S$ 661 Find Cheap Flights from Southeast Asia to Chicago – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 10-10. 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

Save 16% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Southeast Asia to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Southeast Asia 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 Southeast Asia to Chicago

Tue, 29 Dec - Wed, 13 Jan
Air Canada Logo
08:40 - 14:37
SIN
-
ORD
19h 57m
1 stop
Air Canada Logo
15:35 - 07:00
ORD
-
SIN
25h 25m
1 stop
S$ 1,001Air Canada
Sun, 27 Dec - Mon, 11 Jan
Air Canada Logo
08:40 - 14:37
SIN
-
ORD
19h 57m
1 stop
Air Canada Logo
20:50 - 07:00
ORD
-
SIN
44h 10m
2 stops
S$ 1,019Air Canada
Tue, 29 Dec - Wed, 13 Jan
Air Canada Logo
08:40 - 14:37
SIN
-
ORD
19h 57m
1 stop
Air Canada Logo
10:05 - 07:00
ORD
-
SIN
30h 55m
2 stops
S$ 1,024Air Canada
Mon, 28 Dec - Tue, 12 Jan
Air Canada Logo
22:20 - 19:58
SIN
-
ORD
35h 38m
2 stops
Air Canada Logo
15:35 - 07:00
ORD
-
SIN
25h 25m
1 stop
S$ 1,032Air Canada
Mon, 28 Dec - Tue, 12 Jan
Air Canada Logo
22:20 - 19:58
SIN
-
ORD
35h 38m
2 stops
Air Canada Logo
07:05 - 00:55
ORD
-
SIN
27h 50m
2 stops
S$ 1,041Air Canada
Tue, 29 Dec - Wed, 13 Jan
Air Canada Logo
22:20 - 19:58
SIN
-
ORD
35h 38m
2 stops
Air Canada Logo
07:05 - 00:55
ORD
-
SIN
27h 50m
2 stops
S$ 1,042Air Canada
Fri, 28 Aug - Fri, 4 Sep
Delta Logo
07:30 - 22:36
SIN
-
MDW
28h 06m
2 stops
Delta Logo
19:25 - 23:55
MDW
-
SIN
39h 30m
2 stops
S$ 1,437Delta
Mon, 31 Aug - Wed, 30 Sep
Delta Logo
01:25 - 22:36
SIN
-
MDW
34h 11m
2 stops
Delta Logo
09:29 - 05:00
MDW
-
SIN
30h 31m
2 stops
S$ 1,438Delta
Thu, 24 Sep - Mon, 5 Oct
Delta Logo
07:30 - 22:45
SIN
-
MDW
28h 15m
2 stops
Delta Logo
09:29 - 05:00
MDW
-
SIN
30h 31m
2 stops
S$ 1,441Delta
Tue, 18 Aug - Fri, 21 Aug
Multiple Airlines Logo
13:45 - 12:00
SIN
-
MDW
35h 15m
2 stops
Multiple Airlines Logo
20:45 - 12:35
MDW
-
SIN
26h 50m
2 stops
S$ 1,565Multiple Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

S$ 661
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly and prices are also 1% lower on average.
Flight from Singapore to Chicago O'Hare Airport

FAQs for booking flights from Southeast Asia to Chicago

  • How does KAYAK find such low prices on flights from Southeast Asia 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 Southeast Asia to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Southeast Asia to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Southeast Asia 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 Southeast Asia 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 Southeast Asia with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Southeast Asia 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 Southeast Asia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines flying from Southeast Asia to Chicago

 
Need help choosing which airline to fly with from Southeast Asia 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 1500 reviews
8.0Entertainment
8.1Food
8.3Comfort
8.7Crew
8.4Boarding
Airline reviews

First international flight where the meals were not to my taste.

8.0 ExcellentIvonny, Jul 2026
TPE - SEA
Read more EVA Air reviews

First international flight where the meals were not to my taste.

Overall, my experience with EVA Air was mixed. The highlight was that the airline clearly tried to provide a premium dining experience by offering the Michelin-starred Kanpai Classic beef yakiniku rice. However, in the limited space of an economy-class cabin, this meal felt overly oily and not very practical to eat. The sauce and grease made it easy to get one’s hands or tray table dirty, and after the meal many passengers may need to go to the lavatory simply to wash their hands. While the food itself may be high quality, the presentation and practicality did not seem well suited to an in-flight environment. Another disappointing part was the paid Wi-Fi service. I paid for the internet package, but the service did not work properly. What made the experience more frustrating was that passengers then had to spend additional time requesting a refund, and the refund process itself was slow and inconvenient. For an international airline, I think a malfunctioning paid service should be handled more efficiently. As for the seat, I feel EVA Air’s economy-class seats may be more comfortable for Asian passengers or people with smaller body frames, but they may not be as comfortable for taller or larger Western passengers on long-haul flights. The overall cabin environment also varied during the flight. Some passengers were not very mindful of noise, cleanliness, or shared cabin etiquette, which affected the comfort of the journey. I believe clearer reminders from the airline regarding cabin manners and hygiene could help improve the overall passenger experience. In short, EVA Air has some strong points, especially in trying to offer a premium Taiwanese-style service, but there are also areas that need improvement: more practical in-flight meals, a more reliable paid Wi-Fi system, faster refund handling, and better cabin management during long-haul flights.

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

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.

Eva airlines has very goin service, despite being low cost. Meals and fin, not amazing, restrooms always clean and staff polite and helpful

Pleasant crew. Very long flight, a bit uncomfortable at times being seated, but not too bad.

No ice for the drinks. Only gave a half a cup of your beverage. Not enough water. I got very dehydrated.

Polite hard working crew. No complaints really. Meals were not to my liking.

Everything was fantastic! The crew really went above and beyond to make it a great flight. I felt cared for with EVA.

I always enjoy flying with Japanese Airlines. The whole experience is always a pleasure. This flight was no exception. Thank you Kayak for making it so easy to decide.

Overall, it was ok. The attendants are nice. It was a short flight, and I did not use the restrooms. What I was frustrated was the check-in. I was to fly from ATL to Chicago (American) then change to Japan Airline to go to Japan. I checked in, but I only got a boarding pass for the flight from Atlanta to Chicago. It said I would need to check in for a flight to Japan on Japan Airline site. When I tried to check in on JAL website, it said I need to check in American... It was very confusing.

service was excellent. crew very polite, courteous, and good service especially to passengers like me who is a wheelchair passenger

The flights were on time and the cabin crew were very nice. The only downside was that the food was not good

Very comfortab flight. The flight crew and service was terrific. The food was average at best.

Excellent service, excellent food and beverage options, plenty of legroom

Check in procedure is harder than with other airlines, infotainment system is outdated

great experience - staff were kind and attentive and food was excellent. very comfortable flight that felt much shorter than 14 hours.

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 would like to add American food so tired of rice after being there for 10 days didn’t want anymore to pay an airline did not have my bag marked right so it is still sitting in O’Hare. I am home.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

Food was not great. Small seating area for business class

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

The flight was delayed an hour and a half while you tried to fix the plane so I missed my connecting flight in Chicago. In Chicago, it took an hour to get the luggage. Then the conveyor belt was broken where I have to transfer my flight from an international flight to the continuing flight so I had to carry a large suitcase through the airport. The elevators were broken in the airport. I paid people to carry the luggage for me up the escalators in two different areas. The person who helped me get the new flight was outstanding. The temperature in the airport in Chicago was horrible. We were all sweating. It was the day from hell. That was after two hours in a security line in Athens. I have TSA pre-checked and global entry and I still waited. Two hours in a security line. Something has got to be done to stream line this service. After I’ve been through all of that in Athens, why do I have to go through it again in Chicago. It was the worst travel experience I have had in a long time. Your bathrooms have gotten so small that you can hardly get your butt on the toilet. You’ve taken the airspace out of the inside of the top of the toilet. It really makes for a miserable experience. Also on a 4 1/2 hour flight from Chicago to Los Angeles. The only thing we’re given is a bag of pretzels. REALLY!!

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Southeast Asia

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.