$423 Find Cheap Flights from Chicago to Singapore - Compare and Save

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Price, demand and travel trends for Chicago to Singapore flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Chicago to Singapore cheaper or more expensive than last year?

Fares from Chicago to Singapore are running about 10% lower than they were around this time last year, averaging $1,126 round-trip.

What are the cheapest fares from Chicago to Singapore right now?

The cheapest fare from Chicago to Singapore in the last week was $871 round-trip, to Singapore Changi (SIN).

What’s the cheapest month to fly from Chicago to Singapore?

September is the cheapest time of year to fly, with average fares of $922. Prices are highest in December, when average flight costs increase to around $1,851.

When is the best time to book flights from Chicago to Singapore?

Book your flights 16 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 21% compared to booking last-minute (within 2 weeks of departure).

Which airport in Singapore is the cheapest to fly to from Chicago?

All flights from Chicago to Singapore arrive at Singapore Changi (SIN). On average, round-trip fares are around $1,252.

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

Tuesday tends to be the cheapest day to fly from Chicago to Singapore, while Friday is the most expensive. Fares run about 24% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Chicago to Singapore?

Data from the past 12 months shows it's cheapest to fly to Singapore during the afternoon with average prices of $1,154. The evening is the most expensive time to fly, with average prices of $1,319.

Key details for Chicago to Singapore flights

Low season

September

Cheapest flight

$423
Beat the crowds with an average 31% drop in travelers.
The most popular month to fly with an average 71% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Singapore

Your Chicago to Singapore flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Chicago to Singapore?

    Yes. Fares from Chicago to Singapore are low right now. As a rule of thumb, a round-trip under $975 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Chicago to Singapore?

    Over the past 12 months, round-trip fares from Chicago to Singapore have ranged from $975 to $1,614.

  • What are the main airports serving Singapore?

    Flights to Singapore use two main airports, Singapore Changi (SIN) and Singapore Seletar (XSP).

  • What airlines fly nonstop from Chicago to Singapore?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Chicago to Singapore. One-stop options include:

    • United Airlines
    • American Airlines
    • ANA

  • Which cabin classes are available on flights from Chicago to Singapore?

    On flights from Chicago to Singapore you can book Economy Class, Premium Economy Class, Business Class or First Class.

  • What are some popular landmarks in Singapore?

    KAYAK travelers' favorite landmarks in Singapore include:

    • Marina Bay Sands
    • Sentosa
    • Singapore National Stadium
    • Universal Studios Singapore

Your guide to booking Chicago to Singapore flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 16 weeks before your trip. KAYAK data shows fares in this window are around 21% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • If your travel dates are flexible, book your trip for September when flights are typically cheapest and avoid December when prices are at their highest.
  • Flying on Tuesday is usually the cheapest. Flights on Friday cost about 24% more on average, so being flexible with your travel dates could help you save.

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 1550 reviews
8.0Entertainment
8.4Boarding
8.3Comfort
8.1Food
8.7Crew
Airline reviews

Likes: Comfort and cleanliness Dislike: 2 hours layover in Manila is not enough to change plain, immigration, collect baggage and change of terminal

10.0 Excellentrey, Sep 2026
Read more EVA Air reviews

Likes: Comfort and cleanliness Dislike: 2 hours layover in Manila is not enough to change plain, immigration, collect baggage and change of terminal

The flight was delayed and food was averiage - only sandwich. The flight attendants were good and gave outstanding customer service 👍🏼

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....

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.

Business class check-in was flawless; was automatically given a lounge voucher. Flight attendants were helpful and professional. There was a purser who introduced herself at the beginning of the flight but then I never saw her again.

Big selection and great food and beverages in business class with good service. Full recline but less privacy compared with Qatar.

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

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.

We left 1.5 hours late due to a “maintenance” issue. Very poor communication as to when we would board & depart. The crew in First Class was uncharacteristically not friendly). Delay into Brussels cost me my connection to Rome so lost the entire first day of vacation ( had a 10:30am flight to Rome - ended up on a 6:55pm flight).

Everything was OK except the meals, that was overpriced chicken meat.

Miss My connection I had to take a flight from Indianapolis to Denver , then to san fransisco , sleep in sans fransisco en the flight to Los Cabos the next morning

The TVs on the plane were all broken and inoperable. No snacks or food were served. Plane was very old and uncomfortable.

Takeoff delayed 2 hrs. Boarded on time to find we were missing part of the flight crew. Then informed that they had loaded too much fuel. Spent 1 1/2 hrs sitting there burning off the excess, which included a couple of laps around the runway until we were light enough to fly! Ridiculous!

I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.

The seats are very small, that is all the staff did a good job.

It was great. The staff is always helpful and polite. The app is great and makes the whole trip and process so easy. They even offer a step to step guide to your correct terminal. And they keep all the information you'll need updated. Anything you can think of! Great experience.

Perfect. On time and the weather was perfect so we came in a few minutes early.

On time. Carry on and personal bag was accommodated on the plane. Entertainment was accessible without bringing own device. Whole can of juice was provided rather than a pour.

Wonderful experience. Long distance travel is never easy but this flight was a treat. Flight crew was very attentive and friendly

Same as my Tulsa to Chicago flight, this one was quick and professional.

Boarding was delayed 50 minutes. The flight going to Chicago was canceled, causing lots of problems and causing me to rebook and miss an event. I was traveling with a colleague, and he was unable to get on the same flight after 40 minutes on the phone, which meant I had to wait for him after my arrival. My flight down was delayed an hour before take off, had to sit on the plane, then 30 minutes after landing to get to a gate. No real food, only juice/ water offered for the 3.5 hours on the plane. Not a good experience.

The code sharing reservation with United was messed up requiring extra trip to airport to fix. Air Canada customer service 2.5 hours on hold and resolved nothing.

I'm 6'8" (2.03m) so more legroom would alwqys be appreciated, especially on long international flights. The food choices were underwhelming.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

More options for your flight from Chicago to Singapore

Complete your trip to Singapore with a hotel stay or car rental