$495+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
Oct 13 — Oct 201
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
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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 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 13, 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 13, 2026.
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:15 am -
2 stops26h 33m
Thu 10/293:30 pm -
1 stop26h 30m
Deal found 9/8![Air Canada logo]()
$806
This AirNGo deal was found by Cheapflights users on 9/9. 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 AirNGo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:00 am -
1 stop26h 06m
Sun 10/258:49 am -
1 stop33h 11m
Deal found 9/9![Air Canada logo]()
$812
This Bravofly 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:40 am -
1 stop20h 50m
Fri 1/1511:10 am -
1 stop23h 05m
Deal found 9/11![Korean Air logo]()
$816
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:00 am -
1 stop20h 43m
Thu 10/293:30 pm -
1 stop26h 30m
Deal found 9/9![Air Canada logo]()
$819
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am -
1 stop20h 43m
Sat 10/243:40 pm -
2 stops30h 35m
Deal found 9/8![Air Canada logo]()
$823
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop20h 43m
Sat 10/313:45 pm -
2 stops50h 15m
Deal found 9/9![Air Canada logo]()
$825
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:10 pm -
2 stops34h 49m
Tue 11/178:40 am -
2 stops32h 20m
Deal found 9/9![Air Canada logo]()
$827
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:50 pm -
2 stops34h 16m
Tue 10/278:40 am -
2 stops33h 20m
Deal found 9/11![Air Canada logo]()
$829
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 9/11. 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 11/1010:30 am -
2 stops26h 24m
Sun 1/175:35 pm -
2 stops40h 40m
Deal found 9/11![Delta logo]()
$849
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
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 13, 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 13, 2026.
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:15 am -
2 stops26h 33m
Thu 10/293:30 pm -
1 stop26h 30m
Deal found 9/8![Air Canada logo]()
$806
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 United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:10 am -
1 stop25h 35m
Mon 11/96:00 am -
1 stop24h 15m
Deal found 9/12![United Airlines logo]()
$1,035
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 9/9. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:00 pm -
1 stop24h 35m
Mon 10/263:09 pm -
2 stops29h 26m
Deal found 9/9![Multiple Airlines logo]()
$1,090
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
Wed 1/136:00 am -
2 stops48h 25m
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 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 9/11. 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 1/241:40 am -
2 stops34h 30m
Thu 2/185:25 pm -
2 stops40h 50m
Deal found 9/11![Delta logo]()
$849
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.
Thu 12/2410:30 pm -
1 stop24h 00m
Tue 1/511:10 am -
1 stop43h 15m
Deal found 9/12![Korean Air logo]()
$1,083
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:20 pm -
1 stop22h 53m
Mon 1/185:58 am -
1 stop24h 17m
Deal found 9/11![United Airlines logo]()
$1,121
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.
Sun 1/241:40 am -
2 stops33h 57m
Thu 2/186:00 am -
2 stops33h 00m
Deal found 9/11![Delta logo]()
$849
This China Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:55 pm -
2 stops29h 10m
Thu 10/293:55 pm -
2 stops32h 10m
Deal found 9/8![Multiple Airlines logo]()
$1,297
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 China Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/181:55 pm -
2 stops29h 10m
Thu 10/293:55 pm -
2 stops32h 10m
Deal found 9/9![Multiple Airlines logo]()
$1,297
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 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:55 pm -
2 stops28h 55m
Fri 10/306:15 pm -
2 stops29h 50m
Deal found 9/8![Multiple Airlines logo]()
$1,308
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.
Sun 10/111:25 am -
2 stops35h 09m
Sun 10/256:30 am -
2 stops33h 30m
Deal found 9/12![Delta logo]()
$959
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:25 am -
1 stop21h 05m
Fri 10/305:27 am -
2 stops34h 33m
Deal found 9/8![Delta logo]()
$1,073
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.
Sat 12/2610:30 pm -
2 stops37h 18m
Mon 1/43:00 pm -
2 stops43h 15m
Deal found 9/12![Delta logo]()
$1,077
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 11/1210:30 pm -
2 stops31h 48m
Thu 1/146:00 am -
2 stops28h 15m
Deal found 9/11![Delta logo]()
$1,078
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 11/121:40 am -
2 stops35h 14m
Fri 1/156:00 am -
2 stops28h 15m
Deal found 9/11![Delta logo]()
$1,078
Last-minute flights from Singapore to ChicagoDiscover last-minute flight deals from Singapore to Chicago. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from Singapore to Chicago. Data last updated September 13, 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 Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:15 am -
2 stops26h 33m
Thu 10/293:30 pm -
1 stop26h 30m
Deal found 9/8![Air Canada logo]()
$806
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.
Mon 10/510:00 pm -
1 stop24h 30m
Tue 10/2712:10 pm -
1 stop27h 50m
Deal found 9/11![Korean Air logo]()
$827
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:50 pm -
2 stops34h 16m
Tue 10/278:40 am -
2 stops33h 20m
Deal found 9/11![Air Canada logo]()
$829
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 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:55 pm -
2 stops29h 10m
Thu 10/293:55 pm -
2 stops32h 10m
Deal found 9/8![Multiple Airlines logo]()
$1,297
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am -
1 stop20h 43m
Sat 10/243:40 pm -
2 stops30h 35m
Deal found 9/8![Air Canada logo]()
$823
This AirNGo deal was found by Cheapflights users on 9/9. 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 AirNGo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:00 am -
1 stop26h 06m
Sun 10/258:49 am -
1 stop33h 11m
Deal found 9/9![Air Canada logo]()
$812
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1410:50 pm -
2 stops34h 16m
Mon 10/269:21 pm -
2 stops44h 39m
Deal found 9/9![Air Canada logo]()
$836
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:00 am -
1 stop20h 43m
Thu 10/293:30 pm -
1 stop26h 30m
Deal found 9/9![Air Canada logo]()
$819
This China Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/181:55 pm -
2 stops34h 20m
Thu 10/293:55 pm -
2 stops32h 10m
Deal found 9/8![Multiple Airlines logo]()
$1,302
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop20h 43m
Sat 10/313:45 pm -
2 stops50h 15m
Deal found 9/9![Air Canada logo]()
$825
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 13, 2026.
Search for one-way flight options from Singapore to Chicago. Find affordable one-way fares based on user searches. Data last updated September 13, 2026.
This SmartFares deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:40 am -
1 stop19h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$495
This Trip.com deal was found by Cheapflights users on 9/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop20h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$498
This Mytrip deal was found by Cheapflights users on 9/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:40 am -
1 stop19h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$516
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:40 am -
1 stop19h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$519
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:00 am -
1 stop20h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Air Canada logo]()
$520
This Air Canada deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/128:40 am -
2 stops37h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$523
This Booking.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/298:30 am -
2 stops37h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Air Canada logo]()
$535
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1010:20 pm -
2 stops35h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Air Canada logo]()
$537
This Gotogate deal was found by Cheapflights users on 9/10. 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.
Mon 9/287:30 am -
1 stop39h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Korean Air logo]()
$562
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.
Thu 2/1110:30 am -
2 stops25h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Delta logo]()
$567
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/141:40 am -
2 stops28h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![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
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 13, 2026.
Round-trip from | $780 (Jettzy) |
|---|---|
One-way from | $495 (SmartFares) |
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 13, 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
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Wed 2/10
10:20 pm-7:58 pm
2 stops35h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$537
Quickest round-trip
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Thu 1/28
1:40 am-8:30 am
1 stop20h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$563
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
$563
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Wed 2/10
1:40 am-8:30 am
1 stop20h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$564
SingaporeChicago
SIN Singapore Changi - MDW Chicago Midway
SINMDW
Singapore Changi
Thu 2/11
10:30 am-10:10 pm
2 stops25h 40m
Chicago Midway
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$567
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Thu 2/11
10:30 am-11:50 pm
2 stops27h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$567
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Mon 9/21
7:30 am-11:55 am
2 stops41h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$567
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Thu 10/22
12:50 am-8:06 pm
2 stops32h 16m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$606
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Wed 2/10
11:10 pm-8:30 am
1 stop23h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$619
SingaporeChicago
SIN Singapore Changi - ORD Chicago O'Hare Intl
SINORD
Singapore Changi
Thu 9/24
1:25 am-2:29 pm
2 stops26h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:30 pm
Nonstop0h 00m
$622
Showing 1-10 of 38 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 13, 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.
Boarding
8.4
Overall
8.3
Comfort
8.2
Food
7.7
Entertainment
7.8
Crew
8.7
Reviews
1 / 20
4.0
OkayClark,Aug 2026
BDL - ORD
Boarding
8.4
Overall
8.3
Comfort
8.2
Food
7.7
Entertainment
7.8
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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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