SIN - CHI

S$ 757 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 8-5. 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.
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$ 1,042
Typical prices: S$ 1,649-S$ 935
ANA
Sat 3-10Sun 18-10
SIN - ORD • 1 stop
Cheapest one-way flight
S$ 757
Typical prices: S$ 749-S$ 873
Delta
Fri 8-5
SIN - ORD • 2 stops
Top airlines
Cheapest • from S$ 1,042 (return)
Best reviews • 8.5 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$ 1,224 (return)
Shortest trip • 20h 44m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Sat, 3 Oct - Sun, 18 Oct
ANA Logo
00:50 - 14:55
SIN
-
ORD
27h 05m
1 stop
ANA Logo
17:45 - 06:40
ORD
-
SIN
23h 55m
1 stop
S$ 1,042ANA
Sun, 11 Oct - Tue, 27 Oct
ANA Logo
00:50 - 14:55
SIN
-
ORD
27h 05m
1 stop
ANA Logo
17:35 - 06:55
ORD
-
SIN
24h 20m
1 stop
S$ 1,043ANA
Sun, 4 Oct - Sun, 18 Oct
Multiple Airlines Logo
11:05 - 23:20
SIN
-
ORD
25h 15m
2 stops
Multiple Airlines Logo
17:45 - 06:40
ORD
-
SIN
23h 55m
1 stop
S$ 1,091Multiple Airlines
Sun, 11 Oct - Mon, 26 Oct
Korean Air Logo
22:00 - 09:30
SIN
-
ORD
24h 30m
1 stop
Korean Air Logo
12:15 - 05:00
ORD
-
SIN
27h 45m
1 stop
S$ 1,181Korean Air
Mon, 12 Oct - Wed, 28 Oct
Korean Air Logo
01:25 - 09:30
SIN
-
ORD
21h 05m
1 stop
Korean Air Logo
12:15 - 05:00
ORD
-
SIN
27h 45m
1 stop
S$ 1,188Korean Air
Sun, 11 Oct - Mon, 26 Oct
Delta Logo
22:00 - 09:30
SIN
-
ORD
24h 30m
1 stop
Delta Logo
07:00 - 00:10
ORD
-
SIN
28h 10m
2 stops
S$ 1,360Delta
Wed, 7 Oct - Fri, 16 Oct
Delta Logo
01:25 - 20:20
SIN
-
ORD
31h 55m
2 stops
Delta Logo
07:00 - 23:55
ORD
-
SIN
27h 55m
2 stops
S$ 1,364Delta
Sun, 4 Oct - Sun, 18 Oct
Delta Logo
22:00 - 16:27
SIN
-
MDW
31h 27m
2 stops
Delta Logo
06:00 - 05:00
MDW
-
SIN
34h 00m
2 stops
S$ 1,367Delta
Sun, 4 Oct - Sun, 18 Oct
Delta Logo
22:00 - 14:19
SIN
-
ORD
29h 19m
2 stops
Delta Logo
05:30 - 05:00
ORD
-
SIN
34h 30m
2 stops
S$ 1,367Delta
Fri, 2 Oct - Sat, 17 Oct
Multiple Airlines Logo
15:20 - 06:05
SIN
-
MDW
27h 45m
2 stops
Multiple Airlines Logo
20:00 - 11:55
MDW
-
SIN
26h 55m
2 stops
S$ 1,745Multiple 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.

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 October.

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$ 849 (return) on average. On the other hand, the most expensive months are May and January, where the average cost of round-trip tickets is S$ 1,201 and S$ 1,198 respectively.

Good to know

Low seasonFebruary
Cheapest flightS$ 757
Best time to beat the crowds (31% less expensive on average)
Most popular time to fly (21% 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$ 757 for a one-way ticket and S$ 1,042 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 United Airlines?

    The two airlines most popular with KAYAK users for flights from Singapore to Chicago are EVA Air and United Airlines. With an average price for the route of S$ 1,664 and an overall rating of 8.5, EVA Air is the most popular choice. United Airlines is also a great choice for the route, with an average price of S$ 1,351 and an overall rating of 7.4.

  • 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 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 1436 reviews
8.0Entertainment
8.4Boarding
8.1Food
8.6Crew
8.3Comfort
Airline reviews

Other than spotty internet, great servic, comfortable and smooth flight!

8.0 ExcellentDror, Apr 2026
TPE - JFK
Read more EVA Air reviews

Other than spotty internet, great servic, comfortable and smooth flight!

Nothing more to say. I was completely happy with their services.

Crew was good. Sometimes food was eh. The spaghetti is gross for me. First time i got food, they didn’t provide utensils so i ate with my hands. I was hungry. They gave it to me 20 mins later when a crew member came by. I would fly with them again. Nobody is perfect

Eva air was fine - Trip.com via KAYAK sold my family access to a “VIP” lounge fo a layover in Taipei… i’m please look at my pictures. It was a scam, Trip.com knows it and they are perpetrating a fraud through your web site.

My flight was amazing smooth and the attendants were so friendly and nice

Organized boarding process, superb food, lovely crew, even arrived early!

Crew are excellent. Food was good generally. Seats are small and there isn’t much leg room. Overhead bins are very small.

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.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

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

Information on your arrival and departure airports