Cheap flights from Chicago to Singapore from S$ 461
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 2-2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
6 Dec — 13 Dec1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Singapore Changi are usually found in February or September, booked 23 days in advance, depart on a Tuesday or Monday and return on a Tuesday
Find flight deals from Chicago to Singapore
Enter your travel dates to find the best prices.
Cheapest flights from Chicago to Singapore
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 6 November 2025.
Sun 30-1113:30ORD - SIN
1 stop39h 25mAir India
Wed 10-1223:00SIN - ORD
2 stops50h 30mAir India
Deal found 3-11S$ 1,220
Fri 14-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Mon 17-1101:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 5-11S$ 1,225
Thu 6-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Fri 14-1107:40SIN - ORD
1 stop19h 15mCathay Pacific
Deal found 5-11S$ 1,226
Tue 18-1114:35ORD - SIN
1 stop35h 10mCathay Pacific
Tue 25-1118:00SIN - ORD
1 stop32h 55mCathay Pacific
Deal found 4-11S$ 1,229
Wed 12-1113:30ORD - SIN
1 stop42h 15mAir India
Mon 17-1123:00SIN - ORD
2 stops50h 30mAir India
Deal found 5-11S$ 1,238
Mon 1-1211:50ORD - SIN
1 stop30h 55mTurkish Airlines
Mon 8-1223:25SIN - ORD
1 stop24h 40mTurkish Airlines
Deal found 5-11S$ 1,244
Wed 26-1113:30ORD - SIN
1 stop27h 30mAir India
Sun 7-1208:20SIN - ORD
2 stops41h 10mAir India
Deal found 3-11S$ 1,247
Sun 9-1113:30ORD - SIN
1 stop42h 15mAir India
Tue 25-1120:00SIN - ORD
2 stops29h 30mAir India
Deal found 5-11S$ 1,261
Sun 9-1111:50ORD - SIN
1 stop39h 45mTurkish Airlines
Sat 15-1110:25SIN - ORD
1 stop37h 40mTurkish Airlines
Deal found 5-11S$ 1,265
Sun 16-1113:30ORD - SIN
1 stop27h 30mAir India
Sat 22-1123:00SIN - ORD
2 stops50h 30mAir India
Deal found 4-11S$ 1,280
Sun 9-1113:30ORD - SIN
1 stop27h 30mAir India
Tue 11-1120:00SIN - ORD
2 stops29h 30mAir India
Deal found 5-11S$ 1,284
Tue 2-1206:00MDW - SIN
2 stops33h 00mDelta
Wed 14-122:30SIN - MDW
2 stops37h 39mDelta
Deal found 5-11S$ 1,613
Best flights from Chicago to Singapore
Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 6 November 2025.
Sat 7-311:50ORD - SIN
1 stop39h 45mTurkish Airlines
Thu 19-310:25SIN - ORD
1 stop37h 40mTurkish Airlines
Deal found 4-11S$ 1,220
Tue 10-315:35ORD - SIN
1 stop25h 05mCathay Pacific
Sun 15-301:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 4-11S$ 1,303
Sun 8-320:05ORD - SIN
1 stop29h 50mQatar Airways
Sun 15-303:15SIN - ORD
1 stop25h 30mQatar Airways
Deal found 4-11S$ 1,320
Thu 29-106:00MDW - SIN
2 stops28h 10mDelta
Mon 9-201:35SIN - MDW
2 stops34h 51mDelta
Deal found 4-11S$ 1,487
Thu 29-111:10MDW - SIN
3 stops35h 55mMultiple Airlines
Wed 4-214:25SIN - MDW
2 stops36h 00mMultiple Airlines
Deal found 3-11S$ 1,665
Thu 5-314:35ORD - SIN
1 stop25h 05mCathay Pacific
Sun 15-301:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 4-11S$ 1,303
Thu 5-307:45ORD - SIN
2 stops35h 00mQatar Airways
Mon 16-320:15SIN - ORD
1 stop32h 30mQatar Airways
Deal found 4-11S$ 1,406
Thu 29-106:00MDW - SIN
2 stops28h 10mDelta
Tue 3-201:35SIN - MDW
2 stops34h 51mDelta
Deal found 3-11S$ 1,487
Thu 5-307:45ORD - SIN
2 stops35h 00mQatar Airways
Fri 20-320:15SIN - ORD
1 stop32h 30mQatar Airways
Deal found 4-11S$ 1,406
Mon 23-206:00MDW - SIN
2 stops28h 10mDelta
Mon 9-310:40SIN - MDW
2 stops35h 14mDelta
Deal found 4-11S$ 1,495
Tue 17-320:05ORD - SIN
2 stops35h 30mQatar Airways
Tue 24-303:15SIN - ORD
1 stop25h 30mQatar Airways
Deal found 4-11S$ 1,413
Sun 15-320:05ORD - SIN
2 stops35h 30mQatar Airways
Tue 24-303:15SIN - ORD
1 stop25h 30mQatar Airways
Deal found 4-11S$ 1,413
Sat 7-317:00MDW - SIN
2 stops41h 10mDelta
Wed 18-310:40SIN - MDW
2 stops38h 55mDelta
Deal found 4-11S$ 1,561
Mon 9-320:05ORD - SIN
1 stop23h 40mQatar Airways
Thu 2-415:35SIN - ORD
2 stops36h 30mQatar Airways
Deal found 5-11S$ 1,413
Sun 12-409:20MDW - SIN
2 stops45h 35mDelta
Wed 15-422:30SIN - MDW
2 stops47h 08mDelta
Deal found 3-11S$ 1,562
Mon 16-320:05ORD - SIN
1 stop23h 40mQatar Airways
Wed 25-317:25SIN - ORD
2 stops35h 20mQatar Airways
Deal found 4-11S$ 1,413
Tue 2-1206:00MDW - SIN
2 stops33h 00mDelta
Wed 14-122:30SIN - MDW
2 stops37h 39mDelta
Deal found 5-11S$ 1,613
Sun 8-309:30MDW - SIN
2 stops25h 40mDelta
Thu 19-322:30SIN - MDW
2 stops36h 16mDelta
Deal found 4-11S$ 1,618
Last-minute flights from Chicago to Singapore
Discover last-minute flight deals from Chicago to Singapore. Data last updated 6 November 2025 and is based on user searches.
Mon 10-1113:30ORD - SIN
1 stop39h 25mAir India
Mon 17-1123:00SIN - ORD
2 stops50h 30mAir India
Deal found 3-11S$ 1,253
Mon 10-1111:50ORD - SIN
2 stops39h 30mIndiGo
Mon 17-1119:40SIN - ORD
2 stops36h 45mIndiGo
Deal found 3-11S$ 1,274
Mon 10-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Sun 16-1120:15SIN - ORD
1 stop30h 40mCathay Pacific
Deal found 5-11S$ 1,357
Tue 11-1111:50ORD - SIN
1 stop39h 45mTurkish Airlines
Fri 14-1111:40SIN - ORD
1 stop36h 25mTurkish Airlines
Deal found 5-11S$ 1,324
Wed 12-1113:30ORD - SIN
1 stop42h 15mAir India
Mon 17-1123:00SIN - ORD
2 stops50h 30mAir India
Deal found 5-11S$ 1,238
Wed 12-1113:30ORD - SIN
1 stop42h 15mAir India
Sat 29-1120:00SIN - ORD
2 stops29h 30mAir India
Deal found 4-11S$ 1,261
Thu 13-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Mon 17-1116:45SIN - ORD
1 stop34h 10mCathay Pacific
Deal found 5-11S$ 1,342
Thu 13-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Tue 18-1107:40SIN - ORD
1 stop19h 15mCathay Pacific
Deal found 5-11S$ 1,355
Fri 14-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Mon 17-1101:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 5-11S$ 1,225
Fri 14-1114:35ORD - SIN
1 stop31h 20mCathay Pacific
Wed 19-1107:40SIN - ORD
1 stop19h 15mCathay Pacific
Deal found 5-11S$ 1,226
Sat 15-1121:22ORD - SIN
2 stops50h 38mMultiple Airlines
Sat 22-1119:25SIN - ORD
1 stop26h 10mMultiple Airlines
Deal found 3-11S$ 1,310
Sat 15-1110:47MDW - SIN
2 stops47h 23mDelta
Tue 18-1101:35SIN - MDW
2 stops36h 05mDelta
Deal found 5-11S$ 2,031
One-way flights from Chicago to Singapore
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated 6 November 2025.
Mon 2-213:30ORD - SIN
1 stop27h 30mAir India
Deal found 3-11S$ 461
Wed 18-213:30ORD - SIN
1 stop42h 15mAir India
Deal found 4-11S$ 464
Mon 30-312:00ORD - SIN
1 stop30h 30mAir India
Deal found 5-11S$ 525
Sun 15-213:30ORD - SIN
1 stop39h 25mAir India
Deal found 3-11S$ 546
Sun 7-1206:50ORD - SIN
2 stops49h 05mMultiple Airlines
Deal found 4-11S$ 562
Sun 11-120:20ORD - SIN
2 stops47h 55mIndiGo
Deal found 5-11S$ 565
Mon 8-1206:50ORD - SIN
3 stops59h 30mMultiple Airlines
Deal found 4-11S$ 572
Sat 6-1221:06ORD - SIN
2 stops58h 49mMultiple Airlines
Deal found 4-11S$ 575
Thu 26-220:20ORD - SIN
1 stop31h 15mTurkish Airlines
Deal found 3-11S$ 580
Tue 2-1220:18ORD - SIN
3 stops56h 32mMultiple Airlines
Deal found 4-11S$ 583
Mon 2-222:38ORD - SIN
2 stops54h 27mMultiple Airlines
Deal found 3-11S$ 584
Mon 2-220:56MDW - SIN
3 stops46h 39mMultiple Airlines
Deal found 3-11S$ 749
Cheap 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 6 November 2025.
Customise 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 200,618 searches. Data last updated 6 November 2025.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.
Fly from
Chicago
Fly to
Singapore
Route
Depart
Return
Price
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 7-3
11:50-17:35
1 stop39h 45m
Singapore Changi
Thu 19-3
10:25-11:05
1 stop37h 40m
S$ 1,220
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 10-3
15:35-05:40
1 stop25h 05m
Singapore Changi
Sun 15-3
01:25-13:55
1 stop25h 30m
S$ 1,303
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 5-3
14:35-05:40
1 stop25h 05m
Singapore Changi
Sun 15-3
01:25-13:55
1 stop25h 30m
S$ 1,303
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 8-3
20:05-14:55
1 stop29h 50m
Singapore Changi
Sun 15-3
03:15-15:45
1 stop25h 30m
S$ 1,320
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 5-3
07:45-08:45
2 stops35h 00m
Singapore Changi
Mon 16-3
20:15-15:45
1 stop32h 30m
S$ 1,406
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 5-3
07:45-08:45
2 stops35h 00m
Singapore Changi
Fri 20-3
20:15-15:45
1 stop32h 30m
S$ 1,406
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 17-3
20:05-20:35
2 stops35h 30m
Singapore Changi
Tue 24-3
03:15-15:45
1 stop25h 30m
S$ 1,413
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 15-3
20:05-20:35
2 stops35h 30m
Singapore Changi
Tue 24-3
03:15-15:45
1 stop25h 30m
S$ 1,413
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 9-3
20:05-08:45
1 stop23h 40m
Singapore Changi
Thu 2-4
15:35-15:05
2 stops36h 30m
S$ 1,413
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 16-3
20:05-08:45
1 stop23h 40m
Singapore Changi
Wed 25-3
17:25-15:45
2 stops35h 20m
S$ 1,413
Flights are sorted by cheapest return flights first.
Deals found on 3-11
Showing 1-10 of 37 results
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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.
Estimated return 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
How far ahead should I book a flight from Chicago to Singapore?
Use this chart to determine the optimal time to book a return flight from Chicago to Singapore. Price data was last updated on 31 October 2025.
The best time to book flights from Chicago to Singapore is 23 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.
What is the cheapest month to book a flight from Chicago to Singapore?
Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 864). Flying from Chicago to Singapore in June is currently the most expensive (average of S$ 1,567). 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.
What is the cheapest time of day to fly from CHI to SIN?
Find hourly flight availability from Chicago to Singapore. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 6 November 2025.
Unlike at midday, when flights are generally more expensive, you can save up to 22% on flights from Chicago to Singapore by exploring options for tickets in the afternoon.
What’s the top stopover airport for flights from Chicago to Singapore?
Share of one-stop return flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same stopover each way.
Istanbul (IST) – chosen by Cheapflights users on 38% of one-stop itineraries from Chicago to Singapore on Cheapflights.
What’s the cheapest stopover airport for flights from Chicago to Singapore?
Average return fare for one-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same stopover each way.
San Francisco (SFO) is the most affordable one-stop option, with an average return flight price of S$ 915.
What’s the fastest stopover option from Chicago to Singapore?
Shortest average travel time for one-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.
Flights via Vancouver (YVR) have the shortest average one-way travel time for one-stop routes: 22h 30m.
Which airport typically offers the quickest stopover for flights from Chicago to Singapore?
Average stopover duration for one-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via San Francisco (SFO) offer the fastest connection on this route, with an average stopover time of 1h 41m.
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.
What airport do you fly into for flights to Singapore from Chicago?
For a flight from Chicago to Singapore, you will be flying into Changi. Singapore Changi (SIN) is just 16.9 km from the centre vof the city. Changi is the only Singapore airport and it handles 0 inbound flights from Chicago per day. 1 airline has flights to Singapore Changi from Chicago on a regular basis.
How long is the flight from Chicago to Singapore?
Turkish Airlines, Cathay Pacific, and Qatar Airways can get you from Chicago to Singapore in just under 25h 05m. Your travel time can differ by up to 14h 40m. The distance from Chicago to Singapore is about 15039 km. Both multi-stop and direct flights can be found to your destination and back.
What is the cheapest airline to fly from Chicago to Singapore round-trip?
Cheapflights users have booked flights from Chicago to Singapore round-trip from S$ 932. You may be able to fly from Chicago to Singapore for 37% less than the average price by searching for this airline.
Can I find deals for business class flights from Chicago to Singapore?
Yes. Cheapflights offers flight deals from Chicago to Singapore by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Singapore?
Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 864). Flying from Chicago to Singapore in June is currently the most expensive (average of S$ 1,567). 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.
Explore flights to Singapore departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 6 November 2025.
Discover the top airline 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 200,618 searches. Data last updated 6 November 2025.
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Chicago to Singapore?
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Singapore from Chicago today with Cheapflights!
Why should you use Cheapflights to find cheap flight tickets from Chicago to Singapore?
Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Singapore for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Can Cheapflights find flights from Chicago to Singapore with no change fees?
Yes! Cheapflights helps users easily find flights from Chicago to Singapore with no change fees.
Can Cheapflights notify me if prices for flights from Chicago to Singapore become cheaper?
Of course! You can now track prices for flights from Chicago to Singapore and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.
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