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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 2/26. 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

Korean Air Logo
12:15 pm - 12:10 amORD-SIN
22h 55m1 stop
Korean Air Logo
10:30 pm - 8:30 amSIN-ORD
24h 00m1 stop
$693Korean Air
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Mon, Oct 27 - Sun, Nov 9
Korean Air Logo
12:15 pm - 12:10 amORD-SIN
22h 55m1 stop
Korean Air Logo
10:30 pm - 8:30 amSIN-ORD
24h 00m1 stop
$700Korean Air
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Mon, Oct 27 - Sun, Nov 9
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
Cathay Pacific Logo
1:25 pm - 2:25 pmSIN-ORD
38h 00m1 stop
$710Cathay Pacific
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Mon, Sep 29 - Sun, Oct 5
Cathay Pacific Logo
4:00 pm - 8:35 pmORD-SIN
39h 35m1 stop
Cathay Pacific Logo
8:15 pm - 12:55 pmSIN-ORD
30h 40m1 stop
$721Cathay Pacific
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Wed, Oct 22 - Sun, Nov 2
Air India Logo
1:30 pm - 7:00 amORD-SIN
27h 30m1 stop
Air India Logo
8:30 am - 12:30 pmSIN-ORD
41h 00m2 stops
$741Air India
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Mon, Mar 2 - Tue, Mar 24
Air India Logo
1:10 pm - 7:15 amORD-SIN
29h 05m1 stop
Air India Logo
11:00 pm - 12:30 pmSIN-ORD
50h 30m2 stops
$820Air India
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Wed, Oct 22 - Mon, Oct 27
Etihad Airways Logo
1:55 pm - 9:40 amORD-SIN
30h 45m1 stop
Etihad Airways Logo
9:10 pm - 8:45 amSIN-ORD
24h 35m1 stop
$840Etihad Airways
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Wed, Oct 15 - Wed, Oct 22
Etihad Airways Logo
1:55 pm - 9:40 amORD-SIN
30h 45m1 stop
Etihad Airways Logo
9:10 pm - 8:45 amSIN-ORD
24h 35m1 stop
$843Etihad Airways
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Thu, Oct 16 - Thu, Oct 23
Delta Logo
6:00 am - 5:00 amMDW-SIN
33h 00m2 stops
Delta Logo
10:30 pm - 4:39 pmSIN-MDW
32h 09m2 stops
$884Delta
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Mon, Nov 3 - Tue, Nov 11
Delta Logo
4:28 pm - 12:10 amMDW-SIN
41h 42m2 stops
Delta Logo
10:30 pm - 4:38 pmSIN-MDW
32h 08m2 stops
$901Delta
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Sat, Nov 15 - Mon, Nov 24

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets
Delta
Nov 3
MDW6:00 amChicago Midway
33h 00m
2 stops
SIN5:00 amSingapore Changi
Nov 11
SIN10:30 pmSingapore Changi
32h 09m
2 stops
MDW4:39 pmChicago Midway
$884
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Delta
Nov 15
MDW4:28 pmChicago Midway
41h 42m
2 stops
SIN12:10 amSingapore Changi
Nov 24
SIN10:30 pmSingapore Changi
32h 08m
2 stops
MDW4:38 pmChicago Midway
$901
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Delta
Nov 16
MDW5:34 pmChicago Midway
40h 36m
2 stops
SIN12:10 amSingapore Changi
Nov 22
SIN10:30 pmSingapore Changi
32h 08m
2 stops
MDW4:38 pmChicago Midway
$902
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Korean Air flights from Chicago to Singapore

Our best Korean Air deals on Chicago to Singapore flight tickets
Korean Air
Oct 27
ORD12:15 pmChicago O'Hare Intl
22h 55m
1 stop
SIN12:10 amSingapore Changi
Nov 9
SIN10:30 pmSingapore Changi
24h 00m
1 stop
ORD8:30 amChicago O'Hare Intl
$693
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Korean Air
Oct 27
ORD12:15 pmChicago O'Hare Intl
22h 55m
1 stop
SIN12:10 amSingapore Changi
Nov 9
SIN10:30 pmSingapore Changi
24h 00m
1 stop
ORD8:30 amChicago O'Hare Intl
$700
Find similar
Korean Air
Oct 30
ORD12:15 pmChicago O'Hare Intl
22h 55m
1 stop
SIN12:10 amSingapore Changi
Nov 5
SIN1:35 amSingapore Changi
20h 55m
1 stop
ORD8:30 amChicago O'Hare Intl
$702
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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 September 17, 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

Mon 10/27

12:15 pm-12:10 am

1 stop22h 55m

Singapore Changi

Sun 11/9

10:30 pm-8:30 am

1 stop24h 00m

$693

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 10/27

12:15 pm-12:10 am

1 stop22h 55m

Singapore Changi

Sun 11/9

10:30 pm-8:30 am

1 stop24h 00m

$700

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/29

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Sun 10/5

1:25 pm-2:25 pm

1 stop38h 00m

$710

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 10/22

4:00 pm-8:35 pm

1 stop39h 35m

Singapore Changi

Sun 11/2

8:15 pm-12:55 pm

1 stop30h 40m

$721

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 3/2

1:30 pm-7:00 am

1 stop27h 30m

Singapore Changi

Tue 3/24

8:30 am-12:30 pm

2 stops41h 00m

$741

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 10/22

1:10 pm-7:15 am

1 stop29h 05m

Singapore Changi

Mon 10/27

11:00 pm-12:30 pm

2 stops50h 30m

$820

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 10/15

1:55 pm-9:40 am

1 stop30h 45m

Singapore Changi

Wed 10/22

9:10 pm-8:45 am

1 stop24h 35m

$840

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 10/16

1:55 pm-9:40 am

1 stop30h 45m

Singapore Changi

Thu 10/23

9:10 pm-8:45 am

1 stop24h 35m

$843

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 11/3

6:00 am-5:00 am

2 stops33h 00m

Singapore Changi

Tue 11/11

10:30 pm-4:39 pm

2 stops32h 09m

$884

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 11/15

4:28 pm-12:10 am

2 stops41h 42m

Singapore Changi

Mon 11/24

10:30 pm-4:38 pm

2 stops32h 08m

$901

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 $805. 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 $807.

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 $1,113 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 $1,012 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.

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
2,932 reviews
Search Air India flights
Cathay PacificPriceFrom $701Free CancellationRating
7.6
998 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $729Free CancellationRating
7.3
3,965 reviews
Search Turkish Airlines flights
Japan AirlinesPriceFrom $791Free CancellationRating
8.3
1,559 reviews
Search Japan Airlines flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,622 reviews
Search Qatar Airways flights
Air CanadaPriceFrom $884Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
Korean AirPriceFrom $940Free CancellationRating
8.4
1,140 reviews
Search Korean Air flights
ANAPriceFrom $1,024Free CancellationRating
8.4
964 reviews
Search ANA flights
EVA AirPriceFrom $1,080Free CancellationRating
8.4
1,237 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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