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Flights from Singapore to Chicago

Hi, I've summed up all the key info for Singapore to Chicago flights

Cheapest one-way

$ 431
Air Canada Fri, Nov 13

55% below next 30d avg. ($952)

Cheapest round-trip

$ 641
Air Canada Sun, Nov 1

Recommended airlines

When to travel

NovemberCheapest month
JanuaryPeak month

With a lowest one-way fare of $431 , travelers can expect an average price of $952 for upcoming trips, while round-trip tickets start at $641 . You can arrive at any of the following airports in Chicago: O'Hare International Airport (ORD) , Chicago Midway International Airport (MDW) , and Chicago Rockford International Airport (RFD) . Flights from Singapore Changi Airport to O'Hare International Airport (SIN-ORD) are by far the most popular option for this route. To secure the best rates, booking 40 days in advance is recommended, and the cheapest travel days are Tuesday, Wednesday, and Saturday .

Updated 8h ago · This content is an AI-powered summary based on Trip.com data. Prices and availability are subject to change. Please refer to actual prices, availability, and travel conditions.

Explore the cheapest one-way and round-trip flights from Singapore to Chicago over the next 90 days, with one-way fares from $431 and round-trip from $641. Based on Trip.com's latest 7-day flight data.

      • SIN 8:40 AM
        19h 57m
        1 stop
        ORD 2:37 PM
        Singapore - Chicago | Sun, Nov 1 | Air Canada
        ORD 3:30 PM
        25h 30m
        1 stop
        SIN 7:00 AM
        Chicago - Singapore | Wed, Nov 4 | Air Canada
        $641 $708
        9% off
        9% off
        $708 $641
      • SIN 8:40 AM
        19h 57m
        1 stop
        ORD 2:37 PM
        Singapore - Chicago | Thu, Nov 5 | Air Canada
        ORD 3:30 PM
        25h 30m
        1 stop
        SIN 7:00 AM
        Chicago - Singapore | Tue, Nov 10 | Air Canada
        $643 $708
        9% off
        9% off
        $708 $643
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Tue, Sep 29 | Air Canada
        ORD 3:40 PM
        24h 35m
        1 stop
        SIN 5:15 AM
        Chicago - Singapore | Tue, Oct 6 | Air Canada
        $644 $708
        9% off
        9% off
        $708 $644
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Tue, Oct 6 | Air Canada
        ORD 3:40 PM
        24h 35m
        1 stop
        SIN 5:15 AM
        Chicago - Singapore | Sun, Oct 11 | Air Canada
        $644
        9% off
        $708 $644
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Sat, Oct 24 | Air Canada
        ORD 3:30 PM
        26h 30m
        1 stop
        SIN 7:00 AM
        Chicago - Singapore | Thu, Oct 29 | Air Canada
        $644
        9% off
        $708 $644
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Sun, Oct 18 | Air Canada
        ORD 3:30 PM
        26h 30m
        1 stop
        SIN 7:00 AM
        Chicago - Singapore | Sun, Oct 25 | Air Canada
        $644
        9% off
        $708 $644
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Tue, Oct 13 | Air Canada
        ORD 3:40 PM
        24h 35m
        1 stop
        SIN 5:15 AM
        Chicago - Singapore | Fri, Oct 16 | Air Canada
        $644
        9% off
        $708 $644
      • SIN 8:40 AM
        19h 57m
        1 stop
        ORD 2:37 PM
        Singapore - Chicago | Tue, Nov 10 | Air Canada
        ORD 3:30 PM
        25h 30m
        1 stop
        SIN 7:00 AM
        Chicago - Singapore | Sun, Nov 15 | Air Canada
        $644
        9% off
        $708 $644
      • SIN 8:40 AM
        19h 57m
        1 stop
        ORD 2:37 PM
        Singapore - Chicago | Sun, Nov 8 | Air Canada
        ORD 3:30 PM
        25h 30m
        1 stop
        SIN 7:00 AM
        Chicago - Singapore | Wed, Nov 11 | Air Canada
        $644
        9% off
        $708 $644
      • SIN 8:40 AM
        19h 57m
        1 stop
        ORD 2:37 PM
        Singapore - Chicago | Sat, Nov 7 | Air Canada
        ORD 3:30 PM
        25h 30m
        1 stop
        SIN 7:00 AM
        Chicago - Singapore | Wed, Nov 11 | Air Canada
        $644
        9% off
        $708 $644
      • SIN 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Singapore - Chicago | Thu, Sep 17 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        SIN 4:00 PM
        Chicago - Singapore | Sat, Sep 19 | Normal Airline
        Find more flights
        Find more flights
      • SIN 8:40 AM
        19h 57m
        1 stop
        ORD 2:37 PM
        Singapore - Chicago | Fri, Nov 13 | Air Canada
        $431 $519
        17% off
        17% off
        $519 $431
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Sun, Oct 11 | Air Canada
        $470 $519
        9% off
        9% off
        $519 $470
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Thu, Oct 8 | Air Canada
        $470 $519
        9% off
        9% off
        $519 $470
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Tue, Oct 6 | Air Canada
        $470
        9% off
        $519 $470
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Thu, Oct 15 | Air Canada
        $470
        9% off
        $519 $470
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Tue, Oct 13 | Air Canada
        $471
        9% off
        $519 $471
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Sat, Oct 3 | Air Canada
        $471
        9% off
        $519 $471
      • SIN 8:40 AM
        19h 57m
        1 stop
        ORD 2:37 PM
        Singapore - Chicago | Tue, Nov 10 | Air Canada
        $471
        9% off
        $519 $471
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Thu, Oct 1 | Air Canada
        $471
        9% off
        $519 $471
      • SIN 7:00 AM
        20h 43m
        1 stop
        ORD 2:43 PM
        Singapore - Chicago | Tue, Sep 29 | Air Canada
        $472
        9% off
        $519 $472
      • SIN 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Singapore - Chicago | Thu, Sep 17 | Normal Airline
        Find more flights
        Find more flights

Which airlines are the most popular for Singapore to Chicago flights?

The most popular airlines flying from Singapore to Chicago are United Airlines, Air Canada, and Korean Air, among 5 carriers on this route. Air Canada offers the lowest fares. Based on Trip.com's flight booking data from the previous 12 months.
United Airlines logo United Airlines
Air Canada logo Air Canada
Korean Air logo Korean Air
EVA Air logo EVA Air
All Nippon Airways logo All Nippon Airways
Airlines are determined based on actual purchased flight tickets from Singapore to Chicago according to previous 12 months data from Trip.com.

Trip.com price insights on flights from Singapore to Chicago

Which month has the cheapest one-way flights from Singapore to Chicago?

The average price of one-way flights from Singapore to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from Singapore to Chicago is February, with an average price of $677; while the month with the highest flight price is usually March, with an average price of up to $1,129.

$1,129
$903
$677
$451
    Cheapest
  • $741
    Sep
  • $768
    Oct
  • $810
    Nov
  • $719
    Dec
  • $998
    Jan
  • $677
    Feb
  • $1,129
    Mar
  • $1,034
    Apr
  • $865
    May
  • $843
    Jun
  • $893
    Jul
  • $1,053
    Aug

What is the cheapest month for round-trip flights from Singapore to Chicago?

Average price of round-trip flights from Singapore to Chicago purchased by Trip.com users by month over the past 12 months

According to historical data from Trip.com, the lowest prices for flights from Singapore to Chicago are found during April, with an average price of $995. Conversely, the highest prices are found during December, with an average price of up to $1,843.

$1,843
$1,419
$995
$571
    Cheapest
  • $1,329
    Sep
  • $1,200
    Oct
  • $1,446
    Nov
  • $1,843
    Dec
  • $1,551
    Jan
  • $1,439
    Feb
  • $1,591
    Mar
  • $995
    Apr
  • $1,557
    May
  • $1,759
    Jun
  • $1,529
    Jul
  • $1,750
    Aug

When is the cheapest day to fly from Singapore to Chicago during Columbus Day?

Data is based on the lowest one-way price from Singapore to Chicago during Columbus Day on Trip.com in the past 3 days.

Columbus Day is scheduled for Oct 12. The cheapest flights from Singapore to Chicago are available on Oct 10, with fares starting at $485.

$785
$635
$485
$335
  • $507
    9
    Oct
  • $485
    10
  • $577
    11
  • $486
    12
  • $779
    13
  • $785
    14

Frequently Asked Questions

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

    Based on Trip.com data, Air Canada offers one-way fares as low as $431 on Cheapest nonstop routes (e.g. SIN to ORD on Fri, Nov 13), while Air Canada offers Cheapest nonstop round-trips from $641 departing on Sun, Nov 1 and returning on Wed, Nov 4.
  • 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.
  • 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.
  • 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 Fri, Nov 13, with one-way flights priced at just $431.
    · 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 Canada.
    · 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.
  • The cheapest months to fly from Singapore to Chicago is November, when demand for travel is lower.
  • After crunching the numbers on our September flight calendar, it's currently cheapest to fly from Singapore to Chicago on September 29, 2026 with Air Canada, with prices starting at $484.
  • You can arrive at any of the following airports in Chicago: O'Hare International Airport (ORD), Chicago Midway International Airport (MDW), and Chicago Rockford International Airport (RFD). Flights from Singapore Changi Airport to O'Hare International Airport (SIN-ORD) are by far the most popular option for this route.
  • The time difference between Chicago and Singapore is 14h.
  • 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.
  • Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from Singapore to Chicago is $952. Fares vary by travel date, airline and availability.
  • Enter Singapore and Chicago, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.

Explore More Popular Flights

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
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.
Cancellation/change due to a flight schedule change:
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.