S$ 628 Find Cheap Flights from Southeast Asia 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 to Chicago departing on 31-8. 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

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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

Wed, 4 Nov - Tue, 10 Nov
ANA Logo
10:45 - 07:20
SIN
-
ORD
34h 35m
1 stop
ANA Logo
16:25 - 06:55
ORD
-
SIN
24h 30m
1 stop
S$ 1,023ANA
Tue, 13 Oct - Tue, 20 Oct
Air Canada Logo
07:00 - 11:25
SIN
-
ORD
41h 25m
2 stops
Air Canada Logo
15:40 - 05:15
ORD
-
SIN
24h 35m
1 stop
S$ 1,025Air Canada
Tue, 13 Oct - Sat, 24 Oct
Air Canada Logo
07:00 - 06:56
SIN
-
ORD
36h 56m
2 stops
Air Canada Logo
22:00 - 07:00
ORD
-
SIN
44h 00m
2 stops
S$ 1,030Air Canada
Wed, 4 Nov - Tue, 10 Nov
Air Canada Logo
08:30 - 14:41
SIN
-
ORD
44h 11m
2 stops
Air Canada Logo
08:00 - 06:55
ORD
-
SIN
32h 55m
2 stops
S$ 1,039Air Canada
Thu, 10 Sep - Mon, 14 Sep
Air Canada Logo
07:00 - 14:43
SIN
-
ORD
20h 43m
1 stop
Air Canada Logo
19:48 - 05:15
ORD
-
SIN
44h 27m
1 stop
S$ 1,041Air Canada
Thu, 15 Oct - Tue, 20 Oct
Air Canada Logo
07:00 - 16:45
SIN
-
ORD
22h 45m
1 stop
Air Canada Logo
15:40 - 05:15
ORD
-
SIN
24h 35m
1 stop
S$ 1,042Air Canada
Fri, 18 Sep - Sun, 20 Sep
Delta Logo
07:30 - 08:50
SIN
-
MDW
38h 20m
2 stops
Delta Logo
18:51 - 23:55
MDW
-
SIN
40h 04m
2 stops
S$ 1,486Delta
Sat, 3 Oct - Mon, 5 Oct
Delta Logo
07:30 - 08:50
SIN
-
MDW
38h 20m
2 stops
Delta Logo
09:30 - 23:55
MDW
-
SIN
25h 25m
2 stops
S$ 1,490Delta
Sat, 4 Jul - Sat, 11 Jul
Multiple Airlines Logo
15:20 - 05:00
SIN
-
MDW
26h 40m
2 stops
Multiple Airlines Logo
21:00 - 11:55
MDW
-
SIN
25h 55m
2 stops
S$ 1,684Multiple Airlines
Wed, 15 Jul - Thu, 24 Sep
Multiple Airlines Logo
15:20 - 05:00
SIN
-
MDW
26h 40m
2 stops
Multiple Airlines Logo
20:55 - 11:55
MDW
-
SIN
26h 00m
2 stops
S$ 1,701Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flightS$ 628
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly (3% more expensive 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 1470 reviews
8.3Comfort
8.4Boarding
8.0Entertainment
8.1Food
8.7Crew
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!

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

Airlines needs to regulate people who bringing hand carry items to the plane because it's bulky and taking a lot of spaces.

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.

From checking at the airport to end of flights, attentive and caring personnel, comfortable seating, great food. I plan on using EVA again. Thank you, all.

Service and the plane itself were terrific, but the extensive delays both before we left and after were a real pain.

It was good and there is nothing to complain about .

The seats were narrower compare to other airlines traveling to Asia, which makes them uncomfortable after 6 hours The plane was worn, my tray table wasn’t level, You had to pay for WiFi and no Bluetooth option to use your own headphones. The crew was excellent in servicing the food and drinks. However I felt they needed some extra hands to serve the two sections of economy at the same time. They run out of one of the food option as they got to the rear section of the plane. Having travel on other Asian airlines during this trip; American Airlines can learn a bit from them, but I wonder if their service is geared towards a clientele that has become accustomed to not expect to much from an airline.

It was just a short flight. The crew was nice. No major issue.

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.

The crew was great, food was good. My concern is about the plane itself. It wasn't super clean, and during the landing process (after attendants had to take their seats) the air conditioning vent above my daughter's head started leaking a lot of water. It leaked for about 30 minutes, until we landed. I let the attendant know about the leak as we were getting off the plane, and she was very kind about saying she'd look into it. Given concerns about hygiene on planes, plus the fact that my daughter had to hold the blanket over her for 30 minutes to avoid getting soaked, that was not a great situation.

Absolutely WORST experience I’ve ever hard NEVER buy your airline ticket through a third party website, especially this one. Basically stole $1300 from me and has the WORST policy taking a WEEK to change a name on the reservation? A complete joke of a company.

There was a problem with the maintenance so missed the flight from las vegas to L.A and then L.A to Narita with japan airlines. They took care of the problem by rebooked with cathay pacific airways.

I paid for premium and it’s wasn’t what I was told I would be getting. Food wasn’t good. Should be able to pick and not be served items you dislike. Very little leg room.

I am trying to select a seat during booking but it respond that set assigment will be given during check in, and the seat assignment they give is in the middle seat and 2 row from the rest rooms, i am the person who pee a lot in this case I disturb so much the person beside me ,this trip is from Haneda to Texas, the trip from Texas to Cvg is a much better because its a smaller plane few passenger

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

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

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.