$473+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jun 30 — Jul 71
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 May 31, 2026.
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 31, 2026.
This Turkish Airlines deal was found by Cheapflights users on 5/28. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:10 pm
ORD
- SIN
1 stop23h 35m
Turkish Airlines
Wed 9/911:10 am
SIN
- ORD
1 stop35h 30m
Turkish Airlines
Deal found 5/28![Turkish Airlines logo]()
$1,142
This Delta deal was found by Cheapflights users on 5/26. 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 7/106:30 am
ORD
- SIN
2 stops28h 25m
Delta
Wed 8/127:30 am
SIN
- ORD
2 stops27h 28m
Delta
Deal found 5/26![Delta logo]()
$1,144
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Tue 6/25:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Tue 6/98:35 pm
SIN
- ORD
1 stop22h 18m
United Airlines
Deal found 5/28![United Airlines logo]()
$1,145
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 10/209:30 am
ORD
- SIN
2 stops25h 25m
Delta
Thu 11/121:35 am
SIN
- ORD
2 stops36h 11m
Delta
Deal found 5/30![Delta logo]()
$1,149
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 6/24:45 pm
ORD
- SIN
2 stops24h 30m
United Airlines
Thu 6/48:35 pm
SIN
- ORD
2 stops26h 01m
United Airlines
Deal found 5/29![United Airlines logo]()
$1,150
This Qatar Airways deal was found by Cheapflights users on 5/26. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:20 pm
ORD
- SIN
1 stop36h 55m
Qatar Airways
Sat 9/127:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 5/26![Qatar Airways logo]()
$1,152
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 8/17:00 am
ORD
- SIN
2 stops27h 55m
Delta
Sat 12/510:40 am
SIN
- ORD
1 stop35h 50m
Delta
Deal found 5/29![Delta logo]()
$1,153
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 6/14:30 pm
ORD
- SIN
1 stop37h 05m
United Airlines
Mon 6/158:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 5/29![United Airlines logo]()
$1,154
This Qatar Airways deal was found by Cheapflights users on 5/28. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Fri 9/119:15 pm
SIN
- ORD
2 stops30h 50m
Qatar Airways
Deal found 5/28![Qatar Airways logo]()
$1,155
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 6/97:30 am
ORD
- SIN
1 stop22h 05m
United Airlines
Tue 6/168:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 5/29![United Airlines logo]()
$1,156
This Qatar Airways deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Sat 8/227:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Thu 9/106:20 am
SIN
- ORD
2 stops45h 45m
Qatar Airways
Deal found 5/30![Qatar Airways logo]()
$1,157
This Delta deal was found by Cheapflights users on 5/26. 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 7/76:22 pm
ORD
- SIN
2 stops40h 33m
Delta
Tue 8/111:25 am
SIN
- ORD
2 stops33h 33m
Delta
Deal found 5/26![Delta logo]()
$1,158
Best flights from Chicago to SingaporeDiscover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 31, 2026.
Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 31, 2026.
This Qatar Airways deal was found by Cheapflights users on 5/26. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:20 pm
ORD
- SIN
2 stops25h 55m
Qatar Airways
Wed 9/97:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 5/26![Qatar Airways logo]()
$1,155
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 11/276:00 am
MDW
- SIN
2 stops33h 00m
Delta
Sun 12/1310:30 pm
SIN
- MDW
2 stops31h 55m
Delta
Deal found 5/30![Delta logo]()
$1,159
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 7/188:50 am
ORD
- SIN
2 stops32h 50m
United Airlines
Tue 8/188:45 am
SIN
- ORD
2 stops27h 20m
United Airlines
Deal found 5/28![United Airlines logo]()
$1,181
This Korean Air deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/89:54 am
MDW
- SIN
2 stops25h 01m
Korean Air
Fri 7/2410:00 pm
SIN
- MDW
2 stops27h 38m
Korean Air
Deal found 5/30![Korean Air logo]()
$1,699
This Qatar Airways deal was found by Cheapflights users on 5/27. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:20 pm
ORD
- SIN
2 stops25h 55m
Qatar Airways
Sat 9/127:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 5/27![Qatar Airways logo]()
$1,155
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Wed 7/156:10 am
ORD
- SIN
1 stop23h 25m
United Airlines
Tue 8/188:45 am
SIN
- ORD
1 stop25h 45m
United Airlines
Deal found 5/28![United Airlines logo]()
$1,183
This Delta deal was found by Cheapflights users on 5/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:59 am
MDW
- SIN
2 stops24h 56m
Delta
Fri 9/410:00 pm
SIN
- MDW
2 stops31h 59m
Delta
Deal found 5/28![Delta logo]()
$1,219
This Qatar Airways deal was found by Cheapflights users on 5/26. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:20 pm
ORD
- SIN
2 stops25h 55m
Qatar Airways
Sun 9/67:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 5/26![Qatar Airways logo]()
$1,155
This United Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 stop23h 41m
United Airlines
Deal found 5/30![United Airlines logo]()
$1,195
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:00 am
MDW
- SIN
2 stops28h 55m
Delta
Sun 7/191:25 am
SIN
- MDW
2 stops33h 50m
Delta
Deal found 5/29![Delta logo]()
$1,255
This Qatar Airways deal was found by Cheapflights users on 5/26. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:20 pm
ORD
- SIN
2 stops27h 05m
Qatar Airways
Sat 9/127:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 5/26![Qatar Airways logo]()
$1,155
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 8/1210:00 pm
SIN
- MDW
2 stops26h 51m
Delta
Deal found 5/30![Delta logo]()
$1,255
This Qatar Airways deal was found by Cheapflights users on 5/26. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Sat 9/123:35 pm
SIN
- ORD
2 stops36h 30m
Qatar Airways
Deal found 5/26![Qatar Airways logo]()
$1,155
This Qatar Airways deal was found by Cheapflights users on 5/27. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:20 pm
ORD
- SIN
2 stops27h 05m
Qatar Airways
Sat 9/127:40 pm
SIN
- ORD
1 stop32h 25m
Qatar Airways
Deal found 5/27![Qatar Airways logo]()
$1,155
This Korean Air deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/89:54 am
MDW
- SIN
2 stops25h 01m
Korean Air
Fri 7/241:25 am
SIN
- MDW
2 stops24h 13m
Korean Air
Deal found 5/30![Korean Air logo]()
$1,699
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/49:59 am
MDW
- SIN
2 stops24h 56m
Delta
Sun 8/161:25 am
SIN
- MDW
2 stops27h 50m
Delta
Deal found 5/29![Delta logo]()
$1,354
This Qatar Airways deal was found by Cheapflights users on 5/27. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
ORD
- SIN
2 stops26h 15m
Qatar Airways
Thu 9/103:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 5/27![Qatar Airways logo]()
$1,179
This Qatar Airways deal was found by Cheapflights users on 5/27. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
ORD
- SIN
2 stops26h 15m
Qatar Airways
Sun 9/63:15 am
SIN
- ORD
1 stop24h 50m
Qatar Airways
Deal found 5/27![Qatar Airways logo]()
$1,179
This Delta deal was found by Cheapflights users on 5/26. 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.
Wed 11/115:35 pm
MDW
- SIN
2 stops40h 35m
Delta
Mon 11/3010:30 pm
SIN
- MDW
2 stops28h 03m
Delta
Deal found 5/26![Delta logo]()
$1,429
This Qatar Airways deal was found by Cheapflights users on 5/26. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:20 pm
ORD
- SIN
1 stop31h 25m
Qatar Airways
Sat 9/129:15 pm
SIN
- ORD
2 stops30h 50m
Qatar Airways
Deal found 5/26![Qatar Airways logo]()
$1,195
This Delta deal was found by Cheapflights users on 5/27. 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 7/116:35 pm
MDW
- SIN
2 stops40h 20m
Delta
Sat 7/1810:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 5/27![Delta logo]()
$1,449
This Delta deal was found by Cheapflights users on 5/26. 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.
Thu 11/126:00 am
MDW
- SIN
2 stops33h 00m
Delta
Fri 11/271:35 am
SIN
- MDW
2 stops28h 50m
Delta
Deal found 5/26![Delta logo]()
$1,493
This Delta deal was found by Cheapflights users on 5/26. 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 7/37:16 pm
MDW
- SIN
2 stops39h 39m
Delta
Sun 7/1210:00 pm
SIN
- MDW
2 stops31h 15m
Delta
Deal found 5/26![Delta logo]()
$1,550
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated May 31, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated May 31, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 5/306:13 am
ORD
- SIN
1 stop23h 22m
United Airlines
Thu 6/48:45 am
SIN
- ORD
1 stop22h 55m
United Airlines
Deal found 5/29![United Airlines logo]()
$1,195
This United Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 5/316:13 am
ORD
- SIN
1 stop23h 22m
United Airlines
Mon 6/158:45 am
SIN
- ORD
1 stop34h 08m
United Airlines
Deal found 5/30![United Airlines logo]()
$1,204
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sun 5/316:13 am
ORD
- SIN
1 stop35h 02m
United Airlines
Wed 6/178:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 5/27![United Airlines logo]()
$1,205
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 6/14:30 pm
ORD
- SIN
1 stop37h 05m
United Airlines
Mon 6/158:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 5/29![United Airlines logo]()
$1,154
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Tue 6/25:00 am
ORD
- SIN
2 stops24h 35m
United Airlines
Tue 6/98:35 pm
SIN
- ORD
1 stop22h 18m
United Airlines
Deal found 5/28![United Airlines logo]()
$1,145
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 6/24:45 pm
ORD
- SIN
2 stops24h 30m
United Airlines
Thu 6/48:35 pm
SIN
- ORD
2 stops26h 01m
United Airlines
Deal found 5/29![United Airlines logo]()
$1,150
This Ovago deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:48 pm
ORD
- SIN
1 stop31h 47m
Multiple Airlines
Tue 6/98:35 pm
SIN
- ORD
1 stop23h 41m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$1,165
This Ovago deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:48 pm
ORD
- SIN
1 stop31h 47m
Singapore Airlines
Tue 6/98:35 pm
SIN
- ORD
2 stops27h 26m
Singapore Airlines
Deal found 5/29![Singapore Airlines logo]()
$1,170
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:40 am
ORD
- SIN
2 stops31h 35m
Air Canada
Thu 6/117:00 am
SIN
- ORD
2 stops23h 05m
Air Canada
Deal found 5/27![Air Canada logo]()
$1,201
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 6/97:30 am
ORD
- SIN
1 stop22h 05m
United Airlines
Tue 6/168:35 pm
SIN
- ORD
1 stop23h 41m
United Airlines
Deal found 5/29![United Airlines logo]()
$1,156
This Mytrip deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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.
Sat 6/133:40 pm
ORD
- SIN
2 stops32h 35m
Multiple Airlines
Sat 6/277:00 am
SIN
- ORD
1 stop20h 41m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$1,212
This Delta deal was found by Cheapflights users on 5/27. 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 6/226:00 am
MDW
- SIN
2 stops34h 00m
Delta
Fri 7/2410:00 pm
SIN
- MDW
2 stops30h 37m
Delta
Deal found 5/27![Delta logo]()
$1,359
One-way flights from Chicago to SingaporeSearch for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
This Philippine Airlines deal was found by Cheapflights users on 5/28. 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 Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:46 pm
ORD
- SIN
2 stops26h 54m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$473
This oojo deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/241:10 pm
ORD
- SIN
1 stop30h 25m
Etihad Airways
Deal found 5/29![Etihad Airways logo]()
$489
This oojo deal was found by Cheapflights users on 5/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:20 pm
ORD
- SIN
1 stop24h 30m
Qatar Airways
Deal found 5/26![Qatar Airways logo]()
$496
This Kiwi.com deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/219:13 pm
ORD
- SIN
2 stops57h 02m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:13 pm
ORD
- SIN
3 stops37h 42m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$522
This oojo deal was found by Cheapflights users on 5/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:10 pm
ORD
- SIN
1 stop23h 30m
Etihad Airways
Deal found 5/27![Etihad Airways logo]()
$528
This Cheapflightsfares deal was found by Cheapflights users on 5/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/272:30 pm
ORD
- SIN
1 stop26h 40m
Japan Airlines
Deal found 5/27![Japan Airlines logo]()
$582
This oojo deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:40 am
ORD
- SIN
1 stop24h 40m
Japan Airlines
Deal found 5/29![Japan Airlines logo]()
$585
This FlightHub deal was found by Cheapflights users on 5/25. 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.
Tue 8/44:00 pm
ORD
- SIN
1 stop24h 30m
Cathay Pacific
Deal found 5/25![Cathay Pacific logo]()
$587
This Delta deal was found by Cheapflights users on 5/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:05 am
MDW
- SIN
2 stops33h 55m
Delta
Deal found 5/28![Delta logo]()
$592
This Delta deal was found by Cheapflights users on 5/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/139:19 am
MDW
- SIN
2 stops25h 36m
Delta
Deal found 5/28![Delta logo]()
$730
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:06 pm
MDW
- SIN
3 stops53h 09m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$737
Find flight deals from Chicago to Singapore
Keep the following information in mind while searching for Chicago to Singapore flight deals. Data was last updated May 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,142 (Turkish Airlines) |
One-way from | $473 (Philippine Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $1,296 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Singapore that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 31, 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 - SIN
ORDSIN
Chicago O'Hare Intl
Fri 8/21
7:20 pm-10:15 am
2 stops25h 55m
Singapore Changi
Wed 9/9
7:40 pm-3:05 pm
1 stop32h 25m
$1,155
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 8/25
7:20 pm-10:15 am
2 stops25h 55m
Singapore Changi
Sat 9/12
7:40 pm-3:05 pm
1 stop32h 25m
$1,155
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 8/25
7:20 pm-10:15 am
2 stops25h 55m
Singapore Changi
Sun 9/6
7:40 pm-3:05 pm
1 stop32h 25m
$1,155
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 8/23
7:20 pm-11:25 am
2 stops27h 05m
Singapore Changi
Sat 9/12
7:40 pm-3:05 pm
1 stop32h 25m
$1,155
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 8/26
7:20 pm-8:50 am
1 stop24h 30m
Singapore Changi
Sat 9/12
3:35 pm-3:05 pm
2 stops36h 30m
$1,155
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 8/24
7:20 pm-11:25 am
2 stops27h 05m
Singapore Changi
Sat 9/12
7:40 pm-3:05 pm
1 stop32h 25m
$1,155
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Fri 11/27
6:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Sun 12/13
10:30 pm-4:25 pm
2 stops31h 55m
$1,159
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 8/20
6:00 am-9:15 pm
2 stops26h 15m
Singapore Changi
Thu 9/10
3:15 am-3:05 pm
1 stop24h 50m
$1,179
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 8/20
6:00 am-9:15 pm
2 stops26h 15m
Singapore Changi
Sun 9/6
3:15 am-3:05 pm
1 stop24h 50m
$1,179
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 7/18
8:50 am-6:40 am
2 stops32h 50m
Singapore Changi
Tue 8/18
8:45 am-11:05 pm
2 stops27h 20m
$1,181
Showing 1-10 of 39 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 May 31, 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.
Boarding
8.4
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Entertainment
8.0
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 May 31, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 10 airlines flying from Chicago to Singapore
Discover the top 10 airlines that operate flights from Chicago to Singapore. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$692 | Average$876 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,152 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$758 | Average$934 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$770 | Average$921 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$814 | Average$1,187 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$860 | Average$1,410 | 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% |