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Cheap flights from Chicago to Singapore from $353

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 2/2. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Air India Logo
1:30 pm - 6:55 pmORD-SIN
39h 25m1 stop
Air India Logo
11:00 pm - 11:30 amSIN-ORD
50h 30m2 stops
$933Air India
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Sun, Nov 30 - Wed, Dec 10
Cathay Pacific Logo
2:35 pm - 5:40 amORD-SIN
25h 05m1 stop
Cathay Pacific Logo
1:25 am - 12:55 pmSIN-ORD
25h 30m1 stop
$937Cathay Pacific
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Sun, Jan 18 - Sun, Feb 1
Cathay Pacific Logo
2:35 pm - 5:40 amORD-SIN
25h 05m1 stop
Cathay Pacific Logo
1:25 am - 12:55 pmSIN-ORD
25h 30m1 stop
$938Cathay Pacific
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Sun, Jan 18 - Tue, Jan 27
Turkish Airlines Logo
8:20 pm - 5:35 pmORD-SIN
31h 15m1 stop
Turkish Airlines Logo
5:15 am - 6:25 pmSIN-ORD
27h 10m1 stop
$948Turkish Airlines
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Mon, Jan 12 - Sat, Mar 7
Turkish Airlines Logo
11:50 am - 8:45 amORD-SIN
30h 55m1 stop
Turkish Airlines Logo
10:25 am - 10:05 amSIN-ORD
37h 40m1 stop
$949Turkish Airlines
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Thu, Dec 4 - Thu, Dec 11
Air Canada Logo
3:45 pm - 7:05 amORD-SIN
50h 20m2 stops
Air Canada Logo
9:10 am - 12:53 pmSIN-ORD
40h 43m1 stop
$957Air Canada
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Sat, Apr 4 - Sat, Apr 11
Air Canada Logo
5:50 pm - 7:05 amORD-SIN
48h 15m2 stops
Air Canada Logo
11:55 pm - 7:50 pmSIN-ORD
32h 55m2 stops
$969Air Canada
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Sat, Apr 18 - Mon, Apr 27
Delta Logo
6:00 am - 12:10 amMDW-SIN
28h 10m2 stops
Delta Logo
1:35 am - 10:26 pmSIN-MDW
34h 51m2 stops
$1,138Delta
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Wed, Jan 21 - Tue, Jan 27
Delta Logo
6:00 am - 12:10 amMDW-SIN
28h 10m2 stops
Delta Logo
10:40 am - 8:54 amSIN-MDW
35h 14m2 stops
$1,144Delta
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Mon, Feb 23 - Mon, Mar 9
Korean Air Logo
9:20 am - 11:40 pmMDW-SIN
25h 20m2 stops
Korean Air Logo
1:10 am - 12:30 pmSIN-MDW
24h 20m2 stops
$1,718Korean Air
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Sun, Apr 12 - Tue, Apr 14

Air India flights from Chicago to Singapore

Our best Air India deals on Chicago to Singapore flight tickets
Air India
Nov 30
ORD1:30 pmChicago O'Hare Intl
39h 25m
1 stop
SIN6:55 pmSingapore Changi
Dec 10
SIN11:00 pmSingapore Changi
50h 30m
2 stops
ORD11:30 amChicago O'Hare Intl
$933
Find similar
Air India
Dec 1
ORD1:30 pmChicago O'Hare Intl
27h 30m
1 stop
SIN7:00 amSingapore Changi
Dec 8
SIN11:00 pmSingapore Changi
50h 30m
2 stops
ORD11:30 amChicago O'Hare Intl
$946
Find similar
Air India
Nov 12
ORD1:30 pmChicago O'Hare Intl
42h 15m
1 stop
SIN9:45 pmSingapore Changi
Nov 17
SIN11:00 pmSingapore Changi
50h 30m
2 stops
ORD11:30 amChicago O'Hare Intl
$947
Find similar

Qatar Airways flights from Chicago to Singapore

Our best Qatar Airways deals on Chicago to Singapore flight tickets
Qatar Airways
Feb 9
ORD6:50 pmChicago O'Hare Intl
23h 55m
1 stop
SIN8:45 amSingapore Changi
Mar 7
SIN3:15 amSingapore Changi
25h 30m
1 stop
ORD2:45 pmChicago O'Hare Intl
$991
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Qatar Airways
Nov 11
ORD4:06 pmChicago O'Hare Intl
26h 39m
2 stops
SIN8:45 amSingapore Changi
Nov 19
SIN8:15 pmSingapore Changi
32h 15m
1 stop
ORD2:30 pmChicago O'Hare Intl
$1,146
Find similar
Qatar Airways
Nov 12
ORD4:45 pmChicago O'Hare Intl
38h 30m
2 stops
SIN9:15 pmSingapore Changi
Nov 19
SIN8:15 pmSingapore Changi
32h 15m
1 stop
ORD2:30 pmChicago O'Hare Intl
$1,199
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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 November 6, 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

Sun 11/30

1:30 pm-6:55 pm

1 stop39h 25m

Singapore Changi

Wed 12/10

11:00 pm-11:30 am

2 stops50h 30m

$933

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 1/18

2:35 pm-5:40 am

1 stop25h 05m

Singapore Changi

Sun 2/1

1:25 am-12:55 pm

1 stop25h 30m

$937

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 1/18

2:35 pm-5:40 am

1 stop25h 05m

Singapore Changi

Tue 1/27

1:25 am-12:55 pm

1 stop25h 30m

$938

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 1/12

8:20 pm-5:35 pm

1 stop31h 15m

Singapore Changi

Sat 3/7

5:15 am-6:25 pm

1 stop27h 10m

$948

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 12/4

11:50 am-8:45 am

1 stop30h 55m

Singapore Changi

Thu 12/11

10:25 am-10:05 am

1 stop37h 40m

$949

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 4/4

3:45 pm-7:05 am

2 stops50h 20m

Singapore Changi

Sat 4/11

9:10 am-12:53 pm

1 stop40h 43m

$957

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 4/18

5:50 pm-7:05 am

2 stops48h 15m

Singapore Changi

Mon 4/27

11:55 pm-7:50 pm

2 stops32h 55m

$969

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/21

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Tue 1/27

1:35 am-10:26 pm

2 stops34h 51m

$1,138

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/23

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Mon 3/9

10:40 am-8:54 am

2 stops35h 14m

$1,144

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 4/12

9:20 am-11:40 pm

2 stops25h 20m

Singapore Changi

Tue 4/14

1:10 am-12:30 pm

2 stops24h 20m

$1,718

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 Monday when prices can be found for as low as $1,126. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,491.

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 $1,156. 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 $1,411 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 $1,127 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 55% on your flight if you consider stops on a Chicago to Singapore flight.

Cheap Chicago to Singapore 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.
Search flight deals

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

    Prices for flights from Chicago to Singapore refresh daily.

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

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

    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.

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

    The travel and health documents you'll need for your trip to Singapore may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Singapore. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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
2,941 reviews
Search Air India flights
Cathay PacificPriceFrom $701Free CancellationRating
7.6
1,055 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
9,007 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $744Free CancellationRating
7.3
4,032 reviews
Search Turkish Airlines flights
Japan AirlinesPriceFrom $791Free CancellationRating
8.3
1,604 reviews
Search Japan Airlines flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,661 reviews
Search Qatar Airways flights
Air CanadaPriceFrom $884Free CancellationRating
7.1
10,416 reviews
Search Air Canada flights
Etihad AirwaysPriceFrom $909Free CancellationRating
7.4
1,285 reviews
Search Etihad Airways flights
Korean AirPriceFrom $940Free CancellationRating
8.4
1,160 reviews
Search Korean Air flights
ANAPriceFrom $1,024Free CancellationRating
8.4
1,003 reviews
Search ANA flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Singapore from Chicago.

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

Yes. All flights to Singapore from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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.

An easier way to manage your Singapore trip

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