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Cheap flights from Chicago to Singapore from $256

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 2/28. 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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Find the cheapest flights from Chicago to Singapore

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air India Logo
2:30 pm - 9:45 pm
ORD
-
SIN
42h 15m
1 stop
Air India Logo
8:00 pm - 12:30 pm
SIN
-
ORD
29h 30m
2 stops
$651Air India
seg, mar 16 - qui, mar 26
Air India Logo
2:30 pm - 9:45 pm
ORD
-
SIN
42h 15m
1 stop
Air India Logo
8:00 pm - 12:30 pm
SIN
-
ORD
29h 30m
2 stops
$652Air India
seg, mar 16 - qui, mar 26
Air India Logo
1:30 pm - 9:45 pm
ORD
-
SIN
42h 15m
1 stop
Air India Logo
11:00 pm - 12:30 pm
SIN
-
ORD
50h 30m
2 stops
$677Air India
seg, mar 2 - qua, mar 18
Air India Logo
1:30 pm - 9:45 pm
ORD
-
SIN
42h 15m
1 stop
Air India Logo
8:00 pm - 12:30 pm
SIN
-
ORD
29h 30m
2 stops
$680Air India
seg, fev 9 - dom, mar 8
Air India Logo
2:30 pm - 7:00 am
ORD
-
SIN
27h 30m
1 stop
Air India Logo
8:00 pm - 12:30 pm
SIN
-
ORD
29h 30m
2 stops
$688Air India
seg, mar 9 - dom, mar 15
Air India Logo
2:30 pm - 9:45 pm
ORD
-
SIN
42h 15m
1 stop
Air India Logo
8:00 pm - 12:30 pm
SIN
-
ORD
29h 30m
2 stops
$710Air India
qua, mar 18 - qui, mar 26
Air India Logo
1:10 pm - 7:30 am
ORD
-
SIN
29h 20m
1 stop
Air India Logo
11:00 pm - 11:10 am
SIN
-
ORD
49h 10m
2 stops
$713Air India
qua, abr 15 - seg, abr 20
Air India Logo
1:30 pm - 9:45 pm
ORD
-
SIN
42h 15m
1 stop
Air India Logo
11:00 pm - 11:30 am
SIN
-
ORD
50h 30m
2 stops
$727Air India
qua, fev 11 - qua, fev 18
Delta Logo
6:00 am - 12:10 am
MDW
-
SIN
28h 10m
2 stops
Delta Logo
1:35 am - 10:22 pm
SIN
-
MDW
34h 47m
2 stops
$871Delta
seg, fev 2 - seg, fev 9
Delta Logo
6:14 pm - 12:10 am
MDW
-
SIN
39h 56m
2 stops
Delta Logo
1:35 am - 10:22 pm
SIN
-
MDW
34h 47m
2 stops
$876Delta
dom, fev 1 - seg, fev 9

Air India flights from Chicago to Singapore

Our best Air India deals on Chicago to Singapore flight tickets
Air India
Mar 16
ORD2:30 pmChicago O'Hare Intl
42h 15m
1 stop
SIN9:45 pmSingapore Changi
Mar 26
SIN8:00 pmSingapore Changi
29h 30m
2 stops
ORD12:30 pmChicago O'Hare Intl
$651
Air India
Mar 16
ORD2:30 pmChicago O'Hare Intl
42h 15m
1 stop
SIN9:45 pmSingapore Changi
Mar 26
SIN8:00 pmSingapore Changi
29h 30m
2 stops
ORD12:30 pmChicago O'Hare Intl
$652
Air India
Mar 2
ORD1:30 pmChicago O'Hare Intl
42h 15m
1 stop
SIN9:45 pmSingapore Changi
Mar 18
SIN11:00 pmSingapore Changi
50h 30m
2 stops
ORD12:30 pmChicago O'Hare Intl
$677

Turkish Airlines flights from Chicago to Singapore

Our best Turkish Airlines deals on Chicago to Singapore flight tickets
Turkish Airlines
Feb 1
ORD11:50 amChicago O'Hare Intl
39h 45m
1 stop
SIN5:35 pmSingapore Changi
Feb 6
SIN11:40 amSingapore Changi
44h 45m
1 stop
ORD6:25 pmChicago O'Hare Intl
$769
Turkish Airlines
Feb 1
ORD8:20 pmChicago O'Hare Intl
31h 15m
1 stop
SIN5:35 pmSingapore Changi
Feb 10
SIN10:15 amSingapore Changi
37h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
$778
Turkish Airlines
Feb 2
ORD8:20 pmChicago O'Hare Intl
31h 15m
1 stop
SIN5:35 pmSingapore Changi
Mar 3
SIN5:15 amSingapore Changi
42h 50m
1 stop
ORD10:05 amChicago O'Hare Intl
$779

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 janeiro 15, 2026.
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

seg 3/16

2:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

qui 3/26

8:00 pm-12:30 pm

2 stops29h 30m

$651

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

seg 3/16

2:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

qui 3/26

8:00 pm-12:30 pm

2 stops29h 30m

$652

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

seg 3/2

1:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

qua 3/18

11:00 pm-12:30 pm

2 stops50h 30m

$677

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

seg 2/9

1:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

dom 3/8

8:00 pm-12:30 pm

2 stops29h 30m

$680

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

seg 3/9

2:30 pm-7:00 am

1 stop27h 30m

Singapore Changi

dom 3/15

8:00 pm-12:30 pm

2 stops29h 30m

$688

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

qua 3/18

2:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

qui 3/26

8:00 pm-12:30 pm

2 stops29h 30m

$710

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

qua 4/15

1:10 pm-7:30 am

1 stop29h 20m

Singapore Changi

seg 4/20

11:00 pm-11:10 am

2 stops49h 10m

$713

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

qua 2/11

1:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

qua 2/18

11:00 pm-11:30 am

2 stops50h 30m

$727

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

seg 2/2

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

seg 2/9

1:35 am-10:22 pm

2 stops34h 47m

$871

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom 2/1

6:14 pm-12:10 am

2 stops39h 56m

Singapore Changi

seg 2/9

1:35 am-10:22 pm

2 stops34h 47m

$876

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 $849.

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 $1,146 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 $1,018 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 70% 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 January 2026, prices for Chicago to Singapore flights are approximately 31% 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

Fastest flight time

23h 55m

Direct flights

None
The fastest flight from Chicago to Singapore takes 23h 55m
There are no direct flights from Chicago to Singapore. There are no popular flight routes from Chicago to Singapore.
Search flight deals

  • How far is Chicago to Singapore Changi by plane?

    Singapore Changi is 9361.7 mi away from Chicago. By plane, this route typically takes 23h 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
2,975 reviews
Search Air India flights
Cathay PacificPriceFrom $698Free CancellationRating
7.6
1,130 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
9,164 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $751Free CancellationRating
7.3
4,176 reviews
Search Turkish Airlines flights
Etihad AirwaysPriceFrom $830Free CancellationRating
7.3
1,370 reviews
Search Etihad Airways flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,715 reviews
Search Qatar Airways flights
Korean AirPriceFrom $858Free CancellationRating
8.4
1,187 reviews
Search Korean Air flights
Air CanadaPriceFrom $872Free CancellationRating
7.1
10,624 reviews
Search Air Canada flights
Japan AirlinesPriceFrom $988Free CancellationRating
8.3
1,685 reviews
Search Japan Airlines flights
ANAPriceFrom $1,024Free CancellationRating
8.4
1,073 reviews
Search ANA 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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Find better results for your trip to Singapore

Fly your favorite airline to Singapore

Airlines are sorted and displayed according to clicks in the past 7 days on momondo
United Airlines
Cathay Pacific
Turkish Airlines
EVA Air
ANA
Air Canada
Delta
Korean Air
Japan Airlines
British Airways
Qatar Airways
Etihad Airways
Air India