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Cheap flights from Chicago to Singapore from $364

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 4/27. 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
1:35 am - 10:31 pm
SIN
-
MDW
33h 56m
2 stops
$894Delta
Mon, Mar 2 - Sun, Mar 8
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
5:40 pm - 8:25 pm
MDW
-
SIN
37h 45m
2 stops
Delta Logo
10:30 pm - 10:31 pm
SIN
-
MDW
37h 01m
2 stops
$994Delta
Mon, Mar 9 - Mon, Mar 23
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

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets
Delta
Mar 2
MDW6:00 amChicago Midway
33h 00m
2 stops
SIN5:00 amSingapore Changi
Mar 8
SIN1:35 amSingapore Changi
33h 56m
2 stops
MDW10:31 pmChicago Midway
$894
Delta
Feb 9
MDW7:16 pmChicago Midway
38h 54m
2 stops
SIN12:10 amSingapore Changi
Mar 8
SIN10:30 pmSingapore Changi
37h 01m
2 stops
MDW10:31 pmChicago Midway
$900
Delta
Mar 9
MDW5:40 pmChicago Midway
37h 45m
2 stops
SIN8:25 pmSingapore Changi
Mar 23
SIN10:30 pmSingapore Changi
37h 01m
2 stops
MDW10:31 pmChicago Midway
$994

Korean Air flights from Chicago to Singapore

Our best Korean Air deals on Chicago to Singapore flight tickets
Korean Air
May 7
MDW9:20 amChicago Midway
25h 20m
2 stops
SIN11:40 pmSingapore Changi
May 26
SIN1:10 amSingapore Changi
24h 20m
2 stops
MDW12:30 pmChicago Midway
$1,544
Korean Air
May 15
MDW9:20 amChicago Midway
30h 40m
2 stops
SIN5:00 amSingapore Changi
Jun 29
SIN10:30 pmSingapore Changi
27h 00m
2 stops
MDW12:30 pmChicago Midway
$1,561
Korean Air
May 21
MDW9:30 amChicago Midway
30h 30m
2 stops
SIN5:00 amSingapore Changi
Jun 29
SIN7:30 amSingapore Changi
42h 00m
2 stops
MDW12:30 pmChicago Midway
$1,565

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 22, 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

Sun 3/8

1:35 am-10:31 pm

2 stops33h 56m

$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

5:40 pm-8:25 pm

2 stops37h 45m

Singapore Changi

Mon 3/23

10:30 pm-10:31 pm

2 stops37h 01m

$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.

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

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

  • 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 15m.

  • 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
2,977 reviews
Search Air India flights
Cathay PacificPriceFrom $698Free CancellationRating
7.6
1,141 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
9,193 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $770Free CancellationRating
7.3
4,199 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
10,648 reviews
Search Air Canada flights
Japan AirlinesPriceFrom $988Free CancellationRating
8.3
1,689 reviews
Search Japan Airlines flights
ANAPriceFrom $1,024Free CancellationRating
8.4
1,078 reviews
Search ANA flights
EVA AirPriceFrom $1,086Free CancellationRating
8.4
1,328 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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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
Japan Airlines
Korean Air
British Airways
Etihad Airways
Air India