Cheap flights from Chicago to Singapore from $408
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 2/25. 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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Fly from
Fly to
Route
Depart
Return
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Wed 10/28
8:49 am-7:00 am
1 stop33h 11m
Singapore Changi
Sun 11/1
8:40 am-8:59 pm
1 stop25h 19m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Wed 10/28
8:40 am-7:00 am
2 stops33h 20m
Singapore Changi
Sun 11/1
8:40 am-8:59 pm
1 stop25h 19m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Tue 2/16
11:10 am-5:00 am
1 stop27h 50m
Singapore Changi
Tue 2/23
10:30 pm-8:30 am
1 stop24h 00m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 2/18
11:10 am-12:15 am
1 stop23h 05m
Singapore Changi
Wed 2/24
1:40 am-8:30 am
1 stop20h 50m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Thu 3/11
1:15 pm-9:35 am
1 stop30h 20m
Singapore Changi
Tue 3/30
9:00 pm-8:35 am
1 stop24h 35m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Mon 3/15
2:15 pm-9:35 am
1 stop30h 20m
Singapore Changi
Tue 3/30
9:00 pm-8:35 am
1 stop24h 35m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Mon 3/15
7:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Thu 3/25
10:30 am-8:34 am
2 stops35h 04m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Mon 3/15
7:00 am-5:00 am
2 stops33h 00m
Singapore Changi
Wed 3/24
10:30 am-8:34 am
2 stops35h 04m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Tue 10/27
3:10 pm-8:05 pm
1 stop39h 55m
Singapore Changi
Tue 11/10
8:20 pm-12:30 pm
1 stop30h 10m
ChicagoSingapore
ORD Chicago O'Hare Intl - SIN Singapore Changi
ORDSIN
Chicago O'Hare Intl
Tue 10/27
3:10 pm-3:40 pm
1 stop35h 30m
Singapore Changi
Tue 11/10
4:45 pm-12:30 pm
1 stop33h 45m
See travel insights to Singapore from
How to get the cheapest flight ticket from Chicago to Singapore
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 Chicago and Singapore?
Prices are currently low for flights on this route.
Typical prices usually range from $905 to $947.The lowest price recently found on this route was $842.
What is the cheapest month to fly to Singapore?
The month of January is, on average, the cheapest month to fly to Singapore from Chicago, with most prices found around $970. If you aren’t able to travel to Singapore during the month of January, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $984.
How far in advance should I book a flight from Chicago to Singapore?
You are more likely to see cheaper flights to Singapore from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Singapore for around $1,196 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Singapore from Chicago for as low as $957 on momondo.
Can stopping save me money on Chicago to Singapore flights?
You could potentially save up to 14% on your flight if you consider stops on a Chicago to Singapore flight.
How have Chicago to Singapore flight prices changed over time?
As of October 2026, prices for Chicago to Singapore flights are approximately 16% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Singapore Changi?
Etihad Airways, Korean Air, and Cathay Pacific are the most popular carriers operating from Chicago to Singapore Changi
What airlines fly to Singapore?
United Airlines, Air Canada and Cathay Pacific are the top three most popular airlines that fly to Singapore from Chicago according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Singapore. Keep in mind that there are 11 different airlines that fly to Singapore on a routine basis, so you have a few additional options to choose from.
Which airport is the most popular layover for flights between Chicago and Singapore?
Taipei City (TPE) was the most common stop: 29% of momondo users choosing 1-stop flights on this route connected there.
Which layover airport offers the lowest fares from Chicago to Singapore?
Flights via Abu Dhabi (AUH) offer the lowest average round-trip price of $916.
Which layover airport has the shortest travel time from Chicago to Singapore?
Flights connecting via Taipei City (TPE) have the shortest average one-way travel time: 22h 27m.
Which layover airport has the shortest connection time from Chicago to Singapore?
Incheon (ICN) has the shortest average layover time for this route: 1h 45m.
When to book flights from Chicago to Singapore
Cheap Chicago to Singapore (CHI to SIN) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Singapore
Frequently asked questions about flying from Chicago to Singapore
How far is Chicago to Singapore Changi by plane?
Singapore Changi is 9361.7 mi away from Chicago. By plane, this route typically takes 28h 15m.
When did momondo last update prices for flights from Chicago to Singapore Changi Airport?
Prices for flights from Chicago to Singapore Changi Airport refresh daily.
How many operators does momondo search for flights from Chicago to Singapore Changi Airport?
As of October 2026, there are 11 operators available to choose from for flights from Chicago to Singapore Changi Airport.
How old do you have to be to fly from Chicago to Singapore Changi Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Singapore Changi Airport.
What documentation or ID do you need to fly to Singapore Changi Airport?
The travel and health documents required for your trip to Singapore Changi Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Singapore Changi Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Chicago to Singapore?
momondo data reveals that the most frequently booked airline on the route from Chicago to Singapore is United Airlines, representing 23% of all bookings. The subsequent popular airlines are Air Canada at 12%, Etihad Airways at 11%, and Turkish Airlines at 8%.
Best airlines flying from Chicago to Singapore
Compare and see reviews for airlines that fly from Chicago to Singapore with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $721 | Free Cancellation | Rating 7.4 4,455 reviews | |||
| PriceFrom $770 | Free Cancellation | Rating 8.3 1,935 reviews | |||
| PriceFrom $792 | Free Cancellation | Rating 8.4 1,217 reviews | |||
| PriceFrom $820 | Free Cancellation | Rating 7.4 10,329 reviews | |||
| PriceFrom $829 | Free Cancellation | Rating 7.3 1,541 reviews | |||
| PriceFrom $838 | Free Cancellation | Rating 7.6 1,511 reviews | |||
| PriceFrom $843 | Free Cancellation | Rating 7.1 11,748 reviews | |||
| PriceFrom $860 | Free Cancellation | Rating 8.3 1,321 reviews | |||
| PriceFrom $949 | Free Cancellation | Rating 7.8 8,649 reviews | |||
| PriceFrom $963 | Free Cancellation | Rating 7.3 3,724 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Singapore?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Singapore for you.
Can I find flights from Chicago to Singapore with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Singapore from Chicago with this policy.
How can momondo help me find flights from Chicago to Singapore?
Once you have performed a search for Chicago to Singapore flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Chicago to Singapore right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Chicago to Singapore now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Singapore and let you know when they change.