Cheap flights from Chicago to Singapore from S$ 460
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 18-2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
4 Dec — 11 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 4 November 2025.
Sun 16-1111:50ORD - SIN
1 stop30h 55mTurkish Airlines
Sat 22-1110:25SIN - ORD
1 stop37h 40mTurkish Airlines
Deal found 2-11S$ 1,170
Wed 3-1214:35ORD - SIN
1 stop32h 30mCathay Pacific
Mon 16-201:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 2-11S$ 1,196
Thu 13-1111:50ORD - SIN
1 stop30h 55mTurkish Airlines
Tue 18-1105:15SIN - ORD
1 stop42h 50mTurkish Airlines
Deal found 2-11S$ 1,198
Sun 16-1111:50ORD - SIN
1 stop30h 55mTurkish Airlines
Wed 19-1123:25SIN - ORD
1 stop24h 40mTurkish Airlines
Deal found 3-11S$ 1,206
Wed 3-1211:50ORD - SIN
1 stop32h 10mTurkish Airlines
Thu 19-205:15SIN - ORD
1 stop27h 10mTurkish Airlines
Deal found 2-11S$ 1,207
Fri 14-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Mon 17-1101:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 2-11S$ 1,208
Sun 30-1113:30ORD - SIN
1 stop39h 25mAir India
Wed 10-1223:00SIN - ORD
2 stops50h 30mAir India
Deal found 3-11S$ 1,216
Sun 16-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Tue 25-1118:00SIN - ORD
1 stop32h 55mCathay Pacific
Deal found 2-11S$ 1,221
Sun 16-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Wed 26-1107:40SIN - ORD
1 stop19h 15mCathay Pacific
Deal found 2-11S$ 1,224
Wed 19-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Wed 26-1107:40SIN - ORD
1 stop19h 15mCathay Pacific
Deal found 2-11S$ 1,225
Wed 3-1211:50ORD - SIN
1 stop30h 55mTurkish Airlines
Sun 15-210:25SIN - ORD
1 stop46h 00mTurkish Airlines
Deal found 2-11S$ 1,236
Tue 18-1117:34MDW - SIN
2 stops36h 51mDelta
Tue 25-1110:40SIN - MDW
2 stops27h 00mDelta
Deal found 2-11S$ 1,483
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 4 November 2025.
Mon 5-118:50ORD - SIN
1 stop23h 55mQatar Airways
Sat 28-203:15SIN - ORD
1 stop25h 15mQatar Airways
Deal found 2-11S$ 1,368
Wed 21-106:00MDW - SIN
2 stops28h 10mDelta
Mon 2-222:30SIN - MDW
2 stops28h 18mDelta
Deal found 1-11S$ 1,483
Mon 24-1107:10ORD - SIN
1 stop23h 05mUnited Airlines
Fri 28-1110:10SIN - ORD
1 stop23h 30mUnited Airlines
Deal found 2-11S$ 1,530
Sat 11-400:30ORD - SIN
1 stop24h 20mEVA Air
Wed 15-413:10SIN - ORD
1 stop20h 50mEVA Air
Deal found 2-11S$ 1,548
Mon 6-417:00ORD - SIN
2 stops30h 35mMultiple Airlines
Thu 16-402:00SIN - ORD
2 stops34h 55mMultiple Airlines
Deal found 2-11S$ 1,638
Fri 13-320:05ORD - SIN
1 stop23h 40mQatar Airways
Fri 20-303:15SIN - ORD
1 stop25h 30mQatar Airways
Deal found 2-11S$ 1,421
Sat 22-1121:10ORD - SIN
1 stop33h 05mUnited Airlines
Tue 25-1110:10SIN - ORD
2 stops23h 20mUnited Airlines
Deal found 3-11S$ 1,537
Sun 12-409:20MDW - SIN
2 stops30h 40mDelta
Wed 15-422:30SIN - MDW
2 stops47h 08mDelta
Deal found 1-11S$ 1,557
Sun 4-118:50ORD - SIN
1 stop30h 05mQatar Airways
Sun 1-303:15SIN - ORD
1 stop25h 15mQatar Airways
Deal found 2-11S$ 1,470
Sun 1-314:35ORD - SIN
1 stop39h 35mMultiple Airlines
Fri 6-301:25SIN - ORD
2 stops30h 16mMultiple Airlines
Deal found 3-11S$ 1,640
Wed 4-206:00MDW - SIN
2 stops28h 10mDelta
Wed 25-210:40SIN - MDW
2 stops26h 04mDelta
Deal found 2-11S$ 1,608
Mon 23-215:40MDW - SIN
3 stops31h 25mMultiple Airlines
Mon 9-314:25SIN - MDW
2 stops34h 15mMultiple Airlines
Deal found 2-11S$ 1,660
Thu 15-118:50ORD - SIN
2 stops33h 45mQatar Airways
Fri 23-103:15SIN - ORD
1 stop25h 15mQatar Airways
Deal found 1-11S$ 1,530
Mon 9-206:00MDW - SIN
2 stops33h 00mDelta
Sun 8-322:30SIN - MDW
2 stops33h 04mDelta
Deal found 2-11S$ 1,608
Wed 14-118:50ORD - SIN
2 stops33h 45mQatar Airways
Fri 23-103:15SIN - ORD
1 stop25h 15mQatar Airways
Deal found 1-11S$ 1,530
Wed 14-117:31MDW - SIN
2 stops36h 54mDelta
Sat 31-122:30SIN - MDW
2 stops33h 25mDelta
Deal found 3-11S$ 1,673
Sat 3-118:50ORD - SIN
1 stop23h 55mQatar Airways
Sat 28-203:15SIN - ORD
1 stop25h 15mQatar Airways
Deal found 2-11S$ 1,574
Wed 14-117:31MDW - SIN
2 stops36h 54mDelta
Thu 29-101:35SIN - MDW
2 stops34h 51mDelta
Deal found 3-11S$ 1,673
Last-minute flights from Chicago to Singapore
Discover last-minute flight deals from Chicago to Singapore. Data last updated 4 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$ 1,250
Mon 10-1111:50ORD - SIN
2 stops39h 30mIndiGo
Mon 17-1119:40SIN - ORD
2 stops36h 45mIndiGo
Deal found 2-11S$ 1,264
Mon 10-1111:50ORD - SIN
1 stop39h 45mMultiple Airlines
Mon 17-1113:35SIN - ORD
2 stops32h 00mMultiple Airlines
Deal found 2-11S$ 1,318
Mon 10-1114:35ORD - SIN
1 stop31h 20mCathay Pacific
Sun 16-1101:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 2-11S$ 1,384
Wed 12-1113:30ORD - SIN
1 stop42h 15mAir India
Sat 29-1108:20SIN - ORD
2 stops41h 10mAir India
Deal found 3-11S$ 1,258
Wed 12-1113:30ORD - SIN
1 stop42h 15mAir India
Tue 18-1120:00SIN - ORD
2 stops29h 30mAir India
Deal found 2-11S$ 1,273
Wed 12-1114:35ORD - SIN
1 stop25h 05mCathay Pacific
Sun 16-1120:15SIN - ORD
1 stop30h 40mCathay Pacific
Deal found 2-11S$ 1,352
Wed 12-1113:30ORD - SIN
1 stop42h 15mAir India
Mon 17-1123:00SIN - ORD
2 stops50h 30mAir India
Deal found 2-11S$ 1,378
Thu 13-1111:50ORD - SIN
1 stop30h 55mTurkish Airlines
Tue 18-1105:15SIN - ORD
1 stop42h 50mTurkish Airlines
Deal found 2-11S$ 1,198
Thu 13-1115:40ORD - SIN
1 stop25h 20mAir Canada
Mon 17-1121:00SIN - ORD
2 stops33h 44mAir Canada
Deal found 2-11S$ 1,362
Thu 13-1108:45ORD - SIN
2 stops32h 15mAir Canada
Sun 16-1108:50SIN - ORD
1 stop19h 51mAir Canada
Deal found 2-11S$ 1,374
Thu 13-1106:00MDW - SIN
2 stops33h 00mDelta
Mon 17-1122:30SIN - MDW
2 stops32h 08mDelta
Deal found 2-11S$ 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 4 November 2025.
Wed 18-213:30ORD - SIN
1 stop27h 30mAir India
Deal found 3-11S$ 460
Sun 1-213:30ORD - SIN
1 stop42h 15mAir India
Deal found 2-11S$ 467
Sun 15-213:30ORD - SIN
1 stop39h 25mAir India
Deal found 3-11S$ 545
Mon 12-122:01ORD - SIN
3 stops51h 29mMultiple Airlines
Deal found 2-11S$ 549
Sun 1-219:51ORD - SIN
2 stops33h 14mMultiple Airlines
Deal found 2-11S$ 563
Thu 26-220:20ORD - SIN
1 stop22h 25mTurkish Airlines
Deal found 2-11S$ 579
Fri 28-1120:18ORD - SIN
3 stops59h 12mMultiple Airlines
Deal found 2-11S$ 586
Sun 7-1206:50ORD - SIN
2 stops49h 05mMultiple Airlines
Deal found 2-11S$ 589
Sat 15-1121:22ORD - SIN
2 stops58h 53mMultiple Airlines
Deal found 2-11S$ 590
Mon 12-120:20ORD - SIN
2 stops47h 55mIndiGo
Deal found 2-11S$ 596
Thu 19-214:35ORD - SIN
1 stop38h 40mCathay Pacific
Deal found 3-11S$ 597
Sat 6-1213:24ORD - SIN
3 stops42h 31mMultiple Airlines
Deal found 3-11S$ 602
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 4 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 4 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
Mon 5-1
18:50-08:45
1 stop23h 55m
Singapore Changi
Sat 28-2
03:15-14:30
1 stop25h 15m
S$ 1,368
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 13-3
20:05-08:45
1 stop23h 40m
Singapore Changi
Fri 20-3
03:15-15:45
1 stop25h 30m
S$ 1,421
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sun 4-1
18:50-14:55
1 stop30h 05m
Singapore Changi
Sun 1-3
03:15-14:30
1 stop25h 15m
S$ 1,470
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 21-1
06:00-00:10
2 stops28h 10m
Singapore Changi
Mon 2-2
22:30-12:48
2 stops28h 18m
S$ 1,483
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 24-11
07:10-20:15
1 stop23h 05m
Singapore Changi
Fri 28-11
10:10-19:40
1 stop23h 30m
S$ 1,530
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 15-1
18:50-18:35
2 stops33h 45m
Singapore Changi
Fri 23-1
03:15-14:30
1 stop25h 15m
S$ 1,530
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 14-1
18:50-18:35
2 stops33h 45m
Singapore Changi
Fri 23-1
03:15-14:30
1 stop25h 15m
S$ 1,530
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 22-11
21:10-20:15
1 stop33h 05m
Singapore Changi
Tue 25-11
10:10-19:30
2 stops23h 20m
S$ 1,537
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Sat 11-4
00:30-13:50
1 stop24h 20m
Singapore Changi
Wed 15-4
13:10-21:00
1 stop20h 50m
S$ 1,548
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Sun 12-4
09:20-05:00
2 stops30h 40m
Singapore Changi
Wed 15-4
22:30-08:38
2 stops47h 08m
S$ 1,557
Flights are sorted by cheapest return flights first.
Deals found on 3-11
Showing 1-10 of 38 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$ 862). Flying from Chicago to Singapore in June is currently the most expensive (average of S$ 1,563). 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 4 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$ 913.
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?
Qatar Airways and Delta can get you from Chicago to Singapore in just under 23h 55m. Your travel time can differ by up to 4h 15m. 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$ 929. You may be able to fly from Chicago to Singapore for 37% less than the average price by searching for this airline.
What are the cheapest airlines to fly from Chicago to Singapore one-way?
To fly one-way, consider booking your trip with Air India, which is currently one of the cheapest options available, starting at S$ 460. Turkish Airlines flights start at S$ 579 while deals on Delta start at S$ 841 one-way.
Can I find deals for flights from Chicago to Singapore that include hotel bookings?
Yes. In addition to deals on Chicago to Singapore flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Chicago to Singapore?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Singapore.
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$ 862). Flying from Chicago to Singapore in June is currently the most expensive (average of S$ 1,563). 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 4 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 4 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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