CHI - SIN

S$ 611 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 27-7. 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
41,299,237 searches in the past 7 days on KAYAK

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.

Everything you should know

Cheapest return fare
S$ 1,236
Typical prices: S$ 1,378-S$ 917
Turkish Airlines
Tue 8-9Tue 29-9
ORD - SIN • 1 stop
Cheapest one-way flight
S$ 611
Typical prices: S$ 485-S$ 772
Air India
Mon 27-7
ORD - SIN • 1 stop
Top airlines
Cheapest • from S$ 1,236 (return)
Best reviews • 7.4 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$ 1,161 (return)
Shortest trip • 22h 15m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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!
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, 8 Sep - Tue, 29 Sep
Turkish Airlines Logo
20:10 - 08:45
ORD
-
SIN
23h 35m
1 stop
Turkish Airlines Logo
10:25 - 09:40
SIN
-
ORD
36h 15m
1 stop
S$ 1,236Turkish Airlines
Mon, 24 Aug - Mon, 14 Sep
Cathay Pacific Logo
16:00 - 15:40
ORD
-
SIN
34h 40m
1 stop
Cathay Pacific Logo
09:45 - 14:20
SIN
-
ORD
41h 35m
1 stop
S$ 1,247Cathay Pacific
Mon, 24 Aug - Mon, 14 Sep
Cathay Pacific Logo
16:00 - 15:40
ORD
-
SIN
34h 40m
1 stop
Cathay Pacific Logo
20:05 - 14:20
SIN
-
ORD
31h 15m
1 stop
S$ 1,248Cathay Pacific
Tue, 8 Sep - Tue, 29 Sep
Air Canada Logo
15:40 - 05:15
ORD
-
SIN
24h 35m
1 stop
Air Canada Logo
07:00 - 09:43
SIN
-
ORD
39h 43m
2 stops
S$ 1,262Air Canada
Tue, 8 Sep - Tue, 29 Sep
Air Canada Logo
06:00 - 05:15
ORD
-
SIN
34h 15m
2 stops
Air Canada Logo
07:00 - 09:43
SIN
-
ORD
39h 43m
2 stops
S$ 1,268Air Canada
Wed, 14 Oct - Sun, 25 Oct
Delta Logo
09:55 - 05:00
MDW
-
SIN
30h 05m
2 stops
Delta Logo
22:30 - 18:37
SIN
-
MDW
33h 07m
2 stops
S$ 1,571Delta
Sat, 22 Aug - Fri, 28 Aug
Delta Logo
09:20 - 05:00
MDW
-
SIN
30h 40m
2 stops
Delta Logo
07:30 - 21:46
SIN
-
MDW
27h 16m
2 stops
S$ 1,603Delta
Wed, 13 May - Fri, 15 May
Multiple Airlines Logo
09:23 - 23:55
MDW
-
SIN
25h 32m
2 stops
Multiple Airlines Logo
01:25 - 12:42
SIN
-
MDW
24h 17m
2 stops
S$ 1,928Multiple Airlines
Wed, 13 May - Tue, 19 May
Korean Air Logo
09:23 - 19:15
MDW
-
SIN
44h 52m
2 stops
Korean Air Logo
22:00 - 12:42
SIN
-
MDW
27h 42m
2 stops
S$ 1,961Korean Air
Mon, 11 May - Sun, 24 May
Korean Air Logo
09:22 - 23:55
MDW
-
SIN
25h 33m
2 stops
Korean Air Logo
01:25 - 12:42
SIN
-
MDW
24h 17m
2 stops
S$ 1,969Korean Air
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.

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 January, where tickets cost S$ 629 (return) on average. On the other hand, the most expensive months are July and June, where the average cost of round-trip tickets is S$ 1,119 and S$ 1,079 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 seasonApril
Cheapest flightS$ 611
Best time to beat the crowds (11% 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 3 days, the lowest price for a flight from Chicago to Singapore was S$ 611 for a one-way ticket and S$ 1,236 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$ 1,844 and an overall rating of 7.4, Turkish Airlines is the most popular choice. Etihad Airways is also a great choice for the route, with an average price of S$ 1,370 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.
7.4
Turkish AirlinesOverall score based on 4346 reviews
7.3Boarding
7.3Comfort
7.8Crew
7.5Food
7.5Entertainment
Airline reviews

The ground crew members at check in counter were courteous. The boarding was seamless. Flight departed as scheduled. Service on board was great

10.0 ExcellentOmo, Apr 2026
IAH - IST
Read more Turkish Airlines reviews

The ground crew members at check in counter were courteous. The boarding was seamless. Flight departed as scheduled. Service on board was great

Very comfortable in business class. Excellent service. Good food. Smooth trip.

The seats seems abit small and the reclining is too much, the seat in front of me came back too much and made it uncomfortable for me.

As a first time flyer with Turkish Airlines. My experience was very good due to the factor that there were to many passengers on the my first flight compared to my connecting flight. However, I know that nothing is perfect and all companies are trying to accommodate their passengers to the best way possible. I will always say, a FEW INCHES will go LONG WAY. That's something all airliners should consider, and not only the money aspect!!! A long time commitment is better than one time service! Thank you

Flight was delayed. While standing at the gate, a note appeared on the sign saying the gate had changed to a gate far away. No member of the Turkish airlines team got on the microphone to instruct passengers to go to the other gate, to ignore the chiron, etc. Finally, the message disappeared. Eventually, the flight began to board. Very slowly. More slowly than I experience with other airlines. Though Istanbul may just be slow . . . In all other ways, great flight, great entertainment (top notch movies), great service, excellent food, comfortable lie-flat seat, dimmed lights, etc.

Staff at the airport wasn't helpful or friendly. Probably the worst airport experience I have ever had, going and coming. The staff on the plane was better. Still not super friendly or personable. However, they were not rude like airport staff. They ran out of certain menu items. Maybe could have been prepared better? Overall just ok.

It was a pleasant experience. In flight entertainment could have been better

The desk crew at the LAX crew could do better. A girl named Mahesi was very abrasive and unfriendly. She needs a better customer service uproar.

It was peaceful excited We enjoyed it always Turkish peaceful excited

Istanbul to Lahore flight was less than standard for international business class cabins. Seat did not were not flat and it did not operate easily. I had to push buttons hard repeatedly to operate the seat. I was in 5A seat

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!

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

Crew was amazing as usual. Very comfortable for a 13hour flight. Check in at ATL was terrible. Ticket counter charged me $200 for a small bag. Apparently Kayak sold me a zero luggage ticket. No carry on no checked. So the check in desk charged me a bullshit $200 dollar fee for a small gym bag weighing less than 20lbs. In true 3rd party ticket buying. This will turn into a finger pointing process between Kayak and Etihad. Now I'm going to have to ship my bag back in the mail a day ahead of my return flight.

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

Information on your arrival and departure airports