$481+ Cheap flights from Singapore to Chicago (CHI)
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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Find cheap flights from Singapore to Chicago 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Singapore to Chicago
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Cheapest flights from Singapore to ChicagoExplore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This lol.travel deal was found by Cheapflights users on 9/13. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:00 am -
1 stop20h 43m
Wed 10/288:49 am -
1 stop33h 11m
Deal found 9/13![Air Canada logo]()
$763
This MakeMyTrip deal was found by Cheapflights users on 9/14. 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 MakeMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:40 am -
1 stop24h 21m
Thu 11/52:00 pm -
2 stops27h 00m
Deal found 9/14![Air Canada logo]()
$777
This SmartFares deal was found by Cheapflights users on 9/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:20 pm -
2 stops31h 17m
Wed 11/43:30 pm -
1 stop25h 30m
Deal found 9/13![Multiple Airlines logo]()
$798
This Jettzy deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop20h 43m
Sun 11/18:49 am -
1 stop32h 11m
Deal found 9/15![Air Canada logo]()
$815
This Air Canada deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Thu 11/128:40 am -
1 stop19h 57m
Wed 11/182:00 pm -
2 stops27h 00m
Deal found 9/15![Air Canada logo]()
$820
This Air Canada deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Sat 11/218:40 am -
1 stop19h 57m
Sun 11/291:55 pm -
2 stops27h 05m
Deal found 9/15![Air Canada logo]()
$821
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1110:30 am -
2 stops26h 24m
Mon 11/161:05 pm -
2 stops41h 20m
Deal found 9/15![Delta logo]()
$845
This Delta deal was found by Cheapflights users on 9/12. 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 11/1110:30 am -
2 stops36h 20m
Tue 1/1212:30 pm -
2 stops45h 45m
Deal found 9/12![Delta logo]()
$848
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/101:40 am -
2 stops28h 38m
Tue 11/176:00 am -
2 stops28h 15m
Deal found 9/15![Delta logo]()
$955
This Delta deal was found by Cheapflights users on 9/12. 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 11/1110:30 am -
2 stops26h 24m
Thu 1/146:00 am -
2 stops28h 15m
Deal found 9/12![Delta logo]()
$958
This Delta deal was found by Cheapflights users on 9/11. 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 10/510:00 pm -
2 stops31h 14m
Tue 10/276:04 am -
2 stops29h 11m
Deal found 9/11![Delta logo]()
$959
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/101:40 am -
2 stops28h 38m
Thu 11/196:00 am -
2 stops33h 00m
Deal found 9/15![Delta logo]()
$1,074
Best flights from Singapore to ChicagoDiscover carefully curated flight deals from Singapore to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Singapore to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1110:30 am -
2 stops26h 24m
Mon 11/161:05 pm -
2 stops41h 20m
Deal found 9/15![Delta logo]()
$845
This Philippine Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/152:20 pm -
1 stop40h 35m
Mon 11/1610:45 pm -
1 stop24h 25m
Deal found 9/15![Philippine Airlines logo]()
$1,052
This Korean Air deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/251:40 am -
1 stop20h 50m
Tue 1/511:10 am -
1 stop43h 15m
Deal found 9/12![Korean Air logo]()
$1,083
This Etihad Airways deal was found by Cheapflights users on 9/12. 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.
Mon 12/217:25 pm -
1 stop26h 30m
Thu 1/77:40 am -
2 stops35h 55m
Deal found 9/12![Etihad Airways logo]()
$1,155
This Japan Airlines deal was found by Cheapflights users on 9/14. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/222:20 am -
1 stop21h 40m
Wed 1/610:10 am -
2 stops41h 15m
Deal found 9/14![Japan Airlines logo]()
$1,189
This Turkish Airlines deal was found by Cheapflights users on 9/14. 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 12/2311:40 am -
1 stop36h 20m
Thu 1/78:15 pm -
1 stop22h 30m
Deal found 9/14![Turkish Airlines logo]()
$1,261
This China Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/302:25 pm -
2 stops28h 25m
Fri 11/64:45 pm -
2 stops30h 20m
Deal found 9/15![Multiple Airlines logo]()
$1,287
This Delta deal was found by Cheapflights users on 9/12. 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 11/1110:30 am -
2 stops36h 20m
Tue 1/1212:30 pm -
2 stops45h 45m
Deal found 9/12![Delta logo]()
$848
This Delta deal was found by Cheapflights users on 9/12. 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 11/1110:30 am -
2 stops39h 20m
Mon 1/115:35 pm -
2 stops40h 40m
Deal found 9/12![Delta logo]()
$848
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 1/271:40 am -
2 stops34h 30m
Thu 2/45:25 pm -
2 stops40h 50m
Deal found 9/15![Delta logo]()
$956
This Japan Airlines deal was found by Cheapflights users on 9/12. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/222:20 am -
1 stop21h 40m
Thu 1/710:25 am -
1 stop24h 25m
Deal found 9/12![Japan Airlines logo]()
$1,191
This Turkish Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 12/2010:25 am -
1 stop37h 35m
Wed 1/611:45 am -
1 stop32h 10m
Deal found 9/14![Turkish Airlines logo]()
$1,261
This Delta deal was found by Cheapflights users on 9/12. 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 11/1110:30 am -
2 stops26h 24m
Thu 1/146:00 am -
2 stops28h 15m
Deal found 9/12![Delta logo]()
$958
This Japan Airlines deal was found by Cheapflights users on 9/13. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/202:20 am -
1 stop21h 40m
Thu 1/710:25 am -
1 stop24h 25m
Deal found 9/13![Japan Airlines logo]()
$1,192
This China Airlines deal was found by Cheapflights users on 9/12. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:55 pm -
2 stops29h 10m
Sat 10/177:05 pm -
2 stops28h 25m
Deal found 9/12![Multiple Airlines logo]()
$1,317
This Delta deal was found by Cheapflights users on 9/11. 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 10/510:00 pm -
2 stops31h 14m
Tue 10/276:04 am -
2 stops29h 11m
Deal found 9/11![Delta logo]()
$959
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1210:30 pm -
2 stops32h 17m
Mon 11/168:34 pm -
2 stops42h 26m
Deal found 9/15![Delta logo]()
$1,074
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/1310:00 pm -
2 stops31h 14m
Wed 10/289:29 am -
2 stops30h 31m
Deal found 9/14![Delta logo]()
$1,078
This Delta deal was found by Cheapflights users on 9/13. 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 10/1510:00 pm -
2 stops26h 54m
Wed 10/289:29 am -
2 stops30h 31m
Deal found 9/13![Delta logo]()
$1,078
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/121:40 am -
2 stops35h 14m
Tue 11/176:00 am -
2 stops28h 15m
Deal found 9/15![Delta logo]()
$1,191
This Delta deal was found by Cheapflights users on 9/13. 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.
Wed 10/2810:30 am -
2 stops35h 14m
Wed 11/46:04 am -
2 stops32h 56m
Deal found 9/13![Delta logo]()
$1,197
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/2310:30 pm -
2 stops38h 33m
Tue 1/55:55 pm -
2 stops40h 20m
Deal found 9/15![Delta logo]()
$1,202
This Delta deal was found by Cheapflights users on 9/13. 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.
Mon 12/2110:30 pm -
2 stops35h 29m
Tue 1/57:00 am -
2 stops27h 15m
Deal found 9/13![Delta logo]()
$1,209
Last-minute flights from Singapore to ChicagoDiscover last-minute flight deals from Singapore to Chicago. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Singapore to Chicago. Data last updated September 16, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/11. 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 9/241:25 am -
2 stops34h 19m
Mon 9/289:29 am -
2 stops30h 31m
Deal found 9/11![Delta logo]()
$1,079
This Delta deal was found by Cheapflights users on 9/11. 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 10/510:00 pm -
2 stops31h 14m
Tue 10/276:04 am -
2 stops29h 11m
Deal found 9/11![Delta logo]()
$959
This China Airlines deal was found by Cheapflights users on 9/12. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:55 pm -
2 stops29h 10m
Sat 10/177:05 pm -
2 stops28h 25m
Deal found 9/12![Multiple Airlines logo]()
$1,317
This lol.travel deal was found by Cheapflights users on 9/13. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:00 am -
1 stop20h 43m
Wed 10/288:49 am -
1 stop33h 11m
Deal found 9/13![Air Canada logo]()
$763
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/1310:00 pm -
2 stops31h 14m
Wed 10/289:29 am -
2 stops30h 31m
Deal found 9/14![Delta logo]()
$1,078
This Jettzy deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop20h 43m
Sun 11/18:49 am -
1 stop32h 11m
Deal found 9/15![Air Canada logo]()
$815
This Air Canada deal was found by Cheapflights users on 9/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop26h 06m
Wed 10/288:49 am -
1 stop33h 11m
Deal found 9/13![Air Canada logo]()
$820
This SmartFares deal was found by Cheapflights users on 9/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:20 pm -
2 stops31h 17m
Wed 11/43:30 pm -
1 stop25h 30m
Deal found 9/13![Multiple Airlines logo]()
$798
This Delta deal was found by Cheapflights users on 9/13. 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.
Wed 10/2810:30 am -
2 stops35h 14m
Wed 11/46:04 am -
2 stops32h 56m
Deal found 9/13![Delta logo]()
$1,197
This MakeMyTrip deal was found by Cheapflights users on 9/14. 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 MakeMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:40 am -
1 stop24h 21m
Thu 11/52:00 pm -
2 stops27h 00m
Deal found 9/14![Air Canada logo]()
$777
This China Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/302:25 pm -
2 stops28h 25m
Fri 11/64:45 pm -
2 stops30h 20m
Deal found 9/15![Multiple Airlines logo]()
$1,287
This Priceline deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:40 am -
1 stop24h 21m
Sat 11/73:45 pm -
2 stops49h 15m
Deal found 9/16![Air Canada logo]()
$822
One-way flights from Singapore to ChicagoSearch for one-way flight options from Singapore to Chicago. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Singapore to Chicago. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This Traveloka deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Traveloka is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:00 am -
1 stop20h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Air Canada logo]()
$481
This CheapTickets.ch deal was found by Cheapflights users on 9/13. 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 CheapTickets.ch is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:00 am -
1 stop20h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Air Canada logo]()
$485
This Mytrip deal was found by Cheapflights users on 9/13. 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.
Thu 10/157:00 am -
1 stop20h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Air Canada logo]()
$498
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
2 stops37h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Air Canada logo]()
$506
This Mytrip deal was found by Cheapflights users on 9/13. 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.
Sat 10/107:00 am -
1 stop26h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Air Canada logo]()
$516
This Justfly.com deal was found by Cheapflights users on 9/14. 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.
Sun 10/258:40 am -
1 stop24h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Air Canada logo]()
$518
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 9/201:25 am -
2 stops45h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$566
This Delta deal was found by Cheapflights users on 9/13. 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 10/131:25 am -
2 stops34h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$567
This Delta deal was found by Cheapflights users on 9/13. 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 10/1110:00 pm -
2 stops37h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$623
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 11/69:05 am -
2 stops40h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$629
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:45 pm -
3 stops46h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$656
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/139:05 am -
3 stops42h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$671
Find flight deals from Singapore to Chicago
Keep the following information in mind while searching for Singapore to Chicago flight deals. Data was last updated September 16, 2026.
Round-trip from | $763 (lol.travel) |
|---|---|
One-way from | $481 (Traveloka) |
Popular in | August |
Cheapest in | September |
Average price | $861 |
Cheapflights Fare Finder
Customize your flight search to find flights from Singapore to Chicago 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 September 16, 2026.
Use the filters below to find and compare flights from Singapore to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Tue 10/13
7:00 am-2:43 pm
1 stop20h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$485
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Thu 11/12
8:40 am-7:52 pm
2 stops25h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$523
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Fri 11/6
8:40 am-7:52 pm
2 stops25h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$523
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Thu 10/22
1:25 am-9:30 am
1 stop21h 05m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$562
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Sun 3/14
10:30 pm-11:50 pm
2 stops38h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$565
SingaporeChicago
SIN Singapore Changi - MDW Chicago Midway
SINMDW
Singapore Changi
Sun 9/20
1:25 am-9:49 am
2 stops45h 24m
Chicago Midway
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$566
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Thu 9/24
7:30 am-11:59 pm
2 stops29h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$566
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Wed 9/23
10:00 pm-8:36 am
2 stops47h 36m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$566
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Sun 2/21
10:30 pm-12:37 pm
2 stops28h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$566
SingaporeChicago
SIN Singapore Changi - MDW Chicago Midway
SINMDW
Singapore Changi
Tue 10/13
1:25 am-10:33 pm
2 stops34h 08m
Chicago Midway
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$567
Showing 1-10 of 42 resultsSorted by cheapest first
Best time to book a flight from Singapore to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Singapore with our price prediction graph.
SIN-ORD
SIN-MDW
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 Singapore to Chicago
SG0-CHI
SIN-ORD
SIN-MDW
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 16, 2026.
Read through reviews of airlines operating flights from Singapore to Chicago, such as Japan Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.7
Comfort
8.2
Overall
8.3
Entertainment
7.8
Boarding
8.4
Crew
8.7
Reviews
1 / 20
4.0
OkayClark,Aug 2026
BDL - ORD
Food
7.7
Comfort
8.2
Overall
8.3
Entertainment
7.8
Boarding
8.4
Crew
8.7
Reviews
1 / 20
4.0
OkayClark,Aug 2026
BDL - ORD
Related info for your journey
Find useful and relevant information for your journey from Singapore to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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