$455+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jul 11 — Jul 181
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Singapore with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Singapore
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Cheapest flights from Chicago to SingaporeExplore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 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 June 11, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 9/116:00 am
MDW
- SIN
2 stops28h 55m
Delta
Fri 9/2510:00 pm
SIN
- MDW
2 stops30h 35m
Delta
Deal found 6/8![Delta logo]()
$1,184
This Air Canada deal was found by Cheapflights users on 6/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:40 am
ORD
- SIN
2 stops31h 35m
Air Canada
Tue 7/287:00 am
SIN
- ORD
2 stops43h 07m
Air Canada
Deal found 6/6![Air Canada logo]()
$1,184
This Air Canada deal was found by Cheapflights users on 6/7. 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.
Sun 8/92:15 pm
ORD
- SIN
2 stops26h 00m
Air Canada
Mon 8/246:15 am
SIN
- ORD
2 stops26h 50m
Air Canada
Deal found 6/7![Air Canada logo]()
$1,186
This Air Canada deal was found by Cheapflights users on 6/7. 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.
Wed 7/153:40 pm
ORD
- SIN
2 stops30h 35m
Air Canada
Tue 7/217:00 am
SIN
- ORD
2 stops43h 07m
Air Canada
Deal found 6/7![Air Canada logo]()
$1,191
This Gurufare deal was found by Cheapflights users on 6/7. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:50 am
ORD
- SIN
1 stop23h 55m
ANA
Tue 8/2511:05 am
SIN
- ORD
1 stop41h 20m
ANA
Deal found 6/7![ANA logo]()
$1,192
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:30 am
ORD
- SIN
1 stop22h 05m
United Airlines
Mon 7/138:35 pm
SIN
- ORD
1 stop22h 22m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,195
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Sat 6/278:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,199
This Justfly.com deal was found by Cheapflights users on 6/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:45 pm
ORD
- SIN
2 stops44h 30m
Air Canada
Wed 6/246:15 am
SIN
- ORD
2 stops45h 26m
Air Canada
Deal found 6/6![Air Canada logo]()
$1,201
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Wed 7/16:10 am
ORD
- SIN
1 stop35h 05m
United Airlines
Sat 7/48:45 am
SIN
- ORD
1 stop25h 53m
United Airlines
Deal found 6/7![United Airlines logo]()
$1,204
This Air Canada deal was found by Cheapflights users on 6/7. 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.
Thu 7/98:45 am
ORD
- SIN
2 stops27h 00m
Air Canada
Thu 7/167:00 am
SIN
- ORD
2 stops43h 07m
Air Canada
Deal found 6/7![Air Canada logo]()
$1,205
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/139:48 pm
ORD
- SIN
1 stop31h 47m
United Airlines
Thu 7/211:05 am
SIN
- ORD
2 stops25h 17m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,206
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:48 pm
ORD
- SIN
1 stop31h 47m
United Airlines
Sun 6/286:15 am
SIN
- ORD
2 stops27h 46m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,207
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 June 11, 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 June 11, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 9/116:00 am
MDW
- SIN
2 stops28h 55m
Delta
Fri 9/2510:00 pm
SIN
- MDW
2 stops30h 35m
Delta
Deal found 6/8![Delta logo]()
$1,184
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/217:30 am
ORD
- SIN
1 stop22h 05m
United Airlines
Tue 7/288:45 am
SIN
- ORD
1 stop25h 53m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,220
This Qatar Airways deal was found by Cheapflights users on 6/8. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:00 pm
ORD
- SIN
2 stops30h 50m
Qatar Airways
Sun 9/203:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 6/8![Qatar Airways logo]()
$1,309
This Korean Air deal was found by Cheapflights users on 6/6. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:15 am
ORD
- SIN
1 stop44h 40m
Multiple Airlines
Mon 11/3010:40 am
SIN
- ORD
1 stop35h 50m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$1,332
This Finnair deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Fri 7/39:30 pm
ORD
- SIN
1 stop32h 00m
Finnair
Mon 7/139:35 pm
SIN
- ORD
2 stops35h 09m
Finnair
Deal found 6/10![Finnair logo]()
$1,591
This Korean Air deal was found by Cheapflights users on 6/7. 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.
Thu 9/179:49 am
MDW
- SIN
2 stops30h 11m
Korean Air
Mon 9/2110:00 pm
SIN
- MDW
2 stops27h 34m
Korean Air
Deal found 6/7![Korean Air logo]()
$1,627
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:30 am
ORD
- SIN
2 stops29h 25m
Delta
Sat 8/1510:00 pm
SIN
- ORD
2 stops29h 09m
Delta
Deal found 6/10![Delta logo]()
$1,208
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Wed 7/15:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Wed 7/158:45 am
SIN
- ORD
1 stop29h 14m
United Airlines
Deal found 6/7![United Airlines logo]()
$1,224
This Delta deal was found by Cheapflights users on 6/7. 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.
Wed 7/226:00 am
MDW
- SIN
2 stops28h 55m
Delta
Wed 7/2910:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 6/7![Delta logo]()
$1,254
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Tue 7/288:45 am
SIN
- ORD
2 stops29h 30m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,274
This Delta deal was found by Cheapflights users on 6/6. 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 7/216:00 am
MDW
- SIN
2 stops28h 55m
Delta
Mon 7/271:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/6![Delta logo]()
$1,254
This Qatar Airways deal was found by Cheapflights users on 6/8. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/34:03 pm
ORD
- SIN
2 stops27h 47m
Qatar Airways
Mon 7/137:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 6/8![Qatar Airways logo]()
$1,538
This China Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/173:55 pm
MDW
- SIN
2 stops31h 40m
Multiple Airlines
Tue 9/221:45 pm
SIN
- MDW
2 stops28h 20m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$1,573
This Korean Air deal was found by Cheapflights users on 6/7. 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.
Thu 9/178:27 am
ORD
- SIN
2 stops31h 33m
Korean Air
Mon 9/217:30 am
SIN
- ORD
2 stops27h 03m
Korean Air
Deal found 6/7![Korean Air logo]()
$1,627
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/156:00 am
MDW
- SIN
2 stops28h 55m
Delta
Tue 7/2110:00 pm
SIN
- MDW
2 stops31h 14m
Delta
Deal found 6/9![Delta logo]()
$1,308
This Delta deal was found by Cheapflights users on 6/7. 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.
Tue 6/306:00 am
MDW
- SIN
2 stops28h 55m
Delta
Tue 7/1410:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 6/7![Delta logo]()
$1,308
This Singapore Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/29:39 am
ORD
- SIN
1 stop30h 51m
Multiple Airlines
Wed 9/2312:10 pm
SIN
- ORD
1 stop36h 37m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$1,804
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/155:30 am
ORD
- SIN
2 stops29h 25m
Delta
Sun 7/191:25 am
SIN
- ORD
2 stops30h 20m
Delta
Deal found 6/9![Delta logo]()
$1,308
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 11/126:00 am
MDW
- SIN
2 stops33h 00m
Delta
Fri 11/271:35 am
SIN
- MDW
2 stops34h 35m
Delta
Deal found 6/8![Delta logo]()
$1,493
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/176:00 am
MDW
- SIN
2 stops28h 55m
Delta
Tue 7/2810:00 pm
SIN
- MDW
2 stops26h 56m
Delta
Deal found 6/10![Delta logo]()
$1,583
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 12/811:15 am
ORD
- SIN
1 stop22h 55m
Delta
Mon 1/410:30 pm
SIN
- ORD
1 stop24h 10m
Delta
Deal found 6/9![Delta logo]()
$1,742
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated June 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Sat 6/278:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,199
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/139:48 pm
ORD
- SIN
1 stop31h 47m
United Airlines
Thu 7/211:05 am
SIN
- ORD
2 stops25h 17m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,206
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:48 pm
ORD
- SIN
1 stop31h 47m
United Airlines
Fri 6/266:15 am
SIN
- ORD
2 stops30h 04m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,207
This Flysmarter deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Mon 6/157:44 pm
ORD
- SIN
2 stops26h 31m
Air Canada
Mon 6/2910:00 pm
SIN
- ORD
2 stops47h 00m
Air Canada
Deal found 6/10![Air Canada logo]()
$1,219
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 6/235:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Fri 6/266:15 am
SIN
- ORD
2 stops30h 01m
United Airlines
Deal found 6/9![United Airlines logo]()
$1,211
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Wed 7/16:10 am
ORD
- SIN
1 stop35h 05m
United Airlines
Fri 7/38:35 pm
SIN
- ORD
1 stop22h 22m
United Airlines
Deal found 6/7![United Airlines logo]()
$1,204
This Delta deal was found by Cheapflights users on 6/7. 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 7/25:57 pm
ORD
- SIN
2 stops60h 18m
Delta
Tue 7/71:25 am
SIN
- ORD
2 stops35h 28m
Delta
Deal found 6/7![Delta logo]()
$1,214
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:30 am
ORD
- SIN
1 stop22h 05m
United Airlines
Mon 7/138:35 pm
SIN
- ORD
1 stop22h 22m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,195
This Air Canada deal was found by Cheapflights users on 6/7. 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.
Thu 7/98:45 am
ORD
- SIN
2 stops27h 00m
Air Canada
Thu 7/167:00 am
SIN
- ORD
2 stops43h 07m
Air Canada
Deal found 6/7![Air Canada logo]()
$1,205
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/129:35 pm
ORD
- SIN
1 stop43h 40m
United Airlines
Sat 7/188:45 am
SIN
- ORD
1 stop35h 31m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,213
This Air Canada deal was found by Cheapflights users on 6/7. 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.
Wed 7/153:40 pm
ORD
- SIN
2 stops30h 35m
Air Canada
Tue 7/217:00 am
SIN
- ORD
2 stops43h 07m
Air Canada
Deal found 6/7![Air Canada logo]()
$1,191
This Air Canada deal was found by Cheapflights users on 6/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:40 am
ORD
- SIN
2 stops31h 35m
Air Canada
Tue 7/287:00 am
SIN
- ORD
2 stops43h 07m
Air Canada
Deal found 6/6![Air Canada logo]()
$1,184
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 June 11, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Booking.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Mon 9/712:10 pm
ORD
- SIN
1 stop42h 05m
Korean Air
Deal found 6/9![Korean Air logo]()
$455
This Korean Air deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/212:10 pm
ORD
- SIN
1 stop22h 45m
Korean Air
Deal found 6/9![Korean Air logo]()
$474
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/26:00 am
ORD
- SIN
2 stops28h 55m
Delta
Deal found 6/9![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/65:18 pm
ORD
- SIN
2 stops41h 37m
Delta
Deal found 6/10![Delta logo]()
$488
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/197:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 6/11![Qatar Airways logo]()
$503
This Booking.com deal was found by Cheapflights users on 6/7. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 6/7![Qatar Airways logo]()
$512
This SmartFares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Sun 9/67:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Deal found 6/10![Qatar Airways logo]()
$519
This Qatar Airways deal was found by Cheapflights users on 6/7. 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 11/96:50 pm
ORD
- SIN
1 stop36h 25m
Qatar Airways
Deal found 6/7![Qatar Airways logo]()
$523
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Wed 8/2610:20 am
MDW
- SIN
2 stops37h 55m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$527
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/23:20 pm
ORD
- SIN
3 stops50h 55m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$528
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 8/259:48 pm
ORD
- SIN
3 stops56h 22m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$533
This Justfly.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Thu 11/126:50 pm
ORD
- SIN
1 stop23h 55m
Qatar Airways
Deal found 6/10![Qatar Airways logo]()
$534
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 June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,184 (Delta) |
One-way from | $455 (Booking.com) |
Popular in | December |
Cheapest in | September |
Average price | $1,513 |
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 June 11, 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
Fri 9/11
6:00 am-11:55 pm
2 stops28h 55m
Singapore Changi
Fri 9/25
10:00 pm-3:35 pm
2 stops30h 35m
$1,184
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 8/8
5:30 am-11:55 pm
2 stops29h 25m
Singapore Changi
Sat 8/15
10:00 pm-2:09 pm
2 stops29h 09m
$1,208
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 7/21
7:30 am-6:35 pm
1 stop22h 05m
Singapore Changi
Tue 7/28
8:45 am-9:38 pm
1 stop25h 53m
$1,220
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 7/1
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Wed 7/15
8:45 am-12:59 am
1 stop29h 14m
$1,224
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 7/22
6:00 am-11:55 pm
2 stops28h 55m
Singapore Changi
Wed 7/29
10:00 pm-11:56 am
2 stops26h 56m
$1,254
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 7/21
6:00 am-11:55 pm
2 stops28h 55m
Singapore Changi
Mon 7/27
1:25 am-4:15 pm
2 stops27h 50m
$1,254
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 7/17
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Tue 7/28
8:45 am-1:15 am
2 stops29h 30m
$1,274
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 7/15
6:00 am-11:55 pm
2 stops28h 55m
Singapore Changi
Tue 7/21
10:00 pm-4:14 pm
2 stops31h 14m
$1,308
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 6/30
6:00 am-11:55 pm
2 stops28h 55m
Singapore Changi
Tue 7/14
10:00 pm-4:15 pm
2 stops31h 15m
$1,308
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 7/15
5:30 am-11:55 pm
2 stops29h 25m
Singapore Changi
Sun 7/19
1:25 am-6:45 pm
2 stops30h 20m
$1,308
Showing 1-10 of 42 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 June.
| 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 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 June 11, 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.
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Food
8.1
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Food
8.1
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Food
8.1
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Food
8.1
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Food
8.1
Crew
8.7
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Food
8.1
Crew
8.7
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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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 June 11, 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 June 11, 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 June 11, 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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$692 | Average$876 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,142 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$721 | Average$901 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$758 | Average$947 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$814 | Average$1,204 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$860 | Average$1,426 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$872 | Average$1,348 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$1,086 | Average$1,405 | FlexibilityNo cancel fee | On-time74% |