$432 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 11/16. 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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Book Cheap Chicago to Singapore Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip 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 round-trip flight deals from Chicago to Singapore

Fri, Sep 11 - Fri, Sep 18
Delta Logo
10:44 am - 11:55 pm
ORD
-
SIN
48h 11m
2 stops
Delta Logo
1:25 am - 4:14 pm
SIN
-
ORD
27h 49m
2 stops
$1,193Delta
Fri, Oct 9 - Sat, Oct 17
Qatar Airways Logo
7:20 pm - 3:45 pm
ORD
-
SIN
31h 25m
1 stop
Qatar Airways Logo
3:35 pm - 3:05 pm
SIN
-
ORD
36h 30m
2 stops
$1,194Qatar Airways
Mon, Jul 6 - Fri, Jul 10
United Airlines Logo
6:10 am - 6:35 pm
ORD
-
SIN
23h 25m
1 stop
United Airlines Logo
8:45 am - 10:59 pm
SIN
-
ORD
27h 14m
1 stop
$1,195United Airlines
Sun, Dec 6 - Tue, Jan 5
Air Canada Logo
3:40 pm - 7:00 am
ORD
-
SIN
25h 20m
1 stop
Air Canada Logo
9:00 pm - 2:41 pm
SIN
-
ORD
31h 41m
2 stops
$1,196Air Canada
Mon, Jul 6 - Fri, Jul 10
United Airlines Logo
6:10 am - 6:35 pm
ORD
-
SIN
23h 25m
1 stop
United Airlines Logo
8:45 am - 11:16 pm
SIN
-
ORD
27h 31m
2 stops
$1,199United Airlines
Tue, Oct 6 - Fri, Oct 16
Austrian Airlines Logo
4:20 pm - 7:40 pm
ORD
-
SIN
38h 20m
2 stops
Austrian Airlines Logo
6:30 pm - 1:20 pm
SIN
-
ORD
31h 50m
2 stops
$1,200Austrian Airlines
Mon, Oct 5 - Fri, Oct 16
SWISS Logo
7:05 pm - 11:40 pm
ORD
-
SIN
39h 35m
2 stops
SWISS Logo
6:40 am - 12:35 pm
SIN
-
ORD
42h 55m
2 stops
$1,203SWISS
Fri, Aug 7 - Thu, Aug 13
Delta Logo
12:30 pm - 5:00 am
ORD
-
SIN
27h 30m
1 stop
Delta Logo
1:25 am - 8:55 pm
SIN
-
ORD
32h 30m
2 stops
$1,204Delta
Fri, Aug 7 - Thu, Aug 13
Delta Logo
6:05 am - 5:00 am
MDW
-
SIN
33h 55m
2 stops
Delta Logo
1:25 am - 10:36 pm
SIN
-
MDW
34h 11m
2 stops
$1,208Delta
Fri, Aug 7 - Thu, Aug 13
Delta Logo
6:40 am - 11:55 pm
ORD
-
SIN
28h 15m
2 stops
Delta Logo
1:25 am - 6:49 pm
SIN
-
ORD
30h 24m
2 stops
$1,208Delta
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 January, when tickets cost $492 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $974 and $844 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 14 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$432
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 71% increase in price.
Flight from Chicago O'Hare Airport to Singapore

FAQs - booking Singapore flights

  • 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 from Chicago to Singapore 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 round-trip ticket. You could then fly from Chicago to Singapore with an airline and back 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 from Chicago to Singapore up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Chicago to Singapore

 
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.
8.5
EVA AirOverall score based on 1484 reviews
8.3Comfort
8.1Food
8.4Boarding
8.0Entertainment
8.7Crew
Airline reviews

They forced me to check a bag. When Kayak sold me these tickets I was not informed of carry on baggage weight limits.

4.0 OkayAnonymous, Jun 2026
SEA - TPE
Read more EVA Air reviews

They forced me to check a bag. When Kayak sold me these tickets I was not informed of carry on baggage weight limits.

Great food on both legs and fast customer service from the stewardesses....

The food was great; the attendants were pleasant. Waiting to onboard felt stressful, as passengers who had connecting flights at SEA had to be verified again for two things before getting a real boarding pass: passport and carry-on luggage weight. The boarding pass issued by another airline (i.e., the first leg of my trip) did not count. The S terminal at SEA was barren, with lots of sensory overloads because every airline was repeatedly broadcasting long lists of names of passengers who had not gone through that verification process. The carry-on luggage weight check seemed futile to me. I saw a woman who opened her over-weight suitcase to move some items into her shoulder bag. She still boarded with two huge bags with her. I assume this check is an endeavor of ensuring fairness of the overhead bin space or optimizing fuel efficiency when gas price is through the roof, but I don't know if either goal is achieved. Nonetheless I respect the crew's dedication to the SOP.

Food tasted like the meat had freezer burn. Another thing all of our 4 check baggage was left somewhere and my oral medication for my diabetes was left in one of the lost luggage..most of the flight attendants did not know how to communicate in English.. the trip was a total nightmare

Very nice, I feel I got good value for the price.

Certain flight crew member were rude and short with me when I asked questions.

I appreciate the email reminders for online check-in which made my entry to the lines less stressful. The flight was on schedule and on time. The baording staff were proactively helpful and approachable. The airplane inflight food, entertainment and comfies as well as provisions are excellent even in the economy seating. The airline transfer was smooth and easy! Luggage safe and intact! Thank you EVA airline for making my trip a reliable safe and comfortable experience.

On time service. Seat comfort and the crew service very good .

Only one Hindi movie from LA to Taipei and same movie from Taipei to Singapore Why we call it entertainment when I have to watch one movie for 18 hours flying ?

Eva air is a good airline. The seats on the way to Taipei could have certainly been more comfortable, but all in all it was a pretty good experience.

The plane was dirty, the seats were torn and broken, the service was the most terrible ever, the bathroom dirty, they will not even serve water you had to request it, the meals were terrible, overall less than Zero, I will never fly Cathay Pacific again.

Despite the crew's rough day, they were all very focused and friendly. The flight was too short for a meal, so no rating on that. Re. the AA app. It still isn't ready for prime time. AA works with Cathy Pacific for international flights to LA and the Aa jump to PHX. But the AA app can't find my trip and this can be problematic with flight delays and regatings at LAX.

Good service and food. However, we paid over $400 for aisle seats for my disabled husband and me, and we were given window and middle seats. This was dangerous for our health condition on such a long flight. We needed to stand up and walk around frequently, but we were stuck in our seats. Please give us a refund of our seat payment since you chose not to honor our request.

Everything was fine and I have no complaints or things to note.

Overall, it was ok. However, the food was very sub-par.

The economy seats are much indeed roomier. Meals needs improvement.

Food was hood for airline food with good poftion and variety in meals. Frequency of beverage service was very low and amount of soda with meals was inadequate.

From Chicago to Hong Kong was great., but from Hong Kong to manila we had hard time looking for the gate of our connecting flight. There wasn’t hardly any sign.

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

The coffee in Premium economy and economy is terrible. That's it. Everything else is great

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

My, Syed Zawar Hussein Shirazi frequently flyer membership number was not included on my boarding pass from O’Hare to Istanbul despite my reminder to the attendant at check in. Further she forgot to give me my boarding pass form Istanbul to Lahore and she needs to improve her customer service, please 🙏

Chicago to Istanbul was a much better experience than I expected since I’m more accustomed to Qatar Airways business class. The business lounge in the Istanbul airport was amazing - loved the lockers and phone charging stations, and the bathroom was a spa experience in itself. The onward leg from Istanbul to Karachi was utterly disappointing. Terrible plane, and I felt like I was in economy - the seats don’t come near to lying flat and the food was mediocre. What a sad downgrade - it isn’t as though the ticket on that leg was cheaper. So, on that front, there’s no contest with Qatar airways.

Second leg of Turkish Airline with Indigo is disaster for following reason. 1) You have to carry your cabin bags through ladder to boeing 777 because it was parked somewhere in parking lot and was not given a gate to board passengers and this seems to be people traveling to and fro from those flights and is not issue with flight itself. 2) I choose non vegetarian food on Turkish portal way ahead of checkin to entire trip, However the Indigo flight gave me random veg food saying they code veg food code from Turkish. 3) Indigo did not served any alcoholic beverages stating some weird reason which is non nonsensical. 4)Indigo have TV screens in front of you but it displays nothing except "Welcome Onboard" with annoying white black ground in dark flight. This is the most stupidest and annoying part because you are held hostage for 7 hours and only thing you could do is stare back at white screen which does not have entertainment package or even flight tracker. Such a shame.

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

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.

7 stars hospitality and an excellent service by the Turkish Airline entire team. Somehow, our membership numbers for mileage points were not indicated on our boarding passes issued at O’Hare Airport by the Turkish Airlines check in desk. During transit in Istanbul, I brought to attention of customer service Turkish Airlines. Please have our mileage points posted to our membership account from O’Hare Chicago to Lahore for both my wife Kaukab Shirazi Thank you

Terrible boarding process, no proper line maintained even for business class, crews are not very attentive, business class food quality / variety / quantity have gone down, everything has become cheap.

Food quality and the overall service of the staff and significantly decreased. The flight was delayed at the Istanbul airport and the passengers were kept onboard for more than 3 hours. The staff didn’t kept the passengers informed and everyone was upset.

Turkish Airlines apparently no longer gives you 2 checked bags allowance on international flights, so that pleasure cost me $165 for my second suitcase at the airport. On top of that, they damaged that very suitcase, which happens to be a designer one and part of a set - ripped one of the four wheels right off.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

i have book the flight with baggage. and i have paid $800.00 for the baggage. when i contacted to JUSTFLY Costumer Service they told me that my baggage was included in the booking. then why i have to pay. i am going to file a complain against it. $800.00 is not at all small amount

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

Cabin class types available on flights to Singapore

Cabin classes available on flights to Singapore. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.