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Cheap Flights from Chicago to Singapore

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      Travellers and cabin class, 1 Adult, Economy

      Compare Chicago to Singapore flight deals

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

      Book the best Singapore fare with no extra fees

      Flight deals from Chicago to Singapore

      Looking for a cheap last-minute deal or the best return flight from Chicago to Singapore? If you want to travel next month, return fares start from Rs233,139. Find the lowest prices on one-way and return tickets right here.
      Singapore.Rs108,752 per passenger.Departing Mon, 19 Oct.One-way flight with Etihad Airways.Outbound indirect flight with Etihad Airways, departs from Chicago O'Hare International on Mon, 19 Oct, arriving in Singapore Changi.Price includes taxes and charges.From Rs108,752, select.
      Singapore.Rs110,204 per passenger.Departing Mon, 1 Feb.One-way flight with Etihad Airways.Outbound indirect flight with Etihad Airways, departs from Chicago O'Hare International on Mon, 1 Feb, arriving in Singapore Changi.Price includes taxes and charges.From Rs110,204, select.
      Singapore.Rs111,312 per passenger.Departing Thu, 24 Sep.One-way flight with Etihad Airways.Outbound indirect flight with Etihad Airways, departs from Chicago O'Hare International on Thu, 24 Sep, arriving in Singapore Changi.Price includes taxes and charges.From Rs111,312, select.
      Singapore.Rs113,112 per passenger.Departing Wed, 5 May.One-way flight with Etihad Airways.Outbound indirect flight with Etihad Airways, departs from Chicago O'Hare International on Wed, 5 May, arriving in Singapore Changi.Price includes taxes and charges.From Rs113,112, select.
      Singapore.Rs113,112 per passenger.Departing Thu, 21 Jan.One-way flight with Etihad Airways.Outbound indirect flight with Etihad Airways, departs from Chicago O'Hare International on Thu, 21 Jan, arriving in Singapore Changi.Price includes taxes and charges.From Rs113,112, select.
      Singapore.Rs113,215 per passenger.Departing Mon, 9 Aug.One-way flight with Etihad Airways.Outbound indirect flight with Etihad Airways, departs from Chicago O'Hare International on Mon, 9 Aug, arriving in Singapore Changi.Price includes taxes and charges.From Rs113,215, select.
      Singapore.Rs113,467 per passenger.Departing Tue, 13 Apr.One-way flight with Etihad Airways.Outbound indirect flight with Etihad Airways, departs from Chicago O'Hare International on Tue, 13 Apr, arriving in Singapore Changi.Price includes taxes and charges.From Rs113,467, select.
      Singapore.Rs123,118 per passenger.Departing Wed, 3 Mar.One-way flight with Philippine Airlines.Outbound indirect flight with Philippine Airlines, departs from Chicago O'Hare International on Wed, 3 Mar, arriving in Singapore Changi.Price includes taxes and charges.From Rs123,118, select.
      Singapore.Rs123,292 per passenger.Departing Mon, 16 Nov.One-way flight with Philippine Airlines.Outbound indirect flight with Philippine Airlines, departs from Chicago O'Hare International on Mon, 16 Nov, arriving in Singapore Changi.Price includes taxes and charges.From Rs123,292, select.
      Singapore.Rs149,163 per passenger.Departing Wed, 2 Dec.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 2 Dec, arriving in Singapore Changi.Price includes taxes and charges.From Rs149,163, select.
      Singapore.Rs171,335 per passenger.Departing Fri, 2 Jul.One-way flight with Korean Air.Outbound indirect flight with Korean Air, departs from Chicago O'Hare International on Fri, 2 Jul, arriving in Singapore Changi.Price includes taxes and charges.From Rs171,335, select.
      How did we find these deals? The deals you see here are the lowest prices for flight tickets from Chicago to Singapore found in the last 12 days, and are subject to change and availability.

      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 October.
      Sep
      from Rs111,312
      Oct
      from Rs108,752
      Nov
      from Rs123,292
      Dec
      from Rs149,163
      Jan
      from Rs113,112
      Feb
      from Rs110,204
      Mar
      from Rs123,118
      Apr
      from Rs113,467
      May
      from Rs113,112
      Jun
      Find prices
      Jul
      from Rs171,335
      Aug
      from Rs113,215

      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.

      Seletar

      14km from central Singapore
      Closest
      from Rs168,292
      Search flights

      Singapore Changi

      18km from central Singapore
      Cheapest
      from Rs108,752
      Search flights

      Chicago to Singapore: Flight information

      The things to know before you go.
      Cheapest flight foundRs108,752
      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 Rs219,414. 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 Rs219,376.
      As of September 2026, there are no flights flying from Chicago to Singapore.
      The cheapest month to fly from Chicago to Singapore is usually November.
      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 Rs219,414.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Singapore on Wednesday, 25 November 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 September, the average temperature is usually around 28°C. July is typically the warmest month in Singapore, when it usually averages around 29°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging 25°C. The rainiest month is November.
      The cheapest airline that flies to Singapore is Air Canada .

      Flying from Chicago to Singapore: what you need to know

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

      • When it comes to choosing where to land in Singapore, Singapore Changi Airport (SIN) and Seletar Airport (XSP) are the chief entry points.

      • Singapore's timezone is UTC+8, making Singapore 14 hours ahead of Chicago.

      • Give yourself plenty of time to get on your Chicago to Singapore flight. As a rule of thumb, arrive two hours before international departures and an hour ahead for domestic flights.

      • During popular months like July, it's best to get to the airport earlier than usual. Arrive two hours before a domestic departure and four hours ahead of an international flight when you fly during a peak period in general.

      How to find the cheapest flights from Chicago to Singapore

      • To pick up cheap Chicago to Singapore flights, book in advance. Airlines tend to offer lower prices when flights first go on sale.

      • If you can be flexible with your travel plans, use the 'Whole month' search tool. It'll show you the cheapest price across every month when looking for your plane ticket from Chicago to Singapore.

      • Cut down on the time spent looking for cheap flights from Chicago to Singapore by setting up a Price Alert. You'll receive an email or notification through the app when a new low fare is offered.

      • Pick your ideal departure and arrival times, number of stops and airlines with the filters. Alternatively, sort your Chicago to Singapore flight results by 'Best,' 'Fastest' or 'Cheapest.'

      Flying from Chicago

      Chicago O'Hare International Airport (ORD)

      • Consider adding a stopover to potentially find a cheaper Chicago to Singapore flight. Just deselect 'Direct flights only' when searching for departures from Chicago O'Hare International Airport. Take a pause at one of these popular airports:

        • Shanghai Pudong Airport (PVG)

        • London Heathrow Airport (LHR)

        • Beijing Capital Airport (PEK)

      • ORD is about 26 kilometres from central Chicago. If you're ride-sharing, driving or catching a taxi from the centre, it'll take you 30 minutes or so to get there, depending on traffic. If you're using public transport, expect the travel time to be around 45 minutes.

      • Want an easy start to your travels? Stay near Chicago O'Hare International Airport. Whether you've booked an early flight from Chicago to Singapore or want to avoid feeling rushed, these hotels are just the thing:

      • Of the departures from Chicago O'Hare International Airport, 70% land on schedule at their destination.

      • ORD is located at 10000 West O'Hare.

      Chicago Midway Airport (MDW)

      • Split up your Chicago to Singapore flight with a stop so you can freshen up or cross another place off your list. Some great stopovers between Chicago Midway Airport and Singapore are:

        • Los Angeles International Airport (LAX)

        • Seattle / Tacoma International Airport (SEA)

        • San Francisco International Airport (SFO)

      • MDW is about 14 kilometres from central Chicago. It'll take 25 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 30 minutes.

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

      • Chicago Midway Airport has an on-time performance of 76%. This figure provides insight into how often flights that leave from this airport arrive at their destination on schedule.

      • MDW is located at 5700 South Cicero.

      Arriving in Singapore

      Singapore Changi Airport (SIN)

      • Singapore Changi Airport (SIN) to central Singapore takes about 25 minutes by car. The centre is roughly 18 kilometres away.

      • It typically takes 40 minutes to get there when travelling by public transport.

      • The last thing you want is a lengthy journey to your hotel if you're getting in late on a flight from Chicago to Singapore. Check in to one of these accommodation options near SIN instead:

      • Travel at your own speed with a Singapore Changi Airport rental car. Pick up a set of wheels from Avis, Sixt or Green Motion and discover more of Singapore and beyond.

      • Reserving your vehicle from Singapore Changi Airport around two weeks in advance can help you secure the lowest rate.

      Seletar Airport (XSP)

      • Once your flight from Chicago to Singapore has touched down, you can get to the city centre in around 25 minutes by car. Central Singapore is approximately 14 kilometres from Seletar Airport (XSP).

      • Public transport will get you there in approximately 1 hour.

      • You'll find some comfortable places ready to welcome you near XSP. Settle in and get cosy after your Chicago to Singapore flight at any of these well-located options:

      Best time to go to Singapore

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

      • Book a Chicago to Singapore ticket departing in May if you're eager to experience 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 flights from Chicago to Singapore around that time if you want to travel in cooler conditions.

      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 options your base for exploring Singapore:

      • Every great holiday has to include a little sightseeing. Marina Bay Sands, Gardens by the Bay and Merlion are must-visits when exploring Singapore.

      More travel options

      Plan the rest of your trip from Chicago to Singapore

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.