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Cheap flights from Singapore to Chicago from $449

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Singapore to Chicago departing on 12/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Air Canada Logo
9:10 am - 8:04 pmSIN-ORD
23h 54m1 stop
Air Canada Logo
8:47 am - 7:05 amORD-SIN
33h 18m2 stops
$665Air Canada
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Tue, Oct 14 - Thu, Oct 23
Air Canada Logo
9:00 pm - 4:38 pmSIN-ORD
32h 38m2 stops
Air Canada Logo
9:00 am - 7:55 amORD-SIN
32h 55m2 stops
$667Air Canada
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Mon, Oct 27 - Thu, Nov 13
Air Canada Logo
9:10 am - 10:53 amSIN-ORD
38h 43m2 stops
Air Canada Logo
3:40 pm - 4:00 amORD-SIN
23h 20m1 stop
$668Air Canada
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Thu, Oct 9 - Mon, Oct 13
Air Canada Logo
1:45 am - 4:42 pmSIN-ORD
27h 57m2 stops
Air Canada Logo
7:41 pm - 4:00 amORD-SIN
43h 19m1 stop
$676Air Canada
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Tue, Oct 7 - Sun, Oct 12
ANA Logo
10:10 pm - 3:10 pmSIN-ORD
30h 00m1 stop
ANA Logo
5:45 pm - 6:40 amORD-SIN
23h 55m1 stop
$816ANA
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Wed, Oct 8 - Sun, Oct 12
ANA Logo
10:10 pm - 3:20 pmSIN-ORD
30h 10m1 stop
ANA Logo
5:45 pm - 5:15 pmORD-SIN
34h 30m1 stop
$846ANA
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Sun, Aug 24 - Sun, Aug 31
United Airlines Logo
8:45 am - 9:18 pmSIN-ORD
25h 33m1 stop
United Airlines Logo
7:19 am - 6:15 amORD-SIN
33h 56m1 stop
$963United Airlines
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Tue, Aug 12 - Sun, Aug 31
United Airlines Logo
8:45 am - 5:39 amSIN-ORD
33h 54m1 stop
United Airlines Logo
4:30 pm - 6:15 amORD-SIN
24h 45m1 stop
$964United Airlines
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Tue, Aug 12 - Sun, Aug 31
EVA Air Logo
1:10 pm - 7:03 amSIN-ORD
30h 53m2 stops
EVA Air Logo
5:45 pm - 12:00 pmORD-SIN
29h 15m2 stops
$1,044EVA Air
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Sat, Aug 23 - Sat, Aug 30
Cathay Pacific Logo
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
$1,056Cathay Pacific
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Fri, Sep 19 - Thu, Sep 25

Air Canada flights from Singapore to Chicago

Our best Air Canada deals on Singapore to Chicago flight tickets
Air Canada
Oct 14
SIN9:10 amSingapore Changi
23h 54m
1 stop
ORD8:04 pmChicago O'Hare Intl
Oct 23
ORD8:47 amChicago O'Hare Intl
33h 18m
2 stops
SIN7:05 amSingapore Changi
$665
Find similar
Air Canada
Oct 27
SIN9:00 pmSingapore Changi
32h 38m
2 stops
ORD4:38 pmChicago O'Hare Intl
Nov 13
ORD9:00 amChicago O'Hare Intl
32h 55m
2 stops
SIN7:55 amSingapore Changi
$667
Find similar
Air Canada
Oct 9
SIN9:10 amSingapore Changi
38h 43m
2 stops
ORD10:53 amChicago O'Hare Intl
Oct 13
ORD3:40 pmChicago O'Hare Intl
23h 20m
1 stop
SIN4:00 amSingapore Changi
$668
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ANA flights from Singapore to Chicago

Our best ANA deals on Singapore to Chicago flight tickets
ANA
Jul 13
SIN6:15 amSingapore Changi
35h 36m
2 stops
ORD4:51 amChicago O'Hare Intl
Jul 27
ORD5:45 pmChicago O'Hare Intl
23h 55m
1 stop
SIN6:40 amSingapore Changi
$792
Find similar
ANA
Oct 8
SIN10:10 pmSingapore Changi
30h 00m
1 stop
ORD3:10 pmChicago O'Hare Intl
Oct 12
ORD5:45 pmChicago O'Hare Intl
23h 55m
1 stop
SIN6:40 amSingapore Changi
$816
Find similar
ANA
Aug 24
SIN10:10 pmSingapore Changi
30h 10m
1 stop
ORD3:20 pmChicago O'Hare Intl
Aug 31
ORD5:45 pmChicago O'Hare Intl
34h 30m
1 stop
SIN5:15 pmSingapore Changi
$846
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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 typical price of a round-trip flight between Singapore and Chicago?

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Singapore, with most prices found around $934. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Singapore to Chicago during February average around $1,004.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $1,114. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Singapore to Chicago for around $1,564.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Singapore to Chicago during this time can be as low as $1,166. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $1,286.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Singapore when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,280 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Singapore for as low as $1,061 on momondo.

Can stopping save me money on Singapore to Chicago flights?

You could potentially save up to 25% on your flight if you consider stops on a Singapore to Chicago flight.

How have Singapore to Chicago flight prices changed over time?

As of July 2025, prices for Singapore to Chicago flights are approximately 10% 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

$449

Fastest flight time

20h 32m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Singapore in the past 72 hours is $449. The best round-trip flight deal from Singapore to Chicago found on momondo in the last 72 hours is $665.
The fastest flight from Singapore to Chicago takes 20h 32m
There are no direct flights from Singapore to Chicago. Popular non-direct routes for this connection are Singapore Changi Airport - Chicago Midway Airport and Singapore Changi Airport - Chicago O'Hare Intl Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
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  • How far is Singapore Changi to Chicago by plane?

    The distance between Singapore Changi and Chicago is about 9361.7 mi. 20h 32m 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 many operators does momondo search for flights from Singapore Changi Airport to Chicago?

  • 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?

Best airlines flying from Singapore to Chicago

Compare and see reviews for airlines that fly from Singapore to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $802Free CancellationRating
7.4
8,846 reviews
Search United Airlines flights
Cathay PacificPriceFrom $882Free CancellationRating
7.6
929 reviews
Search Cathay Pacific flights
EVA AirPriceFrom $1,011Free CancellationRating
8.4
1,215 reviews
Search EVA Air flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
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

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport