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Cheap flights from Singapore to Chicago from $464

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Singapore to Chicago departing on 12/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Singapore to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:00 am - 5:40 am
SIN
-
ORD
35h 40m
1 stop
Air Canada Logo
2:15 pm - 5:15 am
ORD
-
SIN
26h 00m
2 stops
$744Air Canada
Thu, Jul 9 - Sun, Jul 26
Air Canada Logo
7:00 am - 5:40 am
SIN
-
ORD
35h 40m
1 stop
Air Canada Logo
3:40 pm - 5:15 am
ORD
-
SIN
24h 35m
1 stop
$785Air Canada
Thu, Jul 9 - Sun, Jul 26
Air Canada Logo
7:00 am - 7:50 am
SIN
-
ORD
37h 50m
2 stops
Air Canada Logo
3:40 pm - 5:15 am
ORD
-
SIN
48h 35m
2 stops
$795Air Canada
Sat, Jul 11 - Sat, Jul 25
Air Canada Logo
7:00 am - 8:05 pm
SIN
-
ORD
26h 05m
2 stops
Air Canada Logo
2:15 pm - 5:15 am
ORD
-
SIN
26h 00m
2 stops
$797Air Canada
Thu, Jul 9 - Sun, Jul 26
ANA Logo
11:05 am - 3:25 pm
SIN
-
ORD
41h 20m
1 stop
ANA Logo
5:45 pm - 5:15 pm
ORD
-
SIN
34h 30m
1 stop
$822ANA
Sat, Jun 27 - Sun, Jul 12
ANA Logo
6:15 am - 2:55 pm
SIN
-
ORD
21h 40m
1 stop
ANA Logo
5:45 pm - 6:40 am
ORD
-
SIN
23h 55m
1 stop
$827ANA
Sun, Sep 20 - Mon, Sep 28
Delta Logo
7:30 am - 10:10 pm
SIN
-
MDW
27h 40m
2 stops
Delta Logo
5:35 pm - 11:55 pm
MDW
-
SIN
41h 20m
2 stops
$1,160Delta
Fri, Oct 9 - Sun, Oct 11
Delta Logo
10:00 pm - 4:15 pm
SIN
-
MDW
31h 15m
2 stops
Delta Logo
6:05 am - 5:00 am
MDW
-
SIN
33h 55m
2 stops
$1,269Delta
Wed, Aug 19 - Wed, Sep 9
Multiple Airlines Logo
3:20 pm - 5:00 am
SIN
-
MDW
26h 40m
2 stops
Multiple Airlines Logo
9:00 pm - 11:55 am
MDW
-
SIN
25h 55m
2 stops
$1,309Multiple Airlines
Sat, Jul 11 - Sat, Jul 25
Multiple Airlines Logo
3:20 pm - 5:50 am
SIN
-
MDW
27h 30m
2 stops
Multiple Airlines Logo
8:55 pm - 11:55 am
MDW
-
SIN
26h 00m
2 stops
$1,314Multiple Airlines
Sat, Aug 22 - Fri, Aug 28

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Korean Air flights from Singapore to Chicago

Our best Korean Air deals on Singapore to Chicago flight tickets
Korean Air
Sep 15
SIN1:25 amSingapore Changi
21h 05m
1 stop
ORD9:30 amChicago O'Hare Intl
Sep 17
ORD12:10 pmChicago O'Hare Intl
22h 45m
1 stop
SIN11:55 pmSingapore Changi
$1,120
Korean Air
Jun 18
SIN1:25 amSingapore Changi
24h 21m
2 stops
MDW12:46 pmChicago Midway
Jun 27
MDW9:54 amChicago Midway
25h 01m
2 stops
SIN11:55 pmSingapore Changi
$4,279

Air Canada flights from Singapore to Chicago

Our best Air Canada deals on Singapore to Chicago flight tickets
Air Canada
Jul 9
SIN7:00 amSingapore Changi
35h 40m
1 stop
ORD5:40 amChicago O'Hare Intl
Jul 26
ORD2:15 pmChicago O'Hare Intl
26h 00m
2 stops
SIN5:15 amSingapore Changi
$744
Air Canada
Jul 9
SIN7:00 amSingapore Changi
35h 40m
1 stop
ORD5:40 amChicago O'Hare Intl
Jul 26
ORD3:40 pmChicago O'Hare Intl
24h 35m
1 stop
SIN5:15 amSingapore Changi
$785
Air Canada
Jul 11
SIN7:00 amSingapore Changi
37h 50m
2 stops
ORD7:50 amChicago O'Hare Intl
Jul 25
ORD3:40 pmChicago O'Hare Intl
48h 35m
2 stops
SIN5:15 amSingapore Changi
$795

momondo Fare Finder

 
Customize your flight search to find flights from Singapore to Chicago 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 June 18, 2026.
Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 7/9

7:00 am-5:40 am

1 stop35h 40m

Chicago O'Hare Intl

Sun 7/26

2:15 pm-5:15 am

2 stops26h 00m

$744

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 7/9

7:00 am-5:40 am

1 stop35h 40m

Chicago O'Hare Intl

Sun 7/26

3:40 pm-5:15 am

1 stop24h 35m

$785

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sat 7/11

7:00 am-7:50 am

2 stops37h 50m

Chicago O'Hare Intl

Sat 7/25

3:40 pm-5:15 am

2 stops48h 35m

$795

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 7/9

7:00 am-8:05 pm

2 stops26h 05m

Chicago O'Hare Intl

Sun 7/26

2:15 pm-5:15 am

2 stops26h 00m

$797

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sat 6/27

11:05 am-3:25 pm

1 stop41h 20m

Chicago O'Hare Intl

Sun 7/12

5:45 pm-5:15 pm

1 stop34h 30m

$822
Quickest round-trip

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 9/20

6:15 am-2:55 pm

1 stop21h 40m

Chicago O'Hare Intl

Mon 9/28

5:45 pm-6:40 am

1 stop23h 55m

$827

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 10/9

7:30 am-10:10 pm

2 stops27h 40m

Chicago Midway

Sun 10/11

5:35 pm-11:55 pm

2 stops41h 20m

$1,160

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 8/19

10:00 pm-4:15 pm

2 stops31h 15m

Chicago Midway

Wed 9/9

6:05 am-5:00 am

2 stops33h 55m

$1,269

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sat 7/11

3:20 pm-5:00 am

2 stops26h 40m

Chicago Midway

Sat 7/25

9:00 pm-11:55 am

2 stops25h 55m

$1,309

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sat 8/22

3:20 pm-5:50 am

2 stops27h 30m

Chicago Midway

Fri 8/28

8:55 pm-11:55 am

2 stops26h 00m

$1,314

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 Chicago from

How to get the cheapest flight ticket from Singapore to Chicago

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 Singapore and Chicago?

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Singapore, with most prices found around $664. If you’re not able to fly to Chicago in October, then June is your next best option. Flight prices from Singapore to Chicago during June average around $677.

Can stopping save me money on Singapore to Chicago flights?

You could potentially save up to 3% on your flight if you consider stops on a Singapore to Chicago flight.

How have Singapore to Chicago flight prices changed over time?

As of June 2026, prices for Singapore to Chicago flights are approximately 21% cheaper when compared to flights at the same time last year.

When to book flights from Singapore to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Singapore to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Singapore to Chicago (SIN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Singapore to Chicago

Fastest flight time

20h 20m

Direct flights

None
The fastest flight from Singapore to Chicago takes 20h 20m
There are no direct flights from Singapore to Chicago. There are no popular flight routes from Singapore to Chicago.
Search flight deals

Frequently asked questions about flying from Singapore to Chicago

  • How far is Singapore Changi to Chicago by plane?

    The distance between Singapore Changi and Chicago is about 9361.7 mi. 20h 20m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Singapore Changi Airport to Chicago?

    Prices for flights from Singapore Changi Airport to Chicago refresh daily.

  • How old do you have to be to fly from Singapore Changi Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Singapore Changi Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Singapore to Chicago?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Singapore to Chicago?

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 Chicago from Singapore.

Can I find flights from Singapore to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Singapore which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Singapore to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Singapore to Chicago.

I’m not ready to book a flight from Singapore to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Singapore. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport