$437+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Sep 21 — Sep 281
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 August 22, 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 August 22, 2026.
This lol.travel deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Tue 10/68:49 am -
1 stop31h 26m
Tue 10/137:00 am -
2 stops26h 12m
Deal found 8/21![Air Canada logo]()
$758
This lol.travel deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Tue 9/13:40 pm -
1 stop24h 35m
Thu 9/177:00 am -
1 stop20h 43m
Deal found 8/17![Air Canada logo]()
$772
This Air Canada deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/273:30 pm -
1 stop26h 30m
Tue 11/108:40 am -
1 stop19h 57m
Deal found 8/21![Air Canada logo]()
$794
This FlightHub deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:49 am -
1 stop31h 26m
Thu 10/227:00 am -
1 stop26h 06m
Deal found 8/21![Air Canada logo]()
$804
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:59 am -
2 stops30h 01m
Thu 9/177:30 am -
2 stops28h 15m
Deal found 8/17![Delta logo]()
$935
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/89:29 am -
2 stops30h 31m
Mon 9/147:30 am -
2 stops28h 14m
Deal found 8/18![Delta logo]()
$936
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/226:44 pm -
2 stops39h 26m
Wed 12/21:35 am -
2 stops35h 21m
Deal found 8/20![Delta logo]()
$941
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/226:44 pm -
2 stops39h 26m
Wed 12/210:40 am -
2 stops36h 10m
Deal found 8/20![Delta logo]()
$947
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/59:59 am -
2 stops30h 01m
Tue 9/87:30 am -
2 stops28h 14m
Deal found 8/17![Delta logo]()
$971
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/79:59 am -
2 stops30h 01m
Sat 9/121:25 am -
2 stops34h 19m
Deal found 8/18![Delta logo]()
$972
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:29 am -
2 stops54h 31m
Wed 11/410:40 am -
2 stops25h 53m
Deal found 8/20![Delta logo]()
$977
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:29 am -
2 stops54h 31m
Fri 11/610:40 am -
2 stops49h 53m
Deal found 8/20![Delta logo]()
$1,013
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 August 22, 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 August 22, 2026.
This Cathay Pacific deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:15 pm -
1 stop24h 15m
Mon 9/211:25 pm -
1 stop37h 30m
Deal found 8/21![Cathay Pacific logo]()
$925
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/279:29 am -
2 stops30h 31m
Tue 11/1010:40 am -
2 stops26h 16m
Deal found 8/17![Delta logo]()
$935
This Turkish Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Wed 1/138:15 pm -
1 stop23h 40m
Mon 2/811:15 pm -
1 stop33h 05m
Deal found 8/17![Turkish Airlines logo]()
$1,020
This EVA Air deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:30 am -
1 stop22h 25m
Sun 9/133:20 pm -
1 stop42h 25m
Deal found 8/19![EVA Air logo]()
$1,141
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:00 am -
2 stops29h 20m
Tue 9/88:05 am -
2 stops35h 15m
Deal found 8/17![Multiple Airlines logo]()
$1,215
This Cathay Pacific deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/54:15 pm -
1 stop37h 50m
Mon 10/1212:45 pm -
1 stop38h 10m
Deal found 8/21![Cathay Pacific logo]()
$925
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:29 am -
2 stops25h 26m
Wed 9/167:30 am -
2 stops28h 14m
Deal found 8/19![Delta logo]()
$936
This Turkish Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Tue 10/138:10 pm -
1 stop32h 45m
Sat 10/314:35 am -
1 stop44h 25m
Deal found 8/17![Turkish Airlines logo]()
$1,040
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:19 pm -
2 stops47h 41m
Tue 10/2710:40 am -
2 stops39h 07m
Deal found 8/17![Delta logo]()
$971
This Cathay Pacific deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:00 pm -
1 stop24h 30m
Sat 9/191:25 pm -
1 stop37h 30m
Deal found 8/20![Cathay Pacific logo]()
$975
This EVA Air deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:30 am -
1 stop22h 25m
Sun 9/133:20 pm -
1 stop42h 25m
Deal found 8/19![EVA Air logo]()
$1,141
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:19 pm -
2 stops47h 41m
Mon 10/2610:30 pm -
2 stops32h 30m
Deal found 8/17![Delta logo]()
$971
This Turkish Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/198:10 pm -
1 stop24h 20m
Thu 9/2410:25 am -
1 stop36h 15m
Deal found 8/17![Turkish Airlines logo]()
$1,126
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/610:56 am -
2 stops53h 04m
Thu 9/177:30 am -
2 stops28h 15m
Deal found 8/19![Delta logo]()
$972
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/79:59 am -
2 stops30h 01m
Sat 9/121:25 am -
2 stops34h 19m
Deal found 8/20![Delta logo]()
$972
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/66:00 am -
2 stops34h 00m
Sun 9/1310:00 pm -
2 stops36h 33m
Deal found 8/19![Delta logo]()
$972
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 1/137:00 am -
2 stops27h 10m
Sun 1/171:35 am -
2 stops36h 11m
Deal found 8/21![Delta logo]()
$1,086
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 2/97:10 am -
2 stops31h 50m
Sun 2/141:35 am -
2 stops35h 55m
Deal found 8/21![Delta logo]()
$1,086
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/276:05 am -
2 stops28h 50m
Mon 10/510:00 pm -
2 stops31h 14m
Deal found 8/19![Delta logo]()
$1,122
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/149:29 am -
2 stops30h 31m
Tue 10/2710:40 am -
2 stops24h 53m
Deal found 8/17![Delta logo]()
$1,139
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/239:29 am -
2 stops30h 31m
Wed 9/301:25 am -
2 stops34h 19m
Deal found 8/21![Delta logo]()
$1,290
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated August 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 8/269:59 am -
2 stops24h 56m
Tue 9/11:25 am -
2 stops34h 11m
Deal found 8/19![Delta logo]()
$1,177
This lol.travel deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Tue 9/13:40 pm -
1 stop24h 35m
Thu 9/177:00 am -
1 stop20h 43m
Deal found 8/17![Air Canada logo]()
$772
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:59 am -
2 stops30h 01m
Thu 9/177:30 am -
2 stops28h 15m
Deal found 8/17![Delta logo]()
$935
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/54:39 pm -
2 stops47h 21m
Wed 9/97:30 am -
2 stops28h 14m
Deal found 8/17![Delta logo]()
$971
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/79:59 am -
2 stops30h 01m
Sat 9/121:25 am -
2 stops34h 19m
Deal found 8/18![Delta logo]()
$972
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/89:29 am -
2 stops30h 31m
Mon 9/147:30 am -
2 stops28h 14m
Deal found 8/18![Delta logo]()
$936
This Travelocity deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:40 pm -
1 stop24h 35m
Thu 9/177:00 am -
1 stop20h 43m
Deal found 8/21![Air Canada logo]()
$794
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/176:05 am -
2 stops33h 55m
Wed 9/231:25 am -
2 stops34h 19m
Deal found 8/21![Delta logo]()
$1,086
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/186:05 am -
2 stops33h 55m
Thu 9/241:25 am -
2 stops27h 50m
Deal found 8/21![Delta logo]()
$1,158
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/227:01 pm -
2 stops39h 54m
Tue 10/67:30 am -
2 stops28h 03m
Deal found 8/20![Delta logo]()
$941
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/276:05 am -
2 stops28h 50m
Mon 10/510:00 pm -
2 stops31h 14m
Deal found 8/19![Delta logo]()
$1,122
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/306:05 am -
2 stops33h 55m
Wed 10/710:00 pm -
2 stops31h 14m
Deal found 8/17![Delta logo]()
$1,085
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 August 22, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Flightnetwork deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/282:00 pm -
1 stop30h 40m
Deal found 8/17![Etihad Airways logo]()
$437
This SmartFares deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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.
Mon 2/12:35 pm -
1 stop31h 20m
Deal found 8/22![Cathay Pacific logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 1/52:35 pm -
1 stop43h 50m
Deal found 8/18![Cathay Pacific logo]()
$456
This Travelocity deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/143:09 pm -
2 stops29h 16m
Deal found 8/18![Multiple Airlines logo]()
$463
This Cheapflightsfares deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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.
Fri 8/288:00 pm -
1 stop24h 40m
Deal found 8/19![Etihad Airways logo]()
$474
This Korean Air deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/2712:15 pm -
1 stop43h 10m
Deal found 8/17![Korean Air logo]()
$475
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/2010:01 am -
2 stops29h 59m
Deal found 8/17![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/207:35 am -
2 stops32h 25m
Deal found 8/17![Delta logo]()
$478
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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.
Wed 12/26:59 am -
2 stops27h 51m
Deal found 8/22![American Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 2/145:35 pm -
2 stops40h 35m
Deal found 8/18![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/57:01 pm -
2 stops39h 54m
Deal found 8/21![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/58:25 pm -
2 stops38h 30m
Deal found 8/21![Delta logo]()
$489
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 August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $758 (lol.travel) |
One-way from | $437 (Flightnetwork) |
Popular in | December |
Cheapest in | April |
Average price | $1,257 |
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 7,457,451 searches. Data last updated August 22, 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
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 9/17
4:15 pm-5:30 am
1 stop24h 15m
Singapore Changi
Mon 9/21
1:25 pm-1:55 pm
1 stop37h 30m
$925
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Mon 10/5
4:15 pm-7:05 pm
1 stop37h 50m
Singapore Changi
Mon 10/12
12:45 pm-1:55 pm
1 stop38h 10m
$925
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 10/27
9:29 am-5:00 am
2 stops30h 31m
Singapore Changi
Tue 11/10
10:40 am-10:56 pm
2 stops26h 16m
$935
Quickest round-trip
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Wed 9/9
9:29 am-11:55 pm
2 stops25h 26m
Singapore Changi
Wed 9/16
7:30 am-10:44 pm
2 stops28h 14m
$936
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Sat 10/17
4:19 pm-5:00 am
2 stops47h 41m
Singapore Changi
Tue 10/27
10:40 am-12:47 pm
2 stops39h 07m
$971
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Sat 10/17
4:19 pm-5:00 am
2 stops47h 41m
Singapore Changi
Mon 10/26
10:30 pm-6:00 pm
2 stops32h 30m
$971
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Sun 9/6
10:56 am-5:00 am
2 stops53h 04m
Singapore Changi
Thu 9/17
7:30 am-10:45 pm
2 stops28h 15m
$972
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Mon 9/7
9:59 am-5:00 am
2 stops30h 01m
Singapore Changi
Sat 9/12
1:25 am-10:44 pm
2 stops34h 19m
$972
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 9/6
6:00 am-5:00 am
2 stops34h 00m
Singapore Changi
Sun 9/13
10:00 pm-9:33 pm
2 stops36h 33m
$972
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Tue 9/1
4:00 pm-5:30 am
1 stop24h 30m
Singapore Changi
Sat 9/19
1:25 pm-1:55 pm
1 stop37h 30m
$975
Showing 1-10 of 43 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 August.
| 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 Accuracy- | Trust Score*1 star | |
| 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 $940). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,917). 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?
Airfare is below average for this route at the moment.
Chicago to Singapore flights typically cost between $928 and $1,314 in October.The cheapest round-trip price found within the last 5 days was $758 on Air Canada (Oct 6-Oct 13).
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 19 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 August 22, 2026.
Get a feel of what it's like to fly with Cathay Pacific,Turkish Airlines, andUnited 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.
Food
7.3
Overall
7.6
Boarding
7.9
Entertainment
7.7
Crew
8.1
Comfort
7.5
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Food
7.3
Overall
7.6
Boarding
7.9
Entertainment
7.7
Crew
8.1
Comfort
7.5
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Food
7.3
Overall
7.6
Boarding
7.9
Entertainment
7.7
Crew
8.1
Comfort
7.5
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Food
7.3
Overall
7.6
Boarding
7.9
Entertainment
7.7
Crew
8.1
Comfort
7.5
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Food
7.3
Overall
7.6
Boarding
7.9
Entertainment
7.7
Crew
8.1
Comfort
7.5
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
Food
7.3
Overall
7.6
Boarding
7.9
Entertainment
7.7
Crew
8.1
Comfort
7.5
Reviews
1 / 20
10.0
ExcellentErnest,Jun 2026
SFO - HKG
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Singapore flight routes
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 August 22, 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 August 22, 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 August 22, 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 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$689 | Average$1,175 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$705 | Average$1,140 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$709 | Average$1,060 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$721 | Average$901 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$792 | Average$963 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$843 | Average$1,423 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$949 | Average$1,520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$963 | Average$1,077 | FlexibilityNo cancel fee | On-time68% | |
| Cheapest$1,119 | Average$1,430 | FlexibilityNo cancel fee | On-time74% |