US$582️ Cheap Flights from Chicago to Singapore (2024)

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Chicago to Singapore - Flights Starting at US$582

Book one-way or return flights from Chicago to Singapore from as little as US$582. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

We've found these cheap flights for you. You may book a one-way or round trip as per your needs.

We monitor flight fares to help you seize the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Chicago to Singapore

View airlines operating flights from Chicago to Singapore. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Etihad Airways

From US$487

Frontier Airlines

From US$490

American Airlines

From US$516

Spirit Airlines

From US$548

Air France

From US$549

Korean Air

From US$582

Qatar Airways

From US$595

United Airlines

From US$598

Turkish Airlines

From US$599

Alaska Airlines

From US$610

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Singapore

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Singapore.

Cheapest
ORD
13:30
29h 0m
2 transfer
SIN
07:30
O'Hare International Airport - Singapore Changi Airport
Fri, Apr 26Etihad Airways
US$487
MDW
12:29
46h 51m
2 transfer
SIN
00:20
Midway International Airport - Singapore Changi Airport
Sat, Apr 27Frontier Airlines
US$490
ORD
12:25
33h 25m
2 transfer
XSP
10:50
O'Hare International Airport - Seletar Airport
Fri, Jun 21Japan Airlines
US$950
ORD
12:25
33h 25m
2 transfer
XSP
10:50
O'Hare International Airport - Seletar Airport
Fri, Jun 21Japan Airlines
US$950
Find More Flights

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to Singapore (SIN) the cheapest?
Airlines adjust prices for flights from Chicago to Singapore based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Singapore (SIN) cost?
According to Trip.com's data, the lowest price is around $1,886.
What is the transportation method from the main airport to downtown in Singapore?
- The distance from Singapore Changi Airport to downtown is about 17km. It takes about 30 minutes by taxi.

How to find a cheap flight from Chicago to Singapore

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Singapore. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com