SIN - CHI

S$ 689 Find Cheap Flights from Singapore to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Singapore to Chicago departing on 16-2. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Singapore to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Singapore to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest return fare
S$ 1,090
Typical prices: S$ 1,334-S$ 1,739
Korean Air
Thu 22-1Wed 4-2
SIN - ORD • 1 stop
Cheapest one-way flight
S$ 689
Typical prices: S$ 811-S$ 1,167
Multiple Airlines
Mon 16-2
SIN - ORD • 3 stops
Top airlines
Korean Air
Cheapest • from S$ 1,090 (return)
EVA Air
Best reviews • 8.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
October
Cheapest • 19% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Singapore to Chicago (SIN-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Singapore to Chicago 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 return flight deals from Singapore to Chicago

Thu, 22 Jan - Wed, 4 Feb
Korean Air Logo
22:30 - 08:40
SIN
-
ORD
24h 10m1 stop
Korean Air Logo
11:25 - 20:25
ORD
-
SIN
43h 00m1 stop
S$ 1,090Korean Air
Tue, 27 Jan - Wed, 4 Feb
Korean Air Logo
01:35 - 08:40
SIN
-
ORD
21h 05m1 stop
Korean Air Logo
11:25 - 00:10
ORD
-
SIN
22h 45m1 stop
S$ 1,103Korean Air
Mon, 26 Jan - Tue, 3 Feb
Korean Air Logo
01:35 - 08:40
SIN
-
ORD
21h 05m1 stop
Korean Air Logo
11:25 - 20:25
ORD
-
SIN
43h 00m1 stop
S$ 1,126Korean Air
Tue, 10 Feb - Fri, 20 Feb
Korean Air Logo
10:40 - 08:40
SIN
-
ORD
36h 00m1 stop
Korean Air Logo
11:25 - 00:10
ORD
-
SIN
22h 45m1 stop
S$ 1,127Korean Air
Wed, 21 Jan - Wed, 4 Feb
Delta Logo
01:35 - 22:22
SIN
-
MDW
34h 47m2 stops
Delta Logo
18:14 - 20:25
MDW
-
SIN
36h 11m2 stops
S$ 1,131Delta
Wed, 21 Jan - Wed, 4 Feb
Delta Logo
01:35 - 23:56
SIN
-
ORD
36h 21m2 stops
Delta Logo
18:40 - 00:10
ORD
-
SIN
39h 30m2 stops
S$ 1,131Delta
Wed, 28 Jan - Wed, 4 Feb
Air Canada Logo
21:00 - 14:41
SIN
-
ORD
31h 41m2 stops
Air Canada Logo
15:35 - 07:00
ORD
-
SIN
25h 25m1 stop
S$ 1,147Air Canada
Wed, 28 Jan - Wed, 4 Feb
Air Canada Logo
21:00 - 14:41
SIN
-
ORD
31h 41m2 stops
Air Canada Logo
08:00 - 07:00
ORD
-
SIN
33h 00m2 stops
S$ 1,149Air Canada
Tue, 27 Jan - Tue, 3 Feb
Multiple Airlines Logo
14:25 - 12:40
SIN
-
MDW
36h 15m2 stops
Multiple Airlines Logo
10:35 - 13:05
MDW
-
SIN
36h 30m2 stops
S$ 1,477Multiple Airlines
Thu, 22 Jan - Wed, 4 Feb
Multiple Airlines Logo
14:25 - 12:40
SIN
-
MDW
36h 15m2 stops
Multiple Airlines Logo
11:10 - 13:05
MDW
-
SIN
35h 55m3 stops
S$ 1,549Multiple Airlines
Booking Insights

KAYAK's insights & trends for Singapore to Chicago flights

Get data-powered insights and trends into flights from Singapore to Chicago to help you find the cheapest flights, the best time to fly and much more.

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

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

If you are looking for a flight deal from Singapore to Chicago, look for departures on Tuesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Wednesday is the cheapest day to fly and Saturday is the most expensive.

What is the cheapest month to fly from Singapore to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Singapore to Chicago, 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 Singapore to Chicago is October, where tickets cost S$ 1,169 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is S$ 2,278 and S$ 1,612 respectively.

Good to know

Low seasonJanuary
Cheapest flightS$ 689
Best time to beat the crowds but there is an average 57% increase in price.
Most popular time to fly (6% more expensive on average)
Flight from Singapore to Chicago O'Hare Airport

When to book flights from Singapore to Chicago

Are your dates flexible? Find out the best times to travel from Singapore to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Singapore to Chicago

  • What is the cheapest flight from Singapore to Chicago?

    In the last 3 days, the lowest price for a flight from Singapore to Chicago was S$ 689 for a one-way ticket and S$ 1,090 for a return.

  • Which airports will I be using when flying from Singapore to Chicago?

    When flying out of Singapore you will be using Singapore Changi. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Singapore to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Singapore to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Singapore and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Singapore to Chicago, EVA Air or ANA?

    The two airlines most popular with KAYAK users for flights from Singapore to Chicago are EVA Air and ANA. With an average price for the route of S$ 1,607 and an overall rating of 8.5, EVA Air is the most popular choice. ANA is also a great choice for the route, with an average price of S$ 1,092 and an overall rating of 8.4.

  • How does KAYAK find such low prices on flights from Singapore to Chicago?

    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 Singapore to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Singapore to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from 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 Singapore to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Singapore with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Singapore to Chicago?

    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 to Chicago from 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 flying from Singapore to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Singapore to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Singapore to Chicago? 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 1297 reviews
8.6Crew
8.1Food
8.3Comfort
8.4Boarding
8.0Entertainment
Airline reviews

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

8.0 ExcellentAnonymous, Dec 2025
CNX - TPE
Read more EVA Air reviews

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

Eva airlines has very goin service, despite being low cost. Meals and fin, not amazing, restrooms always clean and staff polite and helpful

Its fantastic!!I like the food the serve in EVA air😊

Flight was canceled was only given only a 8 hour lead time. Had to fight to be put on another airline (United Airlines) that was leaving earlier then the one EVA and rescheduled.

Awful had to ask for a supervisor to sit with my flight companion even t booked the tickets together weeks before

Very good service and food. Crew was professional and helpful. Cabin and restrooms were kept clean

EVA airlines was excellent: on time or early, safe, courteous crew. Highly recommended.

EVA! What is going on with your food!?!? Pre pandemic I used to go to Taiwan at least twice a year and always flew EVA — the food was consistently tasty for airplane food. Post pandemic, it’s not great at all. Step it up!

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. Oh and the seats were more comfortable, had more ability to lean and the headrest was much better for flight sleeping. 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.

Sub sandwhich for a snack through mid flight and giving a bottle water was a good idea

Staff was rude and loud. No respect for customers unlike the Starflyer Osaka to Haneda sector where service was outstanding. What a stark difference. Maybe United should learn from ANA how to do customer service.

The meals were sufficient and tasty considering it was air travel food. Water coffee and juices offered each time a meal came by and water distributed between meals. It was good service in my opinion. Plenty of movies to enjoy. May not be the one you want but plenty of older movies and plenty of current ones as well. I enjoyed the trip.

we were in premium economy, but we both got middle seats and had to sit separately. i could have avoided this by trying to obtain seats sooner, but i tried 3 times and gave up. ANA's technology is not friendly for newcomers. no, check that---I think it is nigh impossible. not sure we are coming back. ana can do better to provide a front end that's friendly to users in both US and Japan.

Checking in via an alliance partner, even a foreign one should get TSA Precheck printed on your boarding pass. The paper copy issued by ANA didn’t show it. I couldn’t get my digital copy due to some technical issue arising because I checked in with ANA. The kiosks at SFO similarly threw an error. The only way I could have gotten a new copy of my boarding pass was from the UA counter and lines were nearly as long as TSA so I bit the bullet and went through the regular TSA line. If UA wants my business, they need to improve that process.

Great as can be expected with a 10 hour flight over the Pacific. Great movie selection of new releases that hadn’t hit streaming yet. And despite the bad rep, I actually like the airplane good.

One of the best business class seats I’ve had. The lie flat seats made it comfortable to endure a 12 hour flight. Service was excellent and food was great.

Almost 6 hours of delay with over 12 gate changes. Flight was supposed to depart around 6 and instead depart after 12am. No accommodations were offered than some snacks closer to midnight when the crew was planning to throw away some snacks.

Purchased WiFi was slow to non functional. Staff was not personable or friendly. Seats were cramped. Boarding took long but I expected that.

The crew was excellent. The flight was delayed for 20 to 25 minutes. We did arrive a bit later than expected. The AC could have been better.

Very disappointed with the seat selection. During the booking, I selected seats such that my wife and I would sit next to each other. However, during check-in, we found out that the airline changed our seats and we were seated apart; and I was stuck in the middle seat with two strangers. Very disappointing experience. We would not fly ANA next time.

Underpricer is a terrible third party service that couldn’t change three letters on my boarding pass in time to make a flight. It cost me tons of money to have to buy a new ticket with JAL. I’m extremely let down with Kayak using such a sketchy company with horrific customer service.

Check in procedure is harder than with other airlines, infotainment system is outdated

I liked- timely took the take off I disliked- food for ANML was not served even after request, ASVML was really bad, the cleanliness of seats were not up to satisfactory level and I had to use my own sanitizer. Even basic sanitizer packs were not served, cabin crew could be more friendly as I noticed their behavior against other fellow passangers who were not speaking English well.

The crew was attentive and provided everything I needed. The business class food was excellent.

Fantastic flight company. A higher standard than any American airline company for sure.

great experience - staff were kind and attentive and food was excellent. very comfortable flight that felt much shorter than 14 hours.

I thought this was a JAL flight but landed up being a code sharing one with Hawaiian Air. Got upgraded by check in staff and they confirmed my bag coming from Bangkok which was great. Cabin crew was solid, not especially friendly, just super efficient and wanting to get the job done which they did. Very fast and agenda oriented. Worst part is my economy plus seat was no better than my economy seat on JAL. Plus JAL has way better food, cleaner plane, and better crew. Worst part is when I landed, was never told where to grab bags. I had correct flight name and number for JAL but there was a Hawaiian flight number in another baggage terminal. I wasted over an hour with no help from ground staff for my bag. Hawaiian and Alaska airlines merger can’t happen fast enough as Hawaiian airlines is a dinosaur. Bad experience again and I’m not surprised. JAL rocks!

The seat was uncomfortable and seemed to be on its last days. Loose and sloppy

Business class lie flat seat is the best and easiest to operate 👍👍

My seat had zero leg room. I thought I was flying Japan Airlines, a company I picked based solely on the legroom... When I got to the airport on my first flight, they informed me that I was in fact flying J.A.L VIA American Airlines... What a bait and switch. I will never fly AA on an international flight ever again.

I wish there were more bathrooms available on these larger carriers.

The experience was efficient, on time, and provided great service.

one hour transit not good. cathay pacific is not helpful at all

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

Super delayed. Unnecessary. Need more competent people doing logistics to keep things moving on time. Totally unacceptable.

Overall, not good. Super late boarding in Hong Kong because some last minute issue with a plane. The boarding process is chaotic. Kathy Pacific should seek to do better with punctual departure time. Caused a lot of trouble with missed connecting flight.

Flew from lax economy on cathay 777. Seat configuration 3-4-3. When the forward seat reclines it feels like someone is leaning forward and staring you. If you are slightly big tray tables will touch your abdomen even with seats upright. AVOID this above 777 configuration at all cost for a long flight. However their Airbus 350 3-3-3 configuration felt spacious and Seats wider.

Not much of anything could have been done better unless I had a first class ticket. I was literally 15 hours with an airline in the economy class. Very professional friendly and attentive crew. Good airline food, clean cabin, seating area and bathrooms. I've been 4 times back-and-forth with Cathay Pacific, and I would not choose another airline for this trip. Five out of five stars.

First time tying out business class with this airline, hat a disappointment, never returning. We didn’t get the meal as requested from Singapore to HKG flight. While meals served connecting flight, crew takes meal order based off passenger membership status by giving the. Priority selection of meals. It was a battle, plain disappointment, not worth the hype, price, class as categorized/ advertised

The staff were so friendly and accommodating. The food was great. Lots of movies to choose from as well as tv shows. Highly recommend.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Everything you need to know for your flight from Singapore to Chicago

Information on your arrival and departure airports