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Flights from Singapore to Chicago

Airlines Flying from Singapore to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
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Flight deals from Singapore to Chicago

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • Round-trip
  • One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Information from Singapore to Chicago

Cheapest one-way flight price HK$3,691
Off-season travel month March
Peak season for travel July
Flight distance 15,077.88km
Popular airline Air Canada

Find the best time to fly from Singapore to Chicago

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
From price
Search

  • Jun

    25 1
  • 1 8
  • 8 15
  • 15 22
  • 22 29

  • Jul

    29 6
  • 6 13
  • 13 20
  • 20 27

  • Aug

    27 3
  • 3 10
  • 10 17
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

FAQ

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

    Airlines adjust prices for flights from Singapore to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Singapore (SIN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around HK$11,677.

  • How many airports in Chicago (CHI)?

How to find a cheap flight from Singapore to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Singapore to Chicago. Book your flights at the right time and save more.
1
Be flexible with your travel dates to get the cheapest flight from Singapore to Chicago.
Simply tap "Date" on the flight search bar to browse through the calendar and check out airfare from Singapore to Chicago over the next 6 months in 2025. If you're planning to fly within the next three months, it looks like the most affordable option is on Wed, Jun 4, with one-way flights priced at just HK$3627.
2
Compare cheap flight deals from Singapore to Chicago across hundreds of airlines.
With our extensive search, you can compare prices from over 500 airlines to find the cheapest flight tickets from Singapore to Chicago. The cheapest airline for this route is Japan Airlines.
3
Set up a Price Alert
By setting up a Price Alert for your journey from Singapore to Chicago, you can easily keep an eye on ticket prices without having to check every day.
4
Don't miss out on cheap flight deals and promo codes from Singapore to Chicago.
You can always find the latest offers through Trip.com Deals and Promo Codes for cheap flights. By signing up for a free membership, you'll get access to even more deals for your flights.
5
Book early or wait until the last minute.
It's usually best to book early. Flight tickets are often cheapest when they're first released, typically about a year before the departure date. So, have a look online as soon as the flights you're interested in become available. If you miss the cheapest time, you might still find some good deals as the departure date gets closer.
6
Search for flights on the go.
For the best travel flight booking experience, download the Trip.com app. You can search for cheap flights from Singapore to Chicago and snag some exclusive deals just for you.

More Travel Options

  • Top Routes from Singapore
  • Top Routes to Chicago
  • Popular Airlines