Cheap Flights from Chicago to Singapore from $378

Frequently Asked Questions

• What are the cheapest flights from Chicago to Singapore (CHI-SIN)?

  Based on Trip.com data, Air India offers one-way fares as low as $378 on Cheapest nonstop routes (e.g. ORD to SIN on Wed, Apr 22), while United Airlines offers Cheapest nonstop round-trips from $934 departing on Tue, May 5 and returning on Tue, May 12.

• Which airlines offer direct flights from Chicago to Singapore?

  At the moment, you can catch a nonstop flight from Chicago to Singapore with the following airlines, including: American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• When is the best time to book flights from Chicago to Singapore?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Singapore is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How can I find the best deals on flights from Chicago to Singapore?

  To find best deals on flights from Chicago to Singapore, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Wed, Apr 22, with one-way flights priced at just $378.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Air India.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Singapore travel is around January.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from Chicago (CHI) to Singapore (SIN) the cheapest?

  The cheapest months to fly from Chicago to Singapore is September, when demand for travel is lower.

• Which upcoming date is cheapest to fly from Chicago to Singapore on?

  After crunching the numbers on our April flight calendar, it's currently cheapest to fly from Chicago to Singapore on April 27, 2026 with Air India, with prices starting at $366.

• Which airports can I fly to for Singapore from Chicago?

  You can land at any one of the following hubs in Singapore, with Chicago O'Hare International Airport to Singapore Changi Airport (ORD-SIN) is by far the most common option on this route: Singapore Changi Airport (SIN) Seletar Airport (XSP).

• Is there any time difference between Chicago and Singapore?

  The time difference between Singapore and Chicago is 14h.

• How do I change or cancel my ticket from Chicago to Singapore?

  Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.