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Flight Deals from Singapore to Chicago from $499

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Stops

  • Up to 1 stop
    $699
  • Up to 2 stops
    $1068

Airlines

  • Air India
    $1433
  • All Nippon Airways
    $824
  • American Airlines
    $1286
  • Cathay Pacific
    $1013
  • Etihad Airways
    $1381
  • EVA Air
    $1088
  • Japan Airlines
    $1068
  • JetBlue
    $1520
  • Korean Air
    $954
  • Lufthansa
    $1261
  • Qatar Airways
    $1472
  • SWISS
    $1308
  • Turkish Airlines
    $1157
  • United Airlines
    $699

Cabin Class

  • Economy
    $699

Departure Airports

  • Singapore Changi Airport
    $699

Arrival Airports

  • Chicago O Hare Airport
    $699

Layover Airports

  • Abu Dhabi International Airport
    $1381
  • Brussels Airport
    $1261
  • Frankfurt am Main Airport
    $1338
  • Hamad International Airport
    $1472
  • Hong Kong International Airport
    $1013
  • Indira Gandhi International Airport
    $1433
  • Istanbul Airport
    $1157
  • Los Angeles International Airport
    $1068
  • Munich Airport
    $1261
  • San Francisco International Airport
    $699
  • Seoul Incheon Airport
    $954
  • Taiwan Taoyuan International Airport
    $1088
  • Tokyo Haneda Airport
    $824
  • Tokyo Narita Airport
    $1105
  • Zürich Airport
    $1308

Best Price. GUARANTEED.

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On average save $240 per traveler
United Airlines Logo
United Airlines

11/12/25

SIN
6h 33m
SFO

11/13/25

ORD
United Airlines Logo
United Airlines

11/16/25

ORD
38h
SFO

11/17/25

SIN
$699
All Nippon Airways Logo
All Nippon Airways

09/30/25

SIN
21h 35m
HND

10/01/25

ORD
All Nippon Airways Logo
All Nippon Airways

11/28/25

ORD
38h
SFO

11/29/25

SIN
$824
Korean Air Logo
Korean Air

11/12/25

SIN
21h 30m
ICN

11/13/25

ORD
Korean Air Logo
Korean Air

11/16/25

ORD
41h 55m
ICN

11/18/25

SIN
$954
Cathay Pacific Logo
Cathay Pacific

11/08/25

SIN
16h 45m
HKG

11/09/25

ORD
Cathay Pacific Logo
Cathay Pacific

11/17/25

ORD
45h 15m
HKG

11/19/25

SIN
$1013
Cathay Pacific Logo
Cathay Pacific

11/21/25

SIN
16h 45m
HKG

11/22/25

ORD
Cathay Pacific Logo
Cathay Pacific

11/29/25

ORD
52h 35m
HKG

12/01/25

SIN
$1013
Japan Airlines Logo
Japan Airlines

09/20/25

SIN
26h 38m
HND
LAX

09/22/25

ORD
Japan Airlines Logo
Japan Airlines

11/30/25

ORD
37h 10m
HND

12/02/25

SIN
$1068
EVA Air Logo
EVA Air

09/30/25

SIN
7h 35m
TPE

09/30/25

ORD
EVA Air Logo
EVA Air

11/28/25

ORD
36h 35m
TPE

11/30/25

SIN
$1088
EVA Air Logo
EVA Air

11/27/25

SIN
6h 20m
TPE

11/27/25

ORD
EVA Air Logo
EVA Air

11/28/25

ORD
36h 35m
TPE

11/30/25

SIN
$1088
Japan Airlines Logo
Japan Airlines

09/20/25

SIN
11h 15m
HND

09/21/25

ORD
Japan Airlines Logo
Japan Airlines

11/30/25

ORD
37h 10m
HND

12/02/25

SIN
$1092
All Nippon Airways Logo
All Nippon Airways

11/27/25

SIN
7h 15m
NRT

11/27/25

ORD
All Nippon Airways Logo
All Nippon Airways

11/28/25

ORD
38h
SFO

11/29/25

SIN
$1105
Japan Airlines Logo
Japan Airlines

09/30/25

SIN
7h 10m
HND

09/30/25

ORD
Japan Airlines Logo
Japan Airlines

11/28/25

ORD
38h 30m
NRT

11/30/25

SIN
$1145
Japan Airlines Logo
Japan Airlines

09/30/25

SIN
19h 27m
HND
LAX

09/30/25

ORD
Japan Airlines Logo
Japan Airlines

11/28/25

ORD
38h 30m
NRT

11/30/25

SIN
$1155
Turkish Airlines Logo
Turkish Airlines

11/21/25

SIN
32h
IST

11/22/25

ORD
Turkish Airlines Logo
Turkish Airlines

11/29/25

ORD
53h 45m
IST

12/01/25

SIN
$1157
Lufthansa Logo
Lufthansa

09/30/25

SIN
14h 40m
MUC

10/01/25

ORD
Lufthansa Logo
Lufthansa

11/28/25

ORD
37h
BRU

11/30/25

SIN
$1261
American Airlines Logo
American Airlines

09/30/25

SIN
7h 10m
HND

09/30/25

ORD
American Airlines Logo
American Airlines

11/28/25

ORD
38h 30m
NRT

11/30/25

SIN
$1286
American Airlines Logo
American Airlines

09/30/25

SIN
11h 49m
HND
LAX

09/30/25

ORD
American Airlines Logo
American Airlines

11/28/25

ORD
38h 30m
NRT

11/30/25

SIN
$1296
SWISS Logo
SWISS

11/21/25

SIN
12h 40m
ZRH

11/21/25

ORD
SWISS Logo
SWISS

11/29/25

ORD
46h 45m
ZRH

12/01/25

SIN
$1308
Korean Air Logo
Korean Air

11/08/25

SIN
7h
ICN

11/08/25

ORD
Korean Air Logo
Korean Air

11/17/25

ORD
41h 55m
ICN

11/19/25

SIN
$1321
SWISS Logo
SWISS

11/08/25

SIN
16h 10m
ZRH

11/08/25

ORD
SWISS Logo
SWISS

11/17/25

ORD
46h 45m
ZRH

11/19/25

SIN
$1326
Lufthansa Logo
Lufthansa

11/08/25

SIN
15h 25m
FRA

11/09/25

ORD
Lufthansa Logo
Lufthansa

11/17/25

ORD
46h 45m
ZRH

11/19/25

SIN
$1338
Lufthansa Logo
Lufthansa

11/21/25

SIN
13h 15m
FRA

11/22/25

ORD
Lufthansa Logo
Lufthansa

11/29/25

ORD
46h 45m
ZRH

12/01/25

SIN
$1343
Etihad Airways Logo
Etihad Airways

11/21/25

SIN
11h 35m
AUH

11/22/25

ORD
Etihad Airways Logo
Etihad Airways

11/29/25

ORD
43h 55m
AUH

12/01/25

SIN
$1381
Etihad Airways Logo
Etihad Airways

11/12/25

SIN
11h 35m
AUH

11/13/25

ORD
Etihad Airways Logo
Etihad Airways

11/16/25

ORD
43h 55m
AUH

11/18/25

SIN
$1381
SWISS Logo
SWISS

09/30/25

SIN
16h 35m
ZRH

10/01/25

ORD
SWISS Logo
SWISS

11/28/25

ORD
37h
BRU

11/30/25

SIN
$1389
Air India Logo
Air India

09/30/25

SIN
10h 55m
DEL

10/01/25

ORD
Air India Logo
Air India

11/28/25

ORD
44h
DEL

11/30/25

SIN
$1433
Air India Logo
Air India

11/27/25

SIN
22h 10m
DEL

11/28/25

ORD
Air India Logo
Air India

11/28/25

ORD
44h
DEL

11/30/25

SIN
$1433
Qatar Airways Logo
Qatar Airways

09/30/25

SIN
28h 35m
DOH

10/01/25

ORD
Qatar Airways Logo
Qatar Airways

11/28/25

ORD
37h 50m
DOH

11/30/25

SIN
$1472
Qatar Airways Logo
Qatar Airways

11/21/25

SIN
28h 15m
DOH

11/22/25

ORD
Qatar Airways Logo
Qatar Airways

11/29/25

ORD
50h 20m
DOH

12/01/25

SIN
$1488
United Airlines Logo
United Airlines

12/12/25

SIN
13h 5m
SFO

12/12/25

ORD
United Airlines Logo
United Airlines

12/14/25

ORD
38h 30m
HND

12/16/25

SIN
$1507
JetBlue Logo
JetBlue

11/21/25

SIN
12h 30m
DOH

11/21/25

ORD
JetBlue Logo
JetBlue

11/29/25

ORD
37h 50m
DOH

12/01/25

SIN
$1520

Top Deals on flights from Singapore to Chicago

Singapore, SG (SIN) - Chicago, US (CHI)

Japan Airlines Logo
Japan Airlines

Aug 27

SIN
11h 25m
HND

Aug 28

ORD

as low as

$499

Singapore, SG (SIN) - Chicago, US (CHI)

Japan Airlines Logo
Japan Airlines

Oct 30

SIN
6h 20m
NRT

Oct 30

ORD

as low as

$502

Singapore, SG (SIN) - Chicago, US (CHI)

Japan Airlines Logo
Japan Airlines

Sep 11

SIN
22h 33m
HND
LAX

Sep 12

ORD

as low as

$509

Singapore, SG (SIN) - Chicago, US (CHI)

Japan Airlines Logo
Japan Airlines

Sep 2

SIN
18h 53m
HND
SFO

Sep 2

ORD

as low as

$509

Singapore, SG (SIN) - Chicago, US (CHI)

Japan Airlines Logo
Japan Airlines

Sep 14

SIN
21h 57m
HND
DFW

Sep 14

ORD

as low as

$510

Singapore, SG (SIN) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Aug 19

SIN
9h 35m
SFO

Aug 20

ORD

as low as

$607

Singapore, SG (SIN) - Chicago, US (CHI)

Cathay Pacific Logo
Cathay Pacific

Sep 4

SIN
12h 35m
HKG

Sep 4

ORD

as low as

$633

Singapore, SG (SIN) - Chicago, US (CHI)

Korean Air Logo
Korean Air

Oct 30

SIN
22h 30m
ICN

Oct 31

ORD

as low as

$635

Singapore, SG (SIN) - Chicago, US (CHI)

 Logo

Aug 18

SIN
15h 55m
TPE
SEA

Aug 19

ORD

as low as

$676

Singapore, SG (SIN) - Chicago, US (CHI)

Air Canada Logo
Air Canada

Sep 20

SIN
7h 32m
YVR

Sep 20

ORD

as low as

$677

Singapore, SG (SIN) - Chicago, US (CHI)

EVA Air Logo
EVA Air

Oct 30

SIN
7h 20m
TPE

Oct 30

ORD

as low as

$706

Singapore, SG (SIN) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Oct 30

SIN
19h 26m
SYD
LAX

Oct 31

ORD

as low as

$721

Frequently Asked Questions

Are there convenient layover flights from Singapore to Chicago?
Convenient 1 stop flights are available with United Airlines at $699, Japan Airlines at $1563, All Nippon Airways at $824, Korean Air at $954, Cathay Pacific at $1013, and EVA Air at $1088. Additionally, 2 stops flights are offered by Japan Airlines at $1068, EVA Air at $1266, American Airlines at $1296, All Nippon Airways at $1473, and Qatar Airways at $1689.
What are the most convenient layover airports for the flight?
The most convenient layover airports for your flight from Singapore to Chicago are San Francisco International Airport, Tokyo Haneda Airport, Seoul Incheon Airport, Hong Kong International Airport, and Taiwan Taoyuan International Airport.
What is the cheapest and fastest flight from Singapore to Chicago?
The cheapest flight is with United Airlines for $699, taking 6 hours 33 minutes. The fastest is with Japan Airlines for $1563, taking 5 hours 5 minutes.
What are all possible destination arrival airports?
Possible destination arrival airports are Chicago O'Hare Airport, San Francisco International Airport, Tokyo Haneda Airport, Seoul Incheon Airport, Hong Kong International Airport, Taiwan Taoyuan International Airport, Los Angeles International Airport, Tokyo Narita Airport, Kuala Lumpur International Airport, and Hamad International Airport.
What is the time difference between destination and arrival?
The time difference between Singapore and Chicago is 14 hours, with Singapore ahead. When you arrive in Chicago, it will be 14 hours earlier than the time of departure from Singapore.
Is there a direct flight from Singapore to Chicago?
There is no direct flight from Singapore Changi Airport to Chicago O Hare Airport. However, convenient 1 stop flights are available from airlines such as United Airlines at $699, Japan Airlines at $1563, All Nippon Airways at $824, Korean Air at $954, Cathay Pacific at $1013, and EVA Air at $1088.
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