Cheap Flights from Singapore to Chicago, IL from $454

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On Cheapflightsplus.com you will find 1000 connecting flights from Singapore to Chicago. You can compare airfare deals from 49 airlines and multiple travel sites from $454, book and save on cheap plane tickets and last minute offers. Also check out SIN-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Singapore to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $454 (one-way), $779 (round-trip).

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Best Flights from Singapore to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Singapore to Chicago with the lowest price of $454. Take a look at the list of flights with layovers from Singapore to Chicago from $454. There’re no direct flights. The fastest connecting flight – 20h 10m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $454 Find flight	09:10 Singapore Changi	16:42 Chicago O'Hare International	20h 32m layover 1h 55m - Vancouver	Air Canada	AC20 AC5104
from $464 Find flight	21:50 Singapore Changi	09:05+1 день Chicago O'Hare International	24h 15m layover 5h 45m - Tokyo	Japan Airlines - JAL	JL36 JL10
from $420 Find flight	09:00 Singapore Changi	06:42+1 день Chicago O'Hare International	34h 42m layover 6h 40m - Beijing 4h 31m - Los Angeles	Air China Limited	CA976 CA983 NK2549
from $459 Find flight	06:15 Singapore Changi	20:11 Chicago O'Hare International	26h 56m layover 3h 5m - Tokyo 1h 40m - Montreal	All Nippon Airways	NH802 AC6 AC8965

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 12, 2025

Flight Schedule Singapore to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Singapore to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
01:55 — 09:05	01:55 — 09:50 JL38 Japan Airlines - JAL Singapore — Tokyo 1h 40m stop 11:30 — 09:15 JL10 Japan Airlines - JAL Tokyo — Chicago	20h 10m including layover	Find flight from$465
01:55 — 15:45	01:55 — 09:50 JL38 Japan Airlines - JAL Singapore — Tokyo 8h 25m stop 18:15 — 16:00 JL56 Japan Airlines - JAL Tokyo — Chicago	26h 50m including layover	Find flight from$475
08:05 — 15:45	08:05 — 16:10 JL712 Japan Airlines - JAL Singapore — Tokyo 2h 5m stop 18:15 — 16:00 JL56 Japan Airlines - JAL Tokyo — Chicago	20h 40m including layover	Find flight from$468
08:05 — 09:05 +1 day	08:05 — 16:10 JL712 Japan Airlines - JAL Singapore — Tokyo 19h 20m stop 11:30 — 09:15 JL10 Japan Airlines - JAL Tokyo — Chicago	38h including layover	Find flight from$474
08:45 — 17:08	08:45 — 09:15 UA2 United Airlines Singapore — San Francisco 1h 22m stop 10:35 — 17:08 UA2147 United Airlines San Francisco — Chicago	21h 23m including layover	Find flight from$611
08:45 — 19:58	08:45 — 09:20 UA2 United Airlines Singapore — San Francisco 4h 25m stop 13:45 — 20:01 UA1470 United Airlines San Francisco — Chicago	24h 13m including layover	Find flight from$611
08:45 — 23:12	08:45 — 09:20 UA2 United Airlines Singapore — San Francisco 7h 40m stop 16:50 — 23:13 UA1482 United Airlines San Francisco — Chicago	27h 27m including layover	Find flight from$611
08:45 — 05:55 +1 day	08:45 — 09:20 UA2 United Airlines Singapore — San Francisco 14h 18m stop 23:48 — 06:08 UA2046 United Airlines San Francisco — Chicago	34h 10m including layover	Find flight from$611
09:10 — 16:42	09:10 — 08:50 AC20 Air Canada Singapore — Vancouver 1h 55m stop 10:30 — 16:42 AC5104 Air Canada Vancouver — Chicago	20h 32m including layover	Find flight from$454
09:10 — 16:42	09:10 — 08:50 AC20 Air Canada Singapore — Vancouver 1h 55m stop 10:30 — 16:42 UA2230 United Airlines Vancouver — Chicago	20h 32m including layover	Find flight from$480
20:40 — 05:55 +1 day	20:40 — 21:20 UA28 United Airlines Singapore — San Francisco 2h 23m stop 23:48 — 06:08 UA2046 United Airlines San Francisco — Chicago	22h 15m including layover	Find flight from$611
20:40 — 13:05 +1 day	20:40 — 21:10 UA28 United Airlines Singapore — San Francisco 9h 20m stop 06:30 — 13:05 UA2091 United Airlines San Francisco — Chicago	29h 25m including layover	Find flight from$611
20:40 — 13:32 +1 day	20:40 — 21:10 UA28 United Airlines Singapore — San Francisco 9h 50m stop 07:00 — 13:32 UA1437 United Airlines San Francisco — Chicago	29h 52m including layover	Find flight from$611
21:50 — 09:05 +1 day	21:50 — 05:45 JL36 Japan Airlines - JAL Singapore — Tokyo 5h 45m stop 11:30 — 09:15 JL10 Japan Airlines - JAL Tokyo — Chicago	24h 15m including layover	Find flight from$464
21:50 — 15:45 +1 day	21:50 — 05:45 JL36 Japan Airlines - JAL Singapore — Tokyo 12h 30m stop 18:15 — 16:00 JL56 Japan Airlines - JAL Tokyo — Chicago	30h 55m including layover	Find flight from$475

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 12, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Singapore to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Singapore and Chicago is 15067 miles. Time difference between the cities is 2h. Airplanes depart 00:20 to 23:55 from 4 Singapore airports and arrive 00:20 to 23:55 to 7 Chicago airports. Average flight time is 34h 40m.

The fastest flight 20h 10m
Average flight time 34h 40m
The earliest flight 00:20
The latest flight 23:55
Distance 9363 ml

Popular Airlines on the Route

The flight Singapore — Chicago is served by 49 regular airlines and 14 low-cost airlines. Most of the flights on this route are operated by Philippine Airlines - 15 departures per week at the price of from $ 658 . And the most expensive tickets are offered by Philippine Airlines airline - from $ 4967.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 1000 flights with layovers on the route. The fastest connecting flight is JL38 by Japan Airlines - JAL takes 20h 10m.

3U - Sichuan Airlines

from $468

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PR - Philippine Airlines

from $658

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TW - T'way Airlines

from $649

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HO - Juneyao Airlines

from $911

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UA - United Airlines

from $611

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LX - SWISS International Air Lines

from $846

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QF - Qantas

from $1182

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QG - Citilink

from $1235

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UL - SriLankan Airlines Limited

from $706

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MF - Xiamen Airlines

from $507

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MH - Malaysia Airlines

from $843

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QR - Qatar Airways

from $833

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See more connecting flights

Airports

You can fly from Singapore to Chicago from 4 airports (Changi, Paya Lebar, Seletar, Tengah).

Singapore airports

Changi-SIN

from $420
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Paya Lebar-QPG

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Seletar-XSP

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Tengah-TGA

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Singapore by 49 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 777-300ER

from $846

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Top International Destinations from Singapore

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Singapore — New York

from $63

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Singapore — San Francisco

from $65

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Singapore — Los Angeles

from $64

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Singapore — Seattle

from $64

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Singapore — Chicago

from $68

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Singapore — Boston

from $55

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Singapore — Houston

from $70

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Singapore — Las Vegas

from $63

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Singapore — Atlanta

from $61

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.