$432+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jul 28 — Aug 41
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 28, 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 28, 2026.
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/68:43 am
ORD
- SIN
2 stops26h 37m
American Airlines
Sun 7/121:55 am
SIN
- ORD
2 stops25h 32m
American Airlines
Deal found 6/27![American Airlines logo]()
$1,202
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/712:30 pm
ORD
- SIN
1 stop27h 30m
Delta
Thu 8/131:25 am
SIN
- ORD
2 stops32h 30m
Delta
Deal found 6/23![Delta logo]()
$1,204
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:05 am
MDW
- SIN
2 stops33h 55m
Delta
Thu 8/131:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/23![Delta logo]()
$1,208
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/67:00 am
ORD
- SIN
2 stops28h 45m
United Airlines
Sun 8/168:35 pm
SIN
- ORD
2 stops28h 11m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,211
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/36:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Thu 8/138:35 pm
SIN
- ORD
2 stops35h 25m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,213
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/16:25 pm
ORD
- SIN
2 stops40h 30m
Delta
Tue 8/187:30 am
SIN
- ORD
2 stops26h 25m
Delta
Deal found 6/24![Delta logo]()
$1,214
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/59:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Mon 8/178:35 pm
SIN
- ORD
1 stop27h 50m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,220
This Air Canada deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/23:40 pm
ORD
- SIN
1 stop24h 35m
Air Canada
Thu 12/38:40 am
SIN
- ORD
2 stops25h 12m
Air Canada
Deal found 6/24![Air Canada logo]()
$1,221
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/222:00 pm
ORD
- SIN
2 stops27h 15m
United Airlines
Wed 7/298:45 am
SIN
- ORD
2 stops29h 30m
United Airlines
Deal found 6/24![United Airlines logo]()
$1,224
This ScholarTrip deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Thu 7/234:00 pm
ORD
- SIN
1 stop30h 45m
Cathay Pacific
Thu 7/308:05 pm
SIN
- ORD
1 stop31h 15m
Cathay Pacific
Deal found 6/23![Cathay Pacific logo]()
$1,226
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/59:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Wed 8/1911:05 am
SIN
- ORD
2 stops25h 12m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,230
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/236:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Thu 7/306:15 am
SIN
- ORD
2 stops35h 46m
United Airlines
Deal found 6/23![United Airlines logo]()
$1,232
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 28, 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 28, 2026.
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:05 am
MDW
- SIN
2 stops33h 55m
Delta
Thu 8/131:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/23![Delta logo]()
$1,208
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/236:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Thu 7/306:15 am
SIN
- ORD
2 stops35h 46m
United Airlines
Deal found 6/23![United Airlines logo]()
$1,232
This China Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Sun 9/68:30 pm
MDW
- SIN
2 stops27h 05m
Multiple Airlines
Sun 9/131:45 pm
SIN
- MDW
2 stops34h 30m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$1,556
This Korean Air deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 9/249:29 am
MDW
- SIN
2 stops25h 26m
Korean Air
Sun 9/271:25 am
SIN
- MDW
2 stops24h 14m
Korean Air
Deal found 6/25![Korean Air logo]()
$1,579
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/2710:54 am
ORD
- SIN
2 stops30h 21m
United Airlines
Mon 8/311:05 am
SIN
- ORD
2 stops25h 17m
United Airlines
Deal found 6/27![United Airlines logo]()
$1,235
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/139:59 am
MDW
- SIN
2 stops24h 56m
Delta
Wed 8/2610:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 6/23![Delta logo]()
$1,333
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/306:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Sat 8/88:35 pm
SIN
- ORD
2 stops33h 47m
United Airlines
Deal found 6/27![United Airlines logo]()
$1,274
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/15:30 am
ORD
- SIN
2 stops29h 25m
Delta
Wed 8/1910:00 pm
SIN
- ORD
2 stops31h 51m
Delta
Deal found 6/27![Delta logo]()
$1,358
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/305:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Thu 8/68:35 pm
SIN
- ORD
2 stops31h 16m
United Airlines
Deal found 6/27![United Airlines logo]()
$1,299
This China Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 stops36h 00m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$1,670
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/36:05 am
MDW
- SIN
2 stops33h 55m
Delta
Wed 8/1910:00 pm
SIN
- MDW
2 stops26h 51m
Delta
Deal found 6/27![Delta logo]()
$1,388
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/179:30 pm
ORD
- SIN
2 stops38h 15m
United Airlines
Sat 7/258:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 6/24![United Airlines logo]()
$1,332
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Wed 8/198:35 pm
SIN
- ORD
1 stop27h 50m
United Airlines
Deal found 6/27![United Airlines logo]()
$1,345
This China Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/306:42 pm
ORD
- SIN
2 stops28h 53m
Multiple Airlines
Sat 8/81:45 pm
SIN
- ORD
2 stops29h 35m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$1,801
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/306:00 am
MDW
- SIN
2 stops34h 00m
Delta
Wed 8/51:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 6/27![Delta logo]()
$1,493
This Singapore Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 6/23![Multiple Airlines logo]()
$1,804
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 11/136:00 am
MDW
- SIN
2 stops28h 10m
Delta
Sun 11/2910:30 pm
SIN
- MDW
2 stops31h 55m
Delta
Deal found 6/23![Delta logo]()
$1,493
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 11/206:00 am
MDW
- SIN
2 stops33h 00m
Delta
Sun 11/2910:30 pm
SIN
- MDW
2 stops31h 55m
Delta
Deal found 6/26![Delta logo]()
$1,541
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 7/269:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Sun 8/28:35 pm
SIN
- ORD
1 stop22h 22m
United Airlines
Deal found 6/28![United Airlines logo]()
$1,550
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 12/129:30 pm
ORD
- SIN
2 stops43h 25m
United Airlines
Mon 1/1110:10 am
SIN
- ORD
1 stop28h 47m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,593
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/235:10 pm
MDW
- SIN
2 stops41h 45m
Delta
Wed 7/291:25 am
SIN
- MDW
2 stops33h 50m
Delta
Deal found 6/23![Delta logo]()
$1,625
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated June 28, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/36:20 pm
ORD
- SIN
1 stop22h 55m
United Airlines
Thu 8/138:35 pm
SIN
- ORD
2 stops35h 25m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,213
This American Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Fri 7/32:30 pm
ORD
- SIN
1 stop26h 40m
American Airlines
Mon 7/138:05 am
SIN
- ORD
2 stops24h 54m
American Airlines
Deal found 6/24![American Airlines logo]()
$1,237
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/59:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Thu 8/138:35 pm
SIN
- ORD
1 stop22h 24m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,220
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/59:35 pm
ORD
- SIN
1 stop32h 00m
United Airlines
Wed 8/1911:05 am
SIN
- ORD
2 stops25h 12m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,230
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/68:43 am
ORD
- SIN
2 stops26h 37m
American Airlines
Sun 7/121:55 am
SIN
- ORD
2 stops25h 32m
American Airlines
Deal found 6/27![American Airlines logo]()
$1,202
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/67:00 am
ORD
- SIN
2 stops28h 45m
United Airlines
Sun 8/168:35 pm
SIN
- ORD
2 stops28h 11m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,211
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/88:40 am
ORD
- SIN
2 stops27h 05m
United Airlines
Wed 8/1911:05 am
SIN
- ORD
2 stops25h 12m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,242
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/222:00 pm
ORD
- SIN
2 stops27h 15m
United Airlines
Wed 7/298:45 am
SIN
- ORD
2 stops29h 30m
United Airlines
Deal found 6/24![United Airlines logo]()
$1,224
This ScholarTrip deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Thu 7/234:00 pm
ORD
- SIN
1 stop30h 45m
Cathay Pacific
Thu 7/308:05 pm
SIN
- ORD
1 stop31h 15m
Cathay Pacific
Deal found 6/23![Cathay Pacific logo]()
$1,226
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/236:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Thu 7/306:15 am
SIN
- ORD
2 stops35h 46m
United Airlines
Deal found 6/23![United Airlines logo]()
$1,232
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/2710:54 am
ORD
- SIN
2 stops30h 21m
United Airlines
Mon 8/311:05 am
SIN
- ORD
2 stops25h 17m
United Airlines
Deal found 6/27![United Airlines logo]()
$1,235
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/305:30 am
ORD
- SIN
2 stops34h 30m
Delta
Fri 8/147:30 am
SIN
- ORD
2 stops26h 25m
Delta
Deal found 6/24![Delta logo]()
$1,208
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 28, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
This Trip.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Mon 11/1610:45 pm
ORD
- SIN
1 stop30h 05m
Philippine Airlines
Deal found 6/25![Philippine Airlines logo]()
$432
This Korean Air deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 9/1512:10 pm
ORD
- SIN
1 stop42h 05m
Korean Air
Deal found 6/26![Korean Air logo]()
$474
This Mytrip deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 10/299:20 pm
ORD
- SIN
1 stop23h 15m
Etihad Airways
Deal found 6/23![Etihad Airways logo]()
$475
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 9/153:40 pm
ORD
- SIN
2 stops38h 35m
Delta
Deal found 6/26![Delta logo]()
$477
This KAYAK deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:45 pm
ORD
- SIN
1 stop34h 25m
Philippine Airlines
Deal found 6/23![Philippine Airlines logo]()
$478
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/198:25 pm
ORD
- SIN
1 stop24h 15m
Etihad Airways
Deal found 6/24![Etihad Airways logo]()
$483
This FlightHub deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Fri 12/410:45 pm
ORD
- SIN
1 stop34h 25m
Philippine Airlines
Deal found 6/25![Philippine Airlines logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:20 pm
ORD
- SIN
2 stops56h 50m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$510
This SmartFares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 11/86:50 pm
ORD
- SIN
1 stop30h 05m
Qatar Airways
Deal found 6/23![Qatar Airways logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:05 am
ORD
- SIN
2 stops47h 05m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$522
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:57 pm
ORD
- SIN
2 stops56h 13m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$523
This FlightHub deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 11/96:50 pm
ORD
- SIN
1 stop23h 55m
Qatar Airways
Deal found 6/23![Qatar Airways logo]()
$530
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 June 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,204 (Delta) |
One-way from | $432 (Trip.com) |
Popular in | December |
Cheapest in | September |
Average price | $1,496 |
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 28, 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 8/7
6:05 am-5:00 am
2 stops33h 55m
Singapore Changi
Thu 8/13
1:25 am-4:15 pm
2 stops27h 50m
$1,208
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 7/23
6:10 am-6:35 pm
1 stop23h 25m
Singapore Changi
Thu 7/30
6:15 am-5:01 am
2 stops35h 46m
$1,232
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 7/27
10:54 am-6:15 am
2 stops30h 21m
Singapore Changi
Mon 8/3
11:05 am-11:22 pm
2 stops25h 17m
$1,235
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 7/30
6:10 am-6:35 pm
1 stop23h 25m
Singapore Changi
Sat 8/8
8:35 pm-5:22 pm
2 stops33h 47m
$1,274
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 7/30
5:00 am-6:35 pm
2 stops24h 35m
Singapore Changi
Thu 8/6
8:35 pm-2:51 pm
2 stops31h 16m
$1,299
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 7/17
9:30 pm-12:45 am
2 stops38h 15m
Singapore Changi
Sat 7/25
8:35 pm-7:16 am
1 stop23h 41m
$1,332
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 8/13
9:59 am-11:55 pm
2 stops24h 56m
Singapore Changi
Wed 8/26
10:00 pm-4:15 pm
2 stops31h 15m
$1,333
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 8/1
9:35 pm-6:35 pm
1 stop32h 00m
Singapore Changi
Wed 8/19
8:35 pm-11:25 am
1 stop27h 50m
$1,345
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 8/1
5:30 am-11:55 pm
2 stops29h 25m
Singapore Changi
Wed 8/19
10:00 pm-4:51 pm
2 stops31h 51m
$1,358
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Mon 8/3
6:05 am-5:00 am
2 stops33h 55m
Singapore Changi
Wed 8/19
10:00 pm-11:51 am
2 stops26h 51m
$1,388
Showing 1-10 of 40 resultsSorted by cheapest first
Best time to book a flight from Chicago to Singapore
Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.
ORD-SIN
MDW-SIN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Singapore
CHI-SG0
ORD-SIN
MDW-SIN
What is the cheapest month to book a flight from Chicago to Singapore?
Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of $492). Flying from Chicago to Singapore in 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 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 28, 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.
Crew
8.7
Entertainment
8.0
Boarding
8.4
Overall
8.5
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Overall
8.5
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Overall
8.5
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Overall
8.5
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Overall
8.5
Food
8.1
Comfort
8.3
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Overall
8.5
Food
8.1
Comfort
8.3
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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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 June 28, 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 June 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$689 | Average$1,166 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$692 | Average$875 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,153 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$721 | Average$897 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$758 | Average$963 | 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$872 | Average$1,340 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$963 | Average$1,064 | FlexibilityNo cancel fee | On-time68% |