$432 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 9/24. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

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

Wed, Sep 30 - Tue, Oct 6
Air Canada Logo
10:00 am - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
54h 15m2 stops Winnipeg Vancouver Intl
Air Canada Logo
7:00 am - 5:15 amSIN  Singapore Changi-ORD Chicago O'Hare Intl
35h 15m2 stops Vancouver Intl Los Angeles
$803Air Canada
Wed, Sep 23 - Tue, Sep 29
Air Canada Logo
7:48 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
44h 27m1 stop Vancouver Intl
Air Canada Logo
7:00 am - 2:43 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 43m1 stop Vancouver Intl
$805Air Canada
Wed, Nov 11 - Mon, Nov 30
Multiple Airlines Logo
8:40 am - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
56h 20m2 stops Calgary Vancouver Intl
Multiple Airlines Logo
11:10 pm - 9:59 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
36h 49m2 stops Incheon Intl Toronto Pearson Intl
$831Multiple Airlines
Wed, Nov 11 - Mon, Nov 30
Multiple Airlines Logo
8:49 am - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
32h 11m1 stop Vancouver Intl
Multiple Airlines Logo
11:10 pm - 9:59 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
36h 49m2 stops Incheon Intl Toronto Pearson Intl
$831Multiple Airlines
Mon, Sep 7 - Mon, Sep 14
Cathay Pacific Logo
4:00 pm - 12:45 amORD  Chicago O'Hare Intl-SIN Singapore Changi
43h 45m1 stop Hong Kong Intl
Cathay Pacific Logo
12:45 pm - 2:20 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
38h 35m1 stop Hong Kong Intl
$853Cathay Pacific
Thu, Oct 1 - Mon, Oct 5
ANA Logo
3:40 pm - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m1 stop Vancouver Intl
ANA Logo
6:15 am - 8:12 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
26h 57m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl
$881ANA
Thu, Oct 15 - Wed, Oct 21
ANA Logo
8:49 am - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
31h 26m1 stop Vancouver Intl
ANA Logo
6:15 am - 8:12 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
26h 57m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl
$881ANA
Wed, Sep 16 - Tue, Sep 22
Cathay Pacific Logo
4:15 pm - 11:45 amORD  Chicago O'Hare Intl-SIN Singapore Changi
30h 30m1 stop Hong Kong Intl
Cathay Pacific Logo
1:45 am - 1:55 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
25h 10m1 stop Hong Kong Intl
$912Cathay Pacific
Mon, Sep 28 - Sun, Oct 4
Korean Air Logo
12:10 pm - 7:15 pmORD  Chicago O'Hare Intl-SIN Singapore Changi
42h 05m1 stop Incheon Intl
Korean Air Logo
1:25 am - 9:30 amSIN  Singapore Changi-ORD Chicago O'Hare Intl
21h 05m1 stop Incheon Intl
$924Korean Air
Thu, Sep 24 - Mon, Oct 19
Korean Air Logo
12:10 pm - 11:55 pmORD  Chicago O'Hare Intl-SIN Singapore Changi
22h 45m1 stop Incheon Intl
Korean Air Logo
7:30 am - 9:30 amSIN  Singapore Changi-ORD Chicago O'Hare Intl
39h 00m1 stop Incheon Intl
$924Korean Air
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 $941 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,948 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 1 week before departure.

Find deals

Good to know

Low season

April

Cheapest flight

$432
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 66% 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