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Cheap flights from Singapore to Chicago from $489

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
8:40 am - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$745Air Canada
Thu, Nov 12 - Wed, Nov 25
Air Canada Logo
8:40 am - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$777Air Canada
Thu, Nov 19 - Thu, Nov 26
Multiple Airlines Logo
8:20 pm - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
32h 17m2 stops Hong Kong Intl Vancouver Intl
Multiple Airlines Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$788Multiple Airlines
Thu, Nov 12 - Wed, Nov 25
Air Canada Logo
8:40 am - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
Air Canada Logo
8:45 am - 6:55 amORD  Chicago O'Hare Intl-SIN Singapore Changi
32h 10m2 stops Toronto Pearson Intl Tokyo Haneda
$800Air Canada
Thu, Nov 19 - Thu, Nov 26
Air Canada Logo
8:40 am - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$800Air Canada
Thu, Nov 12 - Wed, Nov 25
Air Canada Logo
8:40 am - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$814Air Canada
Thu, Nov 19 - Thu, Nov 26
Air Canada Logo
8:40 am - 4:50 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
22h 10m2 stops Vancouver Intl Winnipeg
Air Canada Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$814Air Canada
Thu, Nov 19 - Thu, Nov 26
Air Canada Logo
8:40 am - 7:59 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
25h 19m1 stop Vancouver Intl
Air Canada Logo
8:49 am - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
32h 11m1 stop Vancouver Intl
$815Air Canada
Thu, Nov 19 - Fri, Nov 27
Air Canada Logo
8:40 am - 5:10 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
46h 30m2 stops Vancouver Intl Calgary
Air Canada Logo
3:30 pm - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
$815Air Canada
Thu, Nov 19 - Fri, Nov 27
Air Canada Logo
8:40 am - 5:10 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
46h 30m2 stops Vancouver Intl Calgary
Air Canada Logo
7:05 am - 12:45 amORD  Chicago O'Hare Intl-SIN Singapore Changi
27h 40m2 stops Montreal Pierre Elliott Trudeau Intl Tokyo Narita
$829Air Canada
Thu, Nov 12 - Wed, Nov 25

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Air Canada flights from Singapore to Chicago

Our best Air Canada deals on Singapore to Chicago flight tickets
Air Canada
Nov 12
SIN8:40 amSingapore Changi
19h 57m
1 stop
ORD2:37 pmChicago O'Hare Intl
Nov 25
ORD3:30 pmChicago O'Hare Intl
25h 30m
1 stop
SIN7:00 amSingapore Changi
$745
Air Canada
Nov 19
SIN8:40 amSingapore Changi
19h 57m
1 stop
ORD2:37 pmChicago O'Hare Intl
Nov 26
ORD3:30 pmChicago O'Hare Intl
25h 30m
1 stop
SIN7:00 amSingapore Changi
$777
Air Canada
Nov 12
SIN8:40 amSingapore Changi
19h 57m
1 stop
ORD2:37 pmChicago O'Hare Intl
Nov 25
ORD3:30 pmChicago O'Hare Intl
25h 30m
1 stop
SIN7:00 amSingapore Changi
$800

Japan Airlines flights from Singapore to Chicago

Our best Japan Airlines deals on Singapore to Chicago flight tickets
Japan Airlines
Nov 1
SIN2:20 amSingapore Changi
21h 40m
1 stop
ORD10:00 amChicago O'Hare Intl
Nov 5
ORD6:29 amChicago O'Hare Intl
34h 11m
2 stops
SIN6:40 amSingapore Changi
$833
Japan Airlines
Nov 17
SIN8:15 amSingapore Changi
37h 15m
1 stop
ORD7:30 amChicago O'Hare Intl
Nov 24
ORD5:40 amChicago O'Hare Intl
35h 00m
2 stops
SIN6:40 amSingapore Changi
$844
Japan Airlines
Dec 22
SIN2:20 amSingapore Changi
21h 40m
1 stop
ORD10:00 amChicago O'Hare Intl
Jan 4
ORD1:30 pmChicago O'Hare Intl
27h 10m
1 stop
SIN6:40 amSingapore Changi
$860

momondo Fare Finder

 
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
Quickest round-trip

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/12

8:40 am-2:37 pm

1 stop19h 57m

Chicago O'Hare Intl

Wed 11/25

3:30 pm-7:00 am

1 stop25h 30m

$745

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/19

8:40 am-2:37 pm

1 stop19h 57m

Chicago O'Hare Intl

Thu 11/26

3:30 pm-7:00 am

1 stop25h 30m

$777

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/12

8:20 pm-2:37 pm

2 stops32h 17m

Chicago O'Hare Intl

Wed 11/25

3:30 pm-7:00 am

1 stop25h 30m

$788

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/19

8:40 am-2:37 pm

1 stop19h 57m

Chicago O'Hare Intl

Thu 11/26

8:45 am-6:55 am

2 stops32h 10m

$800

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/12

8:40 am-2:37 pm

1 stop19h 57m

Chicago O'Hare Intl

Wed 11/25

3:30 pm-7:00 am

1 stop25h 30m

$800

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/19

8:40 am-2:37 pm

1 stop19h 57m

Chicago O'Hare Intl

Thu 11/26

3:30 pm-7:00 am

1 stop25h 30m

$814

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/19

8:40 am-4:50 pm

2 stops22h 10m

Chicago O'Hare Intl

Thu 11/26

3:30 pm-7:00 am

1 stop25h 30m

$814

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/19

8:40 am-7:59 pm

1 stop25h 19m

Chicago O'Hare Intl

Fri 11/27

8:49 am-7:00 am

1 stop32h 11m

$815

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/19

8:40 am-5:10 pm

2 stops46h 30m

Chicago O'Hare Intl

Fri 11/27

3:30 pm-7:00 am

1 stop25h 30m

$815

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 11/12

8:40 am-5:10 pm

2 stops46h 30m

Chicago O'Hare Intl

Wed 11/25

7:05 am-12:45 am

2 stops27h 40m

$829

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 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 $942.

How have Singapore to Chicago flight prices changed over time?

As of October 2026, prices for Singapore to Chicago flights are approximately 5% 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

Best Price Found

$489

Fastest flight time

20h 05m

Direct flights

None
The best one-way flight to Chicago from Singapore in the past 72 hours is $489. The best round-trip flight deal from Singapore to Chicago found on momondo in the last 72 hours is $745.
The fastest flight from Singapore to Chicago takes 20h 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. 20h 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
Saint Joseph
Benton Harbor
Lansing
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

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport