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Flight Deals from Chicago to Singapore from $420

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Incredible Deals

Save up to 50% on select flights with Priceline

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Save an average of $240 per person when bundling your flight and hotel together with Priceline

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Stops

  • Up to 1 stop
    $743
  • Up to 2 stops
    $1209

Airlines

  • Air Canada
    $1636
  • Air China Limited
    $1660
  • Air France
    $1597
  • Air India
    $897
  • All Nippon Airways
    $1165
  • American Airlines
    $1698
  • British Airways
    $1716
  • Cathay Pacific
    $743
  • China Southern Airlines
    $1830
  • Emirates
    $1462
  • Etihad Airways
    $1123
  • EVA Air
    $1114
  • Finnair
    $1209
  • Hahn Air
    $1793
  • Japan Airlines
    $1460
  • KLM
    $1602
  • Korean Air
    $1094
  • Lufthansa
    $1517
  • Qatar Airways
    $1569
  • Singapore Airlines
    $1279
  • SWISS
    $1520
  • Turkish Airlines
    $1066
  • United Airlines
    $1124

Cabin Class

  • Economy
    $743

Departure Airports

  • Chicago O Hare Airport
    $743

Arrival Airports

  • Singapore Changi Airport
    $743

Layover Airports

  • Abu Dhabi International Airport
    $1123
  • Amsterdam Airport Schiphol
    $1603
  • Beijing Capital Airport
    $1660
  • Brussels Airport
    $1592
  • Dallas Fort Worth International Airport
    $1209
  • Detroit Metropolitan Airport
    $1289
  • Dubai International Airport
    $1462
  • Frankfurt am Main Airport
    $1550
  • Guangzhou Baiyun International Airport
    $1830
  • Hamad International Airport
    $1569
  • Helsinki Vantaa Airport
    $1209
  • Hong Kong International Airport
    $743
  • Indira Gandhi International Airport
    $897
  • Istanbul Airport
    $1066
  • Kuala Lumpur International Airport
    $1282
  • London Heathrow Airport
    $1716
  • Los Angeles International Airport
    $1209
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $1281
  • Munich Airport
    $1517
  • New York John F Kennedy Airport
    $1405
  • Paris Charles de Gaulle Airport
    $1597
  • San Francisco International Airport
    $1124
  • Seattle Tacoma International Airport
    $1279
  • Seoul Incheon Airport
    $1094
  • Taiwan Taoyuan International Airport
    $1114
  • Tokyo Haneda Airport
    $1165
  • Tokyo Narita Airport
    $1165
  • Vancouver International Airport
    $1636
  • Zürich Airport
    $1520

Best Price. GUARANTEED.

Exclusively for Priceline Members
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BUNDLE & SAVE

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On average save $240 per traveler
Cathay Pacific Logo
Cathay Pacific

12/01/25

ORD
45h 15m
HKG

12/03/25

SIN
Cathay Pacific Logo
Cathay Pacific

12/11/25

SIN
11h 35m
HKG

12/11/25

ORD
$743
Air India Logo
Air India

12/01/25

ORD
44h
DEL

12/03/25

SIN
Air India Logo
Air India

12/06/25

SIN
10h
DEL

12/07/25

ORD
$897
Turkish Airlines Logo
Turkish Airlines

12/01/25

ORD
45h 15m
IST

12/03/25

SIN
Turkish Airlines Logo
Turkish Airlines

12/11/25

SIN
10h 40m
IST

12/12/25

ORD
$1066
Korean Air Logo
Korean Air

11/19/25

ORD
37h 5m
ICN

11/21/25

SIN
Korean Air Logo
Korean Air

11/24/25

SIN
21h 30m
ICN

11/25/25

ORD
$1094
EVA Air Logo
EVA Air

11/27/25

ORD
39h
TPE

11/29/25

SIN
EVA Air Logo
EVA Air

12/04/25

SIN
6h 20m
TPE

12/04/25

ORD
$1114
Etihad Airways Logo
Etihad Airways

11/15/25

ORD
43h 55m
AUH

11/17/25

SIN
Etihad Airways Logo
Etihad Airways

11/23/25

SIN
11h 35m
AUH

11/24/25

ORD
$1123
United Airlines Logo
United Airlines

12/01/25

ORD
38h
SFO

12/02/25

SIN
United Airlines Logo
United Airlines

12/15/25

SIN
9h 34m
SFO

12/15/25

ORD
$1124
All Nippon Airways Logo
All Nippon Airways

12/01/25

ORD
38h 30m
HND

12/03/25

SIN
All Nippon Airways Logo
All Nippon Airways

12/15/25

SIN
7h 15m
NRT

12/15/25

ORD
$1165
Finnair Logo
Finnair

11/21/25

ORD
54h 45m
DFW
HEL

11/23/25

SIN
Finnair Logo
Finnair

12/01/25

SIN
30h 57m
HEL
LAX

12/03/25

ORD
$1209
Singapore Airlines Logo
Singapore Airlines

11/22/25

ORD
46h 55m
SEA

11/24/25

SIN
Singapore Airlines Logo
Singapore Airlines

12/04/25

SIN
7h 10m
SEA

12/04/25

ORD
$1279
Korean Air Logo
Korean Air

12/01/25

ORD
42h 10m
MSP
ICN

12/03/25

SIN
Korean Air Logo
Korean Air

12/11/25

SIN
10h
ICN

12/12/25

ORD
$1281
Etihad Airways Logo
Etihad Airways

11/15/25

ORD
43h 55m
AUH

11/17/25

SIN
Etihad Airways Logo
Etihad Airways

11/23/25

SIN
34h 45m
KUL
AUH

11/25/25

ORD
$1282
Korean Air Logo
Korean Air

11/16/25

ORD
41h 10m
DTW
ICN

11/18/25

SIN
Korean Air Logo
Korean Air

11/25/25

SIN
7h
ICN

11/25/25

ORD
$1289
Finnair Logo
Finnair

11/27/25

ORD
49h 56m
JFK
HEL

11/29/25

SIN
Finnair Logo
Finnair

12/11/25

SIN
21h 14m
HEL
DFW

12/12/25

ORD
$1405
Japan Airlines Logo
Japan Airlines

11/11/25

ORD
44h 20m
HND

11/13/25

SIN
Japan Airlines Logo
Japan Airlines

11/30/25

SIN
21h 1m
HND
LAX

12/01/25

ORD
$1460
Emirates Logo
Emirates

11/16/25

ORD
36h 45m
DXB

11/18/25

SIN
Emirates Logo
Emirates

11/25/25

SIN
17h 55m
DXB

11/26/25

ORD
$1462
Lufthansa Logo
Lufthansa

11/16/25

ORD
37h
MUC

11/18/25

SIN
Lufthansa Logo
Lufthansa

11/25/25

SIN
18h 40m
MUC

11/26/25

ORD
$1517
SWISS Logo
SWISS

11/16/25

ORD
46h 45m
ZRH

11/18/25

SIN
SWISS Logo
SWISS

11/25/25

SIN
16h 10m
ZRH

11/25/25

ORD
$1520
Lufthansa Logo
Lufthansa

11/22/25

ORD
42h 25m
FRA

11/24/25

SIN
Lufthansa Logo
Lufthansa

12/01/25

SIN
16h 10m
ZRH

12/01/25

ORD
$1550
Qatar Airways Logo
Qatar Airways

11/17/25

ORD
51h 10m
JFK
DOH

11/19/25

SIN
Qatar Airways Logo
Qatar Airways

11/25/25

SIN
18h 5m
DOH

11/26/25

ORD
$1569
SWISS Logo
SWISS

12/01/25

ORD
37h
BRU

12/03/25

SIN
SWISS Logo
SWISS

12/11/25

SIN
16h 10m
ZRH

12/11/25

ORD
$1592
Air France Logo
Air France

11/28/25

ORD
39h 40m
CDG

11/30/25

SIN
Air France Logo
Air France

12/07/25

SIN
16h 15m
CDG

12/08/25

ORD
$1597
KLM Logo
KLM

11/28/25

ORD
39h 40m
CDG

11/30/25

SIN
KLM Logo
KLM

12/07/25

SIN
16h 15m
CDG

12/08/25

ORD
$1602
KLM Logo
KLM

11/15/25

ORD
47h 50m
AMS

11/17/25

SIN
KLM Logo
KLM

11/23/25

SIN
16h 15m
CDG

11/24/25

ORD
$1603
Air Canada Logo
Air Canada

11/27/25

ORD
42h 55m
YVR

11/29/25

SIN
Air Canada Logo
Air Canada

12/09/25

SIN
6h 44m
YVR

12/09/25

ORD
$1636
Air China Limited Logo
Air China Limited

11/27/25

ORD
56h 55m
LAX
PEK

11/29/25

SIN
Air China Limited Logo
Air China Limited

12/11/25

SIN
26h 40m
PEK
LAX

12/12/25

ORD
$1660
American Airlines Logo
American Airlines

11/27/25

ORD
44h 20m
HND

11/29/25

SIN
American Airlines Logo
American Airlines

12/11/25

SIN
5h 5m
HND

12/11/25

ORD
$1698
British Airways Logo
British Airways

11/16/25

ORD
42h 10m
LHR

11/18/25

SIN
British Airways Logo
British Airways

11/25/25

SIN
14h 40m
LHR

11/26/25

ORD
$1716
Hahn Air Logo
Hahn Air

11/12/25

ORD
44h
DOH

11/14/25

SIN
Hahn Air Logo
Hahn Air

11/16/25

SIN
12h 30m
DOH

11/16/25

ORD
$1793
China Southern Airlines Logo
China Southern Airlines

12/01/25

ORD
59h 10m
SFO
CAN

12/03/25

SIN
China Southern Airlines Logo
China Southern Airlines

12/15/25

SIN
22h 4m
CAN
SFO

12/16/25

ORD
$1830

Top Deals on flights from Chicago to Singapore

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

Cathay Pacific Logo
Cathay Pacific

Jul 24

ORD
37h 30m
HKG

Jul 26

SIN

as low as

$420

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

Air India Logo
Air India

Jul 22

ORD
55h 15m
DEL

Jul 24

SIN

as low as

$475

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

Korean Air Logo
Korean Air

Jul 16

ORD
40h 30m
ICN

Jul 18

SIN

as low as

$488

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

Etihad Airways Logo
Etihad Airways

Jul 28

ORD
43h 45m
AUH

Jul 30

SIN

as low as

$546

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

Turkish Airlines Logo
Turkish Airlines

Jul 28

ORD
42h 10m
IST

Jul 30

SIN

as low as

$597

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

Korean Air Logo
Korean Air

Jul 22

ORD
44h
DTW
ICN

Jul 24

SIN

as low as

$627

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

United Airlines Logo
United Airlines

Jul 21

ORD
35h 5m
SFO

Jul 22

SIN

as low as

$637

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

Japan Airlines Logo
Japan Airlines

Jul 17

ORD
40h
HND

Jul 18

SIN

as low as

$637

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

Korean Air Logo
Korean Air

Jul 30

ORD
55h 46m
MSP
ICN

Aug 1

SIN

as low as

$639

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

 Logo

Jul 31

MDW
41h 40m
ATL
ICN

Aug 1

SIN

as low as

$644

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

Japan Airlines Logo
Japan Airlines

Jul 28

ORD
42h 7m
LAX
NRT

Jul 30

SIN

as low as

$645

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

All Nippon Airways Logo
All Nippon Airways

Jul 22

ORD
36h 55m
HND

Jul 24

SIN

as low as

$659

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