S$ 662 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 1-3. 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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Everything you should know

Cheapest return fare
S$ 1,188
Typical prices: S$ 1,122-S$ 1,386
Multiple Airlines
Mon 2-3Mon 9-3
SIN - ORD • 2 stops
Cheapest one-way flight
S$ 662
Typical prices: S$ 781-S$ 1,223
Multiple Airlines
Sun 1-3
SIN - ORD • 2 stops
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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

Mon, 2 Mar - Mon, 9 Mar
Multiple Airlines Logo
14:25 - 14:11
SIN
-
ORD
37h 46m
2 stops
Multiple Airlines Logo
15:54 - 13:05
ORD
-
SIN
32h 11m
2 stops
S$ 1,188Multiple Airlines
Sun, 1 Mar - Mon, 9 Mar
Japan Airlines Logo
02:20 - 07:35
SIN
-
ORD
19h 15m
1 stop
Japan Airlines Logo
18:40 - 06:35
ORD
-
SIN
22h 55m
1 stop
S$ 1,196Japan Airlines
Tue, 17 Feb - Wed, 18 Feb
United Airlines Logo
10:10 - 06:19
SIN
-
ORD
34h 09m
1 stop
United Airlines Logo
09:01 - 08:00
ORD
-
SIN
32h 59m
1 stop
S$ 1,201United Airlines
Tue, 17 Feb - Wed, 18 Feb
United Airlines Logo
10:10 - 05:12
SIN
-
ORD
33h 02m
1 stop
United Airlines Logo
09:01 - 08:00
ORD
-
SIN
32h 59m
1 stop
S$ 1,202United Airlines
Tue, 3 Mar - Tue, 10 Mar
Japan Airlines Logo
08:15 - 13:45
SIN
-
ORD
19h 30m
1 stop
Japan Airlines Logo
11:35 - 00:50
ORD
-
SIN
24h 15m
1 stop
S$ 1,203Japan Airlines
Tue, 30 Jun - Sun, 2 Aug
United Airlines Logo
08:45 - 00:58
SIN
-
ORD
29h 13m
1 stop
United Airlines Logo
06:02 - 18:35
ORD
-
SIN
23h 33m
1 stop
S$ 1,209United Airlines
Tue, 10 Feb - Fri, 20 Feb
United Airlines Logo
10:10 - 18:48
SIN
-
ORD
22h 38m
1 stop
United Airlines Logo
06:25 - 20:15
ORD
-
SIN
23h 50m
1 stop
S$ 1,210United Airlines
Sun, 28 Jun - Mon, 3 Aug
Japan Airlines Logo
01:55 - 09:15
SIN
-
ORD
20h 20m
1 stop
Japan Airlines Logo
01:30 - 17:30
ORD
-
SIN
27h 00m
1 stop
S$ 1,215Japan Airlines
Tue, 3 Mar - Tue, 10 Mar
Delta Logo
10:40 - 22:33
SIN
-
MDW
25h 53m
2 stops
Delta Logo
09:35 - 00:10
MDW
-
SIN
25h 35m
2 stops
S$ 1,238Delta
Thu, 12 Feb - Thu, 19 Feb
Delta Logo
01:35 - 22:31
SIN
-
MDW
34h 56m
2 stops
Delta Logo
06:00 - 00:10
MDW
-
SIN
28h 10m
2 stops
S$ 2,197Delta
Useful Info

Good to know

Low seasonAugust
Cheapest flightS$ 662
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly (1% 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 4 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.
8.4
EVA AirOverall score based on 1325 reviews
8.0Entertainment
8.3Comfort
8.6Crew
8.1Food
8.4Boarding
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
TPE - SFO
Read more EVA Air reviews

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.

Certain flight crew member were rude and short with me when I asked questions.

We were very impressed with the modern plane its amenities, as well as the services of flight attendants.

Everything was great, however the seats in the back are very small. Not as Comfortable as I would have liked.

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

Seats. there's no way to go to the washroom when you’re seated in the middle without bothering the person beside you.

Its fantastic!!I like the food the serve in EVA air😊

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.

The pilot was kept warning about the weather terrifying us. The flight attendants were not warm or pleasant.

I couldn’t sit with my daughter. we are separate and both seat was not window or halway side. in the middle. if we sit together will be share comfort seat and more easy travel. this is bad.

Although the flight was delayed because of the equipment came in late, I still give them excellent service ..good food selection and in flight entertainment were sufficient.. I will continue to fly with them

Staff was rude and loud. No respect for customers unlike the Starflyer Osaka to Haneda sector where service was outstanding. What a stark difference. Maybe United should learn from ANA how to do customer service.

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 .

I wish there were more bathrooms available on these larger carriers.

Trip was fine. My only complaint was that when the passenger in front of me reclined her seat (which was, in essence, the whole flight except landing and take-off,) it was uncomfortably claustrophobic for me and very difficult for my husband to get in and out of his window seat. Also uncomfortable to watch the entertainment because the screen was right in your face.

My flight was suppose to be at 7:45pm to fly but it didnt fly out until 8:55 to dallas so then all of my other flights was late and delay ihad to wait at the airport for extra 14 hours to be able to get on a different plane

It was good. The planes needed to be updated though, they were dated and the entertainment systems were old. Service was amazing. The pre-booked meals were lacklustre.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

The staff was nice, however boarding taking 2 hours. That’s insane. Overall very bad experience, a lot of turbulence and when landed in Chicago was horrible. I don’t think I’ll flight with UA again.

An international flight on an apron is pretty unusual in my 40 years of traveling. Departure delay. Luggage despite over an hour connection did not make it to the flight. Actually still in Germany. My luggage was not moved until I reached my final destination despite knowing it to be left in Germany upon my arrival in Chicago. The service left me a little off, both going and returning from Europe. Light on in the cabin even during a night flight and lots of traffic no matter what. Maybe passengers want more service? As a frequent traveler i just want to be able to sleep, the food will be better at the destination anyway. So since the cabin crew woke me up I asked for a cocktail, I did not get the best response although sitting in row 20 premium economy. I usually fly premium economy or business and my 2 flight to Europe in 2025 with United both had luggage delays and other minor issues. American flights to Australia, Canada and Europe went smoothly and Premium plus feels very much like business light. Is United Club becoming a waste and Silver/Gold levels another waste??

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

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.