$449+ Cheap flights from Chicago (CHI) to Singapore (SIN)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Aug 8 — Aug 151
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 July 9, 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 July 9, 2026.
This Qatar Airways deal was found by Cheapflights users on 7/7. 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.
Thu 9/106:00 am
ORD
- SIN
2 stops44h 45m
Qatar Airways
Thu 9/173:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 7/7![Qatar Airways logo]()
$1,108
This Korean Air deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:10 pm
ORD
- SIN
1 stop22h 45m
Korean Air
Mon 9/1410:00 pm
SIN
- ORD
1 stop24h 30m
Korean Air
Deal found 7/7![Korean Air logo]()
$1,113
This Qatar Airways deal was found by Cheapflights users on 7/7. 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.
Mon 9/77:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Fri 9/184:35 pm
SIN
- ORD
2 stops35h 30m
Qatar Airways
Deal found 7/7![Qatar Airways logo]()
$1,114
This Orbitz deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:20 pm
ORD
- SIN
1 stop31h 25m
Multiple Airlines
Wed 9/910:00 pm
SIN
- ORD
2 stops34h 48m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$1,116
This Mytrip deal was found by Cheapflights users on 7/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 pm
ORD
- SIN
3 stops30h 45m
Multiple Airlines
Thu 10/81:50 am
SIN
- ORD
3 stops31h 22m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$1,118
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:05 am
MDW
- SIN
2 stops33h 55m
Delta
Sun 9/2710:00 pm
SIN
- MDW
2 stops31h 16m
Delta
Deal found 7/8![Delta logo]()
$1,119
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:40 am
ORD
- SIN
2 stops33h 20m
Delta
Sun 8/231:25 am
SIN
- ORD
2 stops35h 04m
Delta
Deal found 7/7![Delta logo]()
$1,119
This Mytrip deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:30 pm
ORD
- SIN
3 stops31h 20m
Multiple Airlines
Wed 9/96:15 am
SIN
- ORD
2 stops26h 57m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$1,120
This Turkish Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:25 am
ORD
- SIN
1 stop33h 05m
Turkish Airlines
Thu 9/1010:25 am
SIN
- ORD
1 stop36h 15m
Turkish Airlines
Deal found 7/7![Turkish Airlines logo]()
$1,121
This Qatar Airways deal was found by Cheapflights users on 7/7. 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.
Fri 9/47:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Sat 9/127:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 7/7![Qatar Airways logo]()
$1,123
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/189:24 am
MDW
- SIN
2 stops25h 31m
Delta
Mon 8/241:25 am
SIN
- MDW
2 stops34h 11m
Delta
Deal found 7/8![Delta logo]()
$1,124
This Air Canada deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:15 pm
ORD
- SIN
2 stops26h 00m
Air Canada
Thu 10/157:00 am
SIN
- ORD
2 stops47h 05m
Air Canada
Deal found 7/7![Air Canada logo]()
$1,126
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 July 9, 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 July 9, 2026.
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:21 pm
MDW
- SIN
2 stops41h 49m
Delta
Thu 10/2910:40 am
SIN
- MDW
2 stops24h 45m
Delta
Deal found 7/7![Delta logo]()
$1,129
This China Airlines deal was found by Cheapflights users on 7/5. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/274:45 pm
MDW
- SIN
3 stops31h 20m
Multiple Airlines
Tue 11/102:25 pm
SIN
- MDW
2 stops29h 35m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$1,530
This British Airways deal was found by Cheapflights users on 7/5. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/265:10 pm
ORD
- SIN
1 stop35h 15m
British Airways
Fri 1/811:15 pm
SIN
- ORD
1 stop28h 35m
British Airways
Deal found 7/5![British Airways logo]()
$1,703
This United Airlines deal was found by Cheapflights users on 7/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:40 am
ORD
- SIN
1 stop32h 35m
United Airlines
Wed 9/238:35 pm
SIN
- ORD
1 stop21h 48m
United Airlines
Deal found 7/4![United Airlines logo]()
$2,215
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:05 am
MDW
- SIN
2 stops28h 50m
Delta
Fri 9/1810:00 pm
SIN
- MDW
2 stops30h 25m
Delta
Deal found 7/7![Delta logo]()
$1,154
This Finnair deal was found by Cheapflights users on 7/3. 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.
Sun 12/1312:11 pm
ORD
- SIN
2 stops40h 29m
Finnair
Tue 12/2910:05 pm
SIN
- ORD
2 stops35h 31m
Finnair
Deal found 7/3![Finnair logo]()
$2,507
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:59 am
MDW
- SIN
2 stops24h 56m
Delta
Sun 9/1310:00 pm
SIN
- MDW
2 stops37h 45m
Delta
Deal found 7/7![Delta logo]()
$1,199
This Ethiopian Air deal was found by Cheapflights users on 7/6. 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 Ethiopian Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:30 pm
ORD
- SIN
3 stops35h 20m
Ethiopian Air
Sun 11/12:00 am
SIN
- ORD
3 stops35h 37m
Ethiopian Air
Deal found 7/6![Ethiopian Air logo]()
$2,766
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:30 pm
MDW
- SIN
2 stops47h 30m
Delta
Wed 9/167:30 am
SIN
- MDW
2 stops28h 15m
Delta
Deal found 7/7![Delta logo]()
$1,249
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:59 am
MDW
- SIN
2 stops24h 56m
Delta
Fri 10/237:30 am
SIN
- MDW
2 stops27h 55m
Delta
Deal found 7/4![Delta logo]()
$1,249
This Singapore Airlines deal was found by Cheapflights users on 7/6. 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 Singapore Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:35 am
ORD
- SIN
1 stop30h 55m
Multiple Airlines
Wed 9/2312:10 pm
SIN
- ORD
1 stop36h 37m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$1,804
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/179:24 am
MDW
- SIN
2 stops25h 31m
Delta
Mon 8/2410:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 7/5![Delta logo]()
$1,274
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:59 am
MDW
- SIN
2 stops24h 56m
Delta
Sat 10/241:25 am
SIN
- MDW
2 stops34h 00m
Delta
Deal found 7/4![Delta logo]()
$1,309
This United Airlines deal was found by Cheapflights users on 7/7. 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.
Thu 9/34:00 pm
ORD
- SIN
1 stop25h 15m
United Airlines
Wed 9/98:45 am
SIN
- ORD
1 stop22h 47m
United Airlines
Deal found 7/7![United Airlines logo]()
$2,215
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am
MDW
- SIN
2 stops29h 10m
Delta
Tue 11/1010:40 am
SIN
- MDW
2 stops25h 30m
Delta
Deal found 7/4![Delta logo]()
$1,313
This United Airlines deal was found by Cheapflights users on 7/7. 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.
Tue 9/16:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Fri 9/118:35 pm
SIN
- ORD
1 stop21h 26m
United Airlines
Deal found 7/7![United Airlines logo]()
$2,265
This Delta deal was found by Cheapflights users on 7/5. 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.
Sun 8/27:17 pm
ORD
- SIN
2 stops39h 38m
Delta
Sat 8/81:25 am
SIN
- ORD
2 stops28h 26m
Delta
Deal found 7/5![Delta logo]()
$1,329
This United Airlines deal was found by Cheapflights users on 7/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:40 pm
ORD
- SIN
2 stops24h 35m
United Airlines
Sun 10/48:35 pm
SIN
- ORD
1 stop22h 24m
United Airlines
Deal found 7/4![United Airlines logo]()
$2,265
This British Airways deal was found by Cheapflights users on 7/3. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/124:26 pm
ORD
- SIN
2 stops33h 39m
British Airways
Mon 12/2811:05 pm
SIN
- ORD
1 stop32h 00m
British Airways
Deal found 7/3![British Airways logo]()
$2,744
This Delta deal was found by Cheapflights users on 7/6. 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.
Mon 7/206:00 am
MDW
- SIN
2 stops28h 55m
Delta
Tue 7/2810:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 7/6![Delta logo]()
$1,444
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Wed 12/95:00 am
ORD
- SIN
2 stops25h 15m
United Airlines
Sat 12/2610:10 am
SIN
- ORD
2 stops23h 33m
United Airlines
Deal found 7/3![United Airlines logo]()
$2,469
This Delta deal was found by Cheapflights users on 7/6. 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 11/66:00 am
MDW
- SIN
2 stops28h 10m
Delta
Fri 11/1310:30 pm
SIN
- MDW
2 stops31h 55m
Delta
Deal found 7/6![Delta logo]()
$1,454
This Delta deal was found by Cheapflights users on 7/5. 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.
Sun 12/65:25 pm
MDW
- SIN
2 stops40h 45m
Delta
Sat 12/1910:30 pm
SIN
- MDW
2 stops31h 55m
Delta
Deal found 7/5![Delta logo]()
$1,566
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 7/316:35 am
ORD
- SIN
2 stops28h 20m
Delta
Sat 8/81:25 am
SIN
- ORD
2 stops30h 24m
Delta
Deal found 7/5![Delta logo]()
$1,603
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated July 9, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/32:30 pm
ORD
- SIN
1 stop26h 40m
Multiple Airlines
Mon 8/316:15 am
SIN
- ORD
2 stops26h 50m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$1,114
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/32:30 pm
ORD
- SIN
1 stop26h 40m
American Airlines
Wed 9/98:05 am
SIN
- ORD
2 stops25h 30m
American Airlines
Deal found 7/6![American Airlines logo]()
$1,197
This Qatar Airways deal was found by Cheapflights users on 7/6. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:20 pm
ORD
- SIN
1 stop36h 55m
Qatar Airways
Sun 9/63:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 7/6![Qatar Airways logo]()
$1,195
This Qatar Airways deal was found by Cheapflights users on 7/6. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Mon 9/73:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 7/6![Qatar Airways logo]()
$1,193
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:40 am
ORD
- SIN
2 stops33h 20m
Delta
Sun 8/231:25 am
SIN
- ORD
2 stops35h 04m
Delta
Deal found 7/7![Delta logo]()
$1,119
This Mytrip deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:25 pm
ORD
- SIN
3 stops34h 30m
Multiple Airlines
Mon 8/316:15 am
SIN
- ORD
2 stops26h 50m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$1,149
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/189:24 am
MDW
- SIN
2 stops25h 31m
Delta
Mon 8/241:25 am
SIN
- MDW
2 stops34h 11m
Delta
Deal found 7/8![Delta logo]()
$1,124
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:40 am
ORD
- SIN
1 stop24h 40m
American Airlines
Mon 8/241:55 am
SIN
- ORD
1 stop22h 05m
American Airlines
Deal found 7/4![American Airlines logo]()
$1,194
This Orbitz deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:20 pm
ORD
- SIN
1 stop31h 25m
Multiple Airlines
Wed 9/910:00 pm
SIN
- ORD
2 stops34h 48m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$1,116
This SmartFares deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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.
Sat 8/2211:25 am
ORD
- SIN
1 stop33h 05m
Turkish Airlines
Sat 8/2912:50 pm
SIN
- ORD
1 stop33h 50m
Turkish Airlines
Deal found 7/8![Turkish Airlines logo]()
$1,184
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:30 pm
ORD
- SIN
1 stop38h 15m
American Airlines
Wed 9/91:55 am
SIN
- ORD
1 stop21h 50m
American Airlines
Deal found 7/8![American Airlines logo]()
$1,185
This Mytrip deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:30 pm
ORD
- SIN
3 stops31h 20m
Multiple Airlines
Wed 9/96:15 am
SIN
- ORD
2 stops26h 57m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$1,120
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 July 9, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/177:29 am
ORD
- SIN
2 stops46h 41m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$449
This lol.travel deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:10 pm
ORD
- SIN
1 stop27h 50m
Korean Air
Deal found 7/7![Korean Air logo]()
$451
This oojo deal was found by Cheapflights users on 7/6. 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.
Tue 8/44:00 pm
ORD
- SIN
1 stop31h 25m
Cathay Pacific
Deal found 7/6![Cathay Pacific logo]()
$461
This oojo deal was found by Cheapflights users on 7/6. 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.
Wed 8/194:00 pm
ORD
- SIN
1 stop31h 25m
Cathay Pacific
Deal found 7/6![Cathay Pacific logo]()
$462
This deal was found by Cheapflights users on 7/7. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 7/7![Etihad Airways logo]()
$467
This Gotogate deal was found by Cheapflights users on 7/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:30 pm
ORD
- SIN
1 stop22h 25m
Korean Air
Deal found 7/4![Korean Air logo]()
$472
This Korean Air deal was found by Cheapflights users on 7/5. 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 10/2112:10 pm
ORD
- SIN
1 stop42h 05m
Korean Air
Deal found 7/5![Korean Air logo]()
$474
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:00 pm
ORD
- SIN
1 stop30h 45m
Cathay Pacific
Deal found 7/6![Cathay Pacific logo]()
$475
This ScholarTrip deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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.
Mon 8/34:00 pm
ORD
- SIN
1 stop34h 05m
Cathay Pacific
Deal found 7/8![Cathay Pacific logo]()
$476
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:10 pm
MDW
- SIN
2 stops37h 05m
Delta
Deal found 7/8![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:30 am
ORD
- SIN
2 stops34h 30m
Delta
Deal found 7/8![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:45 pm
MDW
- SIN
2 stops40h 10m
Delta
Deal found 7/8![Delta logo]()
$488
Find flight deals from Chicago to Singapore
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Singapore (SIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,108 (Qatar Airways) |
One-way from | $449 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $1,399 |
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 July 9, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Sun 10/25
5:21 pm-12:10 am
2 stops41h 49m
Singapore Changi
Thu 10/29
10:40 am-10:25 pm
2 stops24h 45m
$1,129
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Fri 9/11
6:05 am-11:55 pm
2 stops28h 50m
Singapore Changi
Fri 9/18
10:00 pm-3:25 pm
2 stops30h 25m
$1,154
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 9/10
9:59 am-11:55 pm
2 stops24h 56m
Singapore Changi
Sun 9/13
10:00 pm-10:45 pm
2 stops37h 45m
$1,199
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Fri 9/11
4:30 pm-5:00 am
2 stops47h 30m
Singapore Changi
Wed 9/16
7:30 am-10:45 pm
2 stops28h 15m
$1,249
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Mon 10/12
9:59 am-11:55 pm
2 stops24h 56m
Singapore Changi
Fri 10/23
7:30 am-10:25 pm
2 stops27h 55m
$1,249
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Mon 8/17
9:24 am-11:55 pm
2 stops25h 31m
Singapore Changi
Mon 8/24
10:00 pm-4:15 pm
2 stops31h 15m
$1,274
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 10/15
9:59 am-11:55 pm
2 stops24h 56m
Singapore Changi
Sat 10/24
1:25 am-10:25 pm
2 stops34h 00m
$1,309
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 10/27
6:00 am-12:10 am
2 stops29h 10m
Singapore Changi
Tue 11/10
10:40 am-10:10 pm
2 stops25h 30m
$1,313
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 8/2
7:17 pm-11:55 pm
2 stops39h 38m
Singapore Changi
Sat 8/8
1:25 am-4:51 pm
2 stops28h 26m
$1,329
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Mon 7/20
6:00 am-11:55 pm
2 stops28h 55m
Singapore Changi
Tue 7/28
10:00 pm-11:56 am
2 stops26h 56m
$1,444
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Chicago to Singapore
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Singapore in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Singapore flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Singapore flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Singapore flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Singapore flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Singapore
Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.
CHI-SIN
ORD-SIN
MDW-SIN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Singapore
CHI-SIN
ORD-SIN
MDW-SIN
What is the cheapest month to book a flight from Chicago to Singapore?
Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of $492). Flying from Chicago to Singapore in December is currently the most expensive (average of $974). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Singapore?
What’s the top layover airport for flights from Chicago to Singapore?
Share of 1-stop round-trip flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same layover each way.
Incheon (ICN) – chosen by Cheapflights users on 25% of 1-stop itineraries from Chicago to Singapore on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Singapore?
Average round-trip fare for 1-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Hong Kong (HKG) is the most affordable 1-stop option, with an average round-trip price of $882.
What’s the fastest layover option from Chicago to Singapore?
Shortest average travel time for 1-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Incheon (ICN) have the shortest average one-way travel time for 1-stop routes: 22h 45m.
Which airport typically offers the quickest layover for flights from Chicago to Singapore?
Average layover duration for 1-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Incheon (ICN) offer the fastest connection on this route, with an average layover time of 1h 50m.
How far ahead should I book a flight from Chicago to Singapore?
The best time to book flights from Chicago to Singapore is 43 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Singapore
Get insights into the airlines that provide service to Singapore. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Singapore. Reviews last updated July 9, 2026.
Get a feel of what it's like to fly with EVA Air,Cathay Pacific, andTurkish Airlines from Chicago to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.3
Food
8.1
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Food
8.1
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Food
8.1
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Food
8.1
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Food
8.1
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Food
8.1
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - 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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Complete your trip
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Popular flights
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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 July 9, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on July 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Singapore
Explore flights to Singapore departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 9, 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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$689 | Average$1,166 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$698 | Average$883 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,152 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$721 | Average$897 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$758 | Average$963 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$770 | Average$1,204 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$884 | Average$1,340 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$963 | Average$1,064 | FlexibilityNo cancel fee | On-time68% | |
| Cheapest$999 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A |