$383 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 8/31. 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.
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1 adult, Economy

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Best Singapore Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Singapore
Singapore1 stop$707
Singapore
Singapore1 stop$707

Cheap Flights from Chicago to Singapore

 
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

Wed, Aug 27 - Sun, Sep 7
Air India Logo
12:15 pm - 7:30 pmORD-SIN
42h 15m1 stop
Air India Logo
8:30 pm - 7:25 amSIN-ORD
23h 55m1 stop
$707Air India
Find Deal
Wed, Aug 27 - Sun, Sep 7
Air India Logo
12:15 pm - 7:15 amORD-SIN
30h 00m1 stop
Air India Logo
8:30 pm - 7:25 amSIN-ORD
23h 55m1 stop
$708Air India
Find Deal
Tue, Sep 30 - Wed, Oct 15
Air India Logo
12:00 pm - 7:30 pmORD-SIN
42h 30m1 stop
Air India Logo
8:30 pm - 7:25 amSIN-ORD
23h 55m1 stop
$709Air India
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Sun, Sep 7 - Sun, Sep 14
Air India Logo
12:00 pm - 7:30 amORD-SIN
30h 30m1 stop
Air India Logo
8:30 pm - 7:25 amSIN-ORD
23h 55m1 stop
$712Air India
Find Deal
Tue, Sep 30 - Tue, Oct 14
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
Cathay Pacific Logo
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
$778Cathay Pacific
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Wed, Sep 3 - Mon, Sep 8
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
Cathay Pacific Logo
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
$780Cathay Pacific
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Sun, Sep 14 - Sun, Sep 21
Air Canada Logo
3:40 pm - 7:05 amORD-SIN
26h 25m1 stop
Air Canada Logo
9:10 am - 1:03 pmSIN-ORD
40h 53m2 stops
$872Air Canada
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Tue, Sep 2 - Sat, Sep 6
Air Canada Logo
7:41 pm - 7:05 amORD-SIN
22h 24m1 stop
Air Canada Logo
9:10 am - 12:32 pmSIN-ORD
40h 22m2 stops
$889Air Canada
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Thu, Nov 27 - Thu, Dec 11
Turkish Airlines Logo
8:20 pm - 5:35 pmORD-SIN
31h 15m1 stop
Turkish Airlines Logo
11:25 pm - 10:10 amSIN-ORD
24h 45m1 stop
$982Turkish Airlines
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Tue, Sep 30 - Wed, Oct 15
EVA Air Logo
12:30 am - 12:00 pmORD-SIN
22h 30m1 stop
EVA Air Logo
1:10 pm - 8:45 pmSIN-ORD
20h 35m1 stop
$1,060EVA Air
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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 February, when tickets cost $877 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,730 and $1,434 respectively.

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

The average price of all round-trip flights from Chicago to Singapore clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Singapore, you should consider leaving on a Monday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Thursdays.

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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.


Good to know

Low seasonAugust
High seasonDecember
Cheapest flight$383
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 50% 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.

  • What is the cheapest time of day to fly to Singapore?

    The cheapest time of day to fly to Singapore is generally in the afternoon, when round-trip flights cost $1,156 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Singapore is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,411.

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.
8.4
EVA AirOverall score based on 1205 reviews
8.4Boarding
8.0Entertainment
8.1Food
8.3Comfort
8.6Crew
Airline reviews

The food from Los Angeles to Taipei made me throw up. The flight is also not comfort. But the staffs are very friendly and nice.

8.0 ExcellentAnonymous, Jun 2025LAX - TPE
Read more EVA Air reviews

The food from Los Angeles to Taipei made me throw up. The flight is also not comfort. But the staffs are very friendly and nice.

I have never heard of EVA air before but I am so happy my wife and I were able to flight on their planes twice. Everything on these flights just felt better than their competitors. As someone with longer legs any bit of extra leg spaces is appreciated. The different options for food and drinks were also a plus. They were extra careful to make sure my wife's eating restrictions were taken care for. They had a before take off and landing announcements on the built in tablets for each seat and it gave out information that was very helpful. Such as what and how to declare your items in the specific country you landed in, any odd items that may be illegal to bring it (and even the reasoning why) and any other information you might need to make your post flight experience better. The only downside was there were "forced" ads on the tablet at take off for maybe 5-10 minutes but honestly, this flight was the cheapest option and had all the benefits listed above that is such an easy trade off. Im keeping an eye out for EVA air going forward.

The flight attendants should be nicer, on my first flight I told them I’d prefer a veggie meal sometimes and then she began to lecture me about it, it was a late flight and I wanted an easy digestion meal so that I can sleep quickly. The meals were abit odd, breakfast on my last flight had eggs, oatmeal and fish, did not taste good at all, strange combination. The economy seats are very tight and crowded, not comfortable at all. Overall for the price I paid I thought I was going to get more.

For the price, it was better than other airlines; quality of food and service was very good.

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.

I was sleep when they brought the food. They had put a note on my seat. There was no food when I asked for food later. There was just one main meal served in this 14 hours flight. They offered me sandwich with ham which I don’t eat since I am pescatarian. Long story short I had to wait to get to TPE to get something to eat. I am extremely disappointed from the service. I have been flying EVA since I was 1 year old. Perhaps no more EVA for me. Seems EVA glorious day is long gone

The food is quite mediocre. I had spaghetti and the tomato based sauce was quite salty and there were no other flavors, no spices used in the sauce.

The app was awful. No accurate info. Paying for internet is a negative (Delta is free). The crew was very nice for the most part although you are not guaranteed to get good service. Some crew would ignore requests for things as simple as a cup of water if you were sleeping when the first serving was made. Food was great. Male crew member was exceptionally kind and responsive.

It was a good flight. I would highly recommend it to family and friends.

The employees were professional and efficient. I consider myself a traveler but have trouble with the international fare served on airplanes. I admit Americans buy their food in the supermarket and we typically don’t eat the ligaments and cartilage. I know that is whiny but as I age, I dislike it more. At least things weren’t covered in cheese. The desserts are terrible! My neighbor didn’t eat her bread so I asked if I could have it. First time for everything but had been traveling a total of 27 hours and was hungry.

The food and service was great. You have to pay a lot for in flight Internet though which is lame.

I've stomach problems after 2 hours of flight, Iris, the flight purser not only did her best to make me feel comfortable, she went above and beyond providing pain relievers medicines and ointment. She look and found a doctor passenger on the flight to provide advise. She even report on ground staffs about my condition and provide wheelchair upon arrival. Kudos to her and Cathay Pacific!

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.

flight delayed 45 mins - missed connection - 1 hr layover became 8 hr layover waiting for next flight -

Fast boarding flight on time boarded plane back to front instead of stupid zone groups like US airlines do...

Horrible airline. Missed my baggage and don’t want to reimburse for the basis items. Pathetic customer service

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.

Excellent service provided the flight crew. Food and drinks were very good.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

Bad experience; they are not good anymore. They charge too much for luggage seat are so uncomfortable, Flight delays which may miss your next flight, they don’t care if you miss the flight or not. Zero customer services for front desk representatives Istanbul's airport I’m not using this airline any more.

I’ve been traveling for 20 years. I tried Turkish airline for the first time horrible horrible service and it would be my last time even if I get offer for a free ticket, I will not accept it. They have races and the worst Flight attendant

It wasn't good. I didn’t understand. They changed 320 dollars for 2 luggage. My ticket was regular and I paid almost 1200.00 dollars. Why they did charge? I want my money back.. thanks Yılmaz polat

Very punctual, the onboard staff was friendly and correct, the flight was fortunately very calm, the toilets were clean, in short, an excellent experience Thanks

Ordered Vegan meal - it was ok, but not exceptional. Seat ok row 39 middle section aisle. Nearly full flight - crew was busy but they did the best they could. There was a USB A port at the seat. I listened to my own music and only looked at flight information. One nice thing was the connection information was made available in the screen.

Very nice and friendly crew. Boarding system can be improved.

The Etickets had been changed (Why?) without notice ; Hence, that caused troubles when checking in. Not until I contacted my ticket agent and was given correct Etickets could I then check in.

Cleanliness of seats, trays, storage pockets need more attention, but everything else was good.

A great airline, no complaints at all. My experience with Cheap Tickets was very disappointing however. Two hours after purchasing the flight they called to tell me that the ticket price had gone up. I’ve never heard of such a thing. That is called false advertising; I will never use this ticketing service again and will warn all friends to never use it.

One of the worst check in process at the DIA as well as the boarding counter Changed seat at the last minute and assigned middle seat while I paid for window seat. Requested many times but to no avail . horrible customer service and very poor process Requesting refund for seat that was changed last minute

Flight was delayed but the real issue is how long we sat after boarding. Space very limited for an overnight flight and seatbacks didn’t recline so it was almost impossible to sleep.

The staff made sure I was comfortable, moved me to a better seat with more leg room

Easy boarding and comfortable seating were plusses. Enjoyed the experience and good service from the captain and crew. Many thanks...!

Somehow, my booking was under my preferred name instead of my legal name so they almost didn’t let me board the plane at LAX. This problem should have been notified to me when I was still in Toronto.

Great overall. Quick boarding, attentive staff - great experience in premium class.

When arriving over 2 hours early to check k in at Charlotte airport I was told I would have to check my carry on ? Apparently the flight was full and may not be room. I was not given a choice and the agent was quite unpleasant about it. I am a senior amd was not comfortable me having to worry about my bag being lost vut it didn’t seem to bother him. There were lots and lots of people of all ages in line when we boarded with carryons and most larger than mine .the rest of my journey was pleasant vut this was totally unacceptable.

The layover was 6 PLUS hours and we were only given a $15.00 voucher. We missed our first activity in Quebec due to the delay.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

Or the greatest and it ended up picking us up from Chicago to Toronto not sure who was tesponsible for the 4 hr delay. United should have been properly prepared for a scheduled flight from Austin to Chicago and they were not.

It was a short flight, and no entertainment. That was not a problem for us, but there is no option for "not applicable". There was a bit of turbulence, so there was no food service.

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.

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