$417+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
May 22 — May 291
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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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 April 22, 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 April 22, 2026.
This IEagle deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 6/11:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Mon 6/811:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/17![Air India logo]()
$891
This IEagle deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/241:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Mon 9/1411:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/20![Air India logo]()
$901
This IEagle deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/11:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Wed 6/1011:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/20![Air India logo]()
$920
This Justfly.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/241:10 pm
ORD
- SIN
1 stop29h 15m
Air India
Tue 9/151:10 pm
SIN
- ORD
2 stops35h 00m
Air India
Deal found 4/20![Air India logo]()
$925
This IEagle deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 6/11:10 pm
ORD
- SIN
1 stop29h 15m
Air India
Thu 9/241:10 pm
SIN
- ORD
2 stops35h 00m
Air India
Deal found 4/19![Air India logo]()
$927
This Justfly.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/241:10 pm
ORD
- SIN
1 stop29h 15m
Air India
Sun 9/138:25 am
SIN
- ORD
2 stops39h 45m
Air India
Deal found 4/20![Air India logo]()
$931
This IEagle deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Fri 5/151:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Mon 5/2511:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/21![Air India logo]()
$944
This IEagle deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 6/11:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Sun 6/148:25 am
SIN
- ORD
2 stops39h 45m
Air India
Deal found 4/18![Air India logo]()
$947
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/49:29 am
MDW
- SIN
2 stops30h 31m
Delta
Wed 5/137:30 am
SIN
- MDW
2 stops26h 39m
Delta
Deal found 4/20![Delta logo]()
$1,154
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/36:00 am
MDW
- SIN
2 stops34h 00m
Delta
Tue 5/1210:00 pm
SIN
- MDW
2 stops36h 09m
Delta
Deal found 4/21![Delta logo]()
$1,204
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 9/179:30 am
MDW
- SIN
2 stops25h 25m
Delta
Mon 9/217:30 am
SIN
- MDW
2 stops27h 16m
Delta
Deal found 4/20![Delta logo]()
$1,229
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 11/165:35 pm
MDW
- SIN
2 stops40h 35m
Delta
Tue 11/2410:40 am
SIN
- MDW
2 stops25h 05m
Delta
Deal found 4/20![Delta logo]()
$1,234
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 April 22, 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 April 22, 2026.
This Gurufare deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:00 pm
ORD
- SIN
1 stop30h 45m
Cathay Pacific
Mon 9/149:45 am
SIN
- ORD
1 stop41h 35m
Cathay Pacific
Deal found 4/21![Cathay Pacific logo]()
$977
This IEagle deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 9/301:10 pm
ORD
- SIN
1 stop31h 05m
Air India
Thu 11/128:00 pm
SIN
- ORD
2 stops29h 30m
Air India
Deal found 4/21![Air India logo]()
$1,084
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Mon 9/148:45 am
SIN
- ORD
1 stop22h 47m
United Airlines
Deal found 4/21![United Airlines logo]()
$1,141
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 9/39:20 am
MDW
- SIN
2 stops30h 40m
Delta
Mon 9/147:30 am
SIN
- MDW
2 stops27h 16m
Delta
Deal found 4/21![Delta logo]()
$1,154
This Korean Air deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Wed 6/39:23 am
MDW
- SIN
2 stops25h 32m
Multiple Airlines
Sat 8/221:25 am
SIN
- MDW
2 stops24h 05m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$1,653
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Mon 9/218:35 pm
SIN
- ORD
1 stop22h 24m
United Airlines
Deal found 4/20![United Airlines logo]()
$1,141
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 9/179:30 am
MDW
- SIN
2 stops25h 25m
Delta
Mon 9/217:30 am
SIN
- MDW
2 stops27h 16m
Delta
Deal found 4/20![Delta logo]()
$1,229
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Thu 9/108:35 pm
SIN
- ORD
1 stop21h 26m
United Airlines
Deal found 4/17![United Airlines logo]()
$1,145
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/225:30 am
ORD
- SIN
2 stops29h 25m
Delta
Fri 8/287:30 am
SIN
- ORD
2 stops27h 28m
Delta
Deal found 4/20![Delta logo]()
$1,254
This United Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:58 pm
ORD
- SIN
2 stops27h 17m
United Airlines
Thu 8/278:35 pm
SIN
- ORD
2 stops27h 44m
United Airlines
Deal found 4/18![United Airlines logo]()
$1,145
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:00 am
ORD
- SIN
1 stop23h 35m
United Airlines
Tue 9/158:35 pm
SIN
- ORD
1 stop21h 26m
United Airlines
Deal found 4/17![United Airlines logo]()
$1,191
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/36:00 am
MDW
- SIN
2 stops34h 00m
Delta
Wed 5/131:25 am
SIN
- MDW
2 stops32h 44m
Delta
Deal found 4/20![Delta logo]()
$1,429
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
ORD
- SIN
1 stop23h 35m
United Airlines
Thu 9/108:35 pm
SIN
- ORD
1 stop21h 26m
United Airlines
Deal found 4/17![United Airlines logo]()
$1,191
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:20 am
ORD
- SIN
1 stop23h 15m
United Airlines
Thu 5/146:15 am
SIN
- ORD
2 stops31h 44m
United Airlines
Deal found 4/20![United Airlines logo]()
$1,203
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/226:00 am
MDW
- SIN
2 stops28h 55m
Delta
Fri 8/2810:00 pm
SIN
- MDW
2 stops30h 27m
Delta
Deal found 4/20![Delta logo]()
$1,514
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 8/59:49 am
MDW
- SIN
2 stops30h 11m
Delta
Fri 8/2110:00 pm
SIN
- MDW
2 stops30h 27m
Delta
Deal found 4/21![Delta logo]()
$1,539
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Fri 8/76:05 am
MDW
- SIN
2 stops28h 50m
Delta
Sun 8/1610:00 pm
SIN
- MDW
2 stops31h 27m
Delta
Deal found 4/20![Delta logo]()
$1,572
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/66:23 am
MDW
- SIN
2 stops28h 32m
Delta
Fri 6/121:25 am
SIN
- MDW
2 stops27h 15m
Delta
Deal found 4/21![Delta logo]()
$1,624
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 7/269:49 am
MDW
- SIN
2 stops30h 11m
Delta
Sun 8/910:00 pm
SIN
- MDW
2 stops26h 54m
Delta
Deal found 4/17![Delta logo]()
$1,645
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 7/165:10 pm
MDW
- SIN
2 stops41h 45m
Delta
Wed 7/2910:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 4/17![Delta logo]()
$1,650
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/256:23 am
MDW
- SIN
2 stops33h 37m
Delta
Tue 6/210:00 pm
SIN
- MDW
2 stops31h 12m
Delta
Deal found 4/19![Delta logo]()
$1,669
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated April 22, 2026 and is based on user searches.
This KAYAK deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/214:15 pm
ORD
- SIN
1 stop24h 15m
Cathay Pacific
Mon 5/188:05 pm
SIN
- ORD
1 stop30h 50m
Cathay Pacific
Deal found 4/17![Cathay Pacific logo]()
$1,002
This Gurufare deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:15 pm
ORD
- SIN
1 stop24h 15m
Cathay Pacific
Tue 5/198:05 pm
SIN
- ORD
1 stop30h 50m
Cathay Pacific
Deal found 4/17![Cathay Pacific logo]()
$977
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:15 pm
ORD
- SIN
1 stop24h 15m
Cathay Pacific
Wed 5/201:45 am
SIN
- ORD
1 stop25h 10m
Cathay Pacific
Deal found 4/17![Cathay Pacific logo]()
$995
This lol.travel deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/304:15 pm
ORD
- SIN
1 stop24h 15m
Cathay Pacific
Sat 5/161:25 pm
SIN
- ORD
1 stop37h 30m
Cathay Pacific
Deal found 4/21![Cathay Pacific logo]()
$1,008
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/49:29 am
MDW
- SIN
2 stops30h 31m
Delta
Wed 5/137:30 am
SIN
- MDW
2 stops26h 39m
Delta
Deal found 4/20![Delta logo]()
$1,154
This IEagle deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Fri 5/151:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Mon 5/2511:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/21![Air India logo]()
$944
This IEagle deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Fri 5/151:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Wed 5/2011:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/18![Air India logo]()
$974
This IEagle deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/201:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Wed 5/2711:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/20![Air India logo]()
$968
This FlightHub deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Sat 6/611:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/21![Air India logo]()
$976
This Justfly.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/201:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Tue 5/261:10 pm
SIN
- ORD
2 stops35h 00m
Air India
Deal found 4/19![Air India logo]()
$1,007
This IEagle deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Fri 5/221:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Wed 6/311:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/18![Air India logo]()
$967
This IEagle deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Fri 5/221:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Sat 5/3011:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 4/17![Air India logo]()
$1,005
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 April 22, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Mon 4/271:00 pm
ORD
- SIN
1 stop31h 40m
Etihad Airways
Deal found 4/17![Etihad Airways logo]()
$417
This Mytrip deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:00 pm
ORD
- SIN
1 stop31h 40m
Etihad Airways
Deal found 4/18![Etihad Airways logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Wed 8/196:50 am
ORD
- SIN
3 stops40h 20m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 8/119:07 pm
ORD
- SIN
2 stops48h 33m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$450
This Justfly.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/61:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Deal found 4/17![Air India logo]()
$453
This IEagle deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/11:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Deal found 4/21![Air India logo]()
$474
This IEagle deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Fri 5/151:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Deal found 4/21![Air India logo]()
$482
This Justfly.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/131:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Deal found 4/17![Air India logo]()
$494
This FlightHub deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Deal found 4/19![Air India logo]()
$505
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/195:25 pm
MDW
- SIN
2 stops36h 50m
Delta
Deal found 4/20![Delta logo]()
$638
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 8/126:45 pm
MDW
- SIN
2 stops40h 10m
Delta
Deal found 4/20![Delta logo]()
$649
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/37:16 pm
MDW
- SIN
2 stops58h 59m
Delta
Deal found 4/17![Delta logo]()
$650
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 April 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $891 (IEagle) |
One-way from | $417 (Cheapflightsfares) |
Popular in | December |
Cheapest in | September |
Average price | $1,034 |
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 April 22, 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 - SIN
ORDSIN
Chicago O'Hare Intl
Thu 9/3
4:00 pm-11:45 am
1 stop30h 45m
Singapore Changi
Mon 9/14
9:45 am-2:20 pm
1 stop41h 35m
$977
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 9/30
1:10 pm-9:15 am
1 stop31h 05m
Singapore Changi
Thu 11/12
8:00 pm-11:30 am
2 stops29h 30m
$1,084
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 9/3
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Mon 9/14
8:45 am-6:32 pm
1 stop22h 47m
$1,141
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 9/17
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Mon 9/21
8:35 pm-5:59 am
1 stop22h 24m
$1,141
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 8/26
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Thu 9/10
8:35 pm-5:01 am
1 stop21h 26m
$1,145
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 8/18
1:58 pm-6:15 am
2 stops27h 17m
Singapore Changi
Thu 8/27
8:35 pm-11:19 am
2 stops27h 44m
$1,145
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 9/3
9:20 am-5:00 am
2 stops30h 40m
Singapore Changi
Mon 9/14
7:30 am-9:46 pm
2 stops27h 16m
$1,154
Quickest round-trip
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 8/21
6:00 am-6:35 pm
1 stop23h 35m
Singapore Changi
Tue 9/15
8:35 pm-5:01 am
1 stop21h 26m
$1,191
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 8/22
6:00 am-6:35 pm
1 stop23h 35m
Singapore Changi
Thu 9/10
8:35 pm-5:01 am
1 stop21h 26m
$1,191
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 5/1
6:20 am-6:35 pm
1 stop23h 15m
Singapore Changi
Thu 5/14
6:15 am-12:59 am
2 stops31h 44m
$1,203
Showing 1-10 of 37 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 $492). Flying from Chicago to Singapore in July is currently the most expensive (average of $875). 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.
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 April 22, 2026.
Read reviews from past customers who have flown EVA Air,Cathay Pacific, andTurkish 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.
Boarding
8.4
Crew
8.6
Comfort
8.3
Food
8.1
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Crew
8.6
Comfort
8.3
Food
8.1
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Crew
8.6
Comfort
8.3
Food
8.1
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Crew
8.6
Comfort
8.3
Food
8.1
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Crew
8.6
Comfort
8.3
Food
8.1
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Crew
8.6
Comfort
8.3
Food
8.1
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
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.
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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 April 22, 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 April 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$697 | Average$963 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$698 | Average$1,426 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$698 | Average$876 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$705 | Average$1,128 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$770 | Average$976 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$814 | Average$1,081 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,058 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$872 | Average$1,340 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$1,101 | Average$1,454 | FlexibilityNo cancel fee | On-time74% |