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Cheap flights from Chicago to Singapore from $266

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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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.
Delta Logo
6:00 am - 12:10 am
MDW
-
SIN
28h 10m
2 stops
Delta Logo
10:30 pm - 12:46 pm
SIN
-
MDW
28h 16m
2 stops
$1,056Delta
Do, Feb 5 - Do, Feb 19
Multiple Airlines Logo
2:30 pm - 5:45 pm
ORD
-
SIN
38h 15m
1 stop
Multiple Airlines Logo
8:45 am - 8:45 am
SIN
-
ORD
37h 00m
2 stops
$1,064Multiple Airlines
Fr, Mrz 20 - So, Mrz 29
Delta Logo
6:00 am - 12:10 am
MDW
-
SIN
28h 10m
2 stops
Delta Logo
10:30 pm - 5:37 pm
SIN
-
MDW
33h 07m
2 stops
$1,069Delta
Mo, Jan 26 - Mo, Feb 16
United Airlines Logo
9:39 pm - 6:35 pm
ORD
-
SIN
31h 56m
1 stop
United Airlines Logo
11:05 am - 6:20 am
SIN
-
ORD
32h 15m
2 stops
$1,071United Airlines
Fr, Jul 3 - Fr, Jul 24
Delta Logo
6:25 am - 11:40 pm
MDW
-
SIN
28h 15m
2 stops
Delta Logo
10:30 pm - 12:07 pm
SIN
-
MDW
26h 37m
2 stops
$1,071Delta
So, Apr 12 - Mo, Apr 20
Multiple Airlines Logo
2:10 pm - 11:30 am
ORD
-
SIN
32h 20m
2 stops
Multiple Airlines Logo
9:10 pm - 8:45 am
SIN
-
ORD
24h 35m
1 stop
$1,075Multiple Airlines
Sa, Mrz 21 - Sa, Apr 11
United Airlines Logo
9:35 pm - 6:35 pm
ORD
-
SIN
32h 00m
2 stops
United Airlines Logo
11:05 am - 5:47 am
SIN
-
ORD
31h 42m
2 stops
$1,076United Airlines
Fr, Jul 3 - Fr, Jul 24
Multiple Airlines Logo
3:35 pm - 7:00 am
ORD
-
SIN
26h 25m
1 stop
Multiple Airlines Logo
2:35 pm - 11:10 am
SIN
-
ORD
33h 35m
3 stops
$1,077Multiple Airlines
Fr, Mrz 20 - So, Mrz 29
Air India Logo
1:30 pm - 9:45 pm
ORD
-
SIN
42h 15m
1 stop
Air India Logo
11:00 pm - 11:30 am
SIN
-
ORD
50h 30m
2 stops
$1,080Air India
Fr, Feb 27 - Fr, Mrz 6
IndiGo Logo
8:20 pm - 10:15 am
ORD
-
SIN
47h 55m
2 stops
IndiGo Logo
11:15 am - 6:25 pm
SIN
-
ORD
45h 10m
2 stops
$1,086IndiGo
Fr, Feb 6 - Fr, Feb 13

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets
Delta
Feb 5
MDW6:00 amChicago Midway
28h 10m
2 stops
SIN12:10 amSingapore Changi
Feb 19
SIN10:30 pmSingapore Changi
28h 16m
2 stops
MDW12:46 pmChicago Midway
$1,056
Delta
Jan 26
MDW6:00 amChicago Midway
28h 10m
2 stops
SIN12:10 amSingapore Changi
Feb 16
SIN10:30 pmSingapore Changi
33h 07m
2 stops
MDW5:37 pmChicago Midway
$1,069
Delta
Apr 12
MDW6:25 amChicago Midway
28h 15m
2 stops
SIN11:40 pmSingapore Changi
Apr 20
SIN10:30 pmSingapore Changi
26h 37m
2 stops
MDW12:07 pmChicago Midway
$1,071

ANA flights from Chicago to Singapore

Our best ANA deals on Chicago to Singapore flight tickets
ANA
Jan 22
ORD6:47 amChicago O'Hare Intl
28h 08m
2 stops
SIN12:55 amSingapore Changi
Feb 4
SIN10:20 pmSingapore Changi
23h 00m
1 stop
ORD7:20 amChicago O'Hare Intl
$895
ANA
Jun 28
ORD7:15 amChicago O'Hare Intl
34h 25m
2 stops
SIN6:40 amSingapore Changi
Jul 19
SIN10:10 pmSingapore Changi
43h 55m
2 stops
ORD5:05 amChicago O'Hare Intl
$1,143

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 Januar 12, 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

MDW - SIN

MDWSIN

Chicago Midway

Do 2/5

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Do 2/19

10:30 pm-12:46 pm

2 stops28h 16m

$1,056

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fr 3/20

2:30 pm-5:45 pm

1 stop38h 15m

Singapore Changi

So 3/29

8:45 am-8:45 am

2 stops37h 00m

$1,064

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mo 1/26

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Mo 2/16

10:30 pm-5:37 pm

2 stops33h 07m

$1,069

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fr 7/3

9:39 pm-6:35 pm

1 stop31h 56m

Singapore Changi

Fr 7/24

11:05 am-6:20 am

2 stops32h 15m

$1,071

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

So 4/12

6:25 am-11:40 pm

2 stops28h 15m

Singapore Changi

Mo 4/20

10:30 pm-12:07 pm

2 stops26h 37m

$1,071

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sa 3/21

2:10 pm-11:30 am

2 stops32h 20m

Singapore Changi

Sa 4/11

9:10 pm-8:45 am

1 stop24h 35m

$1,075

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fr 7/3

9:35 pm-6:35 pm

2 stops32h 00m

Singapore Changi

Fr 7/24

11:05 am-5:47 am

2 stops31h 42m

$1,076

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fr 3/20

3:35 pm-7:00 am

1 stop26h 25m

Singapore Changi

So 3/29

2:35 pm-11:10 am

3 stops33h 35m

$1,077

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fr 2/27

1:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

Fr 3/6

11:00 pm-11:30 am

2 stops50h 30m

$1,080

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fr 2/6

8:20 pm-10:15 am

2 stops47h 55m

Singapore Changi

Fr 2/13

11:15 am-6:25 pm

2 stops45h 10m

$1,086

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 $806. 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 $1,146 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 70% 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

23h 55m

Direct flights

None
The fastest flight from Chicago to Singapore takes 23h 55m
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 23h 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
2,975 reviews
Search Air India flights
Cathay PacificPriceFrom $698Free CancellationRating
7.6
1,128 reviews
Search Cathay Pacific flights
United AirlinesPriceFrom $709Free CancellationRating
7.4
9,144 reviews
Search United Airlines flights
Turkish AirlinesPriceFrom $770Free CancellationRating
7.3
4,155 reviews
Search Turkish Airlines flights
Japan AirlinesPriceFrom $818Free CancellationRating
8.3
1,680 reviews
Search Japan Airlines flights
Etihad AirwaysPriceFrom $830Free CancellationRating
7.3
1,367 reviews
Search Etihad Airways flights
Qatar AirwaysPriceFrom $850Free CancellationRating
7.4
3,711 reviews
Search Qatar Airways flights
Korean AirPriceFrom $858Free CancellationRating
8.4
1,187 reviews
Search Korean Air flights
Air CanadaPriceFrom $884Free CancellationRating
7.1
10,618 reviews
Search Air Canada flights
ANAPriceFrom $1,024Free CancellationRating
8.4
1,068 reviews
Search ANA 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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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
Qatar Airways
Etihad Airways
Air India