SIN - CHI

S$ 648 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 6-12. 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

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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Singapore to Chicago.
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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, 13 Nov - Thu, 27 Nov
Air Canada Logo
08:50 - 20:00SIN-ORD
25h 10m2 stops
Air Canada Logo
15:40 - 07:00ORD-SIN
25h 20m1 stop
S$ 1,055Air Canada
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Thu, 27 Nov - Tue, 2 Dec
Air Canada Logo
08:50 - 14:41SIN-ORD
19h 51m1 stop
Air Canada Logo
15:40 - 11:15ORD-SIN
29h 35m2 stops
S$ 1,063Air Canada
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Thu, 20 Nov - Mon, 1 Dec
Cathay Pacific Logo
20:15 - 12:55SIN-ORD
30h 40m1 stop
Cathay Pacific Logo
14:35 - 05:40ORD-SIN
25h 05m1 stop
S$ 1,176Cathay Pacific
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Wed, 26 Nov - Mon, 1 Dec
Cathay Pacific Logo
07:40 - 12:55SIN-ORD
19h 15m1 stop
Cathay Pacific Logo
14:35 - 05:40ORD-SIN
25h 05m1 stop
S$ 1,191Cathay Pacific
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Thu, 16 Apr - Mon, 20 Apr
United Airlines Logo
20:40 - 05:27SIN-ORD
21h 47m1 stop
United Airlines Logo
21:05 - 18:25ORD-SIN
32h 20m1 stop
S$ 1,208United Airlines
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Wed, 15 Apr - Thu, 30 Apr
United Airlines Logo
20:40 - 14:44SIN-ORD
31h 04m1 stop
United Airlines Logo
06:02 - 18:25ORD-SIN
23h 23m1 stop
S$ 1,211United Airlines
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Wed, 15 Apr - Mon, 20 Apr
Korean Air Logo
01:10 - 09:40SIN-ORD
21h 30m1 stop
Korean Air Logo
12:20 - 05:00ORD-SIN
27h 40m1 stop
S$ 1,235Korean Air
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Wed, 15 Apr - Mon, 20 Apr
Korean Air Logo
01:10 - 09:40SIN-ORD
21h 30m1 stop
Korean Air Logo
12:20 - 05:00ORD-SIN
27h 40m1 stop
S$ 1,239Korean Air
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Wed, 15 Apr - Wed, 29 Apr
EVA Air Logo
13:10 - 21:00SIN-ORD
20h 50m1 stop
EVA Air Logo
00:30 - 12:00ORD-SIN
22h 30m1 stop
S$ 1,378EVA Air
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Tue, 14 Apr - Tue, 28 Apr
EVA Air Logo
13:10 - 21:00SIN-ORD
20h 50m1 stop
EVA Air Logo
00:30 - 13:50ORD-SIN
24h 20m1 stop
S$ 1,380EVA Air
Find Deal

Everything you should know

Top airlines
Air Canada
Cheapest • from S$ 1,055 (return)
EVA Air
Best reviews • 8.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
October
Cheapest • 17% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest return fare
S$ 1,055
Typical prices: S$ 1,257-S$ 1,596
Air Canada
Thu 13-11Thu 27-11
SIN - ORD • 2 stops
Cheapest one-way flight
S$ 662
Typical prices: S$ 956-S$ 1,224
Multiple Airlines
Sat 6-12
SIN - ORD • 3 stops
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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!
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.

How much is a return flight from Singapore to Chicago?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Singapore to Chicago departing in November.

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$ 1,194 (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$ 1,926 and S$ 1,624 respectively.

Good to know

Low seasonJanuary
Cheapest flightS$ 662
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly (12% 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$ 662 for a one-way ticket and S$ 1,055 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?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Singapore and Chicago, with SkyTeam 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$ 1,582 and an overall rating of 8.4, EVA Air is the most popular choice. ANA is also a great choice for the route, with an average price of S$ 1,784 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.
8.4
EVA AirOverall score based on 1268 reviews
8.4Boarding
8.1Food
8.6Crew
8.0Entertainment
8.3Comfort
Airline reviews

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

10.0 ExcellentMary Grace, Oct 2025TPE - SEA
Read more EVA Air reviews

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

everything was so good! Especially Food. It was the best I've ever had! However,I requested to add mileage point to Star alliance group ANA; it hasn't been added yet.... 😞

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

seats are pitched well. you don't feel too tight.

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.

Everything was excellent. Only the fish entree in the Japanese meal was overcooked and quite dry but everything else was great

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.

Luckily I just tried to sleep. But the entertainment system was awkward to operate. I hate all this stuff with apps and adding it to your phone and all. It is a nuisance. I would prefer a good magazine or newspaper in the pocket in front of me or available.

Upgrade the comfort, food and attendants. Also we arrived in Houston in the morning. The meal they served two hours before our arrival was a dinner entree. It would have been a lot nicer and much more appropriate to have had breakfast.

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.

put me in front row, screen was tiny, movie slection wasnt very good will be flying back on another airlines

Excellent flight. Check in experience was a breeze. Smooth and on time flight. Friendly and attentive attendants. Premium economy seating was very spacious. The lounges in both SEATAC and Narita were first rate. The only negative was the inflight food and entertainment options, which were limited, and Wi-Fi was not working. We would definitely fly JAL again.

Not good. The flight from LAX to Tokyo was delayed 15 hours.

My luggage is missing and waiting to hear back about it. 3 of my 6 checked bags didn’t make it to DFW.

Boarding, crew, and seating were great. The food needs to improve.

JAL is an exceptional airline that shows the true heart of Japanese omotenashi service. If the option is available I’ll always chose it

I avoid American Airlines for a reason. Our flight was delayed at LAX. The situation at the gate was chaotic. The woman making announcements wasn't being clear or transparent regarding why there were delays. There was a lot of confusion regarding flight and gate status. Other passengers were pretty rude. I was elbowed in the eye by someone who was in a hurry to get their bags from the overhead bin immediately after the flight landed. Ultimately, I will avoid AA as much as possible in the future.

Issues: 1) the charging issue as described in my previous survey 2) when I requested diet coke during the breakfast time, it is not available. Why? I can't drink diet coke in the morning? 3) when I tried to transfer to this flight, its gate information was not available to me?

The lead business class attendant was excellent. Made a point of greeting you and knowing your name by the time you leave.

If my return flight was not so much better, I would have given an excellent review.

A lot of things Never flying with this airline again Had an emergency landing

Chicken pieces were too big with pasta. Need to be smaller.

Overall pretty good experience. It would be nice to have caught the attendants even they were flying down the aisle with snacks, and if they could cater to multiple dietary restrictions (bland and no lactose. The customer service chat is a bad experience), but otherwise no complaints.

Boarding at the airport was not well managed. Otherwise, had a good flight sitting in the first row (which I paid for). Crew was pretty friendly, and flight was smooth.

they are deley vancouver to hankong 3 hour after honkong 20 hour stay there honkong not visa approved and they cant help to visa so we are stay in airport 20 hour even honkong staf very bad person they cant do for us 6 hour we arround they said you there you go there waste time next time i dont want to go cathay stay in honkong

Just want to do a little more clean up so does not smell like urine.

Check in process at the kiosk, crew in flight and overall comfort was good. Food selection could have been better. Flight from Hong Kong to Los Angeles did not have any vegetarian main course option, it was either sea food or chicken. Being a vegetarian I could only eat yogurt and fruit. Most international flights have one vegetarian main course dish which I found missing in Cathay Pacific menu.

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.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

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

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