CHI - SIN

S$ 479 Find Cheap Flights from Chicago to Singapore – Compare and Save

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Everything you should know

Cheapest return flight
S$ 1,005
Typical prices: S$ 1,205-S$ 2,030
Air Canada
Sat 27-10Sat 10-11
ORD - SIN • 1 stop
Cheapest one-way flight
S$ 479
Typical prices: S$ 648-S$ 1,259
Etihad Airways
Fri 19-10
ORD - SIN • 1 stop
Direct flights
There are currently no direct flights between Chicago and Singapore. You'll need to take a connecting flight to reach the destination.
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Top routes
Cheapest • 18% average savings
Most popular
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When to book
in advance
Our data shows that travellers who book at least 26 weeks in advance save around 21% compared to booking last minute.
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When to travel
Cheapest • 27% price drop
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Cheapest • Avg S$ 1,037 (return)
Shortest trip • 22h 36m (one-way)
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We hope you enjoy your trip to Singapore!
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Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Chicago to Singapore

Thu, 12 Nov - Thu, 19 Nov
Air Canada Logo
15:30 - 07:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
25h 30m1 stop Vancouver Intl
Air Canada Logo
08:40 - 14:37SIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
S$ 1,005Air Canada
Tue, 27 Oct - Tue, 10 Nov
Air Canada Logo
15:30 - 07:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
26h 30m1 stop Vancouver Intl
Air Canada Logo
08:40 - 14:37SIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
S$ 1,005Air Canada
Tue, 27 Oct - Tue, 10 Nov
Air Canada Logo
15:30 - 07:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
26h 30m1 stop Vancouver Intl
Air Canada Logo
08:40 - 14:37SIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
S$ 1,005Air Canada
Tue, 27 Oct - Tue, 10 Nov
Air Canada Logo
15:30 - 07:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
26h 30m1 stop Vancouver Intl
Air Canada Logo
08:40 - 19:52SIN  Singapore Changi-ORD Chicago O'Hare Intl
25h 12m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl
S$ 1,009Air Canada
Thu, 12 Nov - Thu, 19 Nov
Air Canada Logo
13:55 - 07:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
27h 05m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
Air Canada Logo
08:40 - 14:37SIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
S$ 1,009Air Canada
Tue, 27 Oct - Tue, 10 Nov
Air Canada Logo
13:55 - 07:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
28h 05m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
Air Canada Logo
08:40 - 14:37SIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
S$ 1,009Air Canada
Tue, 27 Oct - Tue, 10 Nov
Air Canada Logo
15:30 - 07:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
26h 30m1 stop Vancouver Intl
Air Canada Logo
08:40 - 19:52SIN  Singapore Changi-ORD Chicago O'Hare Intl
25h 12m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl
S$ 1,009Air Canada
Wed, 30 Sep - Tue, 6 Oct
Delta Logo
09:29 - 23:55MDW  Chicago Midway-SIN Singapore Changi
25h 26m2 stops Detroit Metropolitan Wayne County Incheon Intl
Delta Logo
07:30 - 22:33SIN  Singapore Changi-MDW Chicago Midway
28h 03m2 stops Incheon Intl Atlanta Hartsfield-Jackson
S$ 1,185Delta
Sat, 14 Nov - Fri, 27 Nov
United Airlines Logo
14:30 - 08:00ORD  Chicago O'Hare Intl-SIN Singapore Changi
27h 30m2 stops Denver Intl San Francisco
United Airlines Logo
10:10 - 00:59SIN  Singapore Changi-ORD Chicago O'Hare Intl
28h 49m2 stops San Francisco Los Angeles Los Angeles
S$ 1,704United Airlines
Thu, 1 Oct - Mon, 5 Oct
United Airlines Logo
05:00 - 18:35ORD  Chicago O'Hare Intl-SIN Singapore Changi
24h 35m2 stops Denver Intl San Francisco
United Airlines Logo
20:35 - 05:59SIN  Singapore Changi-ORD Chicago O'Hare Intl
22h 24m1 stop San Francisco
S$ 2,806United Airlines
Booking Insights

Price, demand, and travel trends for Chicago to Singapore flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Chicago to Singapore with more confidence.

How much is a return flight from Chicago to Singapore?

Return flights from Chicago to Singapore start at S$ 1,005. Prices are below average for this route right now, with typical return fares ranging from S$ 1,205 to S$ 2,030. The lowest price found in the past 5 days was S$ 1,005 on Air Canada.

What is the cheapest Chicago to Singapore flight route?

Chicago O'Hare Intl Airport (ORD) to Singapore (SIN) is the cheapest Chicago to Singapore route, averaging S$ 1,559 return. Other Chicago to Singapore routes average S$ 2,236, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Singapore?

Tuesday is the cheapest day of the week to fly from Chicago to Singapore and is 16% cheaper than the average day. Friday is the most expensive day with flight prices 15% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Singapore?

  • September is the cheapest month to fly from Chicago to Singapore at S$ 1,140 return.
  • December (S$ 2,360) and July (S$ 1,725) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 107% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Singapore the cheapest?

Flights from Chicago to Singapore are cheapest 26 weeks before departure. Booking in this window typically costs about 21% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Chicago to Singapore flights

Low season

May

Cheapest flight

S$ 479
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly and prices are also 19% lower on average.
Flights from Chicago O'Hare Intl Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Chicago to Singapore flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • Which airports can I use when flying from Chicago to Singapore?

    Flights from Chicago to Singapore may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Singapore Changi (SIN).

  • Which cabin classes can I book on flights from Chicago to Singapore?

    Three cabin classes are available on flights from Chicago to Singapore:

    • Economy class
    • Business Class
    • First Class

  • Which airports do connecting flights from Chicago to Singapore pass through?

    One-stop flights from Chicago to Singapore most commonly connect through:

    • San Francisco (SFO) – 25% of one-stop connections
    • Doha Hamad Intl (DOH) – 16% of one-stop connections
    • Hong Kong Intl (HKG) – 13% of one-stop connections
    • Istanbul (IST) – 11% of one-stop connections

    San Francisco (SFO) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Singapore?

    Yes. Being flexible with your travel dates can save you up to 28% on the Chicago to Singapore route. Tuesday is the cheapest departure day at S$ 1,312 return on average, while Friday is the most expensive at S$ 1,798, a difference of S$ 486. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Singapore?

    Some of the most popular sights in Singapore are Sentosa, Orchard Road, and Mustafa Centre. These are among the most viewed places in Singapore on KAYAK.

  • How expensive are last-minute Chicago to Singapore flights?

    Last-minute fares on this route (booked within 2 weeks of departure) run 1% below the route average of S$ 1,561. Booking late can sometimes save money on this route, but inventory is limited.

  • How long is a flight from Chicago to Singapore?

    A direct flight from Chicago to Singapore takes 0h 00m, covering 24,232 km.

  • Do I need a passport to fly from Chicago to Singapore?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How are flight prices from Chicago to Singapore looking right now?

    One-way fares from Chicago to Singapore are currently higher than usual. Average one-way flight prices are about S$ 2,257, which is 167% above the typical average for this route.

  • How much time can I save by choosing a different stopover airport from Chicago to Singapore?

    Flying via Taipei City Taiwan Taoyuan Intl (TPE) gives the shortest average 1-stop total travel time of 22h 36m, compared to 22h 39m via Vancouver Intl (YVR) and 22h 44m via Tokyo Narita (NRT).

  • What is the time difference between Chicago and Singapore?

    Singapore is 13 hours ahead of Chicago (Singapore Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which car hire options are available at Singapore Changi Airport (SIN)?

    Singapore Changi Airport (SIN) hosts 5 major car hire companies, with daily rates starting from around S$ 74 for economy cars. Top options include:
    • Avis
    • Sixt
    • Thrifty
    • Hertz
    • Europcar

  • How much should I expect to pay for a Chicago to Singapore flight?

    Return flights from Chicago to Singapore range from S$ 1,205 to S$ 2,030, with an average of S$ 1,561 over the past 12 months. Anything below S$ 1,205 counts as a good deal.

Your guide to booking Chicago to Singapore flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure instead of Friday. On this route, Tuesday flights average S$ 1,312 – about S$ 486 less than Friday (27% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 21% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Singapore trip for September. Fares historically average S$ 1,140 return in that month – typically S$ 1,221 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Singapore Changi Airport.
    - Crowne Plaza Changi Airport by IHG
    - Changi Transit Hotel Terminal 1
    - The Haven by Jetquay
  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.

More options for your flight from Chicago to Singapore

Complete your trip to Singapore with a hotel stay or car hire