CHI - SIN

S$ 412 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 1-9. 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

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
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Everything you should know

Cheapest return fare
S$ 1,077
Overall average: S$ 1,107
Korean Air
Wed 9-9Sun 13-9
ORD - SIN • 1 stop
Cheapest one-way flight
S$ 412
Typical prices: S$ 560-S$ 591
Philippine Airlines
Tue 1-9
ORD - SIN • 2 stops
Top airlines
Cheapest • from S$ 1,077 (return)
Best reviews • 7.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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$ 1,162 (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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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Singapore!
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, 9 Sep - Sun, 13 Sep
Korean Air Logo
12:10 - 05:00
ORD
-
SIN
27h 50m
1 stop
Korean Air Logo
01:25 - 09:30
SIN
-
ORD
21h 05m
1 stop
S$ 1,077Korean Air
Fri, 21 Aug - Wed, 9 Sep
Korean Air Logo
12:30 - 19:15
ORD
-
SIN
41h 45m
1 stop
Korean Air Logo
01:25 - 09:30
SIN
-
ORD
21h 05m
1 stop
S$ 1,079Korean Air
Wed, 29 Apr - Wed, 6 May
Turkish Airlines Logo
20:10 - 17:55
ORD
-
SIN
32h 45m
1 stop
Turkish Airlines Logo
11:10 - 09:40
SIN
-
ORD
35h 30m
1 stop
S$ 1,080Turkish Airlines
Sun, 26 Apr - Tue, 12 May
Turkish Airlines Logo
11:25 - 17:55
ORD
-
SIN
41h 30m
1 stop
Turkish Airlines Logo
05:25 - 09:40
SIN
-
ORD
41h 15m
1 stop
S$ 1,088Turkish Airlines
Sun, 26 Apr - Tue, 12 May
Turkish Airlines Logo
11:25 - 17:55
ORD
-
SIN
41h 30m
1 stop
Turkish Airlines Logo
05:25 - 09:40
SIN
-
ORD
41h 15m
1 stop
S$ 1,090Turkish Airlines
Wed, 9 Sep - Mon, 14 Sep
Delta Logo
16:30 - 19:15
MDW
-
SIN
37h 45m
2 stops
Delta Logo
07:30 - 21:46
SIN
-
MDW
27h 16m
2 stops
S$ 1,091Delta
Wed, 9 Sep - Mon, 14 Sep
Delta Logo
07:15 - 05:00
ORD
-
SIN
32h 45m
2 stops
Delta Logo
07:30 - 23:57
SIN
-
ORD
29h 27m
2 stops
S$ 1,091Delta
Sat, 22 Aug - Tue, 8 Sep
Delta Logo
09:30 - 05:00
ORD
-
SIN
30h 30m
2 stops
Delta Logo
01:25 - 20:17
SIN
-
ORD
31h 52m
2 stops
S$ 1,093Delta
Sun, 26 Apr - Tue, 12 May
Turkish Airlines Logo
11:25 - 08:45
ORD
-
SIN
32h 20m
1 stop
Turkish Airlines Logo
10:25 - 09:40
SIN
-
ORD
36h 15m
1 stop
S$ 1,098Turkish Airlines
Sun, 26 Apr - Tue, 12 May
Delta Logo
19:43 - 23:55
ORD
-
SIN
39h 12m
2 stops
Delta Logo
07:30 - 22:27
SIN
-
ORD
27h 57m
2 stops
S$ 1,099Delta
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 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$ 1,108 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is S$ 2,440 and S$ 1,807 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 seasonJanuary
Cheapest flightS$ 412
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (70% 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$ 412 for a one-way ticket and S$ 1,077 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.

  • Which is the best airline for flights from Chicago to Singapore, Turkish Airlines or Etihad Airways?

    The two airlines most popular with KAYAK users for flights from Chicago to Singapore are Turkish Airlines and Etihad Airways. With an average price for the route of S$ 1,846 and an overall rating of 7.3, Turkish Airlines is the most popular choice. Etihad Airways is also a great choice for the route, with an average price of S$ 1,371 and an overall rating of 7.3.

  • 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 airlines 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 1426 reviews
7.2Entertainment
7.3Comfort
7.2Food
7.8Crew
7.6Boarding
Airline reviews

Dear Team, I purchased a full travel package that included 2 checked bags through you and JustFly. However, when I arrived at the airport, my ticket showed 0 checked bags. Since I was traveling internationally to India with 2 bags, It was a $200 per bag at the counter, which was extremely disappointing. For an international trip, why would I ever choose a no‑bag option for only $20–$30 less? This seems like an error in the booking process, and I am requesting clarification and a resolution. I have called JustFly and on phone for 1 hr :53 min and they couldn't help till I show some kind of proof etc which isn't possible but besides that love your service and using it for years !

2.0 MediocreAnonymous, Feb 2026
IAD - AUH
Read more Etihad Airways reviews

Dear Team, I purchased a full travel package that included 2 checked bags through you and JustFly. However, when I arrived at the airport, my ticket showed 0 checked bags. Since I was traveling internationally to India with 2 bags, It was a $200 per bag at the counter, which was extremely disappointing. For an international trip, why would I ever choose a no‑bag option for only $20–$30 less? This seems like an error in the booking process, and I am requesting clarification and a resolution. I have called JustFly and on phone for 1 hr :53 min and they couldn't help till I show some kind of proof etc which isn't possible but besides that love your service and using it for years !

Awful the whole airline arrived to check baggage and board our flight and the airline desk was closed where none of the passengers could check in baggage, asked for a supervisor and was refused a supervisor, called the airlines from the airport and they refused to refund the flights for their actions in the airport, Etihad and Garuda Airlines absolutely horrible customer service all the way around.

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

Ethiad wanted to charge me $1100 for 2 checked bags on a ticket that was $550. Nother the airline or airfare assist was willing to help before arriving at the airport. All parties said it was the other responsibility to help. Never flying ethiad or using kayak again.

It was mediocre. Honestly, the flight was late but that didn’t bother me as I had plenty of time. The only thing that bothered me is that the crew never asked to make the beds for us in business class. Maybe the crew was exhausted and that just didn’t occur to them.

We have paid premium price for a business class Cabinet and we have received the old 777 with the following apart business class that is not to standard. It was very disappointing and it’s a very bad reputation for a premium airline company. This aeroplane should be the commission from being as a business class. We will pass this knowledge to our colleagues because the quality of business class in Etihad is not consistent and it is a lucky dip that sometimes you’re getting a good aeroplane and sometimes you’re getting their 30 years old aeroplane. The crew of the aeroplane have apologise and said that they hate this aeroplane and they have complained about it multiple times as well. Obviously Etihad is putting the economy in front of the Customer Experience. For the future we will not take this risk anymore and will fly with established company like emirates.

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!

Etihad Check In counter/Station manager in Heathrow was bothering and not helpful at all. They are rude and not customer oriented

I missed my flight ,staff unhelpful, they sat and watched me wait ,gangway door closed, English was a problem no announcement I was on time now I missed my month vacation ,lost 1400 bucks no refund I'm sick to my stomach

It’s a business class ticket but they didn’t give a lounge access

IAH to Istanbul was outstanding across the board. The flight from Istanbul to Male was good, not great.

the cabin was kept too hot. couldn't sleep as a result

The crew checked the immigration laws very quickly for Russian citizenship and confirmed our FVTF for Singapore for 96 hrs. Thank you.

It was an amazing experience. Flight crew's service, hospitality, and the food were phenomenal. I don't think I'd want to try any other airline company after this. I would definitely recommend to friends and family. Thank you Turkish Airlines !

Business Class pods are horrible. If you're petite, you might be able to sleep on the uncomfortable seat and bed. Crew and food are fantastic.

I have travelled many times on Turkish, but they always board at least 30-40 minutes past the stated time. If informed properly, passengers can choose to spend more time in the .lounge instead of standing around by the gate waiting to board. The new lounge at DFW was a big disappointment. The aircraft itself was a shock. In the past I have flown this sector with regular business class seating configuration of 1-2-1, The 2-3-2 seating is very disappointing after paying such high prices for tickets. The DFW to Istanbul segment was slightly better, but the Istanbul to Delhi segment was no better than premium economy. I will try to travel more on airlines which give business class passengers more value for their money.

Good overall. Seat spacing a bit tight between IST and ISB.

Excellent staff despite some trying passenger situations. Very impressed with their good attitudes and kindness.

Crew were unfriendly, touch screen for movies didn't work very well, seats were tight and uncomfortable

it was great honestly for the melbourne flight a kit with blindfold and slippers was probided to each passenger on the seat and the food was really great will definitely recommend people take turkish airlines for travel not just on the sin-melbourne route.

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

Information on your arrival and departure airports