CHI - SIN

S$ 460 Find Cheap Flights from Chicago to Singapore

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 25-9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Singapore

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore, as well as popular online travel agencies
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 28% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Chicago to Singapore

Tue, 28 Oct - Mon, 3 Nov
Korean Air Logo
12:15 - 05:00ORD-SIN
27h 45m1 stop
Korean Air Logo
01:35 - 08:30SIN-ORD
20h 55m1 stop
S$ 910Korean Air
Find Deal
Tue, 28 Oct - Mon, 3 Nov
Korean Air Logo
12:15 - 05:00ORD-SIN
27h 45m1 stop
Korean Air Logo
01:35 - 08:30SIN-ORD
20h 55m1 stop
S$ 911Korean Air
Find Deal
Mon, 26 Jan - Tue, 3 Feb
Cathay Pacific Logo
14:40 - 05:40ORD-SIN
25h 00m1 stop
Cathay Pacific Logo
10:00 - 13:00SIN-ORD
41h 00m1 stop
S$ 912Cathay Pacific
Find Deal
Mon, 3 Nov - Mon, 10 Nov
Cathay Pacific Logo
14:40 - 05:40ORD-SIN
25h 00m1 stop
Cathay Pacific Logo
01:25 - 13:00SIN-ORD
25h 35m1 stop
S$ 914Cathay Pacific
Find Deal
Mon, 20 Oct - Mon, 27 Oct
Air India Logo
13:10 - 07:15ORD-SIN
29h 05m1 stop
Air India Logo
23:00 - 12:30SIN-ORD
50h 30m1 stop
S$ 1,033Air India
Find Deal
Mon, 3 Nov - Tue, 11 Nov
Air India Logo
13:30 - 07:00ORD-SIN
27h 30m1 stop
Air India Logo
20:30 - 11:30SIN-ORD
29h 00m2 stops
S$ 1,055Air India
Find Deal
Sat, 4 Oct - Fri, 10 Oct
 Logo
07:00 - 23:20ORD-SIN
27h 20m2 stops
 Logo
00:20 - 23:59SIN-ORD
36h 39m2 stops
S$ 1,066
Find Deal
Wed, 26 Nov - Fri, 19 Dec
Turkish Airlines Logo
11:50 - 10:00ORD-SIN
32h 10m1 stop
Turkish Airlines Logo
11:40 - 10:05SIN-ORD
36h 25m1 stop
S$ 1,132Turkish Airlines
Find Deal
Thu, 27 Nov - Mon, 1 Dec
Turkish Airlines Logo
11:50 - 08:45ORD-SIN
30h 55m1 stop
Turkish Airlines Logo
23:25 - 10:05SIN-ORD
24h 40m1 stop
S$ 1,178Turkish Airlines
Find Deal
Mon, 9 Feb - Sun, 8 Mar
 Logo
08:15 - 13:05MDW-SIN
38h 50m2 stops
 Logo
14:25 - 04:30SIN-MDW
28h 05m2 stops
S$ 1,575
Find Deal

Everything you should know

Top airlines
Korean Air
Cheapest • from S$ 910 (return)
Turkish Airlines
Best reviews • 7.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 29% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest return fare
S$ 910
Overall average: S$ 1,098
Korean Air
Tue 28-10Mon 3-11
ORD - SIN • 1 stop
Cheapest one-way flight
S$ 460
Typical prices: S$ 584-766
Cathay Pacific
Thu 25-9
ORD - SIN • 1 stop
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Singapore!
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all round-trip flights from Chicago to Singapore clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Singapore on a Wednesday and more expensive on a Saturday. On your return trip to Chicago, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is September, where tickets cost S$ 1,032 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is S$ 2,372 and S$ 1,830 respectively.

How far in advance should I book a flight from Chicago to Singapore?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flightS$ 460
Best time to beat the crowds (29% less expensive on average)
Most popular time to fly (64% more expensive on average)
Flight from Chicago O'Hare 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Singapore

  • 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.

  • What is the cheapest flight from Chicago to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago to Singapore was S$ 359 for a one-way ticket and S$ 710 for a return.

  • Which airports will I be using when flying from Chicago to Singapore?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Singapore (Singapore Changi). The cheapest flights are generally found on the Chicago O'Hare Airport to Singapore Changi flight route.

  • Which aircraft models fly most regularly from Chicago to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Singapore?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Chicago and Singapore, with Star Alliance being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Singapore with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Singapore from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Singapore

  • 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.

Reviews of the top airline flying from Chicago to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
Turkish AirlinesOverall score based on 3968 reviews
7.3Comfort
7.7Crew
7.4Food
7.3Boarding
7.4Entertainment
Airline reviews

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

2.0 MediocreRaj, Sept 2025LAX - IST
Read more Turkish Airlines reviews

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

my experience was great with Turkish airlines . the problem i encountered was with kayak booking. When I booked . it showed that im allowed a bag . and when I got to the airport, i had to pay $165 for one bag.

Not up to Business Class standards. Two of the three toilets were out of order. The hostesses were aware and didn’t show any responsible act to do something. Food quality was not what we expect from Turkish hospitality. Overall we were not impressed and disappointed.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

I was not given basinett seat.The connecting flight was missed due to airline fault i was not accomodated for hotel.Drinks were normt served frewuently.Never travelling again on tirkish airlines.I always travel wiyh family by turkish airline but no more.zero stars

The crew were very hospitable and pleasant. The food was pretty good. Unfortunately, there was a flight delay of more than 2 hours. We're not sure why but it appeared to be outside the control of Turkish Airlines.

Bough tickets with luggage, but made me pay at Airport as well

The economy seat was so uncomfortable, had not enough leg room for 13 hours flight, front seat basket was broken and couldn’t hold anything, food quality was horrible( we got food poisoned ) we charged for logged which used to be free. We paid too much for this flight and very disappointed. Turkish air line better to make satisfy and respect people instead of find different way to scam people.

This is really the rating of two flights. JFK to IST then IST to NQZ. New York to Istanbul was good. Good crew and all positives. The flight to Astana was so bad that brought it all down. Crew was nonexistent above the minimum, seats were cramped, and it was hot on the plane. Turkish Airlines seems to be slipping down to US based carriers level.

The 2 agents on the check in counter were super nice , helpful and very polite. Boarding was like a 1 2 3, I would recommend Turkish airlines for your next trip.

Everything you need to know for your flight from Chicago to Singapore

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.