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Cheap flights from Chicago to Singapore from $342

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 3/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
1:10 pm - 9:45 pm
ORD
-
SIN
43h 35m
1 stop
Air India Logo
8:55 am - 11:10 am
SIN
-
ORD
39h 15m
2 stops
$752Air India
Sun, Mar 29 - Tue, Apr 21
Air India Logo
1:10 pm - 9:20 am
ORD
-
SIN
31h 10m
1 stop
Air India Logo
8:30 pm - 11:10 am
SIN
-
ORD
27h 40m
2 stops
$758Air India
Wed, Apr 1 - Tue, Apr 7
United Airlines Logo
6:20 pm - 7:00 am
ORD
-
SIN
23h 40m
1 stop
United Airlines Logo
8:35 pm - 6:20 am
SIN
-
ORD
22h 45m
1 stop
$783United Airlines
Wed, Mar 25 - Wed, Apr 1
United Airlines Logo
9:15 pm - 8:15 pm
ORD
-
SIN
34h 00m
1 stop
United Airlines Logo
9:00 am - 11:29 pm
SIN
-
ORD
27h 29m
1 stop
$790United Airlines
Sun, Mar 22 - Mon, Mar 30
Cathay Pacific Logo
4:15 pm - 5:30 am
ORD
-
SIN
24h 15m
1 stop
Cathay Pacific Logo
12:45 pm - 1:55 pm
SIN
-
ORD
38h 10m
1 stop
$792Cathay Pacific
Mon, Apr 6 - Mon, Apr 27
Cathay Pacific Logo
4:15 pm - 11:45 am
ORD
-
SIN
30h 30m
1 stop
Cathay Pacific Logo
9:45 am - 1:55 pm
SIN
-
ORD
41h 10m
1 stop
$794Cathay Pacific
Mon, Apr 20 - Mon, May 4
Multiple Airlines Logo
10:35 am - 12:35 pm
MDW
-
SIN
37h 00m
2 stops
Multiple Airlines Logo
1:45 pm - 5:40 am
SIN
-
MDW
28h 55m
2 stops
$1,235Multiple Airlines
Mon, Apr 20 - Mon, May 4
Delta Logo
9:30 am - 5:00 am
MDW
-
SIN
30h 30m
2 stops
Delta Logo
7:30 am - 10:28 pm
SIN
-
MDW
27h 58m
2 stops
$1,240Delta
Wed, Apr 8 - Fri, Apr 24
Multiple Airlines Logo
6:00 pm - 12:35 pm
MDW
-
SIN
29h 35m
2 stops
Multiple Airlines Logo
1:45 pm - 5:40 am
SIN
-
MDW
28h 55m
2 stops
$1,248Multiple Airlines
Sat, May 9 - Sat, May 16
Delta Logo
9:31 am - 5:00 am
MDW
-
SIN
30h 29m
2 stops
Delta Logo
7:30 am - 9:09 pm
SIN
-
MDW
26h 39m
2 stops
$1,286Delta
Thu, Apr 30 - Thu, May 14

Cathay Pacific flights from Chicago to Singapore

Our best Cathay Pacific deals on Chicago to Singapore flight tickets
Cathay Pacific
Apr 6
ORD4:15 pmChicago O'Hare Intl
24h 15m
1 stop
SIN5:30 amSingapore Changi
Apr 27
SIN12:45 pmSingapore Changi
38h 10m
1 stop
ORD1:55 pmChicago O'Hare Intl
$792
Cathay Pacific
Apr 20
ORD4:15 pmChicago O'Hare Intl
30h 30m
1 stop
SIN11:45 amSingapore Changi
May 4
SIN9:45 amSingapore Changi
41h 10m
1 stop
ORD1:55 pmChicago O'Hare Intl
$794
Cathay Pacific
Apr 8
ORD4:15 pmChicago O'Hare Intl
24h 15m
1 stop
SIN5:30 amSingapore Changi
Apr 27
SIN8:05 pmSingapore Changi
30h 50m
1 stop
ORD1:55 pmChicago O'Hare Intl
$812

Turkish Airlines flights from Chicago to Singapore

Our best Turkish Airlines deals on Chicago to Singapore flight tickets
Turkish Airlines
Mar 9
ORD12:50 pmChicago O'Hare Intl
39h 45m
1 stop
SIN5:35 pmSingapore Changi
Mar 19
SIN10:15 amSingapore Changi
37h 50m
1 stop
ORD11:05 amChicago O'Hare Intl
$816
Turkish Airlines
Mar 4
ORD11:50 amChicago O'Hare Intl
32h 10m
1 stop
SIN10:00 amSingapore Changi
Mar 11
SIN11:40 amSingapore Changi
44h 45m
1 stop
ORD7:25 pmChicago O'Hare Intl
$827
Turkish Airlines
Mar 1
ORD8:20 pmChicago O'Hare Intl
31h 15m
1 stop
SIN5:35 pmSingapore Changi
Mar 10
SIN10:15 amSingapore Changi
46h 10m
1 stop
ORD7:25 pmChicago O'Hare Intl
$829

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 February 8, 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

Sun 3/29

1:10 pm-9:45 pm

1 stop43h 35m

Singapore Changi

Tue 4/21

8:55 am-11:10 am

2 stops39h 15m

$752

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 4/1

1:10 pm-9:20 am

1 stop31h 10m

Singapore Changi

Tue 4/7

8:30 pm-11:10 am

2 stops27h 40m

$758

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 3/25

6:20 pm-7:00 am

1 stop23h 40m

Singapore Changi

Wed 4/1

8:35 pm-6:20 am

1 stop22h 45m

$783

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 3/22

9:15 pm-8:15 pm

1 stop34h 00m

Singapore Changi

Mon 3/30

9:00 am-11:29 pm

1 stop27h 29m

$790

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 4/6

4:15 pm-5:30 am

1 stop24h 15m

Singapore Changi

Mon 4/27

12:45 pm-1:55 pm

1 stop38h 10m

$792

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 4/20

4:15 pm-11:45 am

1 stop30h 30m

Singapore Changi

Mon 5/4

9:45 am-1:55 pm

1 stop41h 10m

$794

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 4/20

10:35 am-12:35 pm

2 stops37h 00m

Singapore Changi

Mon 5/4

1:45 pm-5:40 am

2 stops28h 55m

$1,235

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 4/8

9:30 am-5:00 am

2 stops30h 30m

Singapore Changi

Fri 4/24

7:30 am-10:28 pm

2 stops27h 58m

$1,240

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 5/9

6:00 pm-12:35 pm

2 stops29h 35m

Singapore Changi

Sat 5/16

1:45 pm-5:40 am

2 stops28h 55m

$1,248

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 4/30

9:31 am-5:00 am

2 stops30h 29m

Singapore Changi

Thu 5/14

7:30 am-9:09 pm

2 stops26h 39m

$1,286

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 September is, on average, the cheapest month to fly to Singapore from Chicago, with most prices found around $849. If you aren’t able to travel to Singapore during the month of September, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $876.

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 week ahead of your departure date. In general, you can expect to find flights to Singapore for around $1,140 when searching week 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 $1,021 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.

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
2,966 reviews
Search Air India flights
ANAPriceFrom $698Free CancellationRating
8.4
1,089 reviews
Search ANA flights
Cathay PacificPriceFrom $698Free CancellationRating
7.6
1,160 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
9,257 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $799Free CancellationRating
7.3
4,208 reviews
Search Turkish Airlines flights
Etihad AirwaysPriceFrom $830Free CancellationRating
7.3
1,389 reviews
Search Etihad Airways flights
Korean AirPriceFrom $858Free CancellationRating
8.4
1,189 reviews
Search Korean Air flights
Air CanadaPriceFrom $872Free CancellationRating
7.1
10,698 reviews
Search Air Canada flights
Japan AirlinesPriceFrom $988Free CancellationRating
8.3
1,702 reviews
Search Japan Airlines flights
EVA AirPriceFrom $1,086Free CancellationRating
8.4
1,347 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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