SIN - CHI

S$ 746 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 6-4. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest return fare
S$ 1,067
Typical prices: S$ 1,191-S$ 1,341
ANA
Thu 9-4Wed 22-4
SIN - ORD • 1 stop
Cheapest one-way flight
S$ 746
Typical prices: S$ 770-S$ 1,411
United Airlines
Mon 6-4
SIN - ORD • 1 stop
Top airlines
Cheapest • from S$ 1,067 (return)
Best reviews • 8.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
Not available
There are currently no direct flights between Singapore and Chicago. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
Top stopover airports
Cheapest • Avg S$ 1,229 (return)
Shortest trip • 19h 15m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% price drop
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, 9 Apr - Wed, 22 Apr
ANA Logo
11:05 - 08:40
SIN
-
ORD
34h 35m
1 stop
ANA Logo
07:40 - 23:20
ORD
-
SIN
26h 40m
2 stops
S$ 1,067ANA
Mon, 27 Jul - Tue, 11 Aug
Japan Airlines Logo
01:55 - 23:58
SIN
-
ORD
35h 03m
2 stops
Japan Airlines Logo
10:05 - 06:10
ORD
-
SIN
55h 05m
2 stops
S$ 1,194Japan Airlines
Thu, 9 Apr - Wed, 22 Apr
United Airlines Logo
09:00 - 20:47
SIN
-
ORD
24h 47m
1 stop
United Airlines Logo
06:25 - 18:35
ORD
-
SIN
23h 10m
1 stop
S$ 1,204United Airlines
Thu, 4 Jun - Tue, 11 Aug
United Airlines Logo
20:35 - 07:16
SIN
-
ORD
23h 41m
1 stop
United Airlines Logo
06:00 - 18:35
ORD
-
SIN
23h 35m
1 stop
S$ 1,205United Airlines
Thu, 23 Apr - Thu, 30 Apr
United Airlines Logo
09:00 - 17:05
SIN
-
ORD
21h 05m
1 stop
United Airlines Logo
16:35 - 18:35
ORD
-
SIN
37h 00m
1 stop
S$ 1,206United Airlines
Tue, 25 Aug - Wed, 9 Sep
Multiple Airlines Logo
08:05 - 21:03
SIN
-
ORD
25h 58m
2 stops
Multiple Airlines Logo
17:55 - 13:15
ORD
-
SIN
30h 20m
2 stops
S$ 1,208Multiple Airlines
Mon, 20 Apr - Fri, 24 Apr
United Airlines Logo
20:35 - 07:07
SIN
-
ORD
23h 32m
1 stop
United Airlines Logo
21:40 - 18:35
ORD
-
SIN
31h 55m
1 stop
S$ 1,212United Airlines
Thu, 9 Apr - Wed, 22 Apr
Multiple Airlines Logo
11:00 - 08:35
SIN
-
ORD
34h 35m
2 stops
Multiple Airlines Logo
14:00 - 09:40
ORD
-
SIN
30h 40m
1 stop
S$ 1,224Multiple Airlines
Mon, 20 Apr - Sat, 25 Apr
Delta Logo
22:00 - 21:18
SIN
-
ORD
36h 18m
2 stops
Delta Logo
07:00 - 05:00
ORD
-
SIN
33h 00m
2 stops
S$ 1,228Delta
Mon, 13 Apr - Thu, 23 Apr
Delta Logo
01:25 - 16:29
SIN
-
MDW
28h 04m
2 stops
Delta Logo
09:29 - 05:00
MDW
-
SIN
30h 31m
2 stops
S$ 1,565Delta
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 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$ 943 (return) on average. On the other hand, the most expensive months are January and June, where the average cost of round-trip tickets is S$ 1,824 and S$ 1,601 respectively.

Good to know

Low seasonFebruary
Cheapest flightS$ 746
Best time to beat the crowds (31% less expensive on average)
Most popular time to fly (18% 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$ 746 for a one-way ticket and S$ 1,067 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?

    Star Alliance, and oneworld 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 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$ 1,519 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$ 1,080 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 4 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 1372 reviews
8.3Comfort
8.4Boarding
8.1Food
8.6Crew
8.0Entertainment
Airline reviews

What could have been better, was we were delayed from takeoff for two hours. Initially we were informed that we were delayed for refueling. Then we taxied out on the tarmac, then just waited there for a long time, with no explanation of the delay. Were we just waiting on takeoff clearance or was there some other reason for the delay? The pilot, nor none of the crew informed us passengers. That was not good customer service. That needs to be improved, whenever a delay, inform the passengers for the reason.

6.0 GoodVincent, Mar 2026
TPE - IAH
Read more EVA Air reviews

What could have been better, was we were delayed from takeoff for two hours. Initially we were informed that we were delayed for refueling. Then we taxied out on the tarmac, then just waited there for a long time, with no explanation of the delay. Were we just waiting on takeoff clearance or was there some other reason for the delay? The pilot, nor none of the crew informed us passengers. That was not good customer service. That needs to be improved, whenever a delay, inform the passengers for the reason.

More seat space More bathrooms Charging outlets Plane was old

This flight was long and I am so thankful I had a seat in the back of the plane. As I usually must get up and stretch every hour . The crew were probably the most friendly I have flown with. Thanks and I will book again with Eva air. Food was ok too.

It was a pleasure to fly with EVA airlines from Taipei to San Francisco.

I love EVA airline, but the KAYAK website for not in emergency, urgency and personal issues. For instance, on January 5/2026 with already booked the flight, I have a 15 hours of delay between airport when booked before as my choice. But if I want to go back home (U.S) early, then I have to contact the KAYAK office at I was in other country without phone service and nothing that EVA can do for me. Even I offered to pay more to change from another flight to go to the U.S early, not wasting at15 hours of delay, but EVA could not help me until I call KAYAK at an Island of nation. No office of KAYAK from any nation and times of difference in the world. However, everything and everyone is the best. Therefore, please KAYAK making much more easy for both the airline and passenger in some issues at the middle of nowhere in some country when no need to call KAYAK for some emergency, urgency, sick, etc or personal reference. Please, please, please no need to call KAYAK office for any changes of flights from urgency or private.

My seat arrangement was good with Eva Air. The toilet sanitary was good ( hand wash, face moist spraying, fresh air spray, hair moisturizer). But the Asian movie selection was not great at all.

Don’t preorder the diabetic meal if you don’t have to. Whoever creates those meals thinks everyone loves fish, and hates seasoning. In a world where we can find diabetic friendly candy and low card bread, it’s surprising that places are still serving flavorless gelatin and rice cakes. Boarding in Taipei was chaos. They tried to form a line but didn’t manage it. So once the gate was opened, the line didn’t matter and everyone just mobbed to the front.

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.

Flight was late boarding. United crew were not friendly and cordial unlike the ANA crew.

Vegetarian options were not that great. However, the crew and service was awesome

The food was not great and the seats you need a little bit more space to put your things down around you: the blankets and toiletry bag were good. Flight was on time and bags etc no issues

Entertainment was good , comfort on airplane easy hoarding food and drinks was good and a friendly and good service of flight staff

The plane was very clean and the crew was very nice.

The lounge in Japan was busy and smaller. Have great choice of ramen.

Customer service was very good. Food was delicious. Wish the flight was longer.

I was good seat to keep stretch my legs . but couldn’t keep my bag in my hand . because they told me can’t keep my seat is no holder , because no seat fronts of us. wish I can put my leg on something higher. but instead of that everything goood.

Overall was a good experience. Crew members are nice and helpful.

Good airlines btu ORL airport messed up the return flight for me. Checking out a connecting flight pax is unacceptable.

After each meal was served I didn't see any flight attendant offer coffee or tea to the passengers after the initial drinks were offered. Other flights I had been one it was standard procedure to offer hot drinks after the meal service.

It was great. It was my first time with Cathay Pacific and I really recommend.

Selected ovo lacto meal because I’m ok with milk products but not any meat. It was terrible. We had the same selection back in October when we had traveled and it was pretty good at that time. It was gross this time.

I was mid plane and they were already out of the main beef entree....ugh!

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.

Vegetarian options should be included with every meal. Even just simple steamed vegetables and whole grains would capture a wide audience.

Cramped, hot and the plane was grubby. Also the plane was an hour late and it took an hour to get my luggage once I got to LAX.

Extensive delays, poor organization to board people, as it felt like chaos to get inside of the plane. No lines, everyone gathering together like a mayhem, very confusing. Passengers out of hand and rude, which is not the airlines fault. However, there should be rules, e.g., not letting one passenger take 2+ spots in the overhead bin.

The bed was alright in business class. Food variety and quality were not up to the mark compared to the business class airfare.

Food , drink experience were great with Cathay. Crew service was excellent. Clean toilet and full snack bars always, pilot took of 26minutes later when boarding at Hong Kong with extra US customs check at gate 9 for US flight, but he managed to arrive only 2 minutes later from flight tracker. Smooth flight .

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

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

Information on your arrival and departure airports