$478+ Cheap flights from Chicago (CHI) to Singapore
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jun 6 — Jun 131
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Singapore with Cheapflights
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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 May 7, 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 May 7, 2026.
This FlightHub deal was found by Cheapflights users on 5/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:10 pm
ORD
- SIN
1 stop24h 20m
Turkish Airlines
Tue 11/1010:25 am
SIN
- ORD
1 stop37h 40m
Turkish Airlines
Deal found 5/3![Turkish Airlines logo]()
$966
This Ovago deal was found by Cheapflights users on 5/3. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:15 pm
ORD
- SIN
1 stop33h 50m
Cathay Pacific
Sun 5/1712:45 pm
SIN
- ORD
1 stop38h 10m
Cathay Pacific
Deal found 5/3![Cathay Pacific logo]()
$976
This Gurufare deal was found by Cheapflights users on 5/3. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:00 pm
ORD
- SIN
1 stop24h 30m
Cathay Pacific
Mon 9/71:45 am
SIN
- ORD
1 stop25h 35m
Cathay Pacific
Deal found 5/3![Cathay Pacific logo]()
$977
This oojo deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/54:15 pm
ORD
- SIN
1 stop33h 50m
Cathay Pacific
Mon 5/111:45 am
SIN
- ORD
1 stop25h 10m
Cathay Pacific
Deal found 5/4![Cathay Pacific logo]()
$978
This oojo deal was found by Cheapflights users on 5/3. 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.
Sun 11/19:20 pm
ORD
- SIN
1 stop21h 25m
Turkish Airlines
Fri 11/1311:40 am
SIN
- ORD
1 stop36h 25m
Turkish Airlines
Deal found 5/3![Turkish Airlines logo]()
$983
This FlightHub deal was found by Cheapflights users on 5/4. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:45 pm
ORD
- SIN
1 stop30h 05m
Philippine Airlines
Mon 11/3010:30 am
SIN
- ORD
1 stop20h 25m
Philippine Airlines
Deal found 5/4![Philippine Airlines logo]()
$989
This CrystalTravel deal was found by Cheapflights users on 5/4. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Fri 10/303:15 am
SIN
- ORD
1 stop25h 15m
Qatar Airways
Deal found 5/4![Qatar Airways logo]()
$993
This Cheapflightsfares deal was found by Cheapflights users on 5/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:45 pm
ORD
- SIN
1 stop30h 05m
Philippine Airlines
Fri 11/2010:30 am
SIN
- ORD
1 stop20h 25m
Philippine Airlines
Deal found 5/3![Philippine Airlines logo]()
$995
This Trip.com deal was found by Cheapflights users on 5/3. 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.
Wed 9/308:42 pm
ORD
- SIN
1 stop31h 53m
Multiple Airlines
Fri 10/239:00 am
SIN
- ORD
1 stop27h 59m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$1,000
This FlightHub deal was found by Cheapflights users on 5/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:50 am
ORD
- SIN
1 stop39h 45m
Turkish Airlines
Mon 11/3011:40 am
SIN
- ORD
1 stop36h 25m
Turkish Airlines
Deal found 5/3![Turkish Airlines logo]()
$1,003
This oojo deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:10 pm
ORD
- SIN
1 stop29h 15m
Air India
Tue 8/251:10 pm
SIN
- ORD
2 stops35h 00m
Air India
Deal found 5/4![Air India logo]()
$1,005
This FlightHub deal was found by Cheapflights users on 5/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/163:40 pm
ORD
- SIN
2 stops47h 15m
Air Canada
Thu 11/268:50 am
SIN
- ORD
1 stop19h 51m
Air Canada
Deal found 5/3![Air Canada logo]()
$1,008
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 May 7, 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 May 7, 2026.
This United Airlines deal was found by Cheapflights users on 5/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:45 pm
ORD
- SIN
2 stops24h 30m
United Airlines
Tue 9/88:45 am
SIN
- ORD
2 stops23h 32m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,145
This Delta deal was found by Cheapflights users on 5/3. 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 9/19:20 am
MDW
- SIN
2 stops30h 40m
Delta
Tue 9/810:00 pm
SIN
- MDW
2 stops33h 31m
Delta
Deal found 5/3![Delta logo]()
$1,154
This Finnair deal was found by Cheapflights users on 5/3. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:30 pm
ORD
- SIN
1 stop32h 00m
Finnair
Wed 6/249:35 pm
SIN
- ORD
1 stop33h 15m
Finnair
Deal found 5/3![Finnair logo]()
$1,441
This Korean Air deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:42 am
ORD
- SIN
2 stops26h 13m
Multiple Airlines
Thu 7/91:25 am
SIN
- ORD
2 stops24h 38m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$1,578
This EVA Air deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:30 am
ORD
- SIN
1 stop24h 25m
EVA Air
Mon 9/143:20 pm
SIN
- ORD
2 stops27h 19m
EVA Air
Deal found 5/6![EVA Air logo]()
$1,586
This United Airlines deal was found by Cheapflights users on 5/2. 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 10/155:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Thu 10/228:45 am
SIN
- ORD
2 stops26h 59m
United Airlines
Deal found 5/2![United Airlines logo]()
$1,145
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:31 pm
ORD
- SIN
2 stops38h 44m
Delta
Thu 9/107:30 am
SIN
- ORD
2 stops25h 57m
Delta
Deal found 5/6![Delta logo]()
$1,254
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:05 pm
MDW
- SIN
2 stops45h 05m
Delta
Sun 11/1510:40 am
SIN
- MDW
2 stops25h 05m
Delta
Deal found 5/6![Delta logo]()
$1,279
This United Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:59 pm
ORD
- SIN
2 stops33h 36m
United Airlines
Sun 9/278:35 pm
SIN
- ORD
2 stops27h 52m
United Airlines
Deal found 5/7![United Airlines logo]()
$1,295
This Finnair deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:30 pm
ORD
- SIN
1 stop32h 00m
Finnair
Fri 7/39:35 pm
SIN
- ORD
1 stop33h 15m
Finnair
Deal found 5/6![Finnair logo]()
$1,491
This Delta deal was found by Cheapflights users on 5/2. 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 9/99:20 am
MDW
- SIN
2 stops30h 40m
Delta
Tue 9/297:30 am
SIN
- MDW
2 stops27h 16m
Delta
Deal found 5/2![Delta logo]()
$1,304
This Korean Air deal was found by Cheapflights users on 5/2. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/139:54 am
MDW
- SIN
2 stops25h 01m
Multiple Airlines
Fri 6/191:25 am
SIN
- MDW
2 stops24h 21m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$1,628
This Finnair deal was found by Cheapflights users on 5/3. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:30 pm
ORD
- SIN
1 stop32h 00m
Finnair
Mon 6/159:35 pm
SIN
- ORD
1 stop33h 15m
Finnair
Deal found 5/3![Finnair logo]()
$1,491
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:05 pm
MDW
- SIN
2 stops45h 05m
Delta
Thu 11/1210:40 am
SIN
- MDW
2 stops25h 05m
Delta
Deal found 5/6![Delta logo]()
$1,304
This Korean Air deal was found by Cheapflights users on 5/3. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:22 am
MDW
- SIN
2 stops25h 33m
Multiple Airlines
Sun 6/141:25 am
SIN
- MDW
2 stops24h 21m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$1,638
This Delta deal was found by Cheapflights users on 5/2. 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 10/16:45 pm
MDW
- SIN
2 stops40h 10m
Delta
Thu 10/2910:40 am
SIN
- MDW
2 stops35h 09m
Delta
Deal found 5/2![Delta logo]()
$1,325
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:30 am
MDW
- SIN
2 stops25h 40m
Delta
Sun 11/1510:40 am
SIN
- MDW
2 stops25h 05m
Delta
Deal found 5/6![Delta logo]()
$1,354
This Delta deal was found by Cheapflights users on 5/4. 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.
Fri 10/26:00 am
MDW
- SIN
2 stops28h 55m
Delta
Thu 10/81:25 am
SIN
- MDW
2 stops28h 00m
Delta
Deal found 5/4![Delta logo]()
$1,404
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:25 pm
MDW
- SIN
2 stops41h 45m
Delta
Mon 11/1610:40 am
SIN
- MDW
2 stops25h 05m
Delta
Deal found 5/6![Delta logo]()
$1,429
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:25 pm
MDW
- SIN
2 stops41h 45m
Delta
Tue 11/1710:40 am
SIN
- MDW
2 stops25h 05m
Delta
Deal found 5/6![Delta logo]()
$1,429
This Delta deal was found by Cheapflights users on 5/2. 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.
Mon 6/155:30 am
ORD
- SIN
2 stops34h 30m
Delta
Mon 6/227:30 am
SIN
- ORD
2 stops29h 09m
Delta
Deal found 5/2![Delta logo]()
$1,449
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:25 pm
MDW
- SIN
2 stops41h 45m
Delta
Sat 11/1410:40 am
SIN
- MDW
2 stops25h 05m
Delta
Deal found 5/6![Delta logo]()
$1,479
This Delta deal was found by Cheapflights users on 5/4. 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 5/285:30 am
ORD
- SIN
2 stops34h 30m
Delta
Mon 6/11:25 am
SIN
- ORD
2 stops33h 25m
Delta
Deal found 5/4![Delta logo]()
$1,559
This Delta deal was found by Cheapflights users on 5/3. 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 6/245:30 am
ORD
- SIN
2 stops29h 25m
Delta
Thu 7/21:25 am
SIN
- ORD
2 stops35h 14m
Delta
Deal found 5/3![Delta logo]()
$1,574
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated May 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:29 am
MDW
- SIN
2 stops25h 26m
Delta
Tue 5/121:25 am
SIN
- MDW
2 stops30h 08m
Delta
Deal found 5/5![Delta logo]()
$1,254
This Vliegwinkel deal was found by Cheapflights users on 5/4. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/74:15 pm
ORD
- SIN
1 stop24h 15m
Cathay Pacific
Wed 5/2012:45 pm
SIN
- ORD
1 stop38h 10m
Cathay Pacific
Deal found 5/4![Cathay Pacific logo]()
$1,127
This Delta deal was found by Cheapflights users on 5/4. 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 5/77:12 am
ORD
- SIN
2 stops32h 48m
Delta
Tue 5/191:25 am
SIN
- ORD
2 stops29h 40m
Delta
Deal found 5/4![Delta logo]()
$1,229
This Flysmarter deal was found by Cheapflights users on 5/4. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:40 am
ORD
- SIN
2 stops28h 05m
Lufthansa
Wed 5/209:00 am
SIN
- ORD
1 stop25h 03m
Lufthansa
Deal found 5/4![Lufthansa logo]()
$1,234
This United Airlines deal was found by Cheapflights users on 5/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:45 pm
ORD
- SIN
1 stop33h 50m
United Airlines
Fri 5/158:35 pm
SIN
- ORD
1 stop28h 20m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,190
This United Airlines deal was found by Cheapflights users on 5/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/112:15 pm
ORD
- SIN
1 stop27h 30m
United Airlines
Tue 6/238:45 am
SIN
- ORD
2 stops34h 01m
United Airlines
Deal found 5/5![United Airlines logo]()
$1,220
This Korean Air deal was found by Cheapflights users on 5/5. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/119:22 am
MDW
- SIN
2 stops25h 33m
Multiple Airlines
Mon 6/221:25 am
SIN
- MDW
2 stops24h 21m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$1,458
This Korean Air deal was found by Cheapflights users on 5/5. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/139:23 am
MDW
- SIN
2 stops25h 32m
Multiple Airlines
Tue 5/191:25 am
SIN
- MDW
2 stops24h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$1,459
This oojo deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/151:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Mon 5/2511:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 5/6![Air India logo]()
$1,118
This IEagle deal was found by Cheapflights users on 5/4. 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 6/31:10 pm
ORD
- SIN
1 stop43h 35m
Air India
Fri 7/1011:00 pm
SIN
- ORD
2 stops49h 10m
Air India
Deal found 5/4![Air India logo]()
$1,203
This CrystalTravel deal was found by Cheapflights users on 5/4. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/172:00 pm
ORD
- SIN
1 stop30h 40m
Etihad Airways
Sun 6/289:00 pm
SIN
- ORD
1 stop31h 40m
Etihad Airways
Deal found 5/4![Etihad Airways logo]()
$1,202
This oojo deal was found by Cheapflights users on 5/3. 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.
Wed 6/249:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Wed 7/89:00 pm
SIN
- ORD
1 stop31h 40m
Etihad Airways
Deal found 5/3![Etihad Airways logo]()
$1,238
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 May 7, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This IEagle deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:10 pm
ORD
- SIN
1 stop29h 15m
Air India
Deal found 5/6![Air India logo]()
$478
This oojo deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:10 pm
ORD
- SIN
1 stop31h 05m
Air India
Deal found 5/5![Air India logo]()
$485
This deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Deal found 5/6![Qatar Airways logo]()
$519
This oojo deal was found by Cheapflights users on 5/3. 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.
Wed 8/194:00 pm
ORD
- SIN
1 stop34h 05m
Cathay Pacific
Deal found 5/3![Cathay Pacific logo]()
$529
This FlightHub deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 5/7![Qatar Airways logo]()
$530
This IEagle deal was found by Cheapflights users on 5/4. 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.
Fri 7/311:10 pm
ORD
- SIN
1 stop34h 00m
Air India
Deal found 5/4![Air India logo]()
$531
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/34:00 pm
ORD
- SIN
1 stop24h 30m
Cathay Pacific
Deal found 5/3![Cathay Pacific logo]()
$541
This Qatar Airways deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 5/7![Qatar Airways logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/291:10 pm
ORD
- SIN
1 stop31h 05m
Air India
Deal found 5/3![Air India logo]()
$558
This SmartFares deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Deal found 5/6![Qatar Airways logo]()
$559
This deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Deal found 5/6![Qatar Airways logo]()
$562
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:05 am
MDW
- SIN
2 stops33h 55m
Delta
Deal found 5/5![Delta logo]()
$638
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 May 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $966 (FlightHub) |
One-way from | $478 (IEagle) |
Popular in | December |
Cheapest in | September |
Average price | $1,226 |
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 May 7, 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
Quickest round-trip
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 9/1
4:45 pm-6:15 am
2 stops24h 30m
Singapore Changi
Tue 9/8
8:45 am-7:17 pm
2 stops23h 32m
$1,145
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 10/15
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Thu 10/22
8:45 am-10:44 pm
2 stops26h 59m
$1,145
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 9/1
9:20 am-5:00 am
2 stops30h 40m
Singapore Changi
Tue 9/8
10:00 pm-6:31 pm
2 stops33h 31m
$1,154
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 8/20
3:31 pm-7:15 pm
2 stops38h 44m
Singapore Changi
Thu 9/10
7:30 am-8:27 pm
2 stops25h 57m
$1,254
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 11/3
1:05 pm-12:10 am
2 stops45h 05m
Singapore Changi
Sun 11/15
10:40 am-9:45 pm
2 stops25h 05m
$1,279
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 9/20
7:59 pm-6:35 pm
2 stops33h 36m
Singapore Changi
Sun 9/27
8:35 pm-11:27 am
2 stops27h 52m
$1,295
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 9/9
9:20 am-5:00 am
2 stops30h 40m
Singapore Changi
Tue 9/29
7:30 am-9:46 pm
2 stops27h 16m
$1,304
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 11/3
1:05 pm-12:10 am
2 stops45h 05m
Singapore Changi
Thu 11/12
10:40 am-9:45 pm
2 stops25h 05m
$1,304
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 10/1
6:45 pm-11:55 pm
2 stops40h 10m
Singapore Changi
Thu 10/29
10:40 am-8:49 am
2 stops35h 09m
$1,325
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 10/29
9:30 am-12:10 am
2 stops25h 40m
Singapore Changi
Sun 11/15
10:40 am-9:45 pm
2 stops25h 05m
$1,354
Showing 1-10 of 44 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
How far ahead should I book a flight from Chicago to Singapore?
The best time to book flights from Chicago to Singapore is 60 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.
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 May 7, 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.
Food
8.1
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Food
8.1
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Food
8.1
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Food
8.1
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Food
8.1
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Food
8.1
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Crew
8.6
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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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 May 7, 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 May 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$692 | Average$875 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$705 | Average$1,135 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$770 | Average$985 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$814 | Average$1,081 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,055 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$860 | Average$1,410 | FlexibilityNo cancel fee | On-time80% | |
| 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% | |
| Cheapest$1,909 | Average$2,109 | FlexibilityNo cancel fee | On-time70% |