$405+ Cheap flights from Chicago (CHI) to Singapore (SIN)
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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Nov 12 — Nov 191
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
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 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 13, 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 13, 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 10/9. 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.
Tue 10/273:10 pm -
1 stop31h 40m
Tue 11/108:20 pm -
1 stop30h 10m
Deal found 10/9![Cathay Pacific logo]()
$879
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 Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:45 am -
1 stop39h 05m
Thu 11/262:00 am -
2 stops43h 40m
Deal found 10/12![Ethiopian Air logo]()
$891
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.
Mon 11/92:10 pm -
1 stop31h 40m
Mon 11/238:20 pm -
1 stop30h 10m
Deal found 10/10![Cathay Pacific logo]()
$893
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 Booking.com 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 Booking.com 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 10/11![Turkish Airlines logo]()
$901
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 11/237:30 am -
2 stops31h 30m
Mon 12/710:30 pm -
2 stops26h 29m
Deal found 10/9![Delta logo]()
$903
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.
Thu 11/266:40 am -
2 stops32h 20m
Thu 12/1010:30 am -
2 stops25h 05m
Deal found 10/9![Delta logo]()
$904
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 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 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.
Sun 11/151:31 pm -
2 stops49h 29m
Tue 12/110:30 pm -
2 stops56h 20m
Deal found 10/12![Delta logo]()
$923
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 13, 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 13, 2026.
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 11/237:30 am -
2 stops31h 30m
Mon 12/710:30 pm -
2 stops26h 29m
Deal found 10/9![Delta logo]()
$903
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.
Tue 10/279:29 am -
2 stops30h 31m
Tue 11/1010:30 am -
2 stops26h 24m
Deal found 10/10![Delta logo]()
$912
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 10/277:35 am -
2 stops32h 25m
Tue 11/1010:30 pm -
2 stops37h 17m
Deal found 10/11![Delta logo]()
$912
This Delta deal was found by Cheapflights users on 10/8. 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 11/266:40 am -
2 stops32h 20m
Thu 12/1010:30 am -
2 stops25h 05m
Deal found 10/8![Delta logo]()
$951
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1011:10 am -
1 stop23h 05m
Sun 3/2110:30 pm -
2 stops33h 02m
Deal found 10/8![Delta logo]()
$1,060
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 11/108:04 am -
2 stops30h 56m
Tue 11/1710:30 pm -
2 stops30h 19m
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 11/96:49 am -
2 stops27h 26m
Mon 11/2310:30 pm -
2 stops34h 35m
Deal found 10/10![Delta logo]()
$1,062
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 11/236:00 am -
2 stops28h 15m
Mon 12/710:30 pm -
2 stops31h 46m
Deal found 10/9![Delta logo]()
$1,063
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 10/13. 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
Thu 12/1010:30 pm -
2 stops27h 34m
Deal found 10/13![Delta logo]()
$1,112
This Delta deal was found by Cheapflights users on 10/8. 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 11/266:00 am -
2 stops33h 00m
Wed 12/91:40 am -
2 stops28h 36m
Deal found 10/8![Delta logo]()
$1,113
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:49 am -
2 stops32h 11m
Mon 11/3010:30 pm -
2 stops34h 39m
Deal found 10/8![Delta logo]()
$1,113
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 10/12. 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 2/66:00 am -
2 stops28h 15m
Sun 2/1410:30 pm -
2 stops31h 55m
Deal found 10/12![Delta logo]()
$1,115
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.
Wed 3/106:00 am -
2 stops33h 00m
Sat 3/201:40 am -
2 stops27h 45m
Deal found 10/9![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
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated October 13, 2026 and is based on user searches.
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.
Tue 10/273:10 pm -
1 stop31h 40m
Tue 11/108:20 pm -
1 stop30h 10m
Deal found 10/9![Cathay Pacific logo]()
$879
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 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 10/13. 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 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.
Mon 11/92:10 pm -
1 stop31h 40m
Mon 11/238:20 pm -
1 stop30h 10m
Deal found 10/10![Cathay Pacific logo]()
$893
This Booking.com 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 Booking.com 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 10/11![Turkish Airlines logo]()
$901
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 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.
Sun 11/151:31 pm -
2 stops49h 29m
Tue 12/110:30 pm -
2 stops56h 20m
Deal found 10/12![Delta logo]()
$923
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:45 am -
1 stop39h 05m
Thu 11/262:00 am -
2 stops43h 40m
Deal found 10/12![Ethiopian Air logo]()
$891
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 11/237:30 am -
2 stops31h 30m
Mon 12/710:30 pm -
2 stops26h 29m
Deal found 10/9![Delta logo]()
$903
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.
Thu 11/266:40 am -
2 stops32h 20m
Thu 12/1010:30 am -
2 stops25h 05m
Deal found 10/9![Delta logo]()
$904
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 13, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
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 2/231:15 pm -
1 stop30h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Etihad Airways logo]()
$405
This IEagle deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/251:15 pm -
1 stop30h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Etihad Airways logo]()
$408
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/232:15 pm -
1 stop30h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Etihad Airways logo]()
$418
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.
Sun 3/142:15 pm -
1 stop30h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Etihad Airways logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/257:30 am -
2 stops44h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$458
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/235:40 am -
2 stops47h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$461
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1910:45 pm -
1 stop35h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Philippine Airlines logo]()
$462
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 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 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
Find flight deals from Chicago to Singapore
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Singapore (SIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $814 (eDestinos) |
One-way from | $405 (oojo) |
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 13, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Fri 2/19
7:00 am-5:00 am
2 stops32h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$530
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
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 2/23
6:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$540
Quickest round-trip
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sat 11/7
2:10 pm-5:40 am
1 stop25h 30m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$543
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 10/25
2:15 pm-1:50 pm
2 stops58h 35m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$562
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 2/25
6:50 pm-8:10 am
3 stops47h 20m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$615
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
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sat 11/7
9:00 pm-12:45 am
2 stops37h 45m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$674
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 12/1
6:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$704
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
Showing 1-10 of 35 resultsSorted by cheapest first
Compare providers for flights from Chicago to Singapore
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Singapore in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Singapore flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Singapore flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Singapore flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Singapore flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Singapore
Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.
CHI-SIN
ORD-SIN
MDW-SIN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Singapore
CHI-SIN
ORD-SIN
MDW-SIN
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 much does it cost to fly round-trip from Chicago to Singapore?
Airfare is below average for this route at the moment.
Chicago to Singapore flights typically cost between $906 and $947 in November.The cheapest round-trip price found within the last 5 days was $814 on Cathay Pacific (Nov 9-Nov 16).
What’s the top layover airport for flights from Chicago to Singapore?
Share of 1-stop round-trip flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same layover each way.
Abu Dhabi (AUH) – chosen by Cheapflights users on 43% of 1-stop itineraries from Chicago to Singapore on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Singapore?
Average round-trip fare for 1-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Hong Kong (HKG) is the most affordable 1-stop option, with an average round-trip price of $882.
What’s the fastest layover option from Chicago to Singapore?
Shortest average travel time for 1-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Incheon (ICN) have the shortest average one-way travel time for 1-stop routes: 22h 45m.
Which airport typically offers the quickest layover for flights from Chicago to Singapore?
Average layover duration for 1-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Incheon (ICN) offer the fastest connection on this route, with an average layover time of 1h 50m.
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 13, 2026.
Get a feel of what it's like to fly with EVA Air,Turkish Airlines, andUnited Airlines from Chicago to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Crew
8.7
Boarding
8.4
Food
8.1
Comfort
8.3
Entertainment
8.0
Overall
8.5
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Singapore
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Complete your trip
Complete your trip to Singapore by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Singapore by cabin class
Find flights from Chicago to Singapore, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Singapore flights
Browse other Chicago and Singapore flight options. Last updated on October 13, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Singapore
Explore flights to Singapore departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 13, 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 13, 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% |