CHI - SIN

S$ 549 Find Cheap Flights from Chicago to Singapore – Compare and Save

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 7-9. 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, 0 bags

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Everything you should know

Cheapest return fare
S$ 1,020
Typical prices: S$ 922-S$ 1,386
Cathay Pacific
Wed 16-9Mon 21-9
ORD - SIN • 1 stop
Cheapest one-way flight
S$ 549
Typical prices: S$ 563-S$ 702
Cathay Pacific
Mon 7-9
ORD - SIN • 1 stop
Top airlines
Cheapest • from S$ 1,020 (return)
Best reviews • 7.3 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
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Direct flights
Not available
There are currently no direct flights between Chicago and Singapore. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
Top stopover airports
Cheapest • Avg S$ 1,168 (return)
Shortest trip • 22h 15m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 23% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Wed, 16 Sep - Mon, 21 Sep
Cathay Pacific Logo
16:15 - 11:45
ORD
-
SIN
30h 30m
1 stop
Cathay Pacific Logo
20:05 - 13:55
SIN
-
ORD
30h 50m
1 stop
S$ 1,020Cathay Pacific
Mon, 14 Sep - Mon, 21 Sep
Cathay Pacific Logo
16:00 - 05:30
ORD
-
SIN
24h 30m
1 stop
Cathay Pacific Logo
20:05 - 13:55
SIN
-
ORD
30h 50m
1 stop
S$ 1,031Cathay Pacific
Mon, 7 Sep - Wed, 16 Sep
Cathay Pacific Logo
16:00 - 11:45
ORD
-
SIN
30h 45m
1 stop
Cathay Pacific Logo
18:00 - 13:55
SIN
-
ORD
32h 55m
1 stop
S$ 1,066Cathay Pacific
Mon, 7 Sep - Wed, 16 Sep
Cathay Pacific Logo
16:00 - 11:45
ORD
-
SIN
30h 45m
1 stop
Cathay Pacific Logo
20:05 - 13:55
SIN
-
ORD
30h 50m
1 stop
S$ 1,066Cathay Pacific
Thu, 31 Dec - Thu, 14 Jan
JetBlue Logo
18:50 - 08:45
ORD
-
SIN
23h 55m
1 stop
JetBlue Logo
03:15 - 14:30
SIN
-
ORD
25h 15m
1 stop
S$ 1,408JetBlue
Thu, 7 Jan - Thu, 14 Jan
JetBlue Logo
18:50 - 08:45
ORD
-
SIN
23h 55m
1 stop
JetBlue Logo
03:15 - 14:30
SIN
-
ORD
25h 15m
1 stop
S$ 1,420JetBlue
Wed, 6 Jan - Thu, 14 Jan
JetBlue Logo
18:50 - 08:45
ORD
-
SIN
23h 55m
1 stop
JetBlue Logo
03:15 - 14:30
SIN
-
ORD
25h 15m
1 stop
S$ 1,420JetBlue
Wed, 19 Aug - Wed, 26 Aug
United Airlines Logo
05:00 - 18:35
ORD
-
SIN
24h 35m
2 stops
United Airlines Logo
08:45 - 18:32
SIN
-
ORD
22h 47m
1 stop
S$ 1,730United Airlines
Sun, 16 Aug - Mon, 24 Aug
United Airlines Logo
22:00 - 18:35
ORD
-
SIN
31h 35m
1 stop
United Airlines Logo
08:45 - 04:45
SIN
-
ORD
33h 00m
2 stops
S$ 1,730United Airlines
Mon, 17 Aug - Thu, 27 Aug
United Airlines Logo
05:00 - 18:35
ORD
-
SIN
24h 35m
2 stops
United Airlines Logo
20:35 - 06:56
SIN
-
ORD
23h 21m
1 stop
S$ 1,730United Airlines
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.

How much is a return flight from Chicago to Singapore?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Singapore departing in September.

Flight prices are below average for this route right now.

Flights to Singapore from Chicago usually cost between S$ 1,451 and S$ 1,728 in September.
The lowest price found in the past 5 days was S$ 1,020 on Cathay Pacific (16 Sept–21 Sept).

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$ 1,166 (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$ 2,550 and S$ 1,834 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 1 week before departure.

Good to know

Low season

April

Cheapest flight

S$ 549
Best time to beat the crowds (23% less expensive on average)
Most popular time to fly (72% 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 5 days, the lowest price for a flight from Chicago to Singapore was S$ 549 for a one-way ticket and S$ 1,020 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?

    Star Alliance is the only airline alliance operating flights between Chicago and Singapore.

  • 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
Etihad AirwaysOverall score based on 1499 reviews
7.8Crew
7.2Entertainment
7.3Comfort
7.1Food
7.5Boarding
Airline reviews

Connection booked by Etihad was delayed and upon arrival to counter they closed it and denied boarding although there was still 15 minutes to go . Manager Karen was very rude and did not want to listen seems there as overbooking and canceling boarding was the only solution..

2.0 MediocreAmr, Jul 2026
ORD - AUH
Read more Etihad Airways reviews

Connection booked by Etihad was delayed and upon arrival to counter they closed it and denied boarding although there was still 15 minutes to go . Manager Karen was very rude and did not want to listen seems there as overbooking and canceling boarding was the only solution..

They lost the baggage and said it was deleted from the system. I had baggage tag so was able to file the complaint but there was no PIR number and update so far

Good one but just notice that you have to ask several time to get water or coffee .

It was fantastic. The flight from Chicago to Abu Dahbi was fantastic. The crew, food and service were amazing. Everything was handled by the crew member assigned to us , Nicholas, was usually done before we asked for it. Highly recommend Etihad!

The food could be better. Toilets were smelly all along

Bad. Flight was very uncomfortable with narrow and shallow seats, very little food and water. I will not fly etihad again.

Good range of movies but lacking decent tv shows. Wifi was really expensive on this flight, considering flights under 7 hours have a $9.99 USD charge for streaming, to jump up to $24.99 for a 7 hour 40 flight seemed a little bit of a rip off. Staff are inattentive, and really need to improve on the customer experience. The new airport is fantastic, as is the new lounge, a huge upgrade from the old airport and lounge!

One thing is very important is you people not giving seat arrangement together to couple, senior citizen. You have to take care of senior citizen. Do not look about money. Money is not important everywhere. Make relationship strong is very very important. I like Etiyad air line out of all air line. Food was hot and delicious. Air hostess gave very good service, nice attitude, very good behaviour. I gave 10 out of 10 marks. Thanks Jivraj

Crew member took too long time to take back leftover food plates from passenger seats. Food was nice.Easy excellent checking.Guy at checking counter was really kind and helpful.Made our checking very quickly. Leftover food should be taken back ASAP. Because in economy class passanger have narrow space . In the long journey like this, passanger have difficulties to sit with the plates.overall experience was good.

crew as a whole is pretty mediocre. dont seem to care much for passengers. Asked 3 different crew for custom papers for immigration check in and they all said i could get it in the airport. have flown to india 3 times prior to this with Qatar and Emirates and they have always provided this paper ahead of landing to speed up the check in process. Also felt in general the crew is irritated and overworked. The one lady in my aisle from Chicago to Abu Dhabi was very pleasant but i was noticing the other crew were nice to each other but pretty cold with the passengers. Not what i usually have experienced from this type of overseas travel. Ive always felt the crew in qatar and emirates were overly sweet and pleasant but having seen the opposite this time i definitely prefer the former.

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

Information on your arrival and departure airports