$334 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 8/12. 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

Wed, Sep 9 - Sun, Sep 13
Korean Air Logo
12:10 pm - 5:00 am
ORD
-
SIN
27h 50m
1 stop
Korean Air Logo
1:25 am - 9:30 am
SIN
-
ORD
21h 05m
1 stop
$842Korean Air
Tue, Sep 1 - Fri, Sep 25
Korean Air Logo
12:10 pm - 5:00 am
ORD
-
SIN
27h 50m
1 stop
Korean Air Logo
10:00 pm - 9:30 am
SIN
-
ORD
24h 30m
1 stop
$843Korean Air
Sun, Apr 26 - Tue, May 12
Turkish Airlines Logo
11:25 am - 5:55 pm
ORD
-
SIN
41h 30m
1 stop
Turkish Airlines Logo
5:25 am - 9:40 am
SIN
-
ORD
41h 15m
1 stop
$850Turkish Airlines
Sun, Apr 26 - Tue, May 12
Turkish Airlines Logo
11:25 am - 5:55 pm
ORD
-
SIN
41h 30m
1 stop
Turkish Airlines Logo
5:25 am - 9:40 am
SIN
-
ORD
41h 15m
1 stop
$852Turkish Airlines
Mon, Apr 27 - Wed, May 13
Delta Logo
9:29 am - 11:55 pm
MDW
-
SIN
25h 26m
2 stops
Delta Logo
7:30 am - 9:09 pm
SIN
-
MDW
26h 39m
2 stops
$853Delta
Mon, May 4 - Wed, May 13
Delta Logo
7:15 am - 5:00 am
ORD
-
SIN
32h 45m
2 stops
Delta Logo
7:30 am - 8:26 pm
SIN
-
ORD
25h 56m
2 stops
$853Delta
Mon, Sep 14 - Thu, Oct 1
Delta Logo
9:30 am - 11:55 pm
MDW
-
SIN
25h 25m
2 stops
Delta Logo
7:30 am - 9:46 pm
SIN
-
MDW
27h 16m
2 stops
$854Delta
Mon, May 4 - Tue, May 19
Delta Logo
8:50 am - 5:00 am
ORD
-
SIN
31h 10m
2 stops
Delta Logo
7:30 am - 9:50 pm
SIN
-
ORD
27h 20m
2 stops
$854Delta
Sun, Apr 26 - Tue, May 12
Turkish Airlines Logo
11:25 am - 8:45 am
ORD
-
SIN
32h 20m
1 stop
Turkish Airlines Logo
10:25 am - 9:40 am
SIN
-
ORD
36h 15m
1 stop
$858Turkish Airlines
Sun, Apr 26 - Sun, May 17
Turkish Airlines Logo
11:25 am - 5:55 pm
ORD
-
SIN
41h 30m
1 stop
Turkish Airlines Logo
10:25 am - 9:40 am
SIN
-
ORD
36h 15m
1 stop
$875Turkish Airlines
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 September, when tickets cost $866 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $1,907 and $1,412 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 seasonJanuary
Cheapest flight$334
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 70% 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.
8.4
EVA AirOverall score based on 1379 reviews
8.1Food
8.0Entertainment
8.3Comfort
8.6Crew
8.4Boarding
Airline reviews

Amazing customer service. BUT!! It would be nice if the flight attendants SMILE a little more, I know they are doing their job, but it is importantly to smile back and be warm to passengers. Nobody is trying to hit on them, it’s just being polite. So, please Taiwanese flight attendants: SMILE MORE WHEN YOU INTERACT WITH PAYING CUSTOMERS

10.0 ExcellentDiego, Mar 2026
DFW - TPE
Read more EVA Air reviews

Amazing customer service. BUT!! It would be nice if the flight attendants SMILE a little more, I know they are doing their job, but it is importantly to smile back and be warm to passengers. Nobody is trying to hit on them, it’s just being polite. So, please Taiwanese flight attendants: SMILE MORE WHEN YOU INTERACT WITH PAYING CUSTOMERS

More new and classic movies in English. Boarding was a bit chaotic. Nore, clearer information during boarding to customers.

It was easy going check in was easy and pretty fast entertainment was up to date on movies and food was ok

Premium Economy seats were more comfortable than other airlines I have recently been on. Great staff. Food was unremarkable.

From checking at the airport to end of flights, attentive and caring personnel, comfortable seating, great food. I plan on using EVA again. Thank you, all.

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

Amazing one of the best airlines i have ever traveled with. I live with medical issues called psoriatic arthritis and was in pain on the flight. The flight crew made sure I had fresh ice pack ever hour. Going above an beyond with service and care ⭐️⭐️⭐️⭐️⭐️.

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

Excess baggage fees are outrageous ($250 per bag). Flight crew and planes are nice.

We were very impressed with the modern plane its amenities, as well as the services of flight attendants.

when i ask for help all the crew members had a look like why are you calling me? very terse and rude.

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.

After each meal was served I didn't see any flight attendant offer coffee or tea to the passengers after the initial drinks were offered. Other flights I had been one it was standard procedure to offer hot drinks after the meal service.

Very bad Instead 22 hour it take me more that 35 hour to arrive from Los Angeles to Phuket and they changed my flight in Hong Kong to Shanghai china and in order to get my bag I was forced to vet china visa entrry

There could have been more options on the entertainment section Nothing was available for non English speaking passengers

I didn't have much experience with Cathay Pacific airlines because of delay and missed connections, the bulk of the trip was on Japan Airlines.

Flight delayed first from bad weather, then after boarding there was a problem with the plane. We had to get off and onto another plane...connections were missed and the trip took an additional 10 hours!! Pre-paid seatting was not honored due ro last minute carrier changes. Most of the trip was on Japan Airline.

The crew, pilots and flight attendants were all amazing. What could be better is reinforcing that seats cannot be reclined at departure and landing. I had a person seated in front of me who had her seat all the way inclined, including during take-off - after the crew asked her to seat upright. Cathay Pacific should reinforce this safety request and perhaps penalize those who don't follow it. I felt very unsafe with this person limiting my space and perhaps putting my life in danger in the "unlikely" case of an emergency.

Crew and food were great in-flight. We had a 2 hour delay, no communication, and just got left in a limbo. The crew arrived late and they were running checkouts on the plane (which is important, but why not doing it earlier?) Cathay did nothing to about the delay, and a lot of people missed their connection flights. I had to run and got stuck at checkpoint, which made my entire trip very unpleasant. Got to my gate 5 mins prior to them closing it.

My flight was suppose to be at 7:45pm to fly but it didnt fly out until 8:55 to dallas so then all of my other flights was late and delay ihad to wait at the airport for extra 14 hours to be able to get on a different plane

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

IAH to Istanbul was outstanding across the board. The flight from Istanbul to Male was good, not great.

the cabin was kept too hot. couldn't sleep as a result

The crew checked the immigration laws very quickly for Russian citizenship and confirmed our FVTF for Singapore for 96 hrs. Thank you.

It was an amazing experience. Flight crew's service, hospitality, and the food were phenomenal. I don't think I'd want to try any other airline company after this. I would definitely recommend to friends and family. Thank you Turkish Airlines !

Business Class pods are horrible. If you're petite, you might be able to sleep on the uncomfortable seat and bed. Crew and food are fantastic.

I have travelled many times on Turkish, but they always board at least 30-40 minutes past the stated time. If informed properly, passengers can choose to spend more time in the .lounge instead of standing around by the gate waiting to board. The new lounge at DFW was a big disappointment. The aircraft itself was a shock. In the past I have flown this sector with regular business class seating configuration of 1-2-1, The 2-3-2 seating is very disappointing after paying such high prices for tickets. The DFW to Istanbul segment was slightly better, but the Istanbul to Delhi segment was no better than premium economy. I will try to travel more on airlines which give business class passengers more value for their money.

Good overall. Seat spacing a bit tight between IST and ISB.

Excellent staff despite some trying passenger situations. Very impressed with their good attitudes and kindness.

Crew were unfriendly, touch screen for movies didn't work very well, seats were tight and uncomfortable

it was great honestly for the melbourne flight a kit with blindfold and slippers was probided to each passenger on the seat and the food was really great will definitely recommend people take turkish airlines for travel not just on the sin-melbourne route.

Departed Palm Springs over an hour late because there’s only one gate, and it has always delayed by the arriving and departing flight to Toronto and the arriving flight from Vancouver.

I checked a bag and there was only one agent to assist all customers with any issues.

I want to thank Carlos at the Miami AC desk - he was amazing and went over and above to help us out. Thank you Carlos and all the best to you!!! You made our faith in AC feel great! Sincerely, David Cubitt

Flight was canceled due to mechanical issues. After a considerable wait in the queue, Air Canada customer service was very helpful to get us on another flight. I am disappointed to report our rescheduled flight is for three days from now. Three days of extra expenses and inconvenience is unacceptable.

Extremely disappointing. My original Denver–Vancouver–Bangkok itinerary was cancelled due to a crewing issue. I was not proactively supported and had to drive back home after already reaching the airport. Communication was poor throughout, and attempts to contact customer service resulted in being on hold for nearly three hours without reaching anyone. Instead of being rebooked on the same direct routing the following day, I was rerouted onto a much longer itinerary via multiple cities and airlines, which resulted in arriving approximately 30 hours later than scheduled. At Denver airport, there was no visible Air Canada representative available to properly assist. Ground staff offered no real support beyond directing passengers to a phone number. There was no clear communication, no ownership, and no meaningful customer care during a major disruption. The final journey involved three flights instead of the original two, significantly increasing travel time and stress. Overall, the handling of the cancellation and lack of customer support was unacceptable. What could have been better? Clear communication during the cancellation Accessible customer service (phone support that actually answers) Proper in-person assistance at the airport Rebooking onto a comparable routing rather than a significantly longer one

Great setup on both flights except the last flight we got condensed dripping all over me in the last 20 mins of the flight

The last 3 hours it was freezing cold in row 56. Multiple people had their winter coats on and were utilizing the blankets provided by the airline. I also did not have easy access to figure out how to book my food allergy and advance for my meals. Most of everything I received was something I couldn't eat. This needs to be made more accessible. Also, I'm 5'10 which is the average height of the American male. I flew from Philadelphia to Toronto and then to Tokyo and the seats were absolutely unbearable. For that long of a flight it is impossible to get comfortable when doing anything. Flights need to have more space and stop prioritizing costs over people.

Was delayed at every point/ connection. Luggages missing for 5days. Had no medications for diabetes and high B/p. when bags where finally delivered on the 30th, the insulin and ozempic were no longer patent, as the ice pack had since dissolved and the authenticity of the med is now questionable, since they must be refrigerated. Please have them refund my bag fees. I should sue them for all the inconveniences caused to me.

The plane was delayed substantially due to a mechanical problem, that being said, the airline was very fair with providing a meal coupon for us. I would rather arrive late on a mechanically sound plane than the alternative. The food served in the plane was just awful, however and I recommend a new catering company.

Overall very good 👍 the only disappointment was that I pre ordered a vegan meal and the longest flight YVR-SIN wasn’t on board even though check in said it was and my email booking shows that confirmed ✅ luckily some passengers were not on board and there was a vegetarian meal available, but still, I think you should know because every all the other flights were vegan meals except for the longest so that was a bit of a concern at the beginning of the flight.

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.