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Cheap flights from Chicago to Singapore from $369

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 9/25. 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

Air India Logo
1:10 pm - 9:45 pmORD-SIN
43h 35m1 stop
Air India Logo
11:00 pm - 6:30 amSIN-ORD
45h 30m1 stop
$703Air India
Find Deal
lun., oct. 20 - lun., nov. 3
Korean Air Logo
12:15 pm - 12:10 amORD-SIN
22h 55m1 stop
Korean Air Logo
10:40 am - 9:30 amSIN-ORD
35h 50m1 stop
$712Korean Air
Find Deal
dom., oct. 26 - dom., nov. 2
Cathay Pacific Logo
2:40 pm - 5:40 amORD-SIN
25h 00m1 stop
Cathay Pacific Logo
1:25 am - 1:00 pmSIN-ORD
25h 35m1 stop
$713Cathay Pacific
Find Deal
lun., nov. 3 - lun., nov. 10
Cathay Pacific Logo
2:40 pm - 5:40 amORD-SIN
25h 00m1 stop
Cathay Pacific Logo
8:15 pm - 1:00 pmSIN-ORD
30h 45m1 stop
$718Cathay Pacific
Find Deal
lun., nov. 3 - lun., nov. 17
Korean Air Logo
12:15 pm - 5:00 amORD-SIN
27h 45m1 stop
Korean Air Logo
10:40 am - 9:30 amSIN-ORD
35h 50m1 stop
$719Korean Air
Find Deal
dom., oct. 26 - dom., nov. 2
Delta Logo
6:30 pm - 11:40 pmMDW-SIN
40h 10m2 stops
Delta Logo
1:10 am - 9:36 pmSIN-MDW
33h 26m2 stops
$734Delta
Find Deal
lun., sep. 22 - dom., sep. 28
Delta Logo
1:35 pm - 11:40 pmORD-SIN
45h 05m2 stops
Delta Logo
7:30 am - 11:54 pmSIN-ORD
29h 24m2 stops
$734Delta
Find Deal
lun., sep. 22 - lun., sep. 29
Air Canada Logo
3:40 pm - 7:00 amORD-SIN
25h 20m1 stop
Air Canada Logo
9:00 pm - 4:44 pmSIN-ORD
33h 44m2 stops
$835Air Canada
Find Deal
mié., nov. 26 - mié., dic. 3
Turkish Airlines Logo
8:20 pm - 5:35 pmORD-SIN
31h 15m1 stop
Turkish Airlines Logo
11:40 am - 10:05 amSIN-ORD
36h 25m1 stop
$883Turkish Airlines
Find Deal
lun., nov. 10 - vie., nov. 14
Air Canada Logo
1:10 pm - 7:00 amORD-SIN
27h 50m1 stop
Air Canada Logo
8:50 am - 8:00 pmSIN-ORD
25h 10m2 stops
$884Air Canada
Find Deal
jue., nov. 27 - sáb., dic. 6

Cathay Pacific flights from Chicago to Singapore

Our best Cathay Pacific deals on Chicago to Singapore flight tickets
Cathay Pacific
Nov 3
ORD2:40 pmChicago O'Hare Intl
25h 00m
1 stop
SIN5:40 amSingapore Changi
Nov 10
SIN1:25 amSingapore Changi
25h 35m
1 stop
ORD1:00 pmChicago O'Hare Intl
$713
Find similar
Cathay Pacific
Nov 3
ORD2:40 pmChicago O'Hare Intl
25h 00m
1 stop
SIN5:40 amSingapore Changi
Nov 17
SIN8:15 pmSingapore Changi
30h 45m
1 stop
ORD1:00 pmChicago O'Hare Intl
$718
Find similar
Cathay Pacific
Oct 21
ORD4:00 pmChicago O'Hare Intl
38h 05m
1 stop
SIN7:05 pmSingapore Changi
Nov 10
SIN1:25 amSingapore Changi
25h 35m
1 stop
ORD1:00 pmChicago O'Hare Intl
$720
Find similar

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets
Delta
Sep 22
MDW6:30 pmChicago Midway
40h 10m
2 stops
SIN11:40 pmSingapore Changi
Sep 28
SIN1:10 amSingapore Changi
33h 26m
2 stops
MDW9:36 pmChicago Midway
$734
Find similar
Delta
Sep 23
MDW9:20 amChicago Midway
25h 20m
2 stops
SIN11:40 pmSingapore Changi
Sep 30
SIN7:30 amSingapore Changi
38h 23m
2 stops
MDW8:53 amChicago Midway
$739
Find similar
Delta
Sep 22
ORD11:20 amChicago O'Hare Intl
47h 20m
2 stops
SIN11:40 pmSingapore Changi
Sep 26
SIN7:30 amSingapore Changi
29h 25m
2 stops
ORD11:55 pmChicago O'Hare Intl
$746
Find similar

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 septiembre 11, 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

lun. 10/20

1:10 pm-9:45 pm

1 stop43h 35m

Singapore Changi

lun. 11/3

11:00 pm-6:30 am

1 stop45h 30m

$703

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

dom. 10/26

12:15 pm-12:10 am

1 stop22h 55m

Singapore Changi

dom. 11/2

10:40 am-9:30 am

1 stop35h 50m

$712

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 11/3

2:40 pm-5:40 am

1 stop25h 00m

Singapore Changi

lun. 11/10

1:25 am-1:00 pm

1 stop25h 35m

$713

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 11/3

2:40 pm-5:40 am

1 stop25h 00m

Singapore Changi

lun. 11/17

8:15 pm-1:00 pm

1 stop30h 45m

$718

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

dom. 10/26

12:15 pm-5:00 am

1 stop27h 45m

Singapore Changi

dom. 11/2

10:40 am-9:30 am

1 stop35h 50m

$719

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 9/22

6:30 pm-11:40 pm

2 stops40h 10m

Singapore Changi

dom. 9/28

1:10 am-9:36 pm

2 stops33h 26m

$734

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 9/22

1:35 pm-11:40 pm

2 stops45h 05m

Singapore Changi

lun. 9/29

7:30 am-11:54 pm

2 stops29h 24m

$734

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mié. 11/26

3:40 pm-7:00 am

1 stop25h 20m

Singapore Changi

mié. 12/3

9:00 pm-4:44 pm

2 stops33h 44m

$835

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 11/10

8:20 pm-5:35 pm

1 stop31h 15m

Singapore Changi

vie. 11/14

11:40 am-10:05 am

1 stop36h 25m

$883

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

jue. 11/27

1:10 pm-7:00 am

1 stop27h 50m

Singapore Changi

sáb. 12/6

8:50 am-8:00 pm

2 stops25h 10m

$884

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 typical price of a round-trip flight between Chicago and Singapore?

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 $851. 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 $885.

What is the cheapest day to depart on your flight to Singapore?

The cheapest day to depart from Chicago to Singapore is on a Tuesday when prices can be found for as low as $1,166. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,365.

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 $1,148. 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 $1,434 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 $1,110 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 $1,013 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 64% 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 September 2025, prices for Chicago to Singapore flights are approximately 34% 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

Direct flights

None
There are no direct flights from Chicago to Singapore. There are no popular flight routes from Chicago to Singapore.
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  • 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 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
2,930 reviews
Search Air India flights
Cathay PacificPriceFrom $708Free CancellationRating
7.6
993 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $729Free CancellationRating
7.3
3,968 reviews
Search Turkish Airlines flights
Japan AirlinesPriceFrom $791Free CancellationRating
8.3
1,559 reviews
Search Japan Airlines flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,624 reviews
Search Qatar Airways flights
Air CanadaPriceFrom $884Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
Korean AirPriceFrom $940Free CancellationRating
8.4
1,139 reviews
Search Korean Air flights
ANAPriceFrom $1,024Free CancellationRating
8.4
961 reviews
Search ANA flights
EVA AirPriceFrom $1,080Free CancellationRating
8.4
1,236 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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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
Delta
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Turkish Airlines
Lufthansa
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British Airways
Qatar Airways
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