Cheap Flights from Chicago (CHIA) to Singapore (SINS)

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Flight deals from Chicago to Singapore

Looking for a cheap last-minute deal or the best return flight from Chicago to Singapore? Find the lowest prices on one-way and return tickets right here.

The cheapest month to fly from Chicago to Singapore

We’re always keeping an eye on fares, to help you find the lowest one in seconds. Check out the Chicago to Singapore flight prices forecast over the next 12 months.

Alternative Chicago to Singapore routes

Looking for the cheapest, fastest or easiest route from Chicago to Singapore? You could fly into the following airports instead.

Chicago to Singapore: Flight information

The things to know before you go.
Cheapest flight found$1,163
Cheapest month to flyOctober

Finding cheap flights from Chicago to Singapore: Frequently asked questions

There are 2 airports in Singapore: Seletar and Singapore Changi.
The best price we found for a return flight from Chicago to Singapore is $1,163. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Singapore. But we found flights with one or more stops from $1,163.
As of June 2025, there are no flights flying from Chicago to Singapore.
The cheapest month to fly from Chicago to Singapore is usually June 2025.
If you're flying from Chicago, the cheapest airport near Singapore is Singapore Changi – which is 17.9 km away from the centre of Singapore. We've found flights into this airport from $1,163.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Singapore on Wednesday, 1 October 2025.
No airlines currently offer direct flights between Chicago and Singapore. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Singapore but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Singapore is around 40 days in advance, so don’t leave your flight to the last minute.
In June, the average temperature is usually around 28°C. May is typically the warmest month in Singapore, when it usually averages around 30°C. You can expect the least rain in February. The coldest month is December, with temperatures averaging 25°C. The rainiest month is December.
The cheapest airline that flies to Singapore is Cathay Pacific .

Travelling from Chicago to Singapore: what you need to know

  • Start your travel planning by considering where you'll catch your flight from Chicago to Singapore. O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the main airports in Chicago.

  • Arrive in Singapore at Changi International Airport (SIN) or Seletar Airport (XSP).

  • The timezone in Singapore is UTC+8, which is 13 hours ahead of Chicago.

  • Give yourself plenty of time to make your Chicago to Singapore flight. A good rule of thumb is to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • If you're going away during a peak month like August, arrive at the terminal even earlier. You'll want to arrive up to four hours before an international flight and two hours ahead of a domestic departure. Security lines will be longer during high seasons like Christmas, New Year and spring break.

How to find the cheapest flights from Chicago to Singapore

  • Don't leave everything to the last moment. You're more likely to find cheap Chicago to Singapore flights if you book early. Airlines often have some great early bird discounts.

  • The 'Whole month' tool will show you the cheapest plane tickets from Chicago to Singapore throughout the entire month. It's an easy way to find a bargain if your travel plans are flexible.

  • There's no need to check back in every day to see if fares have dropped when you set up a Price Alert. We'll let you know as soon as there's a better deal on cheap flights from Chicago to Singapore.

  • Save money on your Chicago to Singapore flight with the help of our filters. Choose your preferred duration, number of stops and airlines, then sort the results by 'Cheapest' to see the best deals.

Flying from Chicago

O'Hare International Airport (ORD)

  • Think about adding a stopover to potentially save on your Chicago to Singapore flight. Just uncheck 'Direct flights only' when searching for departures from O'Hare International Airport. Break up your trip (and maybe save some cash) by stopping at one of these airports:

    • Haneda Airport (HND)

    • Shanghai Pudong International Airport (PVG)

    • Beijing Capital International Airport (PEK)

  • Travelling from central Chicago to ORD takes about 55 minutes on public transport. If you ride-share, drive or get a cab, you'll cover the 26 kilometres in 35 minutes or so, depending on traffic conditions.

  • Want a relaxed start to your holiday? Stay near O'Hare International Airport. Whether you've booked an early flight from Chicago to Singapore or just don't like being rushed, these hotels are the answer:

  • Of the departures from O'Hare International Airport, 74.85% land on schedule at their destination.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Visit friends or family or just take a moment to stretch your legs with a stopover. If you'd like to break up your Chicago to Singapore flight, browse these options when setting off from Chicago Midway International Airport:

    • Los Angeles International Airport (LAX)

    • San Francisco International Airport (SFO)

    • Seattle-Tacoma International Airport (SEA)

  • On public transport, you can travel from central Chicago to MDW in around 45 minutes. The terminal is roughly 14 kilometres away. Driving will take you about 20 minutes.

  • Want to treat yourself to an extra night away before boarding your flight from Chicago to Singapore? Check in to a hotel near Chicago Midway International Airport before your trip officially begins. Check out these accommodation options:

  • Looking at how often flights stay on schedule, Chicago Midway International Airport has an on-time arrival rate of 77.88%.

  • You'll find MDW at 5700 South Cicero.

Arriving in Singapore

Changi International Airport (SIN)

  • The distance from Changi International Airport (SIN) to central Singapore is approximately 18 kilometres. It'll take you around 20 minutes to reach the centre driving.

  • Getting there by public transport will take you roughly 1 hour.

  • If you're arriving on a late flight from Chicago to Singapore, nothing beats the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and snoozing soon after at one of these hotels near SIN:

  • Follow your own route with a Changi International Airport rental car. Book your wheels from Avis, Sixt or Green Motion and see more of Singapore and beyond.

  • Get the best deal by reserving your vehicle from Changi International Airport about two weeks ahead of your trip.

Seletar Airport (XSP)

  • Central Singapore is around 14 kilometres from Seletar Airport (XSP). After your flight from Chicago to Singapore has landed and you've navigated your way to arrivals, the drive should take about 25 minutes.

  • If you hop on public transport, the ride to the centre takes 1 hour 25 minutes or so.

  • After your flight from Chicago to Singapore, rest your head at a hotel near XSP. These are some great options that'll help you sink into relaxation mode:

Best time to go to Singapore

  • It's time to choose your dates for your flight from Chicago to Singapore. April is the busiest month to visit Singapore. If you want a more relaxed atmosphere, go in February.

  • Book a Chicago to Singapore ticket departing in May if you're eager to visit the city during its warmest month. Expect temperatures in Singapore to range from 25ºC (77ºF) to 31ºC (88ºF).

  • If you want cooler conditions, look for a cheap flight from Chicago to Singapore in January when temperatures average between 24ºC (75ºF) and 30ºC (86ºF).

More about Singapore

  • Once you've booked your flight from Chicago to Singapore, decide where you'll be dropping your bags. Make one of these accommodation options your base for exploring Singapore:

  • Marina Bay Sands and Gardens by the Bay are just two of the big attractions to add to your Singapore to-do list. Continue your sightseeing adventures at Universal Studios Singapore.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.