$421 Find Cheap Flights from Chicago to Singapore - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Chicago to Singapore Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Singapore

Sat, Aug 15 - Tue, Sep 8
Air Canada Logo
3:40 pm - 2:30 pm
ORD
-
SIN
33h 50m
2 stops
Air Canada Logo
6:15 am - 8:12 pm
SIN
-
ORD
26h 57m
2 stops
$966Air Canada
Fri, Aug 21 - Tue, Aug 25
Air Canada Logo
3:40 pm - 5:15 am
ORD
-
SIN
24h 35m
1 stop
Air Canada Logo
7:00 am - 2:36 pm
SIN
-
ORD
20h 36m
1 stop
$968Air Canada
Fri, Aug 14 - Mon, Sep 7
Delta Logo
5:10 pm - 7:15 pm
MDW
-
SIN
37h 05m
2 stops
Delta Logo
10:00 pm - 10:45 pm
SIN
-
MDW
37h 45m
2 stops
$969Delta
Fri, Aug 14 - Mon, Sep 7
Delta Logo
8:28 am - 5:00 am
ORD
-
SIN
31h 32m
2 stops
Delta Logo
1:25 am - 12:59 pm
SIN
-
ORD
24h 34m
2 stops
$969Delta
Thu, Nov 19 - Thu, Nov 26
Air Canada Logo
8:40 am - 7:00 am
ORD
-
SIN
32h 20m
2 stops
Air Canada Logo
8:40 am - 5:10 pm
SIN
-
ORD
46h 30m
2 stops
$970Air Canada
Fri, Aug 28 - Thu, Sep 3
Cathay Pacific Logo
4:00 pm - 5:30 am
ORD
-
SIN
24h 30m
1 stop
Cathay Pacific Logo
1:45 am - 2:20 pm
SIN
-
ORD
25h 35m
1 stop
$971Cathay Pacific
Sun, Aug 9 - Sun, Sep 6
Air Canada Logo
3:40 pm - 5:15 am
ORD
-
SIN
24h 35m
1 stop
Air Canada Logo
10:00 pm - 8:05 pm
SIN
-
ORD
35h 05m
2 stops
$972Air Canada
Thu, Aug 13 - Thu, Aug 20
Cathay Pacific Logo
4:00 pm - 3:05 pm
ORD
-
SIN
34h 05m
1 stop
Cathay Pacific Logo
6:00 pm - 2:20 pm
SIN
-
ORD
33h 20m
1 stop
$973Cathay Pacific
Thu, Aug 13 - Tue, Sep 8
Cathay Pacific Logo
4:00 pm - 5:30 am
ORD
-
SIN
24h 30m
1 stop
Cathay Pacific Logo
6:00 pm - 2:20 pm
SIN
-
ORD
33h 20m
1 stop
$975Cathay Pacific
Fri, Aug 21 - Fri, Aug 28
Delta Logo
6:05 am - 5:00 am
MDW
-
SIN
33h 55m
2 stops
Delta Logo
7:30 am - 10:36 pm
SIN
-
MDW
28h 06m
2 stops
$1,004Delta
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is September, when tickets cost $895 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,995 and $1,426 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Find deals

Good to know

Low season

April

Cheapest flight

$421
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 71% increase in price.
Flight from Chicago O'Hare Airport to Singapore

FAQs - booking Singapore flights

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Singapore is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Singapore with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Singapore up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Chicago to Singapore

Cabin class types available on flights to Singapore

Cabin classes available on flights to Singapore. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights from Chicago to Singapore
Business Class flights from Chicago to Singapore
Premium Economy Class flights from Chicago to Singapore
Economy Class flights from Chicago to Singapore