Cheap Flights from Chicago to Singapore

Compare Chicago to Singapore flight deals

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

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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.

Find the cheapest month to fly from Chicago to Singapore

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

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 foundر.ق.‏ 1,485
Cheapest month to flyApril

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 ر.ق.‏ 3,137. 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 ر.ق.‏ 3,137.
As of April 2025, there are no flights flying from Chicago to Singapore.
The cheapest month to fly from Chicago to Singapore is usually April 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 ر.ق.‏ 3,137.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Singapore on Tuesday, 13 January 2026.
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 April, 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 Turkish Airlines .

Travelling from Chicago to Singapore: what you need to know

  • Chicago has a couple of airports where you can kick off your trip. Check out your options for reserving a flight from Chicago to Singapore departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • Hop off your plane in Singapore at Changi International Airport (SIN) or Seletar Airport (XSP).

  • To ensure you catch your flight from Chicago to Singapore, allow plenty of time for things like baggage drop and finding your gate. Turning up two hours before international departures and one hour before domestic flights is the general travel rule.

  • During popular months like August, it's best to get to the airport earlier. Arrive two hours before a domestic departure and four hours ahead for international flights whenever you're flying during a peak period in general.

  • If you have a passport from United States and are travelling to Singapore for tourism purposes, you won't need a visa. However, visa and entry requirements may differ based on your length of stay and are subject to change. For the latest rules, contact your destination's nearest consulate or embassy before reserving a cheap flight from Chicago to Singapore.

Flying from Chicago

O'Hare International Airport (ORD)

  • We make it a breeze to book a flight from Chicago to Singapore with a stopover. To see all the options leaving from O'Hare International Airport, deselect 'Direct flights only.' Next, select a flight offering a stop long enough to tour the city of your choice. Top stopovers include:

    • Shanghai Pudong International Airport (PVG)

    • Beijing Capital International Airport (PEK)

    • Haneda Airport (HND)

  • ORD is about 40 kilometres from central Chicago. If you're catching a cab, driving or ride-sharing from the centre, it'll take you 35 minutes or so to get there, depending on traffic. If you're using public transport, expect the travel time to be approximately 54 minutes.

  • Planning to catch an early flight from Chicago to Singapore? Avoid the last-minute rush to the terminal (and sneak in some extra precious sleep) by picking one of these hotels near O'Hare International Airport:

Chicago Midway International Airport (MDW)

  • Visit friends or family or just take a moment to freshen up with a stopover. If you'd like to split up your flight from Chicago to Singapore, check out these options when leaving from O'Hare International Airport:

    • Shanghai Pudong International Airport (PVG)

    • Beijing Capital International Airport (PEK)

    • Haneda Airport (HND)

  • You can reach MDW from the centre of Chicago in about 21 minutes by car (depending on traffic). The ride on public transport takes roughly 46 minutes to cover the 19 kilometres or so.

  • You're going on holiday, so why not book an extra night away from home? Consider checking in to one of these accommodation options near Chicago Midway International Airport the day before your flight from Chicago to Singapore:

Arriving in Singapore

Changi International Airport (SIN)

  • Changi International Airport (SIN) is around 21 kilometres from central Singapore. With your own car rental or if you're catching a cab, the drive is about 21 minutes.

  • Getting to the centre by public transport takes roughly 1 hour.

  • The last thing you need is a long journey to your hotel if you're landing late on a flight from Chicago to Singapore. Book one of these accommodation options near SIN instead:

Seletar Airport (XSP)

  • Central Singapore is approximately 19 kilometres from Seletar Airport (XSP). Once your flight from Chicago to Singapore has touched down and you've made your way out of the airport, expect a drive of about 23 minutes.

  • You can also opt for public transport, which will take about 1 hour and 24 minutes.

  • There are some cosy hotels where you can make a pit stop near XSP. Kick back after your flight from Chicago to Singapore at any of these perfectly located options:

How to find the cheapest flights from Chicago to Singapore

  • ر.ق.‏ 1,485 is the best price for a one-way ticket from Chicago to Singapore. A return flight starts at ر.ق.‏ 3,137. These prices may change depending on availability and demand.

  • To get your hands on cheap tickets from Chicago to Singapore, book in advance. Airlines tend to offer their most competitively priced fares when flights are first released.

  • Getting cheap tickets from Chicago to Singapore is easy if you can be flexible with your travel dates. Use the 'Whole month' tool to show the best prices throughout the month and score a great deal.

  • Getting a cheap ticket from Chicago to Singapore couldn't be easier with Price Alerts. Simply create one of these automatic alerts and we'll let you know as soon as there's a better deal.

  • Tailor your travel plans using filters. Choose your preferred departure and arrival times, total journey duration and airlines. You can also sort results by 'Best,' 'Cheapest' or 'Fastest' flights from Chicago to Singapore.

Best time to go to Singapore

  • August is the most popular month for flights from Chicago to Singapore. To escape the crowds, go to Singapore in February.

  • Schedule your flight from Chicago to Singapore for May if you want to explore the city during its warmest month. You can expect temperatures in Singapore to range from 25ºC to 31ºC.

  • January has average temperatures of between 24ºC and 30ºC. Search for cheap tickets from Chicago to Singapore around that time if you like travelling in cooler conditions.

More about Singapore

  • After booking your flight from Chicago to Singapore, think about where you'd like to stay in this city. Make one of these options your base for exploring Singapore:

  • Marina Bay Sands and Gardens by the Bay are a couple of leading attractions to add to your Singapore to-do list. Keep the sightseeing going at Universal Studios Singapore.

Complete your Singapore trip with a car rental

  • We use the same magic that helped you find your cheap flight from Chicago to Singapore to track down amazing deals on car rentals. Search for your ride in seconds and easily compare your options. Plus you'll find all the info you need to drive in Singapore, from the most popular rental company to the best time to book.

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