m
Tue 11/1710:25 am -
1 stop45h 55m
Deal found 10/13![Turkish Airlines logo]()
$898
This Turkish Airlines deal was found by Cheapflights users on 10/13. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:45 pm -
1 stop28h 05m
Tue 11/174:35 am -
1 stop27h 45m
Deal found 10/13![Turkish Airlines logo]()
$900
This Korean Air deal was found by Cheapflights users on 10/14. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:10 pm -
1 stop27h 50m
Mon 12/710:30 am -
1 stop36h 00m
Deal found 10/14![Korean Air logo]()
$901
This Justfly.com deal was found by Cheapflights users on 10/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:10 pm -
1 stop39h 55m
Sun 11/12:05 pm -
1 stop36h 25m
Deal found 10/14![Cathay Pacific logo]()
$902
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 10/279:29 am -
2 stops30h 31m
Tue 11/1010:30 am -
2 stops26h 24m
Deal found 10/13![Delta logo]()
$912
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 October 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 October 14, 2026.
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 10/279:29 am -
2 stops30h 31m
Tue 11/1010:30 am -
2 stops26h 24m
Deal found 10/13![Delta logo]()
$912
This Turkish Airlines deal was found by Cheapflights users on 10/11. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/29:15 pm -
1 stop22h 45m
Thu 11/510:25 am -
1 stop38h 35m
Deal found 10/11![Turkish Airlines logo]()
$969
This Japan Airlines deal was found by Cheapflights users on 10/9. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:29 am -
2 stops34h 11m
Wed 11/42:20 am -
2 stops31h 44m
Deal found 10/9![Japan Airlines logo]()
$1,142
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Sun 11/89:57 pm -
1 stop32h 18m
Sun 11/1510:10 am -
2 stops26h 49m
Deal found 10/11![United Airlines logo]()
$1,186
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 10/275:27 am -
2 stops34h 33m
Tue 11/1010:30 am -
2 stops25h 03m
Deal found 10/13![Delta logo]()
$912
This Turkish Airlines deal was found by Cheapflights users on 10/11. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/811:45 am -
1 stop39h 55m
Sun 11/1511:15 pm -
1 stop33h 05m
Deal found 10/11![Turkish Airlines logo]()
$989
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 11/106:49 am -
2 stops32h 11m
Tue 11/1710:30 pm -
1 stop24h 00m
Deal found 10/13![Delta logo]()
$1,052
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Sat 1/98:20 pm -
2 stops33h 55m
Sat 5/228:45 am -
2 stops26h 59m
Deal found 10/14![United Airlines logo]()
$1,220
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 11/106:00 am -
2 stops33h 00m
Tue 11/1710:30 pm -
2 stops31h 48m
Deal found 10/13![Delta logo]()
$1,062
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 12/16:10 pm -
2 stops36h 15m
Wed 12/910:30 pm -
2 stops27h 54m
Deal found 10/13![Delta logo]()
$1,062
This Delta deal was found by Cheapflights users on 10/10. 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.
Mon 11/95:30 am -
2 stops28h 45m
Mon 11/1610:30 pm -
2 stops34h 35m
Deal found 10/10![Delta logo]()
$1,063
This Delta deal was found by Cheapflights users on 10/9. 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.
Mon 11/236:40 am -
2 stops27h 35m
Mon 11/3010:30 pm -
2 stops32h 36m
Deal found 10/9![Delta logo]()
$1,063
This Delta deal was found by Cheapflights users on 10/12. 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.
Wed 3/106:00 am -
2 stops33h 00m
Sun 3/2110:30 pm -
2 stops30h 55m
Deal found 10/12![Delta logo]()
$1,065
This Delta deal was found by Cheapflights users on 10/11. 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.
Sun 11/86:04 am -
2 stops32h 56m
Sun 11/1510:30 pm -
2 stops31h 48m
Deal found 10/11![Delta logo]()
$1,112
This Delta deal was found by Cheapflights users on 10/11. 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 2/206:00 am -
2 stops33h 00m
Sun 3/710:30 pm -
2 stops27h 26m
Deal found 10/11![Delta logo]()
$1,115
This Delta deal was found by Cheapflights users on 10/11. 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 12/36:00 am -
2 stops33h 00m
Sun 12/1310:30 pm -
2 stops31h 46m
Deal found 10/11![Delta logo]()
$1,184
This Delta deal was found by Cheapflights users on 10/13. 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.
Sun 11/228:29 am -
2 stops25h 46m
Tue 12/110:30 pm -
1 stop24h 00m
Deal found 10/13![Delta logo]()
$1,393
This Delta deal was found by Cheapflights users on 10/13. 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 11/196:00 am -
2 stops28h 15m
Mon 11/2310:30 pm -
2 stops31h 48m
Deal found 10/13![Delta logo]()
$1,494
This Delta deal was found by Cheapflights users on 10/13. 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 -
2 stops33h 00m
Fri 11/271:40 am -
2 stops35h 14m
Deal found 10/13![Delta logo]()
$1,544
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated October 14, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 10/10. 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.
Tue 10/273:10 pm -
1 stop31h 40m
Tue 11/108:20 pm -
1 stop30h 10m
Deal found 10/10![Cathay Pacific logo]()
$879
This Korean Air deal was found by Cheapflights users on 10/14. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:10 pm -
1 stop27h 50m
Tue 12/81:40 am -
1 stop20h 50m
Deal found 10/14![Korean Air logo]()
$901
This Justfly.com deal was found by Cheapflights users on 10/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:10 pm -
1 stop39h 55m
Sun 11/12:05 pm -
1 stop36h 25m
Deal found 10/14![Cathay Pacific logo]()
$902
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 10/279:29 am -
2 stops30h 31m
Tue 11/1010:30 am -
2 stops26h 24m
Deal found 10/13![Delta logo]()
$912
This oojo deal was found by Cheapflights users on 10/14. 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.
Wed 10/283:10 pm -
1 stop32h 50m
Sun 11/112:55 pm -
1 stop37h 35m
Deal found 10/14![Cathay Pacific logo]()
$893
This Gotogate deal was found by Cheapflights users on 10/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/29:15 pm -
1 stop22h 45m
Tue 11/1711:15 pm -
1 stop24h 45m
Deal found 10/14![Turkish Airlines logo]()
$880
This Turkish Airlines deal was found by Cheapflights users on 10/13. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:45 pm -
1 stop28h 05m
Tue 11/174:35 am -
1 stop27h 45m
Deal found 10/13![Turkish Airlines logo]()
$900
This FlightHub deal was found by Cheapflights users on 10/14. 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.
Wed 11/49:45 am -
1 stop39h 05m
Tue 11/172:00 am -
2 stops43h 40m
Deal found 10/14![Ethiopian Air logo]()
$891
This eDestinos deal was found by Cheapflights users on 10/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:10 pm -
1 stop31h 40m
Mon 11/1612:55 pm -
1 stop37h 35m
Deal found 10/10![Cathay Pacific logo]()
$814
This IEagle deal was found by Cheapflights users on 10/13. 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 IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:10 pm -
1 stop36h 40m
Tue 11/177:30 am -
1 stop19h 00m
Deal found 10/13![Cathay Pacific logo]()
$894
This FlightHub deal was found by Cheapflights users on 10/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:45 am -
1 stop31h 00m
Tue 11/1710:25 am -
1 stop45h 55m
Deal found 10/13![Turkish Airlines logo]()
$898
This FlightHub deal was found by Cheapflights users on 10/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:15 pm -
1 stop44h 35m
Tue 11/174:35 am -
1 stop43h 25m
Deal found 10/12![Turkish Airlines logo]()
$890
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 October 14, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:10 pm -
1 stop36h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Cathay Pacific logo]()
$458
This Delta deal was found by Cheapflights users on 10/11. 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 1/127:00 am -
2 stops27h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$465
This Delta deal was found by Cheapflights users on 10/11. 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 1/119:50 am -
2 stops48h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$476
This oojo deal was found by Cheapflights users on 10/12. 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.
Mon 11/22:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Cathay Pacific logo]()
$483
This oojo deal was found by Cheapflights users on 10/9. 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.
Sun 11/82:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Cathay Pacific logo]()
$498
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Cathay Pacific logo]()
$503
This ScholarTrip deal was found by Cheapflights users on 10/11. 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 ScholarTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/42:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Cathay Pacific logo]()
$504
This Mytrip deal was found by Cheapflights users on 10/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/272:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Cathay Pacific logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/97:30 am -
2 stops44h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$527
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/73:19 pm -
1 stop36h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 10/12. 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.
Thu 1/286:00 am -
2 stops28h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$540
This oojo deal was found by Cheapflights users on 10/11. 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.
Tue 12/12:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Cathay Pacific logo]()
$540
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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $814 (eDestinos) |
One-way from | $458 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $924 |
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 7,457,451 searches. Data last updated October 14, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
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Depart
Return
Cheapest round-trip
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 11/8
2:10 pm-11:50 am
1 stop31h 40m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$498
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 3/23
6:00 am-5:00 am
2 stops34h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$540
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 11/8
2:10 pm-10:25 am
2 stops30h 15m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$592
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 11/15
6:50 pm-8:45 am
1 stop23h 55m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$619
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 11/22
9:00 pm-8:15 pm
2 stops33h 15m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$635
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Mon 11/2
6:44 pm-12:15 am
2 stops39h 31m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$640
Quickest round-trip
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 11/22
8:15 pm-8:45 am
1 stop22h 30m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$651
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Sun 10/25
6:04 am-5:00 am
2 stops33h 56m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$744
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Thu 12/31
6:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$851
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 12/8
6:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$851
Showing 1-10 of 39 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 $947). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,890). 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 40 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 October 14, 2026.
Read reviews from past customers who have flown EVA Air,Turkish Airlines, 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.
Crew
8.7
Comfort
8.3
Overall
8.5
Boarding
8.4
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Comfort
8.3
Overall
8.5
Boarding
8.4
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Comfort
8.3
Overall
8.5
Boarding
8.4
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Comfort
8.3
Overall
8.5
Boarding
8.4
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Comfort
8.3
Overall
8.5
Boarding
8.4
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Comfort
8.3
Overall
8.5
Boarding
8.4
Food
8.1
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - 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.
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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 October 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 7,457,451 searches. Data last updated October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$721 | Average$910 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$770 | Average$1,368 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$792 | Average$963 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$820 | Average$1,124 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$838 | Average$1,076 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$843 | Average$1,497 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$860 | Average$1,177 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$963 | Average$1,078 | FlexibilityNo cancel fee | On-time68% |