Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Singapore to Chicago
The cheapest flights right now
Singapore – Chicago
Outbound – Oct 30, 2026
1 stop
19h 0m HKG
Return – Nov 15, 2026
1 stop
25h 30m HKG
$1,184
2 days ago
Singapore – Chicago
Outbound – Nov 12, 2026
1 stop
19h 57m YVR
Return – Nov 26, 2026
1 stop
25h 30m YVR
$748
yesterday
Singapore – Chicago
Outbound – Oct 30, 2026
1 stop
24h 21m YVR
Return – Nov 15, 2026
1 stop
25h 30m YVR
$787
2 days ago
Singapore – Chicago
Outbound – Nov 12, 2026
1 stop
25h 19m YVR
Return – Nov 26, 2026
1 stop
25h 30m YVR
$793
yesterday
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$728
Average price of a round trip
$800
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
22h37
A flight from Singapore to Chicago takes on average 22h37.
Best time
September
According to user searches, the ideal month to go to Chicago is September.
Tips for finding a cheap flight from Singapore to Chicago
Check out our tips for booking your flight to Chicago (USA) from Singapore (Singapore) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is October, with an average flight ticket price of $779 (calculation over the last two years). The most touristic season corresponds to the months of October, April and November.
For the cheapest flights, it is advisable to buy your ticket at least 31 days before the departure date.
The airline offering the cheapest flight tickets is Air Canada. A ticket from the airline Air Canada to Chicago costs on average $779.
The airlines that offer the most flights are .
info departure city :
Singapore, Singapore
airports :
Singapore-Changi Airport (SIN)
Paya Lebar Air Base (QPG)
Seletar Airport (XSP)
local time :
Singapore is a city in the country Singapore, the time zone is [[timezone]]. In Singapore, it is currently {fromLocalTime}, the temperature is on average 28°C, with a minimum of 27°C and a maximum of 29°C.
The city of Singapore has 3 airport(s): Singapore-Changi, Paya Lebar and Seletar
destination info :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {toLocalTime}, the temperature is on average 16°C, with a minimum of 15°C and a maximum of 18°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
Useful info about Chicago
What is the least touristic period to go to Chicago?
If you want to visit Chicago during the least touristic period, choose the month of September.
What is the most popular time to travel to Chicago?
In Chicago, the most popular month is October. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Singapore to Chicago?
According to our data, it is recommended to book your flight 31 days before your departure. If you book your flight ticket 5 weeks before your departure, you may find a price below average. You can also choose morning flights that are 100% cheaper than afternoon and evening flights. The cheapest day to book a flight from Singapore to Chicago is Thursday.
What are the arrival and destination airports when traveling between Singapore and Chicago?
When you leave, you can leave from Singapore-Changi, and you will arrive at Chicago-O'Hare.
How to reach Singapore airport from the city centre?
The airport Singapore-Changi is located 15 km, Paya Lebar is located 9 km or Seletar is located 12 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Singapore to Chicago?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between Singapore and Chicago?
In summer, the average temperature is 22°C in Chicago and 28°C in Singapore. The average rainfall in summer is 145 mm in Chicago and 193 mm in Singapore. In summer, it is warmer in Singapore and it rains less in Chicago. In winter, it is colder in Singapore and it rains more in Singapore.
