Cheap Flights from Singapore to Chicago from $528

Frequently Asked Questions

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

  Based on Trip.com data, Singapore Airlines offers one-way fares as low as $528 on Cheapest nonstop routes (e.g. SIN to ORD on Wed, May 6), while All Nippon Airways offers Cheapest nonstop round-trips from $854 departing on Wed, Apr 15 and returning on Wed, Apr 22.

• Which airlines offer direct flights from Singapore to Chicago?

  At the moment, you can catch a nonstop flight from Singapore to Chicago with the following airlines, including: Scoot 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 Singapore to Chicago?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Singapore to Chicago 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 Singapore to Chicago?

  To find best deals on flights from Singapore to Chicago, 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, May 6, with one-way flights priced at just $528.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Singapore Airlines.
  · 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 Chicago travel is around January.
  · Get exclusive promo codes for Trip.com app users.

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

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

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

  After crunching the numbers on our March flight calendar, it's currently cheapest to fly from Singapore to Chicago on March 29, 2026 with United Airlines, with prices starting at $575.

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

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

• Is there any time difference between Singapore and Chicago?

  The time difference between Chicago and Singapore is 14h.

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

  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.