$313+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Mar 5 — Mar 121
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 February 3, 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 February 3, 2026.
This IEagle deal was found by Cheapflights users on 2/1. 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.
Mon 3/92:30 pm
ORD
- SIN
1 stop42h 15m
Air India
Mon 3/1611:00 pm
SIN
- ORD
2 stops50h 30m
Air India
Deal found 2/1![Air India logo]()
$717
This Justfly.com deal was found by Cheapflights users on 2/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1612:50 pm
ORD
- SIN
1 stop30h 55m
Turkish Airlines
Thu 3/265:15 am
SIN
- ORD
1 stop27h 10m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$771
This Justfly.com deal was found by Cheapflights users on 2/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/108:20 pm
ORD
- SIN
1 stop22h 15m
Turkish Airlines
Wed 2/1811:40 am
SIN
- ORD
1 stop36h 25m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$780
This FlightHub deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/1112:50 pm
ORD
- SIN
1 stop39h 45m
Turkish Airlines
Wed 3/1811:25 pm
SIN
- ORD
1 stop33h 00m
Turkish Airlines
Deal found 1/31![Turkish Airlines logo]()
$781
This CrystalTravel deal was found by Cheapflights users on 2/2. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:15 pm
ORD
- SIN
1 stop30h 30m
Cathay Pacific
Wed 4/228:05 pm
SIN
- ORD
1 stop30h 50m
Cathay Pacific
Deal found 2/2![Cathay Pacific logo]()
$785
This oojo deal was found by Cheapflights users on 2/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/108:20 pm
ORD
- SIN
1 stop22h 15m
Turkish Airlines
Fri 2/2011:40 am
SIN
- ORD
1 stop36h 25m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$794
This FlightHub deal was found by Cheapflights users on 2/2. 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.
Tue 4/144:15 pm
ORD
- SIN
1 stop24h 15m
Cathay Pacific
Wed 4/228:05 pm
SIN
- ORD
1 stop30h 50m
Cathay Pacific
Deal found 2/2![Cathay Pacific logo]()
$800
This Gotogate deal was found by Cheapflights users on 2/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/811:50 am
ORD
- SIN
1 stop39h 45m
Turkish Airlines
Tue 2/245:15 am
SIN
- ORD
1 stop42h 50m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$803
This Justfly.com deal was found by Cheapflights users on 2/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/288:10 pm
ORD
- SIN
1 stop32h 45m
Turkish Airlines
Thu 4/25:25 am
SIN
- ORD
1 stop41h 15m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$808
This KAYAK deal was found by Cheapflights users on 2/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:15 pm
ORD
- SIN
1 stop24h 15m
Cathay Pacific
Wed 4/228:05 pm
SIN
- ORD
1 stop30h 50m
Cathay Pacific
Deal found 2/2![Cathay Pacific logo]()
$812
This Justfly.com deal was found by Cheapflights users on 2/2. 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 3/28:20 pm
ORD
- SIN
1 stop22h 25m
Turkish Airlines
Thu 3/55:15 am
SIN
- ORD
1 stop42h 50m
Turkish Airlines
Deal found 2/2![Turkish Airlines logo]()
$816
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/36:20 pm
MDW
- SIN
2 stops39h 50m
Delta
Mon 3/91:35 am
SIN
- MDW
2 stops33h 56m
Delta
Deal found 1/31![Delta logo]()
$901
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 February 3, 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 February 3, 2026.
This Justfly.com deal was found by Cheapflights users on 2/3. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:50 pm
ORD
- SIN
1 stop39h 45m
Turkish Airlines
Thu 3/265:15 am
SIN
- ORD
1 stop27h 10m
Turkish Airlines
Deal found 2/3![Turkish Airlines logo]()
$816
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3012:40 pm
ORD
- SIN
1 stop29h 05m
United Airlines
Thu 5/148:35 pm
SIN
- ORD
1 stop21h 50m
United Airlines
Deal found 2/2![United Airlines logo]()
$874
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/36:20 pm
MDW
- SIN
2 stops39h 50m
Delta
Mon 3/91:35 am
SIN
- MDW
2 stops33h 56m
Delta
Deal found 1/31![Delta logo]()
$901
This China Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 4/166:10 pm
MDW
- SIN
2 stops29h 25m
Multiple Airlines
Sat 4/182:00 am
SIN
- MDW
2 stops35h 50m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$1,284
This Turkish Airlines deal was found by Cheapflights users on 2/1. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/99:20 pm
ORD
- SIN
1 stop22h 25m
Turkish Airlines
Thu 3/1210:15 am
SIN
- ORD
1 stop37h 50m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$866
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:01 am
ORD
- SIN
1 stop32h 59m
United Airlines
Mon 3/210:10 am
SIN
- ORD
1 stop27h 16m
United Airlines
Deal found 2/2![United Airlines logo]()
$882
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:03 pm
ORD
- SIN
2 stops30h 32m
United Airlines
Mon 4/279:00 am
SIN
- ORD
2 stops24h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$886
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Sun 5/310:45 pm
ORD
- SIN
2 stops30h 50m
United Airlines
Thu 5/78:35 pm
SIN
- ORD
2 stops27h 20m
United Airlines
Deal found 1/31![United Airlines logo]()
$886
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:55 pm
ORD
- SIN
2 stops34h 20m
United Airlines
Mon 3/210:10 am
SIN
- ORD
2 stops26h 49m
United Airlines
Deal found 2/2![United Airlines logo]()
$886
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 4/176:00 am
MDW
- SIN
2 stops34h 00m
Delta
Wed 4/227:30 am
SIN
- MDW
2 stops27h 58m
Delta
Deal found 2/2![Delta logo]()
$1,191
This China Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/311:10 am
MDW
- SIN
3 stops35h 55m
Multiple Airlines
Tue 3/102:25 pm
SIN
- MDW
2 stops34h 15m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$1,293
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Mon 3/96:17 am
ORD
- SIN
1 stop24h 58m
United Airlines
Thu 3/1210:10 am
SIN
- ORD
2 stops25h 45m
United Airlines
Deal found 1/31![United Airlines logo]()
$886
This Delta deal was found by Cheapflights users on 2/2. 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 4/189:27 am
MDW
- SIN
2 stops30h 33m
Delta
Tue 4/2110:30 pm
SIN
- MDW
2 stops36h 58m
Delta
Deal found 2/2![Delta logo]()
$1,191
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:51 am
ORD
- SIN
2 stops31h 09m
United Airlines
Tue 3/1010:20 pm
SIN
- ORD
2 stops24h 47m
United Airlines
Deal found 2/2![United Airlines logo]()
$886
This Delta deal was found by Cheapflights users on 2/1. 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.
Sun 3/299:30 am
MDW
- SIN
2 stops30h 30m
Delta
Mon 4/201:10 am
SIN
- MDW
2 stops34h 18m
Delta
Deal found 2/1![Delta logo]()
$1,191
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 4/176:00 am
MDW
- SIN
2 stops34h 00m
Delta
Tue 4/2110:30 pm
SIN
- MDW
2 stops36h 58m
Delta
Deal found 2/2![Delta logo]()
$1,191
This Delta deal was found by Cheapflights users on 2/2. 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 3/46:00 am
MDW
- SIN
2 stops28h 10m
Delta
Wed 3/1110:40 am
SIN
- MDW
2 stops24h 51m
Delta
Deal found 2/2![Delta logo]()
$1,237
This Delta deal was found by Cheapflights users on 2/2. 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 4/309:31 am
MDW
- SIN
2 stops25h 09m
Delta
Thu 5/147:30 am
SIN
- MDW
2 stops26h 39m
Delta
Deal found 2/2![Delta logo]()
$1,237
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 4/176:00 am
MDW
- SIN
2 stops34h 00m
Delta
Thu 4/231:10 am
SIN
- MDW
2 stops34h 18m
Delta
Deal found 2/2![Delta logo]()
$1,241
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 4/146:00 am
MDW
- SIN
2 stops28h 40m
Delta
Tue 4/217:30 am
SIN
- MDW
2 stops27h 58m
Delta
Deal found 2/2![Delta logo]()
$1,291
This Delta deal was found by Cheapflights users on 2/2. 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 4/169:31 am
MDW
- SIN
2 stops30h 29m
Delta
Wed 4/221:10 am
SIN
- MDW
2 stops24h 33m
Delta
Deal found 2/2![Delta logo]()
$1,332
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated February 3, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 2/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/811:50 am
ORD
- SIN
1 stop39h 45m
Turkish Airlines
Tue 2/245:15 am
SIN
- ORD
1 stop42h 50m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$803
This Justfly.com deal was found by Cheapflights users on 2/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/108:20 pm
ORD
- SIN
1 stop22h 15m
Turkish Airlines
Wed 2/1811:40 am
SIN
- ORD
1 stop36h 25m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$780
This oojo deal was found by Cheapflights users on 2/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/108:20 pm
ORD
- SIN
1 stop22h 15m
Turkish Airlines
Fri 2/2011:40 am
SIN
- ORD
1 stop36h 25m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$794
This ScholarTrip deal was found by Cheapflights users on 2/2. 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 ScholarTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:35 pm
ORD
- SIN
1 stop25h 05m
Cathay Pacific
Mon 3/27:40 am
SIN
- ORD
1 stop19h 15m
Cathay Pacific
Deal found 2/2![Cathay Pacific logo]()
$822
This Justfly.com deal was found by Cheapflights users on 2/2. 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 3/28:20 pm
ORD
- SIN
1 stop22h 25m
Turkish Airlines
Thu 3/55:15 am
SIN
- ORD
1 stop42h 50m
Turkish Airlines
Deal found 2/2![Turkish Airlines logo]()
$816
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/36:20 pm
MDW
- SIN
2 stops39h 50m
Delta
Mon 3/91:35 am
SIN
- MDW
2 stops33h 56m
Delta
Deal found 1/31![Delta logo]()
$901
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:20 pm
ORD
- SIN
1 stop31h 15m
Turkish Airlines
Wed 3/1111:40 am
SIN
- ORD
1 stop36h 25m
Turkish Airlines
Deal found 2/2![Turkish Airlines logo]()
$818
This IEagle deal was found by Cheapflights users on 2/1. 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.
Mon 3/92:30 pm
ORD
- SIN
1 stop42h 15m
Air India
Mon 3/1611:00 pm
SIN
- ORD
2 stops50h 30m
Air India
Deal found 2/1![Air India logo]()
$717
This FlightHub deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/1112:50 pm
ORD
- SIN
1 stop39h 45m
Turkish Airlines
Wed 3/1811:25 pm
SIN
- ORD
1 stop33h 00m
Turkish Airlines
Deal found 1/31![Turkish Airlines logo]()
$781
This Justfly.com deal was found by Cheapflights users on 2/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1612:50 pm
ORD
- SIN
1 stop30h 55m
Turkish Airlines
Thu 3/265:15 am
SIN
- ORD
1 stop27h 10m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$771
This Justfly.com deal was found by Cheapflights users on 2/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/288:10 pm
ORD
- SIN
1 stop32h 45m
Turkish Airlines
Thu 4/25:25 am
SIN
- ORD
1 stop41h 15m
Turkish Airlines
Deal found 2/1![Turkish Airlines logo]()
$808
This Delta deal was found by Cheapflights users on 2/1. 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.
Sun 3/299:30 am
MDW
- SIN
2 stops30h 30m
Delta
Mon 4/201:10 am
SIN
- MDW
2 stops34h 18m
Delta
Deal found 2/1![Delta logo]()
$1,191
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 February 3, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:58 pm
ORD
- SIN
3 stops55h 17m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$313
This Travelocity deal was found by Cheapflights users on 2/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/43:54 pm
ORD
- SIN
2 stops31h 06m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$342
This Justfly.com deal was found by Cheapflights users on 2/2. 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.
Wed 3/41:30 pm
ORD
- SIN
1 stop29h 50m
Air India
Deal found 2/2![Air India logo]()
$363
This oojo deal was found by Cheapflights users on 2/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/271:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Deal found 2/3![Air India logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/92:30 pm
ORD
- SIN
1 stop42h 15m
Air India
Deal found 2/2![Air India logo]()
$384
This Booking.com deal was found by Cheapflights users on 2/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/31:10 pm
ORD
- SIN
1 stop29h 20m
Air India
Deal found 2/1![Air India logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:51 pm
ORD
- SIN
3 stops49h 14m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/57:45 pm
ORD
- SIN
2 stops44h 45m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/89:08 pm
ORD
- SIN
3 stops47h 27m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:04 pm
MDW
- SIN
2 stops56h 01m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$535
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/153:21 pm
MDW
- SIN
3 stops47h 04m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/38:30 pm
MDW
- SIN
3 stops51h 45m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$651
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 February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $717 (IEagle) |
One-way from | $313 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $815 |
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 February 3, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
Fly from
Chicago
Fly to
Singapore
Route
Depart
Return
Price
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 3/17
12:50 pm-5:35 pm
1 stop39h 45m
Singapore Changi
Thu 3/26
5:15 am-7:25 pm
1 stop27h 10m
$816
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 3/9
9:20 pm-8:45 am
1 stop22h 25m
Singapore Changi
Thu 3/12
10:15 am-11:05 am
1 stop37h 50m
$866
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 4/30
12:40 pm-6:45 am
1 stop29h 05m
Singapore Changi
Thu 5/14
8:35 pm-5:25 am
1 stop21h 50m
$874
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 2/17
9:01 am-8:00 am
1 stop32h 59m
Singapore Changi
Mon 3/2
10:10 am-11:26 pm
1 stop27h 16m
$882
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 4/13
11:03 pm-6:35 pm
2 stops30h 32m
Singapore Changi
Mon 4/27
9:00 am-8:26 pm
2 stops24h 26m
$886
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 5/3
10:45 pm-6:35 pm
2 stops30h 50m
Singapore Changi
Thu 5/7
8:35 pm-10:55 am
2 stops27h 20m
$886
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 2/18
7:55 pm-8:15 pm
2 stops34h 20m
Singapore Changi
Mon 3/2
10:10 am-10:59 pm
2 stops26h 49m
$886
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 3/9
6:17 am-8:15 pm
1 stop24h 58m
Singapore Changi
Thu 3/12
10:10 am-10:55 pm
2 stops25h 45m
$886
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 2/25
10:51 am-8:00 am
2 stops31h 09m
Singapore Changi
Tue 3/10
10:20 pm-10:07 am
2 stops24h 47m
$886
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 3/3
6:20 pm-12:10 am
2 stops39h 50m
Singapore Changi
Mon 3/9
1:35 am-10:31 pm
2 stops33h 56m
$901
Showing 1-10 of 41 results
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, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $661). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,314). 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 February 3, 2026.
Read reviews from past customers who have flown EVA Air, Cathay Pacific, and United Airlines from Chicago to Singapore. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
8.0
Boarding
8.4
Food
8.1
Overall
8.5
Comfort
8.3
Reviews
1 / 20
8.0
ExcellentJolene,Jan 2026
SGN - TPE
Crew
8.6
Entertainment
8.0
Boarding
8.4
Food
8.1
Overall
8.5
Comfort
8.3
Reviews
1 / 20
8.0
ExcellentJolene,Jan 2026
SGN - TPE
Crew
8.6
Entertainment
8.0
Boarding
8.4
Food
8.1
Overall
8.5
Comfort
8.3
Reviews
1 / 20
8.0
ExcellentJolene,Jan 2026
SGN - TPE
Crew
8.6
Entertainment
8.0
Boarding
8.4
Food
8.1
Overall
8.5
Comfort
8.3
Reviews
1 / 20
8.0
ExcellentJolene,Jan 2026
SGN - TPE
Crew
8.6
Entertainment
8.0
Boarding
8.4
Food
8.1
Overall
8.5
Comfort
8.3
Reviews
1 / 20
8.0
ExcellentJolene,Jan 2026
SGN - TPE
Crew
8.6
Entertainment
8.0
Boarding
8.4
Food
8.1
Overall
8.5
Comfort
8.3
Reviews
1 / 20
8.0
ExcellentJolene,Jan 2026
SGN - TPE
Related info for your journey
Find useful and relevant information for your journey from Chicago to Singapore. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Singapore flights
Consider these flights traveling from Chicago to Singapore.
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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$675 | Average$925 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$698 | Average$883 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,195 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$795 | Average$1,103 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$830 | Average$1,058 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$858 | Average$1,203 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$872 | Average$1,340 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$988 | Average$1,081 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$1,024 | Average$1,426 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,086 | Average$1,454 | FlexibilityNo cancel fee | On-time74% |