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Cheap flights from Chicago to Singapore from $355

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 2/18. 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
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
$648Air India
Mon, Mar 2 - Mon, Mar 16
Air India Logo
1:30 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
$671Air India
Mon, Mar 2 - Sun, Mar 8
Air India Logo
1:30 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
$679Air India
Fri, Feb 27 - Sun, Mar 8
Air India Logo
2:30 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
$687Air India
Mon, Mar 9 - Mon, Mar 16
Air India Logo
1:30 pm - 7:00 am
ORD
-
SIN
27h 30m
1 stop
Air India Logo
11:00 pm - 12:30 pm
SIN
-
ORD
50h 30m
2 stops
$694Air India
Mon, Mar 2 - Wed, Mar 18
Air India Logo
1:30 pm - 6:55 pm
ORD
-
SIN
39h 25m
1 stop
Air India Logo
8:00 pm - 12:30 pm
SIN
-
ORD
29h 30m
2 stops
$697Air India
Mon, Feb 9 - Sun, Mar 8
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
33h 00m
2 stops
Delta Logo
10:40 am - 10:31 pm
SIN
-
MDW
24h 51m
2 stops
$894Delta
Mon, Mar 2 - Tue, Mar 10
Delta Logo
7:16 pm - 12:10 am
MDW
-
SIN
38h 54m
2 stops
Delta Logo
10:30 pm - 10:31 pm
SIN
-
MDW
37h 01m
2 stops
$900Delta
Mon, Feb 9 - Sun, Mar 8
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
34h 00m
2 stops
Delta Logo
1:35 am - 10:31 pm
SIN
-
MDW
33h 56m
2 stops
$994Delta
Mon, Mar 9 - Sun, Mar 15
Multiple Airlines Logo
6:35 pm - 12:35 pm
MDW
-
SIN
29h 00m
2 stops
Multiple Airlines Logo
2:00 am - 12:50 am
SIN
-
MDW
35h 50m
2 stops
$1,208Multiple Airlines
Sun, Apr 12 - Sat, Apr 25

Air India flights from Chicago to Singapore

Our best Air India deals on Chicago to Singapore flight tickets
Air India
Mar 2
ORD1:30 pmChicago O'Hare Intl
27h 30m
1 stop
SIN7:00 amSingapore Changi
Mar 16
SIN11:00 pmSingapore Changi
50h 30m
2 stops
ORD12:30 pmChicago O'Hare Intl
$648
Air India
Feb 27
ORD1:30 pmChicago O'Hare Intl
27h 30m
1 stop
SIN7:00 amSingapore Changi
Mar 8
SIN8:00 pmSingapore Changi
29h 30m
2 stops
ORD12:30 pmChicago O'Hare Intl
$659
Air India
Feb 27
ORD1:30 pmChicago O'Hare Intl
27h 30m
1 stop
SIN7:00 amSingapore Changi
Mar 7
SIN11:00 pmSingapore Changi
50h 30m
2 stops
ORD11:30 amChicago O'Hare Intl
$665

United Airlines flights from Chicago to Singapore

Our best United Airlines deals on Chicago to Singapore flight tickets
United Airlines
Jan 27
ORD5:16 pmChicago O'Hare Intl
24h 44m
1 stop
SIN8:00 amSingapore Changi
Feb 4
SIN10:10 amSingapore Changi
23h 41m
2 stops
ORD7:51 pmChicago O'Hare Intl
$885
United Airlines
Jan 25
ORD6:47 amChicago O'Hare Intl
23h 28m
1 stop
SIN8:15 pmSingapore Changi
Jan 27
SIN10:45 amSingapore Changi
42h 25m
1 stop
ORD3:10 pmChicago O'Hare Intl
$930
United Airlines
Jan 25
ORD4:10 pmChicago O'Hare Intl
25h 50m
2 stops
SIN8:00 amSingapore Changi
Jan 27
SIN10:20 pmSingapore Changi
21h 24m
1 stop
ORD5:44 amChicago O'Hare Intl
$931

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 January 21, 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

Mon 3/2

1:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

Mon 3/16

11:00 pm-12:30 pm

2 stops50h 30m

$648

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 3/2

1:30 pm-7:00 am

1 stop27h 30m

Singapore Changi

Sun 3/8

8:00 pm-12:30 pm

2 stops29h 30m

$671

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 2/27

1:30 pm-7:00 am

1 stop27h 30m

Singapore Changi

Sun 3/8

8:00 pm-12:30 pm

2 stops29h 30m

$679

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 3/9

2:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

Mon 3/16

11:00 pm-12:30 pm

2 stops50h 30m

$687

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 3/2

1:30 pm-7:00 am

1 stop27h 30m

Singapore Changi

Wed 3/18

11:00 pm-12:30 pm

2 stops50h 30m

$694

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 2/9

1:30 pm-6:55 pm

1 stop39h 25m

Singapore Changi

Sun 3/8

8:00 pm-12:30 pm

2 stops29h 30m

$697

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 3/2

6:00 am-5:00 am

2 stops33h 00m

Singapore Changi

Tue 3/10

10:40 am-10:31 pm

2 stops24h 51m

$894

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

7:16 pm-12:10 am

2 stops38h 54m

Singapore Changi

Sun 3/8

10:30 pm-10:31 pm

2 stops37h 01m

$900

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 3/9

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

Sun 3/15

1:35 am-10:31 pm

2 stops33h 56m

$994

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 4/12

6:35 pm-12:35 pm

2 stops29h 00m

Singapore Changi

Sat 4/25

2:00 am-12:50 am

2 stops35h 50m

$1,208

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 $807. 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 $1,143 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 67% 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

Fastest flight time

22h 15m

Direct flights

None
The fastest flight from Chicago to Singapore takes 22h 15m
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
2,977 reviews
Search Air India flights
Cathay PacificPriceFrom $698Free CancellationRating
7.6
1,140 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
9,191 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $770Free CancellationRating
7.3
4,200 reviews
Search Turkish Airlines flights
Etihad AirwaysPriceFrom $830Free CancellationRating
7.3
1,374 reviews
Search Etihad Airways flights
Korean AirPriceFrom $858Free CancellationRating
8.4
1,187 reviews
Search Korean Air flights
Air CanadaPriceFrom $872Free CancellationRating
7.1
10,646 reviews
Search Air Canada flights
Japan AirlinesPriceFrom $988Free CancellationRating
8.3
1,688 reviews
Search Japan Airlines flights
ANAPriceFrom $1,024Free CancellationRating
8.4
1,076 reviews
Search ANA flights
EVA AirPriceFrom $1,086Free CancellationRating
8.4
1,327 reviews
Search EVA Air 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.

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