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Cheap flights from Chicago to Singapore from $373

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 10/20. 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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0 bags

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Cheap round-trip flights

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Cathay Pacific Logo
2:35 pm - 11:55 amORD-SIN
31h 20m1 stop
Cathay Pacific Logo
1:25 am - 12:55 pmSIN-ORD
25h 30m1 stop
$806Cathay Pacific
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Tue, Nov 11 - Mon, Nov 17
Singapore Airlines Logo
6:06 pm - 5:45 pmORD-SIN
33h 39m1 stop
Singapore Airlines Logo
9:00 am - 11:59 pmSIN-ORD
28h 59m1 stop
$808Singapore Airlines
Find Deal
Wed, Jan 28 - Thu, Mar 5
Etihad Airways Logo
1:10 pm - 9:35 amORD-SIN
30h 25m1 stop
Etihad Airways Logo
7:25 pm - 8:35 amSIN-ORD
26h 10m1 stop
$845Etihad Airways
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Sun, Mar 1 - Thu, Mar 12
Etihad Airways Logo
1:10 pm - 9:35 amORD-SIN
30h 25m1 stop
Etihad Airways Logo
7:25 pm - 8:35 amSIN-ORD
26h 10m1 stop
$851Etihad Airways
Find Deal
Thu, Feb 26 - Mon, Mar 9
Air Canada Logo
3:40 pm - 7:00 amORD-SIN
25h 20m1 stop
Air Canada Logo
9:00 pm - 2:41 pmSIN-ORD
31h 41m2 stops
$871Air Canada
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Wed, Nov 26 - Mon, Dec 15
Air Canada Logo
8:00 am - 7:00 amORD-SIN
33h 00m2 stops
Air Canada Logo
9:00 pm - 2:41 pmSIN-ORD
31h 41m2 stops
$877Air Canada
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Wed, Nov 26 - Mon, Dec 15
Turkish Airlines Logo
11:50 am - 5:35 pmORD-SIN
39h 45m1 stop
Turkish Airlines Logo
5:15 am - 10:05 amSIN-ORD
42h 50m1 stop
$887Turkish Airlines
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Mon, Nov 3 - Tue, Nov 11
Turkish Airlines Logo
11:50 am - 5:35 pmORD-SIN
39h 45m1 stop
Turkish Airlines Logo
11:40 am - 10:05 amSIN-ORD
36h 25m1 stop
$896Turkish Airlines
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Mon, Dec 1 - Fri, Dec 5
Delta Logo
6:00 am - 12:10 amMDW-SIN
28h 10m2 stops
Delta Logo
1:35 am - 11:49 pmSIN-MDW
36h 14m2 stops
$1,139Delta
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Wed, Nov 26 - Tue, Dec 9
Delta Logo
6:45 pm - 12:10 amMDW-SIN
39h 25m2 stops
Delta Logo
10:40 am - 12:35 pmSIN-MDW
39h 55m2 stops
$1,144Delta
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Sun, Feb 1 - Tue, Feb 10

Cathay Pacific flights from Chicago to Singapore

Our best Cathay Pacific deals on Chicago to Singapore flight tickets
Cathay Pacific
Nov 11
ORD2:35 pmChicago O'Hare Intl
31h 20m
1 stop
SIN11:55 amSingapore Changi
Nov 17
SIN1:25 amSingapore Changi
25h 30m
1 stop
ORD12:55 pmChicago O'Hare Intl
$806
Find similar
Cathay Pacific
Oct 20
ORD4:00 pmChicago O'Hare Intl
30h 45m
1 stop
SIN11:45 amSingapore Changi
Nov 2
SIN8:15 pmSingapore Changi
30h 40m
1 stop
ORD12:55 pmChicago O'Hare Intl
$858
Find similar
Cathay Pacific
Feb 11
ORD2:35 pmChicago O'Hare Intl
38h 40m
1 stop
SIN7:15 pmSingapore Changi
Mar 2
SIN8:15 pmSingapore Changi
30h 40m
1 stop
ORD12:55 pmChicago O'Hare Intl
$860
Find similar

Singapore Airlines flights from Chicago to Singapore

Our best Singapore Airlines deals on Chicago to Singapore flight tickets
Singapore Airlines
Jan 28
ORD6:06 pmChicago O'Hare Intl
33h 39m
1 stop
SIN5:45 pmSingapore Changi
Mar 5
SIN9:00 amSingapore Changi
28h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
$808
Find similar
Singapore Airlines
Jan 28
ORD6:06 pmChicago O'Hare Intl
33h 39m
1 stop
SIN5:45 pmSingapore Changi
Mar 5
SIN9:00 amSingapore Changi
28h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
$809
Find similar
Singapore Airlines
Feb 9
ORD8:00 amChicago O'Hare Intl
43h 45m
1 stop
SIN5:45 pmSingapore Changi
Feb 19
SIN9:00 amSingapore Changi
28h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
$819
Find similar

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 October 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

Tue 11/11

2:35 pm-11:55 am

1 stop31h 20m

Singapore Changi

Mon 11/17

1:25 am-12:55 pm

1 stop25h 30m

$806

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 1/28

6:06 pm-5:45 pm

1 stop33h 39m

Singapore Changi

Thu 3/5

9:00 am-11:59 pm

1 stop28h 59m

$808

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 3/1

1:10 pm-9:35 am

1 stop30h 25m

Singapore Changi

Thu 3/12

7:25 pm-8:35 am

1 stop26h 10m

$845

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 2/26

1:10 pm-9:35 am

1 stop30h 25m

Singapore Changi

Mon 3/9

7:25 pm-8:35 am

1 stop26h 10m

$851

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 11/26

3:40 pm-7:00 am

1 stop25h 20m

Singapore Changi

Mon 12/15

9:00 pm-2:41 pm

2 stops31h 41m

$871

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 11/26

8:00 am-7:00 am

2 stops33h 00m

Singapore Changi

Mon 12/15

9:00 pm-2:41 pm

2 stops31h 41m

$877

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 11/3

11:50 am-5:35 pm

1 stop39h 45m

Singapore Changi

Tue 11/11

5:15 am-10:05 am

1 stop42h 50m

$887

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 12/1

11:50 am-5:35 pm

1 stop39h 45m

Singapore Changi

Fri 12/5

11:40 am-10:05 am

1 stop36h 25m

$896

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 11/26

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Tue 12/9

1:35 am-11:49 pm

2 stops36h 14m

$1,139

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 2/1

6:45 pm-12:10 am

2 stops39h 25m

Singapore Changi

Tue 2/10

10:40 am-12:35 pm

2 stops39h 55m

$1,144

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 $806. 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 $841.

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 $1,130 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 $1,027 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 51% 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 October 2025, prices for Chicago to Singapore flights are approximately 15% 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

Direct flights

None
There are no direct flights from Chicago to Singapore. There are no popular flight routes from Chicago to Singapore.
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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 55m.

  • 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
Air IndiaPriceFrom $675Free CancellationRating
5.5
2,937 reviews
Search Air India flights
Cathay PacificPriceFrom $701Free CancellationRating
7.6
1,023 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
8,976 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $744Free CancellationRating
7.3
4,010 reviews
Search Turkish Airlines flights
Japan AirlinesPriceFrom $791Free CancellationRating
8.3
1,578 reviews
Search Japan Airlines flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,649 reviews
Search Qatar Airways flights
Air CanadaPriceFrom $884Free CancellationRating
7.1
10,297 reviews
Search Air Canada flights
Korean AirPriceFrom $940Free CancellationRating
8.4
1,149 reviews
Search Korean Air flights
ANAPriceFrom $1,024Free CancellationRating
8.4
984 reviews
Search ANA flights
EVA AirPriceFrom $1,080Free CancellationRating
8.4
1,250 reviews
Search EVA Air 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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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
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