$439 Find Cheap Flights from Chicago to Singapore - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Singapore cheaper or more expensive than last year?

Fares from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Singapore right now?

The cheapest fare from Chicago O'Hare Intl Airport to Singapore in the last week was $804 round-trip, to Singapore Changi (SIN).

What’s the cheapest month to fly from Chicago O'Hare Intl Airport 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 $1,857.

When is the best time to book flights from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport?

All flights from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Singapore?

Tuesday tends to be the cheapest day to fly from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Singapore?

Data from the past 12 months shows it's cheapest to fly to Singapore during the afternoon with average prices of $1,141. The evening is the most expensive time to fly, with average prices of $1,319.

Key details for Chicago O'Hare Intl Airport to Singapore flights

Low season

September

Cheapest flight

$408
Beat the crowds with an average 22% drop in travelers.
The most popular month to fly with an average 2% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Singapore

Your Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Singapore?

    Yes. Fares from Chicago O'Hare Intl Airport to Singapore are low right now. As a rule of thumb, a round-trip under $976 (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 O'Hare Intl Airport to Singapore?

    Over the past 12 months, round-trip fares from Chicago O'Hare Intl Airport to Singapore have ranged from $976 to $1,606.

  • What are the main airports serving Singapore?

    Flights to Singapore all arrive at Singapore Changi (SIN).

  • What airlines fly nonstop from Chicago O'Hare Intl Airport to Singapore?

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

    • United Airlines
    • EVA Air
    • ANA

  • Which cabin classes are available on flights from Chicago O'Hare Intl Airport to Singapore?

    On flights from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport 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 1545 reviews
8.5Boarding
8.7Crew
8.3Comfort
8.1Food
8.0Entertainment
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.

I'm 6' 2" and even in economy plenty of leg room

Horrible experience. Delta delayed the flight to 11pm which happens. Apparently the pilots were there but we were waiting for flight attendants to arrive from Detroit and they were delayed. They could have made arrangements but that’s fine. What was truly horrible was that at 10:50pm the pilot comes out and says the flight will be cancelled but hasn’t been cancelled yet in the system. It’s being cancelled because the pilots have timed out. As soon as that plane got delayed past 10:50pm delta knew it couldn’t fly. Yet they made us wait around for hours. When the flight finally got cancelled all the area hotels were booked and flights for the next day were unavailable until midday. All I wanted was to spend one day with my family before needing to fly abroad on another delta flight. That will be my last flight with them. I’ll take my 800k miles flown and annual spend to an airline that isn’t so thoughtless.

THI IS THE 3RD CONSECUTIVE FLIGHT FROM ORD TO MSP THAT HAS BEEN DELAYED 2+ HOURS. CRAZY

The plane was a rather tired 737-800, with old style small luggage bins. Poor air flow. USB charger in the infotainment system was not functioning. The flight was 2 hours late due to crew rest requirements (not their fault). On arrival in Seattle, waited on the tarmac for 30 minutes with very few updates from the crew.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

For a 17hr economy flight it wasn’t bad at all, thankfully it wasn’t a narrow body plane.

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

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.

Price was crazy watch it if you Chan he your flight

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.

Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late

Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.

Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.

This flight has a history of leaving late, however, I was pleasantly surprised that it was not delayed this day. The flight went smooth, except I was in a window seat and the wall and my feet were freezing. I found it difficult to sleep due to being so cold, I also was using 2 provided UAL blankets and could not get my feet warm. This was annoying, but I still made it there on time and safe.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

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

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

More options for your flight from Chicago to Singapore

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