$434+ Cheap flights from Chicago (CHI) to Singapore (SIN)
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 7 — Sep 141
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Singapore with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Singapore
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Cheapest flights from Chicago to SingaporeExplore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 8, 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 8, 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 8/7. 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 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 8/7![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
Sun 10/41:25 am -
2 stops24h 14m
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
Mon 10/1910:00 pm -
2 stops33h 00m
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 8, 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 8, 2026.
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.
Tue 10/276:04 am -
2 stops33h 56m
Tue 11/1010:30 pm -
2 stops28h 05m
Deal found 8/6![Delta logo]()
$935
This Turkish Airlines 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2111:45 am -
1 stop39h 55m
Tue 1/2610:25 am -
1 stop45h 55m
Deal found 8/6![Turkish Airlines logo]()
$940
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 Etihad Airways 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:25 pm -
1 stop24h 15m
Wed 10/79:00 pm -
1 stop31h 40m
Deal found 8/7![Etihad Airways logo]()
$1,033
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 9/221:00 pm -
2 stops45h 55m
Sun 10/410:00 pm -
2 stops27h 39m
Deal found 8/7![Delta logo]()
$935
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 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.
Wed 9/239:29 am -
2 stops25h 26m
Tue 10/610:00 pm -
2 stops27h 47m
Deal found 8/7![Delta logo]()
$935
This Korean Air 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:30 pm -
1 stop27h 30m
Thu 10/221:25 am -
1 stop21h 05m
Deal found 8/7![Korean Air logo]()
$1,058
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.
Sat 9/198:10 pm -
1 stop24h 20m
Tue 10/65:25 am -
1 stop41h 15m
Deal found 8/7![Turkish Airlines logo]()
$1,020
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 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 11/1911:45 am -
1 stop29h 05m
Sun 11/294:35 am -
1 stop27h 45m
Deal found 8/7![Turkish Airlines logo]()
$1,061
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.
Wed 8/195:10 pm -
2 stops37h 05m
Wed 10/217:30 am -
2 stops28h 03m
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.
Thu 8/209:24 am -
2 stops25h 31m
Wed 10/217:30 am -
2 stops28h 03m
Deal found 8/7![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 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 8/4. 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 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated August 8, 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 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 Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:40 pm -
1 stop24h 35m
Tue 10/67:00 am -
1 stop20h 43m
Deal found 8/4![Air Canada logo]()
$806
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 8, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated August 8, 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 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 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 8/5. 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.
Thu 9/39:24 am -
2 stops25h 31m
Deal found 8/5![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
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.
Wed 8/195:10 pm -
2 stops37h 05m
Deal found 8/7![Delta logo]()
$501
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.
Wed 1/205:59 pm -
2 stops40h 11m
Deal found 8/5![Delta logo]()
$513
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 August 8, 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 | $1,265 |
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 8, 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
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 10/27
6:04 am-5:00 am
2 stops33h 56m
Singapore Changi
Tue 11/10
10:30 pm-12:35 pm
2 stops28h 05m
$935
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 9/22
1:00 pm-11:55 pm
2 stops45h 55m
Singapore Changi
Sun 10/4
10:00 pm-12:39 pm
2 stops27h 39m
$935
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Wed 9/23
9:29 am-11:55 pm
2 stops25h 26m
Singapore Changi
Tue 10/6
10:00 pm-12:47 pm
2 stops27h 47m
$935
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 1/21
11:45 am-5:40 pm
1 stop39h 55m
Singapore Changi
Tue 1/26
10:25 am-6:20 pm
1 stop45h 55m
$940
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 9/22
7:13 pm-11:55 pm
2 stops39h 42m
Singapore Changi
Tue 10/6
7:30 am-10:33 pm
2 stops28h 03m
$940
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 8/19
5:10 pm-7:15 pm
2 stops37h 05m
Singapore Changi
Wed 10/21
7:30 am-10:33 pm
2 stops28h 03m
$969
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Thu 8/20
9:24 am-11:55 pm
2 stops25h 31m
Singapore Changi
Wed 10/21
7:30 am-10:33 pm
2 stops28h 03m
$969
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
Showing 1-10 of 34 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 August.
| 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 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 $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 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 $1,074 and $1,480 in September.The cheapest round-trip price found within the last 5 days was $766 on Air Canada (Sep 10-Sep 24).
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.
Incheon (ICN) – chosen by Cheapflights users on 25% 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 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 8, 2026.
Get a feel of what it's like to fly with Cathay Pacific,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
8.1
Boarding
7.9
Comfort
7.5
Entertainment
7.7
Food
7.3
Overall
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Boarding
7.9
Comfort
7.5
Entertainment
7.7
Food
7.3
Overall
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Boarding
7.9
Comfort
7.5
Entertainment
7.7
Food
7.3
Overall
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Boarding
7.9
Comfort
7.5
Entertainment
7.7
Food
7.3
Overall
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Boarding
7.9
Comfort
7.5
Entertainment
7.7
Food
7.3
Overall
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Crew
8.1
Boarding
7.9
Comfort
7.5
Entertainment
7.7
Food
7.3
Overall
7.6
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
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 August 8, 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 August 8, 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 August 8, 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 8, 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$992 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$721 | Average$901 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$770 | Average$1,276 | 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$884 | Average$1,423 | 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% |