CHI - SIN

$400 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 4/21. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
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Cheap Flight Deals from Chicago to Singapore (CHI-SIN)

 
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.

Recent round-trip flight deals from Chicago to Singapore

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Singapore.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
11:25 am - 5:55 pmORD-SIN
41h 30m1 stop
11:10 pm - 9:40 amSIN-ORD
23h 30m1 stop
$830Turkish Airlines
Find Deal
Wed, May 14 - Wed, May 21
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
$834Cathay Pacific
Find Deal
Tue, Apr 29 - Mon, May 5
4:00 pm - 11:45 amORD-SIN
30h 45m1 stop
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
$849Cathay Pacific
Find Deal
Thu, Sep 18 - Wed, Oct 1
11:25 am - 5:55 pmORD-SIN
41h 30m1 stop
11:10 pm - 9:40 amSIN-ORD
23h 30m1 stop
$865Turkish Airlines
Find Deal
Thu, Sep 18 - Thu, Oct 2
12:30 am - 1:50 pmORD-SIN
24h 20m1 stop
1:10 pm - 8:45 pmSIN-ORD
20h 35m1 stop
$1,082EVA Air
Find Deal
Wed, Sep 17 - Thu, Oct 2
6:30 am - 6:25 pmORD-SIN
22h 55m1 stop
8:40 pm - 11:57 amSIN-ORD
28h 17m2 stops
$1,097United Airlines
Find Deal
Wed, May 14 - Wed, May 21
6:30 am - 6:25 pmORD-SIN
22h 55m1 stop
11:05 am - 5:08 amSIN-ORD
31h 03m2 stops
$1,102United Airlines
Find Deal
Thu, Apr 24 - Mon, Apr 28
6:50 pm - 11:40 pmMDW-SIN
39h 50m2 stops
10:30 pm - 12:32 pmSIN-MDW
27h 02m2 stops
$1,106Delta
Find Deal
Tue, Sep 16 - Sun, Sep 21
7:50 am - 5:00 amORD-SIN
32h 10m2 stops
1:10 am - 11:59 pmSIN-ORD
35h 49m2 stops
$1,106Delta
Find Deal
Tue, May 6 - Mon, May 12
12:30 am - 1:50 pmORD-SIN
24h 20m1 stop
1:10 pm - 9:00 pmSIN-ORD
20h 50m1 stop
$1,120EVA Air
Find Deal
Wed, Apr 23 - Sun, May 11

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

The average price of all round-trip flights from Chicago to Singapore clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Singapore, you should consider leaving on a Monday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Thursdays.

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 February, where tickets cost $878 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,732 and $1,491 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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

August

High season

December

Cheapest flight

$400
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 44% increase in price.
Flight from Chicago O'Hare Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips 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 Chicago to Singapore

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • What is the cheapest flight from Chicago to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago to Singapore was $400 for a one-way ticket and $830 for a round-trip.

  • Do I need a passport to fly between Chicago and Singapore?

    Yes, you’ll need a passport to travel to Singapore from Chicago.

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

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Singapore Changi is the only airport in Singapore. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

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

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

  • Which airline alliances offer flights from Chicago to Singapore?

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

  • What is the most popular layover when flying to Singapore from Chicago?

    Hong Kong is the most popular layover city among KAYAK users traveling from Chicago to Singapore.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Singapore are EVA Air and Korean Air. With an average price for the route of $1,209 and an overall rating of 8.4, EVA Air is the most popular choice. Korean Air is also a great choice for the route, with an average price of $1,407 and an overall rating of 8.4.

  • 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 to Singapore from Chicago 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 to Singapore with an airline and back to Chicago 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 to Singapore from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago to Singapore

  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.
See more tips

Top 5 airlines serving from Chicago to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. 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 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 1170 reviews
8.4Boarding
8.6Crew
8.3Comfort
8.1Food
8.0Entertainment
Airline reviews

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.

10.0 ExcellentAnonymous, Feb 2025ORD - TPE
Read more EVA Air reviews

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.

Movie selection was not as good as recent flights I've taken (EVA and other airlines).

Very smooth flight. Superb crew, great food and service. Slept most of the way. Excellent airline.

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

Excellent food. Good service. Crammed Premium Economy seats. I Asked to change seats during check in. They told me the flight was fully booked. But on board I saw empty seats where I could have been easily relocated.

basic and only minimum of service, they offer nothing special

The app was awful. No accurate info. Paying for internet is a negative (Delta is free). The crew was very nice for the most part although you are not guaranteed to get good service. Some crew would ignore requests for things as simple as a cup of water if you were sleeping when the first serving was made. Food was great. Male crew member was exceptionally kind and responsive.

Boarding was good. It will be nice to have beer anytime. I asked for a beer at tea time & I was refused. Quite disappointed

Good experience but could be better for people with injuries and needing extra assistance

It was a good flight. I would highly recommend it to family and friends.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

I've stomach problems after 2 hours of flight, Iris, the flight purser not only did her best to make me feel comfortable, she went above and beyond providing pain relievers medicines and ointment. She look and found a doctor passenger on the flight to provide advise. She even report on ground staffs about my condition and provide wheelchair upon arrival. Kudos to her and Cathay Pacific!

Crew was great. But a bit understaffed. The business class seat, etc were dated. But comfortable. Some legs had entertainment system from a decade ago. Selections were rather poor. Food was mediocre at best. Actually poor for business class standards. I liked the lounge in Hong Kong. Showers were great. Food was nice.

Everything was fine and I have no complaints or things to note.

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

Overall, it was ok. However, the food was very sub-par.

The economy seats are much indeed roomier. Meals needs improvement.

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

Fast boarding flight on time boarded plane back to front instead of stupid zone groups like US airlines do...

Baggage delayed for 2 days and still chasing for reimbursement of basis items. Very horrible customer care service.

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

UA28 was good service and meals. UA is upgraded, I would like to book for next flight by UA Thanks Liao

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

Fight was delayed an hour due to operational issues ,then further delayed due to ground control for a total of about 1.30 hours. Salad was completely frozen and flatware was so cold you could barely handle it. Crew was friendly and professional and the flight was smooth. The aircraft was clean and well-serviced.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Ordered Vegan meal - it was ok, but not exceptional. Seat ok row 39 middle section aisle. Nearly full flight - crew was busy but they did the best they could. There was a USB A port at the seat. I listened to my own music and only looked at flight information. One nice thing was the connection information was made available in the screen.

Very nice and friendly crew. Boarding system can be improved.

The Etickets had been changed (Why?) without notice ; Hence, that caused troubles when checking in. Not until I contacted my ticket agent and was given correct Etickets could I then check in.

Cleanliness of seats, trays, storage pockets need more attention, but everything else was good.

A great airline, no complaints at all. My experience with Cheap Tickets was very disappointing however. Two hours after purchasing the flight they called to tell me that the ticket price had gone up. I’ve never heard of such a thing. That is called false advertising; I will never use this ticketing service again and will warn all friends to never use it.

One of the worst check in process at the DIA as well as the boarding counter Changed seat at the last minute and assigned middle seat while I paid for window seat. Requested many times but to no avail . horrible customer service and very poor process Requesting refund for seat that was changed last minute

Good overall flight. Excellent crew. Food options could be improved.

Vegan food tasted good. Restroom could be kept cleaner. Seat tray table was a bit tilted so food tray kept sliding down a bit. Flight crew can be a little more friendly, caring and approachable. Their faces lacked smiles and tone was stern.

Flight was delayed then we had to redirect for medical emergency during which time we had no information on what is the plan. The connecting flight was also delayed.

Seats are not clean inside the very dirty and need to improve

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

Information on your arrival and departure airports

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