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Cheap flights from Singapore to Chicago from $473

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 9/10. 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 - 2:43 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 43m1 stop Vancouver Intl
Air Canada Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
$764Air Canada
Thu, Sep 10 - Thu, Sep 24
Air Canada Logo
8:40 am - 8:01 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
25h 21m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$770Air Canada
Tue, Nov 3 - Tue, Nov 17
Air Canada Logo
7:00 am - 2:43 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 43m1 stop Vancouver Intl
Air Canada Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
$772Air Canada
Thu, Sep 10 - Fri, Sep 25
Air Canada Logo
6:15 am - 10:15 amSIN  Singapore Changi-ORD Chicago O'Hare Intl
41h 00m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
$778Air Canada
Thu, Sep 10 - Thu, Sep 24
Air Canada Logo
7:00 am - 2:43 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 43m1 stop Vancouver Intl
Air Canada Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
$778Air Canada
Sat, Sep 12 - Sun, Sep 27
Air Canada Logo
8:40 am - 2:32 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 52m1 stop Vancouver Intl
Air Canada Logo
3:35 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 25m1 stop Vancouver Intl
$781Air Canada
Sat, Jan 23 - Sun, Feb 7
Air Canada Logo
7:00 am - 2:43 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 43m1 stop Vancouver Intl
Air Canada Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
$787Air Canada
Sat, Sep 12 - Sun, Sep 27
Air Canada Logo
7:00 am - 2:43 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 43m1 stop Vancouver Intl
Air Canada Logo
2:20 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 55m2 stops Toronto Pearson Intl Vancouver Intl
$787Air Canada
Sat, Sep 12 - Sun, Sep 27
Air Canada Logo
7:00 am - 2:43 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 43m1 stop Vancouver Intl
Air Canada Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
$789Air Canada
Thu, Sep 10 - Fri, Sep 25
Air Canada Logo
6:15 am - 8:12 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
26h 57m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
$795Air Canada
Wed, Sep 9 - Thu, Sep 24

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Air Canada flights from Singapore to Chicago

Our best Air Canada deals on Singapore to Chicago flight tickets
Air Canada
Sep 12
SIN7:00 amSingapore Changi
20h 43m
1 stop
ORD2:43 pmChicago O'Hare Intl
Sep 27
ORD3:40 pmChicago O'Hare Intl
24h 35m
1 stop
SIN5:15 amSingapore Changi
$742
Air Canada
Sep 10
SIN7:00 amSingapore Changi
20h 43m
1 stop
ORD2:43 pmChicago O'Hare Intl
Sep 24
ORD3:40 pmChicago O'Hare Intl
24h 35m
1 stop
SIN5:15 amSingapore Changi
$764
Air Canada
Nov 3
SIN8:40 amSingapore Changi
25h 21m
1 stop
ORD8:01 pmChicago O'Hare Intl
Nov 17
ORD3:30 pmChicago O'Hare Intl
25h 30m
1 stop
SIN7:00 amSingapore Changi
$770

Japan Airlines flights from Singapore to Chicago

Our best Japan Airlines deals on Singapore to Chicago flight tickets
Japan Airlines
Aug 27
SIN8:05 amSingapore Changi
29h 24m
2 stops
ORD12:29 amChicago O'Hare Intl
Sep 3
ORD2:10 pmChicago O'Hare Intl
27h 00m
1 stop
SIN6:10 amSingapore Changi
$1,124
Japan Airlines
Aug 26
SIN9:50 pmSingapore Changi
26h 10m
1 stop
ORD11:00 amChicago O'Hare Intl
Aug 29
ORD10:40 amChicago O'Hare Intl
24h 40m
1 stop
SIN12:20 amSingapore Changi
$1,125
Japan Airlines
Aug 27
SIN8:05 amSingapore Changi
29h 24m
2 stops
ORD12:29 amChicago O'Hare Intl
Aug 30
ORD2:30 pmChicago O'Hare Intl
26h 40m
1 stop
SIN6:10 amSingapore Changi
$1,127

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 August 13, 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 Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 9/10

7:00 am-2:43 pm

1 stop20h 43m

Chicago O'Hare Intl

Thu 9/24

3:40 pm-5:15 am

1 stop24h 35m

$764

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Tue 11/3

8:40 am-8:01 pm

1 stop25h 21m

Chicago O'Hare Intl

Tue 11/17

3:30 pm-7:00 am

1 stop25h 30m

$770

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 9/10

7:00 am-2:43 pm

1 stop20h 43m

Chicago O'Hare Intl

Fri 9/25

3:40 pm-5:15 am

1 stop24h 35m

$772

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 9/10

6:15 am-10:15 am

2 stops41h 00m

Chicago O'Hare Intl

Thu 9/24

3:40 pm-5:15 am

1 stop24h 35m

$778

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sat 9/12

7:00 am-2:43 pm

1 stop20h 43m

Chicago O'Hare Intl

Sun 9/27

3:40 pm-5:15 am

1 stop24h 35m

$778
Quickest round-trip

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sat 1/23

8:40 am-2:32 pm

1 stop19h 52m

Chicago O'Hare Intl

Sun 2/7

3:35 pm-7:00 am

1 stop25h 25m

$781

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sat 9/12

7:00 am-2:43 pm

1 stop20h 43m

Chicago O'Hare Intl

Sun 9/27

3:40 pm-5:15 am

1 stop24h 35m

$787

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sat 9/12

7:00 am-2:43 pm

1 stop20h 43m

Chicago O'Hare Intl

Sun 9/27

2:20 pm-5:15 am

2 stops25h 55m

$787

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 9/10

7:00 am-2:43 pm

1 stop20h 43m

Chicago O'Hare Intl

Fri 9/25

3:40 pm-5:15 am

1 stop24h 35m

$789

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Wed 9/9

6:15 am-8:12 pm

2 stops26h 57m

Chicago O'Hare Intl

Thu 9/24

3:40 pm-5:15 am

1 stop24h 35m

$795

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?

Prices are currently low for flights on this route.

Typical prices usually range from $1,804 to $2,063.
The lowest price recently found on this route was $742.

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Singapore, with most prices found around $0. If you’re not able to fly to Chicago in February, then September is your next best option. Flight prices from Singapore to Chicago during September average around $851.

Can stopping save me money on Singapore to Chicago flights?

You could potentially save up to 16% 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 August 2026, prices for Singapore to Chicago flights are approximately 33% 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

23h 05m

Direct flights

None
The fastest flight from Singapore to Chicago takes 23h 05m
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. 23h 05m 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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