Cheap Flights from Chicago to Singapore Changi

Compare Chicago to Singapore Changi flight deals

Find the cheapest month or even day of the year to fly to Singapore Changi

Book the best Singapore Changi fare with no extra fees

Flight deals from Chicago to Singapore Changi

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

Find the cheapest month to fly from Chicago to Singapore Changi

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Singapore Changi flights are currently cheapest in November.

Chicago to Singapore Changi: Alternative routes

Compare routes from Chicago to Singapore below. You may find an airport to fly into that's cheaper, faster, or easier than Singapore Changi.

Chicago to Singapore: Flight information

The things to know before you go.
Cheapest flight foundR 6,829
Cheapest month to flyNovember

Finding cheap flights from Chicago to Singapore Changi: Frequently asked questions

The best price we found for a return flight from Chicago to Singapore Changi is R 14,957. 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 Changi. But we found flights with one stop from R 15,177.
As of October 2025, there are no flights flying from Chicago to Singapore Changi.
The cheapest month to fly from Chicago to Singapore Changi is usually October.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Singapore Changi Airport on Thursday, 23 October 2025.
No airlines currently offer direct flights between Chicago and Singapore Changi Airport. 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 Changi 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.
The cheapest airline that flies to Singapore Changi is Etihad Airways .

Travelling from Chicago to Changi International Airport (SIN): What you need to know

  • There are a couple of main airports to jet off from in Chicago. Explore your options departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) when planning your flight from Chicago to Changi International Airport (SIN).

  • Singapore is 13 hours ahead of Chicago. Changi International Airport is located in Singapore, which is in the UTC+8 timezone.

  • For a smooth journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to board your flight from Chicago to SIN.

  • Longer lines at security and check-in are likely if you're heading away during high season, so give yourself some extra breathing space. The recommendation for peak times? Get there up to four hours ahead for international flights and at least two hours for domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • A stopover is the perfect opportunity to take a break from travelling and possibly even tour another city. When searching for cheap flights from Chicago to SIN leaving from O'Hare International Airport (ORD), deselect the 'Direct flights only' box to get ideas for where to visit along the way. Top options include:

    • Shanghai Pudong International Airport (PVG)

    • London Heathrow Airport (LHR)

    • Haneda Airport (HND)

  • Travelling from central Chicago to ORD takes around 55 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 40 kilometres in 35 minutes or so, depending on traffic.

  • Want a stress-free start to your journey? Stay near O'Hare International Airport. Whether you're boarding an early flight from Chicago to Changi International Airport or prefer not to rush, these hotels are the ideal choice:

  • Of all flights departing from O'Hare International Airport, 74.85% land on schedule at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Break up your flight from Chicago to Changi International Airport with a stop so you can recharge or tick another place off your list. Top stopovers between Chicago Midway International Airport and SIN are:

    • Los Angeles International Airport (LAX)

    • Seattle-Tacoma International Airport (SEA)

    • San Francisco International Airport (SFO)

  • You can reach MDW from the centre of Chicago in about 20 minutes by car, depending on traffic conditions. The ride by public transport takes roughly 45 minutes to travel the 19 kilometres or so.

  • Want to treat yourself to an extra night away before boarding your Chicago to SIN flight? Relax in a hotel near Chicago Midway International Airport before your adventure officially starts. These stays have a room with your name on it:

  • 77.88% of flights departing Chicago Midway International Airport stick to their scheduled arrival time.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Whether just for a couple of hours or several days, a stopover can make your whole trip feel more relaxed and effortless. When jetting out of Chicago Rockford International Airport (RFD), you can book a plane ticket from Chicago to Changi International Airport (SIN) with a stop at Los Angeles International Airport (LAX).

  • RFD is roughly 137 kilometres from central Chicago. The drive from the city centre to the airport takes about 1 hour 25 minutes. If you're thinking about using public transport, expect a journey of around 4 hours 15 minutes.

  • Make catching an early Chicago to Changi International Airport flight the easiest part of your journey. Stay at one of these accommodation options close to Chicago Rockford International Airport and get to your check-in counter without rushing:

  • The on-time performance record of RFD is 76.19%. In other words, that's how frequently flights departing this airport arrive as planned.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Changi International Airport (SIN)

  • If you're arriving on a late flight from Chicago to Changi International Airport, few things top the convenience of staying near the terminal. Grab your luggage from the carousel and then be showered and resting not long after at one of these hotels near SIN:

  • Pick up a Changi International Airport rental car and discover Singapore and beyond with your own wheels. Avis, Sixt and Green Motion are popular outlets to choose from here.

  • Lock in the best rate by reserving your vehicle around two weeks before your Chicago to Changi International Airport flight.

Getting from Changi International Airport (SIN) to central Singapore

  • Changi International Airport is roughly 18 kilometres from central Singapore. How long it'll take to get there in a car hire or cab depends on the time of day. Do a little research before you go.

  • When travelling by public transport, expect a journey time of roughly 1 hour.

How to find the cheapest flights from Chicago to Changi International Airport (SIN)

  • R 6,929 is the lowest price for a one-way ticket from Chicago to Changi International Airport. A return flight starts from R 14,957. These fares can change based on availability.

  • Booking in advance is often the key to scoring a cheap flight from Chicago to SIN. Prices tend to rise as demand increases, so the closer you get to departure, the more you'll likely spend.

  • If you can be flexible with your travel dates, try using the 'Whole month' search tool. It'll show you the cheapest price across every month when searching for your Chicago to Changi International Airport ticket.

  • Snapping up a cheap plane ticket from Chicago to SIN is easy with Price Alerts. All you need to do is create one of these automatic alerts and we'll notify you as soon as the price has dropped.

  • Filters make it easier to land a deal on your flight from Chicago to Changi International Airport. Choose the airlines, flight times and stops that match your plans. Then sort the results by 'Cheapest' to find the lowest price right away.

The best time to fly from Chicago to Changi International Airport (SIN)

  • It's time to decide your travel dates for your flight from Chicago to Changi International Airport (SIN). August is the busiest month to visit Singapore. If you like your getaways a little more chill, go in February.

  • When booking your Chicago to SIN plane ticket, consider what kind of weather works for you. May is the warmest month in Singapore, with temperatures ranging from 25ºC (77ºF) to 31ºC (88ºF).

  • Look for cheap tickets from Chicago to Changi International Airport in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between 24ºC (75ºF) and 30ºC (86ºF).

More about Singapore

  • Start your Singapore trip off on the right foot by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to Changi International Airport, explore our selection of hotels including:

  • There are so many things to discover in this city, it can be hard to know where to begin. Marina Bay Sands, Marina Bay Sands Hotel Infinity Pool and The Walt Disney Company Southeast Asia Pte. Ltd. Are top attractions which should be on any good Singapore itinerary.

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