$376+ Cheap flights from Chicago (CHI) to Singapore
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Oct 6 — Oct 131
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 September 6, 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 September 6, 2026.
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/2![Air Canada logo]()
$794
This Air Canada deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:05 am -
2 stops33h 55m
Thu 11/198:40 am -
2 stops25h 12m
Deal found 9/1![Air Canada logo]()
$800
This Air Canada deal was found by Cheapflights users on 9/5. 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.
Wed 11/187:05 am -
2 stops33h 55m
Thu 12/38:40 am -
2 stops25h 12m
Deal found 9/5![Air Canada logo]()
$801
This Air Canada deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:49 am -
1 stop33h 11m
Mon 11/99:00 pm -
2 stops31h 37m
Deal found 9/1![Air Canada logo]()
$806
This Korean Air deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Mon 11/2311:10 am -
1 stop27h 50m
Thu 12/310:30 am -
1 stop36h 00m
Deal found 9/1![Korean Air logo]()
$813
This Air Canada deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:48 pm -
1 stop44h 27m
Wed 9/306:15 am -
2 stops26h 51m
Deal found 9/3![Air Canada logo]()
$816
This Trip.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:00 pm -
1 stop24h 40m
Wed 9/239:00 pm -
1 stop31h 40m
Deal found 9/3![Etihad Airways logo]()
$817
This Air Canada deal was found by Cheapflights users on 9/5. 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.
Mon 10/198:49 am -
2 stops26h 56m
Mon 10/269:00 pm -
2 stops36h 01m
Deal found 9/5![Air Canada logo]()
$818
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 stops25h 41m
Tue 11/1010:30 pm -
2 stops28h 21m
Deal found 9/1![Delta logo]()
$824
This Delta deal was found by Cheapflights users on 9/4. 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.
Wed 9/309:29 am -
2 stops25h 26m
Tue 10/67:30 am -
2 stops28h 03m
Deal found 9/4![Delta logo]()
$936
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 11/235:13 pm -
2 stops37h 12m
Fri 12/410:40 am -
2 stops36h 15m
Deal found 9/1![Delta logo]()
$978
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/311:35 am -
2 stops52h 25m
Mon 10/1210:00 pm -
2 stops27h 47m
Deal found 9/1![Delta logo]()
$1,084
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 September 6, 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 September 6, 2026.
This Korean Air deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Tue 1/1911:10 am -
1 stop23h 05m
Mon 1/2510:30 pm -
1 stop24h 00m
Deal found 9/1![Korean Air logo]()
$813
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 2/17:00 am -
2 stops27h 10m
Mon 3/110:30 pm -
2 stops39h 16m
Deal found 9/1![Delta logo]()
$974
This Etihad Airways deal was found by Cheapflights users on 9/4. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/13:59 pm -
2 stops27h 36m
Mon 3/17:25 pm -
1 stop26h 30m
Deal found 9/4![Multiple Airlines logo]()
$999
This Etihad Airways deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 1/191:10 pm -
1 stop30h 25m
Mon 1/257:25 pm -
2 stops36h 18m
Deal found 9/2![Etihad Airways logo]()
$1,005
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 11/246:23 am -
2 stops27h 47m
Fri 12/410:40 am -
2 stops36h 24m
Deal found 9/1![Delta logo]()
$978
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 1/197:00 am -
2 stops27h 10m
Mon 1/2510:30 pm -
1 stop24h 10m
Deal found 9/1![Delta logo]()
$1,076
This Delta deal was found by Cheapflights users on 9/4. 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 10/276:04 am -
2 stops29h 06m
Mon 11/91:35 am -
2 stops28h 43m
Deal found 9/4![Delta logo]()
$1,086
This China Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:30 pm -
2 stops32h 00m
Mon 10/52:00 am -
2 stops41h 05m
Deal found 9/2![Multiple Airlines logo]()
$1,404
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/236:05 am -
2 stops28h 50m
Tue 9/291:25 am -
2 stops27h 50m
Deal found 9/3![Delta logo]()
$1,086
This China Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/274:45 pm -
3 stops31h 20m
Tue 11/102:25 pm -
2 stops29h 35m
Deal found 9/3![Multiple Airlines logo]()
$1,417
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/246:05 am -
2 stops28h 50m
Tue 9/291:25 am -
2 stops27h 50m
Deal found 9/2![Delta logo]()
$1,086
This Delta deal was found by Cheapflights users on 9/5. 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 1/212:55 pm -
2 stops39h 30m
Mon 1/251:40 am -
2 stops29h 41m
Deal found 9/5![Delta logo]()
$1,086
This China Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:45 pm -
3 stops30h 45m
Tue 10/272:00 am -
2 stops31h 20m
Deal found 9/2![Multiple Airlines logo]()
$1,528
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/209:29 am -
2 stops25h 26m
Thu 10/2910:30 pm -
2 stops30h 44m
Deal found 9/3![Delta logo]()
$1,265
This China Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:55 am -
2 stops35h 35m
Thu 10/222:00 am -
3 stops35h 40m
Deal found 9/1![Multiple Airlines logo]()
$1,730
This Delta deal was found by Cheapflights users on 9/5. 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.
Sat 11/215:13 pm -
2 stops41h 02m
Sat 11/2810:30 pm -
2 stops31h 48m
Deal found 9/5![Delta logo]()
$1,450
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:00 am -
2 stops28h 10m
Wed 12/21:35 am -
2 stops28h 42m
Deal found 9/1![Delta logo]()
$1,500
This Delta deal was found by Cheapflights users on 9/4. 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.
Thu 10/86:04 am -
2 stops33h 56m
Mon 10/1210:00 pm -
2 stops26h 54m
Deal found 9/4![Delta logo]()
$1,531
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:00 am -
2 stops28h 10m
Fri 12/41:35 am -
2 stops27h 30m
Deal found 9/1![Delta logo]()
$1,550
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated September 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated September 6, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Mon 9/79:15 am -
2 stops55h 00m
Sun 9/1310:00 pm -
2 stops52h 23m
Deal found 9/2![Air Canada logo]()
$821
This Trip.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:00 pm -
1 stop24h 40m
Wed 9/239:00 pm -
1 stop31h 40m
Deal found 9/3![Etihad Airways logo]()
$817
This Air Canada deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:48 pm -
1 stop44h 27m
Wed 9/306:15 am -
2 stops26h 51m
Deal found 9/3![Air Canada logo]()
$816
This Delta deal was found by Cheapflights users on 9/4. 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.
Wed 9/309:29 am -
2 stops25h 26m
Tue 10/67:30 am -
2 stops28h 03m
Deal found 9/4![Delta logo]()
$936
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/311:35 am -
2 stops52h 25m
Mon 10/1210:00 pm -
2 stops27h 47m
Deal found 9/1![Delta logo]()
$1,084
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/311:35 am -
2 stops52h 25m
Fri 10/910:00 pm -
2 stops27h 47m
Deal found 9/1![Delta logo]()
$1,090
This Air Canada deal was found by Cheapflights users on 9/5. 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.
Mon 10/198:49 am -
2 stops26h 56m
Mon 10/269:00 pm -
2 stops36h 01m
Deal found 9/5![Air Canada logo]()
$818
This IEagle deal was found by Cheapflights users on 9/4. 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 IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:25 pm -
1 stop24h 15m
Mon 10/267:25 pm -
1 stop26h 30m
Deal found 9/4![Etihad Airways logo]()
$824
This FlightHub deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Sun 10/2512:50 pm -
2 stops53h 05m
Sun 11/19:00 pm -
2 stops31h 37m
Deal found 9/2![Air Canada logo]()
$823
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/2![Air Canada logo]()
$794
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 stops25h 41m
Tue 11/1010:30 pm -
2 stops28h 21m
Deal found 9/1![Delta logo]()
$824
This Air Canada deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:40 am -
2 stops33h 20m
Mon 11/99:00 pm -
2 stops37h 01m
Deal found 9/1![Air Canada logo]()
$806
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 September 6, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
This Kissandfly.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:25 pm -
1 stop24h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Etihad Airways logo]()
$376
This Gotogate deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:25 pm -
1 stop24h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Etihad Airways logo]()
$377
This IEagle deal was found by Cheapflights users on 9/4. 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 IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/131:10 pm -
1 stop30h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Etihad Airways logo]()
$378
This IEagle deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Tue 9/222:00 pm -
1 stop30h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Etihad Airways logo]()
$383
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:00 pm -
1 stop30h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Etihad Airways logo]()
$386
This Mytrip deal was found by Cheapflights users on 9/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:25 pm -
1 stop24h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Etihad Airways logo]()
$392
This Flightnetwork deal was found by Cheapflights users on 9/5. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:25 pm -
1 stop24h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Etihad Airways logo]()
$393
This Delta deal was found by Cheapflights users on 9/5. 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 10/139:29 am -
2 stops44h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Delta logo]()
$474
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/1410:12 am -
2 stops29h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 9/5. 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.
Mon 10/125:31 pm -
2 stops46h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Delta logo]()
$480
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/259:29 am -
2 stops30h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/176:44 pm -
2 stops45h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$515
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 September 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $794 (Air Canada) |
One-way from | $376 (Kissandfly.com) |
Popular in | December |
Cheapest in | November |
Average price | $974 |
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 September 6, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
Fly from
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Route
Depart
Return
Cheapest round-trip
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Wed 9/23
4:15 pm-8:50 pm
1 stop39h 35m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$442
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 10/13
10:12 am-5:00 am
2 stops29h 48m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$478
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Wed 10/14
10:12 am-5:00 am
2 stops29h 48m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$478
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Mon 10/19
9:29 am-5:00 am
2 stops30h 31m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$478
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Tue 9/29
7:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$478
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Wed 9/23
6:10 am-5:00 am
2 stops33h 50m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$478
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Tue 10/20
6:35 am-5:00 am
2 stops33h 25m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$478
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Mon 10/12
5:31 pm-5:00 am
2 stops46h 29m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$489
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Mon 10/5
8:25 pm-11:55 pm
2 stops38h 30m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$489
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Fri 10/16
2:00 pm-9:40 am
1 stop30h 40m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$500
Showing 1-10 of 39 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 $1,901). 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 41 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 September 6, 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.
Overall
7.6
Boarding
7.9
Crew
8.1
Entertainment
7.7
Food
7.3
Comfort
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Overall
7.6
Boarding
7.9
Crew
8.1
Entertainment
7.7
Food
7.3
Comfort
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Overall
7.6
Boarding
7.9
Crew
8.1
Entertainment
7.7
Food
7.3
Comfort
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Overall
7.6
Boarding
7.9
Crew
8.1
Entertainment
7.7
Food
7.3
Comfort
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Overall
7.6
Boarding
7.9
Crew
8.1
Entertainment
7.7
Food
7.3
Comfort
7.6
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Overall
7.6
Boarding
7.9
Crew
8.1
Entertainment
7.7
Food
7.3
Comfort
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
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 September 6, 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 7,457,451 searches. Data last updated September 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$721 | Average$901 | 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$795 | Average$1,168 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$822 | Average$1,076 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$829 | Average$1,055 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$843 | Average$1,497 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$860 | Average$1,177 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$963 | Average$1,077 | FlexibilityNo cancel fee | On-time68% | |
| Cheapest$999 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A |