S$ 673 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 21-4. 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

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Everything you should know

Cheapest return fare
S$ 1,204
Typical prices: S$ 1,062-S$ 1,357
United Airlines
Mon 23-3Mon 30-3
SIN - ORD • 1 stop
Cheapest one-way flight
S$ 673
Typical prices: S$ 763-S$ 1,609
Multiple Airlines
Tue 21-4
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, 23 Mar - Mon, 30 Mar
United Airlines Logo
22:20 - 06:17
SIN
-
ORD
20h 57m
1 stop
United Airlines Logo
19:40 - 18:35
ORD
-
SIN
33h 55m
1 stop
S$ 1,204United Airlines
Sat, 21 Feb - Tue, 24 Feb
United Airlines Logo
22:20 - 14:45
SIN
-
ORD
30h 25m
1 stop
United Airlines Logo
18:17 - 08:00
ORD
-
SIN
23h 43m
1 stop
S$ 1,205United Airlines
Wed, 18 Mar - Tue, 31 Mar
United Airlines Logo
22:20 - 13:06
SIN
-
ORD
27h 46m
1 stop
United Airlines Logo
15:45 - 06:45
ORD
-
SIN
26h 00m
1 stop
S$ 1,206United Airlines
Sun, 8 Mar - Sun, 15 Mar
United Airlines Logo
10:10 - 17:52
SIN
-
ORD
21h 42m
1 stop
United Airlines Logo
21:15 - 20:15
ORD
-
SIN
34h 00m
1 stop
S$ 1,208United Airlines
Mon, 23 Mar - Tue, 31 Mar
Delta Logo
01:35 - 00:40
SIN
-
ORD
36h 05m
2 stops
Delta Logo
08:55 - 05:00
ORD
-
SIN
31h 05m
2 stops
S$ 1,222Delta
Mon, 23 Mar - Mon, 30 Mar
Turkish Airlines Logo
11:40 - 11:05
SIN
-
ORD
36h 25m
1 stop
Turkish Airlines Logo
20:10 - 09:30
ORD
-
SIN
24h 20m
1 stop
S$ 1,226Turkish Airlines
Mon, 23 Mar - Mon, 30 Mar
Turkish Airlines Logo
11:40 - 11:05
SIN
-
ORD
36h 25m
1 stop
Turkish Airlines Logo
11:25 - 09:30
ORD
-
SIN
33h 05m
1 stop
S$ 1,252Turkish Airlines
Thu, 7 May - Thu, 14 May
Multiple Airlines Logo
13:45 - 05:40
SIN
-
MDW
28h 55m
2 stops
Multiple Airlines Logo
18:10 - 12:35
MDW
-
SIN
29h 25m
2 stops
S$ 1,353Multiple Airlines
Mon, 23 Mar - Mon, 30 Mar
Multiple Airlines Logo
14:25 - 05:40
SIN
-
MDW
28h 15m
2 stops
Multiple Airlines Logo
11:50 - 12:35
MDW
-
SIN
35h 45m
2 stops
S$ 1,377Multiple Airlines
Tue, 24 Mar - Tue, 31 Mar
Delta Logo
22:30 - 22:31
SIN
-
MDW
37h 01m
2 stops
Delta Logo
09:30 - 05:00
MDW
-
SIN
30h 30m
2 stops
S$ 1,417Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flightS$ 673
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly (2% 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 1347 reviews
8.4Boarding
8.3Comfort
8.0Entertainment
8.1Food
8.6Crew
Airline reviews

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.

8.0 ExcellentJolene, Jan 2026
TPE - DFW
Read more EVA Air reviews

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.

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.

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.

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.

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 .

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

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.

I so appreciate the crew members on each flight of United. They are outstanding.

Reliable, nice crew, I fly often on that flight and I like it all.

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.

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.