$434+ Cheap flights from Chicago (CHI) to Singapore
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Sep 8 — Sep 151
Round-trip
1 adult, Economy
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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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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 August 9, 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 August 9, 2026.
This lol.travel deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Thu 9/103:40 pm -
1 stop24h 35m
Thu 9/247:00 am -
1 stop20h 43m
Deal found 8/7![Air Canada logo]()
$766
This Justfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/307:45 pm -
1 stop44h 30m
Tue 10/67:00 am -
2 stops35h 01m
Deal found 8/7![Air Canada logo]()
$803
This lol.travel deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Wed 9/237:48 pm -
1 stop44h 27m
Tue 9/297:00 am -
1 stop20h 43m
Deal found 8/5![Air Canada logo]()
$805
This Air Canada deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/273:30 pm -
1 stop26h 30m
Tue 11/108:40 am -
1 stop19h 57m
Deal found 8/5![Air Canada logo]()
$806
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/285:10 pm -
2 stops37h 05m
Tue 10/610:00 pm -
2 stops27h 47m
Deal found 8/4![Delta logo]()
$935
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/227:13 pm -
2 stops39h 42m
Tue 10/67:30 am -
2 stops28h 03m
Deal found 8/7![Delta logo]()
$940
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/277:13 pm -
2 stops39h 42m
Tue 10/610:00 pm -
2 stops27h 47m
Deal found 8/4![Delta logo]()
$941
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:59 am -
2 stops30h 01m
Wed 9/167:30 am -
2 stops28h 14m
Deal found 8/7![Delta logo]()
$969
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/306:42 pm -
2 stops40h 13m
Tue 9/87:30 am -
2 stops28h 14m
Deal found 8/7![Delta logo]()
$974
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/307:25 pm -
2 stops39h 30m
Mon 9/1410:00 pm -
2 stops27h 39m
Deal found 8/7![Delta logo]()
$975
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 10/1110:01 am -
2 stops29h 59m
Tue 10/207:30 am -
2 stops28h 03m
Deal found 8/4![Delta logo]()
$985
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/79:24 am -
2 stops30h 36m
Sun 9/137:30 am -
2 stops28h 14m
Deal found 8/7![Delta logo]()
$1,019
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 August 9, 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 August 9, 2026.
This Air Canada deal was found by Cheapflights users on 8/8. 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.
Tue 9/88:45 am -
2 stops31h 30m
Tue 9/297:00 am -
2 stops26h 12m
Deal found 8/8![Air Canada logo]()
$813
This Delta deal was found by Cheapflights users on 8/8. 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.
Tue 10/275:15 pm -
2 stops38h 10m
Tue 11/1010:30 pm -
2 stops28h 05m
Deal found 8/8![Delta logo]()
$935
This Korean Air deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/2412:10 pm -
1 stop22h 45m
Thu 10/221:25 am -
1 stop21h 05m
Deal found 8/4![Korean Air logo]()
$974
This Turkish Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Thu 9/248:10 pm -
1 stop26h 00m
Fri 10/910:25 am -
1 stop36h 15m
Deal found 8/7![Turkish Airlines logo]()
$980
This British Airways deal was found by Cheapflights users on 8/8. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/29:50 pm -
1 stop28h 15m
Sat 1/911:15 pm -
1 stop28h 30m
Deal found 8/8![British Airways logo]()
$1,815
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/147:00 am -
2 stops33h 00m
Thu 11/1910:40 am -
2 stops27h 19m
Deal found 8/6![Delta logo]()
$935
This Singapore Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Singapore Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:35 am -
2 stops32h 15m
Wed 9/2312:10 pm -
1 stop34h 48m
Deal found 8/5![Multiple Airlines logo]()
$1,967
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/277:13 pm -
2 stops39h 42m
Tue 10/610:00 pm -
2 stops27h 47m
Deal found 8/4![Delta logo]()
$941
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/309:59 am -
2 stops30h 01m
Tue 10/67:30 am -
2 stops28h 03m
Deal found 8/6![Delta logo]()
$969
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/710:01 am -
2 stops44h 14m
Tue 10/137:30 am -
2 stops38h 14m
Deal found 8/6![Delta logo]()
$975
This Delta deal was found by Cheapflights users on 8/8. 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.
Sat 10/245:30 pm -
2 stops46h 30m
Tue 11/310:30 pm -
2 stops36h 22m
Deal found 8/8![Delta logo]()
$993
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 10/39:59 am -
2 stops30h 01m
Tue 10/610:00 pm -
2 stops27h 47m
Deal found 8/4![Delta logo]()
$1,019
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/79:24 am -
2 stops30h 36m
Sun 9/137:30 am -
2 stops28h 14m
Deal found 8/7![Delta logo]()
$1,019
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/106:05 am -
2 stops33h 55m
Wed 9/231:25 am -
2 stops34h 19m
Deal found 8/7![Delta logo]()
$1,085
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 2/15:30 am -
2 stops33h 30m
Mon 3/110:30 pm -
1 stop24h 10m
Deal found 8/4![Delta logo]()
$1,109
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/86:30 am -
2 stops33h 30m
Sun 10/111:25 am -
2 stops26h 03m
Deal found 8/6![Delta logo]()
$1,119
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 1/306:30 pm -
2 stops39h 40m
Sun 2/710:30 pm -
1 stop24h 10m
Deal found 8/6![Delta logo]()
$1,159
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated August 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated August 9, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:25 pm -
2 stops39h 30m
Mon 10/1910:00 pm -
2 stops33h 00m
Deal found 8/7![Delta logo]()
$1,025
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:59 am -
2 stops30h 01m
Wed 9/167:30 am -
2 stops28h 14m
Deal found 8/7![Delta logo]()
$969
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/306:42 pm -
2 stops40h 13m
Tue 9/87:30 am -
2 stops28h 14m
Deal found 8/7![Delta logo]()
$974
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/307:25 pm -
2 stops39h 30m
Mon 9/1410:00 pm -
2 stops27h 39m
Deal found 8/7![Delta logo]()
$975
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/79:24 am -
2 stops30h 36m
Sun 9/137:30 am -
2 stops28h 14m
Deal found 8/7![Delta logo]()
$1,019
This Air Canada deal was found by Cheapflights users on 8/8. 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.
Tue 9/83:40 pm -
1 stop24h 35m
Tue 9/297:00 am -
1 stop20h 43m
Deal found 8/8![Air Canada logo]()
$806
This lol.travel deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Thu 9/103:40 pm -
1 stop24h 35m
Thu 9/247:00 am -
1 stop20h 43m
Deal found 8/7![Air Canada logo]()
$766
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/227:13 pm -
2 stops39h 42m
Tue 10/67:30 am -
2 stops28h 03m
Deal found 8/7![Delta logo]()
$940
This lol.travel deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Wed 9/237:48 pm -
1 stop44h 27m
Tue 9/297:00 am -
1 stop20h 43m
Deal found 8/5![Air Canada logo]()
$805
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/277:13 pm -
2 stops39h 42m
Tue 10/610:00 pm -
2 stops27h 47m
Deal found 8/4![Delta logo]()
$941
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/285:10 pm -
2 stops37h 05m
Tue 10/610:00 pm -
2 stops27h 47m
Deal found 8/4![Delta logo]()
$935
This Justfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/307:45 pm -
1 stop44h 30m
Tue 10/67:00 am -
2 stops35h 01m
Deal found 8/7![Air Canada logo]()
$803
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 August 9, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
This SmartFares deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Mon 8/172:00 pm -
1 stop30h 40m
Deal found 8/7![Etihad Airways logo]()
$434
This Cheapflightsfares deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:25 pm -
1 stop24h 15m
Deal found 8/7![Etihad Airways logo]()
$435
This oojo deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:00 pm -
1 stop30h 40m
Deal found 8/5![Etihad Airways logo]()
$438
This oojo deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 8/258:25 pm -
1 stop24h 15m
Deal found 8/4![Etihad Airways logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/158:25 pm -
1 stop24h 15m
Deal found 8/5![Etihad Airways logo]()
$449
This Etihad Airways deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/218:25 pm -
1 stop24h 15m
Deal found 8/5![Etihad Airways logo]()
$451
This IEagle deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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.
Wed 9/2312:10 pm -
1 stop22h 45m
Deal found 8/6![Korean Air logo]()
$465
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/158:25 am -
2 stops31h 35m
Deal found 8/5![Delta logo]()
$473
This Cheapflightsfares deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:00 pm -
1 stop30h 40m
Deal found 8/4![Etihad Airways logo]()
$474
This Delta deal was found by Cheapflights users on 8/8. 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.
Tue 10/2010:01 am -
2 stops29h 59m
Deal found 8/8![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 10/207:35 am -
2 stops32h 25m
Deal found 8/4![Delta logo]()
$477
This Expedia deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Fri 9/188:25 pm -
1 stop24h 15m
Deal found 8/5![Etihad Airways logo]()
$481
Find flight deals from Chicago to Singapore
Keep the following information in mind while searching for Chicago to Singapore flight deals. Data was last updated August 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $766 (lol.travel) |
One-way from | $434 (SmartFares) |
Popular in | December |
Cheapest in | April |
Average price | $1,257 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Singapore that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 9, 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
Tue 9/8
8:45 am-5:15 am
2 stops31h 30m
Singapore Changi
Tue 9/29
7:00 am-8:12 pm
2 stops26h 12m
$813
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 10/27
5:15 pm-8:25 pm
2 stops38h 10m
Singapore Changi
Tue 11/10
10:30 pm-12:35 pm
2 stops28h 05m
$935
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Wed 10/14
7:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Thu 11/19
10:40 am-11:59 pm
2 stops27h 19m
$935
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Sun 9/27
7:13 pm-11:55 pm
2 stops39h 42m
Singapore Changi
Tue 10/6
10:00 pm-12:47 pm
2 stops27h 47m
$941
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Wed 9/30
9:59 am-5:00 am
2 stops30h 01m
Singapore Changi
Tue 10/6
7:30 am-10:33 pm
2 stops28h 03m
$969
Quickest round-trip
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 9/24
12:10 pm-11:55 pm
1 stop22h 45m
Singapore Changi
Thu 10/22
1:25 am-9:30 am
1 stop21h 05m
$974
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Wed 10/7
10:01 am-7:15 pm
2 stops44h 14m
Singapore Changi
Tue 10/13
7:30 am-8:44 am
2 stops38h 14m
$975
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 9/24
8:10 pm-11:10 am
1 stop26h 00m
Singapore Changi
Fri 10/9
10:25 am-9:40 am
1 stop36h 15m
$980
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sat 10/24
5:30 pm-5:00 am
2 stops46h 30m
Singapore Changi
Tue 11/3
10:30 pm-8:52 pm
2 stops36h 22m
$993
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Sat 10/3
9:59 am-5:00 am
2 stops30h 01m
Singapore Changi
Tue 10/6
10:00 pm-12:47 pm
2 stops27h 47m
$1,019
Showing 1-10 of 34 resultsSorted by cheapest first
Best time to book a flight from Chicago to Singapore
Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.
ORD-SIN
MDW-SIN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Singapore
CHI-SG0
ORD-SIN
MDW-SIN
What is the cheapest month to book a flight from Chicago to Singapore?
Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of $940). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,927). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from Chicago to Singapore?
The best time to book flights from Chicago to Singapore is 19 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 August 9, 2026.
Read reviews from past customers who have flown Cathay Pacific,Turkish Airlines, andUnited Airlines from Chicago to Singapore. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Overall
7.6
Comfort
7.5
Boarding
7.9
Entertainment
7.7
Food
7.3
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Overall
7.6
Comfort
7.5
Boarding
7.9
Entertainment
7.7
Food
7.3
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Overall
7.6
Comfort
7.5
Boarding
7.9
Entertainment
7.7
Food
7.3
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Overall
7.6
Comfort
7.5
Boarding
7.9
Entertainment
7.7
Food
7.3
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Overall
7.6
Comfort
7.5
Boarding
7.9
Entertainment
7.7
Food
7.3
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Overall
7.6
Comfort
7.5
Boarding
7.9
Entertainment
7.7
Food
7.3
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
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
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Alternative routes for Chicago to Singapore
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Singapore by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Singapore by cabin class
Find flights from Chicago to Singapore, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Singapore flights
Browse other Chicago and Singapore flight options. Last updated on August 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 10 airlines flying from Chicago to Singapore
Discover the top 10 airlines that operate flights from Chicago to Singapore. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$689 | Average$1,175 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$705 | Average$1,140 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$709 | Average$986 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$721 | Average$910 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$770 | Average$1,746 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$792 | Average$963 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$920 | Average$1,450 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$963 | Average$1,077 | FlexibilityNo cancel fee | On-time68% |