$448+ Cheap flights from Chicago (CHI) to Singapore (SIN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Dec 9 — Dec 161
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 November 9, 2026.
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
This IEagle deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:45 am -
1 stop39h 05m
Sat 11/282:00 am -
2 stops43h 40m
Deal found 11/5![Ethiopian Air logo]()
$868
This Globehunters deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:15 pm -
1 stop22h 30m
Fri 12/1111:40 am -
1 stop36h 20m
Deal found 11/5![Turkish Airlines logo]()
$930
This CheapOair deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:15 pm -
1 stop23h 45m
Wed 12/911:15 pm -
1 stop33h 05m
Deal found 11/6![Turkish Airlines logo]()
$940
This CheapOair deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/298:15 pm -
1 stop22h 30m
Fri 12/411:40 am -
1 stop36h 20m
Deal found 11/4![Turkish Airlines logo]()
$964
This Globehunters deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:45 am -
1 stop32h 15m
Mon 12/1411:40 am -
1 stop36h 20m
Deal found 11/7![Turkish Airlines logo]()
$969
This Air Canada deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:45 am -
2 stops32h 10m
Wed 11/2511:10 pm -
2 stops34h 49m
Deal found 11/6![Air Canada logo]()
$971
This Justfly.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:45 am -
1 stop32h 15m
Fri 12/1111:40 am -
1 stop36h 20m
Deal found 11/4![Turkish Airlines logo]()
$1,005
This Trip.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/611:45 am -
1 stop39h 55m
Sun 12/1310:25 am -
1 stop45h 55m
Deal found 11/8![Turkish Airlines logo]()
$1,009
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:20 am -
2 stops32h 40m
Wed 12/910:30 am -
2 stops25h 05m
Deal found 11/8![Delta logo]()
$1,022
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:00 am -
2 stops28h 15m
Wed 12/910:30 pm -
2 stops31h 46m
Deal found 11/6![Delta logo]()
$1,172
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:30 pm -
2 stops40h 45m
Fri 12/1110:30 am -
2 stops26h 24m
Deal found 11/5![Delta logo]()
$1,263
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:41 pm -
2 stops44h 19m
Sun 12/1310:30 am -
2 stops26h 24m
Deal found 11/8![Delta logo]()
$1,361
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 November 9, 2026.
Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/75:40 pm -
2 stops45h 20m
Mon 2/2210:30 am -
2 stops44h 11m
Deal found 11/9![Delta logo]()
$991
This China Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/103:50 pm -
2 stops31h 15m
Sun 3/212:25 pm -
2 stops28h 15m
Deal found 11/6![Multiple Airlines logo]()
$1,475
This FlightHub deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:50 pm -
2 stops39h 40m
Sat 11/288:15 pm -
1 stop32h 15m
Deal found 11/9![Qatar Airways logo]()
$1,644
This Etihad Airways deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/201:15 pm -
1 stop30h 30m
Thu 12/107:25 pm -
2 stops35h 17m
Deal found 11/6![Etihad Airways logo]()
$1,645
This Justfly.com deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1410:15 am -
2 stops54h 40m
Sat 11/288:40 am -
2 stops37h 14m
Deal found 11/9![Air Canada logo]()
$1,646
This Turkish Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2411:45 am -
1 stop29h 05m
Sun 1/174:35 am -
1 stop27h 45m
Deal found 11/6![Turkish Airlines logo]()
$1,702
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:20 am -
2 stops32h 40m
Wed 12/910:30 am -
2 stops25h 05m
Deal found 11/8![Delta logo]()
$1,022
This Japan Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:59 am -
2 stops30h 41m
Thu 11/198:15 am -
2 stops28h 16m
Deal found 11/4![Japan Airlines logo]()
$2,059
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1911:10 am -
1 stop23h 05m
Mon 1/2510:30 pm -
2 stops37h 58m
Deal found 11/7![Delta logo]()
$1,125
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/111:10 am -
1 stop23h 05m
Sun 2/281:40 am -
2 stops36h 15m
Deal found 11/7![Delta logo]()
$1,125
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/215:49 pm -
2 stops40h 26m
Sun 3/710:30 pm -
2 stops31h 55m
Deal found 11/8![Delta logo]()
$1,135
This China Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/1310:15 am -
2 stops36h 50m
Sun 1/172:25 pm -
2 stops35h 45m
Deal found 11/5![Multiple Airlines logo]()
$1,569
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:00 am -
2 stops28h 15m
Wed 12/910:30 pm -
2 stops31h 46m
Deal found 11/6![Delta logo]()
$1,172
This Turkish Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/208:15 pm -
1 stop31h 25m
Thu 1/215:10 am -
1 stop27h 10m
Deal found 11/5![Turkish Airlines logo]()
$1,996
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/106:00 am -
2 stops34h 00m
Sat 4/1710:00 pm -
2 stops26h 56m
Deal found 11/7![Delta logo]()
$1,279
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:40 am -
2 stops32h 20m
Thu 12/101:40 am -
1 stop20h 50m
Deal found 11/8![Delta logo]()
$1,448
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/36:00 am -
2 stops28h 15m
Wed 2/101:40 am -
2 stops28h 56m
Deal found 11/6![Delta logo]()
$1,547
Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Singapore. Data last updated November 9, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:45 am -
2 stops32h 10m
Wed 11/2511:10 pm -
2 stops34h 49m
Deal found 11/6![Air Canada logo]()
$971
This IEagle deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure IEagle is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:45 am -
1 stop39h 05m
Sat 11/282:00 am -
2 stops43h 40m
Deal found 11/5![Ethiopian Air logo]()
$868
This CheapOair deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/298:15 pm -
1 stop22h 30m
Fri 12/411:40 am -
1 stop36h 20m
Deal found 11/4![Turkish Airlines logo]()
$964
This Globehunters deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:15 pm -
1 stop22h 30m
Fri 12/1111:40 am -
1 stop36h 20m
Deal found 11/5![Turkish Airlines logo]()
$930
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:30 pm -
2 stops40h 45m
Fri 12/1110:30 am -
2 stops26h 24m
Deal found 11/5![Delta logo]()
$1,263
This CheapOair deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:15 pm -
1 stop23h 45m
Wed 12/911:15 pm -
1 stop33h 05m
Deal found 11/6![Turkish Airlines logo]()
$940
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:20 am -
2 stops32h 40m
Wed 12/910:30 am -
2 stops25h 05m
Deal found 11/8![Delta logo]()
$1,022
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:00 am -
2 stops28h 15m
Wed 12/910:30 pm -
2 stops31h 46m
Deal found 11/6![Delta logo]()
$1,172
This Justfly.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:45 am -
1 stop32h 15m
Fri 12/1111:40 am -
1 stop36h 20m
Deal found 11/4![Turkish Airlines logo]()
$1,005
This Trip.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/611:45 am -
1 stop39h 55m
Sun 12/1310:25 am -
1 stop45h 55m
Deal found 11/8![Turkish Airlines logo]()
$1,009
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:41 pm -
2 stops44h 19m
Sun 12/1310:30 am -
2 stops26h 24m
Deal found 11/8![Delta logo]()
$1,361
This Globehunters deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:45 am -
1 stop32h 15m
Mon 12/1411:40 am -
1 stop36h 20m
Deal found 11/7![Turkish Airlines logo]()
$969
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 November 9, 2026.
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This FlightHub deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/252:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Cathay Pacific logo]()
$448
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/159:30 am -
2 stops30h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/126:00 am -
2 stops48h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/256:40 pm -
2 stops39h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$501
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/111:45 pm -
2 stops44h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$501
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/96:10 am -
2 stops45h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/116:10 am -
2 stops45h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$519
This Jetabroad deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/112:10 pm -
1 stop39h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Cathay Pacific logo]()
$522
This KAYAK deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/122:10 pm -
1 stop31h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Cathay Pacific logo]()
$529
This eDestinos deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/51:15 pm -
1 stop30h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Etihad Airways logo]()
$536
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/136:10 am -
3 stops40h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$547
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:10 am -
2 stops45h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$548
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 November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $896 (IEagle) |
One-way from | $448 (FlightHub) |
Popular in | December |
Cheapest in | April |
Average price | $976 |
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 November 9, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Tue 3/16
9:30 am-8:25 pm
2 stops45h 55m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$490
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Mon 1/25
5:40 pm-12:15 am
2 stops40h 35m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$501
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Sun 3/14
5:35 pm-8:25 pm
2 stops61h 50m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$501
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Mon 1/25
6:00 am-12:15 am
2 stops28h 15m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$565
Quickest round-trip
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Sun 11/29
8:15 pm-8:45 am
1 stop22h 30m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$689
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Mon 11/23
1:05 pm-6:55 am
1 stop27h 50m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$694
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Tue 1/5
8:20 pm-11:40 pm
2 stops37h 20m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$697
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Mon 1/11
5:45 pm-12:15 am
2 stops40h 30m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$701
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 12/3
6:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$732
ChicagoSingapore
MDW Chicago Midway - SIN Singapore Changi
MDWSIN
Chicago Midway
Thu 3/18
6:00 am-5:00 am
2 stops34h 00m
Singapore Changi
Wed 12/31
12:00 am-10:30 am
Nonstop0h 00m
$740
Showing 1-10 of 37 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 November.
| 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 Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| 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
MDW-SIN
ORD-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
MDW-SIN
ORD-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 $946). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,920). 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 typical for this route at the moment.
Chicago to Singapore flights typically cost between $882 and $1,133 in February.The cheapest round-trip price found within the last 5 days was $896 on Cathay Pacific (Feb 22-Mar 16).
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.
Abu Dhabi (AUH) – chosen by Cheapflights users on 50% 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.
Incheon (ICN) 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 41 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 November 9, 2026.
Get a feel of what it's like to fly with Cathay Pacific,Turkish Airlines, andEtihad Airways from Chicago to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.6
Entertainment
7.8
Boarding
7.9
Crew
8.1
Overall
7.6
Food
7.3
Reviews
1 / 20
4.0
OkayPaden,Oct 2026
SEA - HKG
Comfort
7.6
Entertainment
7.8
Boarding
7.9
Crew
8.1
Overall
7.6
Food
7.3
Reviews
1 / 20
4.0
OkayPaden,Oct 2026
SEA - HKG
Comfort
7.6
Entertainment
7.8
Boarding
7.9
Crew
8.1
Overall
7.6
Food
7.3
Reviews
1 / 20
4.0
OkayPaden,Oct 2026
SEA - HKG
Comfort
7.6
Entertainment
7.8
Boarding
7.9
Crew
8.1
Overall
7.6
Food
7.3
Reviews
1 / 20
4.0
OkayPaden,Oct 2026
SEA - HKG
Comfort
7.6
Entertainment
7.8
Boarding
7.9
Crew
8.1
Overall
7.6
Food
7.3
Reviews
1 / 20
4.0
OkayPaden,Oct 2026
SEA - HKG
Comfort
7.6
Entertainment
7.8
Boarding
7.9
Crew
8.1
Overall
7.6
Food
7.3
Reviews
1 / 20
4.0
OkayPaden,Oct 2026
SEA - 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.
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Singapore flight routes
Alternative routes for Chicago to Singapore
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Complete your trip
Complete your trip to Singapore by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Singapore by cabin class
Find flights from Chicago to Singapore, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Singapore flights
Browse other Chicago and Singapore flight options. Last updated on November 9, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Singapore
Explore flights to Singapore departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
Top 10 airlines flying from Chicago to Singapore
Discover the top 10 airlines that operate flights from Chicago to Singapore. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$721 | Average$921 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$770 | Average$1,746 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$792 | Average$963 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$820 | Average$1,061 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$829 | Average$1,032 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$838 | Average$1,076 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$843 | Average$1,497 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$860 | Average$1,177 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$949 | Average$1,613 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$963 | Average$1,078 | FlexibilityNo cancel fee | On-time68% |