$418 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 4/7. 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

Sat, May 2 - Sun, May 31
Etihad Airways Logo
2:00 pm - 9:40 am
ORD
-
SIN
30h 40m
1 stop
Etihad Airways Logo
9:00 pm - 8:35 am
SIN
-
ORD
24h 35m
1 stop
$956Etihad Airways
Thu, Apr 23 - Fri, May 15
Etihad Airways Logo
1:00 pm - 9:50 am
ORD
-
SIN
31h 50m
1 stop
Etihad Airways Logo
9:00 pm - 8:35 am
SIN
-
ORD
24h 35m
1 stop
$965Etihad Airways
Thu, May 7 - Thu, May 28
Etihad Airways Logo
2:00 pm - 9:40 am
ORD
-
SIN
30h 40m
1 stop
Etihad Airways Logo
9:00 pm - 8:35 am
SIN
-
ORD
24h 35m
1 stop
$971Etihad Airways
Mon, Jun 8 - Wed, Jun 24
Etihad Airways Logo
2:00 pm - 9:40 am
ORD
-
SIN
30h 40m
1 stop
Etihad Airways Logo
9:00 pm - 3:40 pm
SIN
-
ORD
31h 40m
1 stop
$974Etihad Airways
Mon, May 11 - Wed, May 27
Etihad Airways Logo
2:00 pm - 9:40 am
ORD
-
SIN
30h 40m
1 stop
Etihad Airways Logo
9:00 pm - 8:35 am
SIN
-
ORD
24h 35m
1 stop
$977Etihad Airways
Mon, May 11 - Thu, May 28
Etihad Airways Logo
2:00 pm - 9:40 am
ORD
-
SIN
30h 40m
1 stop
Etihad Airways Logo
9:00 pm - 8:35 am
SIN
-
ORD
24h 35m
1 stop
$980Etihad Airways
Mon, May 4 - Mon, May 11
Delta Logo
9:29 am - 5:00 am
MDW
-
SIN
30h 31m
2 stops
Delta Logo
10:00 pm - 9:09 pm
SIN
-
MDW
36h 09m
2 stops
$1,203Delta
Mon, May 4 - Wed, May 13
Delta Logo
9:29 am - 5:00 am
MDW
-
SIN
30h 31m
2 stops
Delta Logo
1:25 am - 12:42 pm
SIN
-
MDW
24h 17m
2 stops
$1,246Delta
Thu, Apr 23 - Thu, May 14
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
34h 00m
2 stops
Delta Logo
1:25 am - 4:12 pm
SIN
-
MDW
27h 47m
2 stops
$1,253Delta
Thu, Aug 20 - Wed, Aug 26
Multiple Airlines Logo
5:55 pm - 12:35 pm
MDW
-
SIN
29h 40m
2 stops
Multiple Airlines Logo
1:45 pm - 11:40 am
SIN
-
MDW
34h 55m
2 stops
$1,367Multiple 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$417
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.
8.5
EVA AirOverall score based on 1399 reviews
8.7Crew
8.1Food
8.4Boarding
8.3Comfort
8.0Entertainment
Airline reviews

I always preferred EVA air every time I visit Philippines. It’s just this time that I have to be very early to make sure that I don’t miss my flight due to TSA problem. There’s only one choice of food serve which you use to have 2 on our flight from Taiwan to Philippines . Otherwise I will still use EVA air in my future flight.

8.0 ExcellentAnonymous, Mar 2026
IAH - TPE
Read more EVA Air reviews

I always preferred EVA air every time I visit Philippines. It’s just this time that I have to be very early to make sure that I don’t miss my flight due to TSA problem. There’s only one choice of food serve which you use to have 2 on our flight from Taiwan to Philippines . Otherwise I will still use EVA air in my future flight.

Service was great. Flight schedule was on time. Staffs are friendly.

Overall was good but it would be good if the airline is providing snack such as sandwich or instant noodle between meals for LA to Taipei

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

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.

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.

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

There were delays at boarding and landing. These events resulted in a tight transfer time in HK. Poor signage for transfers. Finally, lost luggage at final destination.

As a first time flyer with Turkish Airlines. My experience was very good due to the factor that there were to many passengers on the my first flight compared to my connecting flight. However, I know that nothing is perfect and all companies are trying to accommodate their passengers to the best way possible. I will always say, a FEW INCHES will go LONG WAY. That's something all airliners should consider, and not only the money aspect!!! A long time commitment is better than one time service! Thank you

Flight was delayed. While standing at the gate, a note appeared on the sign saying the gate had changed to a gate far away. No member of the Turkish airlines team got on the microphone to instruct passengers to go to the other gate, to ignore the chiron, etc. Finally, the message disappeared. Eventually, the flight began to board. Very slowly. More slowly than I experience with other airlines. Though Istanbul may just be slow . . . In all other ways, great flight, great entertainment (top notch movies), great service, excellent food, comfortable lie-flat seat, dimmed lights, etc.

Staff at the airport wasn't helpful or friendly. Probably the worst airport experience I have ever had, going and coming. The staff on the plane was better. Still not super friendly or personable. However, they were not rude like airport staff. They ran out of certain menu items. Maybe could have been prepared better? Overall just ok.

It was a pleasant experience. In flight entertainment could have been better

The desk crew at the LAX crew could do better. A girl named Mahesi was very abrasive and unfriendly. She needs a better customer service uproar.

It was peaceful excited We enjoyed it always Turkish peaceful excited

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

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.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

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.

I bought a ticket from Kayak. When I got to the airport, the was no ticket. I had to pay 5X to get to my destination. No response received from Kayak. I will NEVER use them again.

My wallet was stolen while I was sleeping on the plane.

Good boarding but extremely cold temperature in both flights (60 F!).

The whole plane smelled and felt old. The seats were very uncomfortable. Multiple delays. Extra fees.

Very rude gate attendants in San Francisco who didn’t let me bring my little carry on (smaller than usual size) and after boarding I realized that there still were a lot of overhead compartment space (like a full section available in some spots). That made me lose 30 minutes at my destination at 1am and it could have broken something fragile that I had in it

The most uncomfortable flight I’ve ever been on. I’m only 5,4” and barely had enough room to exist, couldn’t even fully relax my shoulders. Not sure why they bother with snacks. Half a coke and a single cookie?? Wow. Purchasable food looked gross too. Remember when airlines used to treat you like a human being?

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.

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.