SIN - CHI

S$ 682 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 15-5. 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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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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Cheap Flight Deals 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.

Recent return flight deals from Singapore to Chicago

KAYAK's recommended return flight deals from the most popular airlines that fly from Singapore to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
09:10 - 14:49SIN-ORD
42h 39m1 stop
20:03 - 07:05ORD-SIN
46h 02m2 stops
S$ 1,236Air Canada
Find Deal
Tue, 24 Jun - Wed, 23 Jul
09:10 - 14:49SIN-ORD
42h 39m1 stop
20:03 - 07:05ORD-SIN
46h 02m2 stops
S$ 1,238Air Canada
Find Deal
Tue, 24 Jun - Wed, 23 Jul
20:40 - 19:39SIN-ORD
35h 59m1 stop
06:30 - 18:25ORD-SIN
22h 55m1 stop
S$ 1,242United Airlines
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Sun, 11 May - Sun, 18 May
20:40 - 05:08SIN-ORD
21h 28m1 stop
06:30 - 18:25ORD-SIN
22h 55m1 stop
S$ 1,243United Airlines
Find Deal
Mon, 7 Apr - Fri, 18 Apr
01:50 - 14:25SIN-ORD
25h 35m1 stop
16:00 - 05:30ORD-SIN
24h 30m1 stop
S$ 1,274Cathay Pacific
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Mon, 23 Jun - Wed, 23 Jul
01:50 - 14:25SIN-ORD
25h 35m1 stop
16:00 - 05:30ORD-SIN
24h 30m1 stop
S$ 1,275Cathay Pacific
Find Deal
Mon, 23 Jun - Wed, 23 Jul
13:10 - 05:45SIN-ORD
29h 35m2 stops
00:30 - 12:00ORD-SIN
22h 30m1 stop
S$ 1,629EVA Air
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Tue, 24 Jun - Tue, 22 Jul
08:05 - 16:00SIN-ORD
20h 55m1 stop
01:30 - 17:30ORD-SIN
27h 00m1 stop
S$ 1,655Japan Airlines
Find Deal
Tue, 24 Jun - Tue, 22 Jul
01:55 - 09:15SIN-ORD
20h 20m1 stop
01:30 - 17:30ORD-SIN
27h 00m1 stop
S$ 1,800Japan Airlines
Find Deal
Mon, 11 Aug - Sun, 17 Aug
13:10 - 21:00SIN-ORD
20h 50m1 stop
00:30 - 13:50ORD-SIN
24h 20m1 stop
S$ 2,014EVA Air
Find Deal
Tue, 6 May - Fri, 16 May

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 February, where tickets cost S$ 1,345 (return) on average. On the other hand, the most expensive months are August and January, where the average cost of round-trip tickets is S$ 1,997 and S$ 1,937 respectively.

How far in advance should I book a flight from Singapore to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.
To get a below average price on the flight from Singapore to Chicago, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low season

January

High season

May

Cheapest flight

S$ 682
Best time to beat the crowds but there is an average 19% 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$ 509 for a one-way ticket and S$ 923 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, SkyTeam, and Star Alliance are the airline alliances operating flights between Singapore and Chicago, with Star Alliance being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Singapore to Chicago are EVA Air and Japan Airlines. With an average price for the route of S$ 1,534 and an overall rating of 8.4, EVA Air is the most popular choice. Japan Airlines is also a great choice for the route, with an average price of S$ 1,779 and an overall rating of 8.3.

  • 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.

See more FAQs

Top 4 airlines serving 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 1169 reviews
8.6Crew
8.4Boarding
8.3Comfort
8.1Food
8.0Entertainment
Airline reviews

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

8.0 ExcellentAnonymous, Mar 2025TPE - IAH
Read more EVA Air reviews

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.

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

Check in process in Manila was so slow. From the time we got in line to reaching the counter we could have arrived at Taipei even if the flight was delayed for half hour.

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.

Great but I am not sure why I was placed in zone 4 for boarding despite being an Infinity Member??? Can you explain online. Thanks

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.

Great service. Was there a food option? I was given food (I could have ordered ahead of time?) but had no choice. I like choice.

delayed and the cabin crew was like trainees.. a bit careless and not so pleasing to their job

Website from the 1990s, super frustrating customer support, inflight experience merely OK - more like United than e.g. Emirates

The seats are significantly more comfortable than US airlines and the staff are much friendlier. The food is also much better, as they are particularly accommodating to any dietary restrictions.

Could had been better if they include in their menu some western food.

They 7 seats in one row for Business class while most business class for other airlines are 4 seats in one row. the seat was narrow. the Toilet was so smell, dimming light, no water out of faucet. Terrible.

Difficult to access advanced check-in online. No way to understand why it wouldn’t work. Call center not answering. Email for answers took days to respond, Kind service at the airport and on the flight made up for disappointing service before flight.

Attentiveness by crew was very good. The seats were uncomfortable seemingly too hard with inefficient cushioning. This was verified with my traveling companions. Also the incline button was inoperable.

Courteous and helpful employees. Comfortable seats and temperature of aircraft . Did not need squid in my salad but glad to have the menu information advising me of what it was

Everything was great, except the Wifi, but that's understandable.

The plane was dirty, there was trash in the seat pocket in front of me.

Food was excellent, the crew was exceptionally friendly, and the seats were comfortable. Bathroom were also kept very clean and odor free.

Worst experience I have ever had with any airline in over 25 years.

I have a Peanut Allergy and the Steward staff were very accommodating in ensuring my safety as my allergy is life threatening. Very professional and so vested in their profession.

Very noisy and careless crew on this overnight flight. They should understand customers want to sleep

The flight was delayed for 30 mins. The overall experience was good.

Highly impressive. On time. Smooth and fast boarding and disembarkment. Really great service

It was okay overall but the food was very, very bad.

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

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

Horrible. No good food. Baggage missed to onboard and came after a day. No support to compensate the delay. Customer care cannot see the status of the complaint. No reply of the email.

bad… no veg food was provided eventhough i pre ordered special meal

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

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

Information on your arrival and departure airports

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