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Cheap flights from Chicago to Singapore from $251

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 11/15. 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

United Airlines Logo
5:01 am - 6:25 pmORD-SIN
24h 24m2 stops
United Airlines Logo
8:45 am - 7:35 pmSIN-ORD
23h 50m2 stops
$705United Airlines
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Sun, Oct 12 - Mon, Oct 20
ANA Logo
10:30 am - 12:55 amORD-SIN
24h 25m1 stop
ANA Logo
10:45 am - 5:16 amSIN-ORD
32h 31m2 stops
$708ANA
Find Deal
Tue, Nov 11 - Tue, Nov 18
Logo
8:00 am - 12:20 amORD-SIN
27h 20m2 stops
Logo
1:55 am - 9:05 amSIN-ORD
20h 10m1 stop
$710
Find Deal
Sat, Sep 13 - Wed, Sep 17
Cathay Pacific Logo
2:40 pm - 1:05 pmORD-SIN
32h 25m1 stop
Cathay Pacific Logo
1:25 am - 1:00 pmSIN-ORD
25h 35m1 stop
$718Cathay Pacific
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Wed, Jan 28 - Wed, Mar 4
Cathay Pacific Logo
2:40 pm - 11:55 amORD-SIN
31h 15m1 stop
Cathay Pacific Logo
8:15 pm - 1:00 pmSIN-ORD
30h 45m1 stop
$726Cathay Pacific
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Wed, Jan 14 - Sun, Jan 25
Logo
8:00 am - 12:20 amORD-SIN
27h 20m2 stops
Logo
8:05 am - 7:48 pmSIN-ORD
24h 43m2 stops
$752
Find Deal
Fri, Sep 26 - Fri, Oct 3
Air Canada Logo
9:12 pm - 7:05 amORD-SIN
44h 53m2 stops
Air Canada Logo
9:10 am - 9:51 amSIN-ORD
37h 41m2 stops
$830Air Canada
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Wed, Oct 15 - Tue, Oct 21
Air Canada Logo
8:45 am - 7:00 amORD-SIN
32h 15m2 stops
Air Canada Logo
8:50 am - 4:50 pmSIN-ORD
46h 00m2 stops
$884Air Canada
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Wed, Jan 28 - Thu, Mar 5
Delta Logo
9:20 am - 5:00 amMDW-SIN
30h 40m2 stops
Delta Logo
7:30 am - 10:14 pmSIN-MDW
27h 44m2 stops
$904Delta
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Tue, Sep 23 - Wed, Oct 22
Delta Logo
12:48 pm - 11:40 pmMDW-SIN
45h 52m2 stops
Delta Logo
10:30 pm - 12:28 pmSIN-MDW
26h 58m2 stops
$1,022Delta
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Thu, Oct 16 - Thu, Oct 23

ANA flights from Chicago to Singapore

Our best ANA deals on Chicago to Singapore flight tickets
ANA
Nov 11
ORD10:30 amChicago O'Hare Intl
24h 25m
1 stop
SIN12:55 amSingapore Changi
Nov 18
SIN10:45 amSingapore Changi
32h 31m
2 stops
ORD5:16 amChicago O'Hare Intl
$708
Find similar
ANA
Sep 15
ORD7:10 amChicago O'Hare Intl
28h 35m
2 stops
SIN12:45 amSingapore Changi
Sep 22
SIN6:15 amSingapore Changi
27h 10m
2 stops
ORD8:25 pmChicago O'Hare Intl
$716
Find similar
ANA
Sep 4
ORD5:45 pmChicago O'Hare Intl
34h 30m
1 stop
SIN5:15 pmSingapore Changi
Sep 12
SIN6:15 amSingapore Changi
35h 46m
2 stops
ORD5:01 amChicago O'Hare Intl
$723
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United Airlines flights from Chicago to Singapore

Our best United Airlines deals on Chicago to Singapore flight tickets
United Airlines
Sep 2
ORD2:00 pmChicago O'Hare Intl
27h 15m
2 stops
SIN6:15 amSingapore Changi
Sep 13
SIN8:40 pmSingapore Changi
25h 56m
2 stops
ORD9:36 amChicago O'Hare Intl
$705
Find similar
United Airlines
Aug 31
ORD4:30 pmChicago O'Hare Intl
36h 55m
1 stop
SIN6:25 pmSingapore Changi
Sep 7
SIN8:40 pmSingapore Changi
22h 44m
1 stop
ORD6:24 amChicago O'Hare Intl
$707
Find similar
United Airlines
Oct 17
ORD6:15 amChicago O'Hare Intl
23h 10m
1 stop
SIN6:25 pmSingapore Changi
Oct 22
SIN11:05 amSingapore Changi
24h 42m
2 stops
ORD10:47 pmChicago O'Hare Intl
$711
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 August 28, 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

Sun 10/12

5:01 am-6:25 pm

2 stops24h 24m

Singapore Changi

Mon 10/20

8:45 am-7:35 pm

2 stops23h 50m

$705

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 11/11

10:30 am-12:55 am

1 stop24h 25m

Singapore Changi

Tue 11/18

10:45 am-5:16 am

2 stops32h 31m

$708

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 9/13

8:00 am-12:20 am

2 stops27h 20m

Singapore Changi

Wed 9/17

1:55 am-9:05 am

1 stop20h 10m

$710

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 1/28

2:40 pm-1:05 pm

1 stop32h 25m

Singapore Changi

Wed 3/4

1:25 am-1:00 pm

1 stop25h 35m

$718

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 1/14

2:40 pm-11:55 am

1 stop31h 15m

Singapore Changi

Sun 1/25

8:15 pm-1:00 pm

1 stop30h 45m

$726

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 9/26

8:00 am-12:20 am

2 stops27h 20m

Singapore Changi

Fri 10/3

8:05 am-7:48 pm

2 stops24h 43m

$752

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 10/15

9:12 pm-7:05 am

2 stops44h 53m

Singapore Changi

Tue 10/21

9:10 am-9:51 am

2 stops37h 41m

$830

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 1/28

8:45 am-7:00 am

2 stops32h 15m

Singapore Changi

Thu 3/5

8:50 am-4:50 pm

2 stops46h 00m

$884

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 9/23

9:20 am-5:00 am

2 stops30h 40m

Singapore Changi

Wed 10/22

7:30 am-10:14 pm

2 stops27h 44m

$904

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 10/16

12:48 pm-11:40 pm

2 stops45h 52m

Singapore Changi

Thu 10/23

10:30 pm-12:28 pm

2 stops26h 58m

$1,022

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 $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 Monday when prices can be found for as low as $1,126. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,491.

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 $1,156. 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 $1,411 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 $977 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 63% 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

Direct flights

None
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
2,929 reviews
Search Air India flights
Cathay PacificPriceFrom $708Free CancellationRating
7.6
977 reviews
Search Cathay Pacific flights
Turkish AirlinesPriceFrom $729Free CancellationRating
7.3
3,955 reviews
Search Turkish Airlines flights
Japan AirlinesPriceFrom $784Free CancellationRating
8.3
1,554 reviews
Search Japan Airlines flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,611 reviews
Search Qatar Airways flights
Air CanadaPriceFrom $872Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom $885Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights
Korean AirPriceFrom $940Free CancellationRating
8.4
1,133 reviews
Search Korean Air flights
EVA AirPriceFrom $1,080Free CancellationRating
8.4
1,235 reviews
Search EVA Air flights
ANAPriceFrom $1,086Free CancellationRating
8.4
941 reviews
Search ANA 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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