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Cheap flights from Chicago to Singapore from $337

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 9/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Singapore (CHI-SIN)

Cheap round-trip flights

United Airlines Logo
6:32 pm - 6:15 amORD-SIN
22h 43m1 stop
United Airlines Logo
8:40 pm - 5:13 amSIN-ORD
21h 33m1 stop
$612United Airlines
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Mon, Sep 29 - Mon, Oct 13
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
Cathay Pacific Logo
1:25 am - 2:00 pmSIN-ORD
25h 35m1 stop
$615Cathay Pacific
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Mon, Oct 20 - Sun, Oct 26
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
Cathay Pacific Logo
8:05 pm - 2:25 pmSIN-ORD
31h 20m1 stop
$645Cathay Pacific
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Mon, Sep 1 - Mon, Sep 22
ANA Logo
12:50 pm - 6:40 amORD-SIN
28h 50m1 stop
ANA Logo
10:10 pm - 3:10 pmSIN-ORD
30h 00m1 stop
$646ANA
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Mon, Aug 25 - Mon, Sep 8
ANA Logo
5:45 pm - 6:40 amORD-SIN
23h 55m1 stop
ANA Logo
6:15 am - 2:55 pmSIN-ORD
21h 40m1 stop
$649ANA
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Mon, Sep 8 - Thu, Sep 18
United Airlines Logo
12:53 pm - 6:15 amORD-SIN
28h 22m1 stop
United Airlines Logo
8:45 am - 9:24 pmSIN-ORD
25h 39m1 stop
$658United Airlines
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Tue, Sep 30 - Tue, Oct 7
Air India Logo
1:10 pm - 7:15 amORD-SIN
29h 05m1 stop
Air India Logo
11:00 pm - 11:10 amSIN-ORD
49h 10m2 stops
$731Air India
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Mon, Sep 1 - Mon, Sep 8
Air India Logo
1:10 pm - 7:15 amORD-SIN
29h 05m1 stop
Air India Logo
11:00 pm - 11:10 amSIN-ORD
49h 10m2 stops
$734Air India
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Mon, Oct 13 - Sat, Oct 18
Delta Logo
9:15 am - 11:40 pmMDW-SIN
25h 25m2 stops
Delta Logo
7:30 am - 9:36 pmSIN-MDW
27h 06m2 stops
$904Delta
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Mon, Sep 1 - Mon, Sep 22
Delta Logo
9:15 am - 11:40 pmMDW-SIN
25h 25m2 stops
Delta Logo
7:30 am - 9:36 amSIN-MDW
39h 06m2 stops
$909Delta
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Tue, Aug 26 - Fri, Aug 29

Cathay Pacific flights from Chicago to Singapore

Our best Cathay Pacific deals on Chicago to Singapore flight tickets
Cathay Pacific
Oct 20
ORD4:00 pmChicago O'Hare Intl
24h 30m
1 stop
SIN5:30 amSingapore Changi
Oct 26
SIN1:25 amSingapore Changi
25h 35m
1 stop
ORD2:00 pmChicago O'Hare Intl
$615
Find similar
Cathay Pacific
Sep 1
ORD4:00 pmChicago O'Hare Intl
24h 30m
1 stop
SIN5:30 amSingapore Changi
Sep 22
SIN8:05 pmSingapore Changi
31h 20m
1 stop
ORD2:25 pmChicago O'Hare Intl
$645
Find similar
Cathay Pacific
Nov 3
ORD2:40 pmChicago O'Hare Intl
32h 25m
1 stop
SIN1:05 pmSingapore Changi
Nov 10
SIN1:25 amSingapore Changi
25h 35m
1 stop
ORD1:00 pmChicago O'Hare Intl
$647
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ANA flights from Chicago to Singapore

Our best ANA deals on Chicago to Singapore flight tickets
ANA
Aug 25
ORD12:50 pmChicago O'Hare Intl
28h 50m
1 stop
SIN6:40 amSingapore Changi
Sep 8
SIN10:10 pmSingapore Changi
30h 00m
1 stop
ORD3:10 pmChicago O'Hare Intl
$646
Find similar
ANA
Sep 8
ORD5:45 pmChicago O'Hare Intl
23h 55m
1 stop
SIN6:40 amSingapore Changi
Sep 18
SIN6:15 amSingapore Changi
21h 40m
1 stop
ORD2:55 pmChicago O'Hare Intl
$649
Find similar
ANA
Sep 1
ORD11:50 amChicago O'Hare Intl
23h 55m
1 stop
SIN12:45 amSingapore Changi
Sep 8
SIN10:10 pmSingapore Changi
30h 00m
1 stop
ORD3:10 pmChicago O'Hare Intl
$676
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momondo 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, momondo users made 832,500 searches. Data last updated August 14, 2025.
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

Price

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/29

6:32 pm-6:15 am

1 stop22h 43m

Singapore Changi

Mon 10/13

8:40 pm-5:13 am

1 stop21h 33m

$612

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 10/20

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Sun 10/26

1:25 am-2:00 pm

1 stop25h 35m

$615

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/1

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Mon 9/22

8:05 pm-2:25 pm

1 stop31h 20m

$645

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 8/25

12:50 pm-6:40 am

1 stop28h 50m

Singapore Changi

Mon 9/8

10:10 pm-3:10 pm

1 stop30h 00m

$646

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/8

5:45 pm-6:40 am

1 stop23h 55m

Singapore Changi

Thu 9/18

6:15 am-2:55 pm

1 stop21h 40m

$649

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 9/30

12:53 pm-6:15 am

1 stop28h 22m

Singapore Changi

Tue 10/7

8:45 am-9:24 pm

1 stop25h 39m

$658

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/1

1:10 pm-7:15 am

1 stop29h 05m

Singapore Changi

Mon 9/8

11:00 pm-11:10 am

2 stops49h 10m

$731

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 10/13

1:10 pm-7:15 am

1 stop29h 05m

Singapore Changi

Sat 10/18

11:00 pm-11:10 am

2 stops49h 10m

$734

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 9/1

9:15 am-11:40 pm

2 stops25h 25m

Singapore Changi

Mon 9/22

7:30 am-9:36 pm

2 stops27h 06m

$904

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 8/26

9:15 am-11:40 pm

2 stops25h 25m

Singapore Changi

Fri 8/29

7:30 am-9:36 am

2 stops39h 06m

$909

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Singapore from

How to get the cheapest flight ticket from Chicago to Singapore

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Singapore?

The month of February is, on average, the cheapest month to fly to Singapore from Chicago, with most prices found around $851. If you aren’t able to travel to Singapore during the month of February, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $893.

What is the cheapest day to depart on your flight to Singapore?

The cheapest day to depart from Chicago to Singapore is on a Tuesday when prices can be found for as low as $1,166. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,365.

What is the cheapest time of day to depart on your flight to Singapore?

At noon is the cheapest time of day to fly from Chicago to Singapore when you can find flight prices for as low as $1,148. Flying to Singapore at noon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $1,434 on average. Flights to Singapore from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

How far in advance should I book a flight to Singapore?

You are more likely to see cheaper flights to Singapore from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Singapore for around $1,115 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Singapore from Chicago for as low as $977 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 62% on your flight if you consider stops on a Chicago to Singapore flight.

How have Chicago to Singapore flight prices changed over time?

As of August 2025, prices for Chicago to Singapore flights are approximately 40% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Singapore

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Singapore according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Singapore (CHI to SIN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Singapore

Best Price Found

$337

Fastest flight time

22h 25m

Direct flights

None

Airports in Singapore

1 airport
The best one-way flight to Singapore from Chicago in the past 72 hours is $337. The best round-trip flight deal from Chicago to Singapore found on momondo in the last 72 hours is $612.
The fastest flight from Chicago to Singapore takes 22h 25m
There are no direct flights from Chicago to Singapore. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Singapore Changi Airport.
There is 1 airport near Singapore: Singapore Changi (SIN)
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  • How far is Chicago to Singapore Changi by plane?

    Singapore Changi is 9361.7 mi away from Chicago. By plane, this route typically takes 22h 43m.

  • When did momondo last update prices for flights from Chicago to Singapore Changi Airport?

    Prices for flights from Chicago to Singapore Changi Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Singapore Changi Airport?

  • How old do you have to be to fly from Chicago to Singapore Changi Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Singapore Changi Airport.

  • What documentation or ID do you need to fly to Singapore Changi Airport?

    The travel and health documents required for your trip to Singapore Changi Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Singapore Changi Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Singapore?

Best airlines flying from Chicago to Singapore

Compare and see reviews for airlines that fly from Chicago to Singapore with momondo
Airline
Rating
Free Cancellation
Price
Cathay PacificPriceFrom $717Free CancellationRating
7.6
968 reviews
Search Cathay Pacific flights
Turkish AirlinesPriceFrom $729Free CancellationRating
7.3
3,940 reviews
Search Turkish Airlines flights
Japan AirlinesPriceFrom $783Free CancellationRating
8.3
1,545 reviews
Search Japan Airlines flights
United AirlinesPriceFrom $840Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,608 reviews
Search Qatar Airways flights
Air CanadaPriceFrom $872Free CancellationRating
7.1
9,949 reviews
Search Air Canada flights
Korean AirPriceFrom $940Free CancellationRating
8.4
1,131 reviews
Search Korean Air flights
EVA AirPriceFrom $1,080Free CancellationRating
8.4
1,233 reviews
Search EVA Air flights
ANAPriceFrom $1,089Free CancellationRating
8.4
933 reviews
Search ANA flights
FinnairPriceFrom $1,203Free CancellationRating
7.6
1,321 reviews
Search Finnair flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Singapore?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Singapore for you.

Can I find flights from Chicago to Singapore with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Singapore from Chicago with this policy.

How can momondo help me find flights from Chicago to Singapore?

Once you have performed a search for Chicago to Singapore flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Singapore right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Singapore now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Singapore and let you know when they change.

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