S$ 456 Find Cheap Flights from Chicago to Southeast Asia

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Southeast Asia departing on 27-4. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Southeast Asia

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Southeast Asia, 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 Chicago to Southeast Asia, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Chicago to Southeast Asia

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

Tue, 20 Jan - Thu, 22 Jan
Multiple Airlines Logo
10:35 - 13:05
MDW
-
SIN
36h 30m2 stops
Multiple Airlines Logo
02:00 - 22:50
SIN
-
MDW
34h 50m2 stops
S$ 1,652Multiple Airlines
Thu, 29 Jan - Thu, 5 Feb
Multiple Airlines Logo
14:10 - 13:05
MDW
-
SIN
32h 55m2 stops
Multiple Airlines Logo
14:25 - 14:55
SIN
-
MDW
38h 30m3 stops
S$ 1,670Multiple Airlines
Fri, 3 Apr - Mon, 13 Apr
Air Canada Logo
14:50 - 05:15
ORD
-
SIN
25h 25m2 stops
Air Canada Logo
09:50 - 14:43
SIN
-
ORD
41h 53m2 stops
S$ 1,671Air Canada
Fri, 23 Jan - Sat, 31 Jan
Multiple Airlines Logo
11:10 - 13:05
MDW
-
SIN
35h 55m3 stops
Multiple Airlines Logo
14:25 - 12:30
SIN
-
MDW
36h 05m2 stops
S$ 1,671Multiple Airlines
Thu, 19 Mar - Sat, 28 Mar
Delta Logo
06:30 - 05:00
MDW
-
SIN
33h 30m2 stops
Delta Logo
22:30 - 16:53
SIN
-
MDW
31h 23m2 stops
S$ 1,677Delta
Sat, 4 Apr - Sat, 11 Apr
Ethiopian Air Logo
10:15 - 07:30
ORD
-
SIN
32h 15m2 stops
Ethiopian Air Logo
15:10 - 08:15
SIN
-
ORD
54h 05m3 stops
S$ 1,677Ethiopian Air
Thu, 8 Jan - Tue, 13 Jan
ANA Logo
07:10 - 00:55
ORD
-
SIN
27h 45m2 stops
ANA Logo
06:35 - 18:52
SIN
-
ORD
26h 17m2 stops
S$ 1,679ANA
Fri, 20 Mar - Sun, 29 Mar
Air India Logo
14:30 - 07:00
ORD
-
SIN
27h 30m1 stop
Air India Logo
20:30 - 11:10
SIN
-
ORD
27h 40m2 stops
S$ 1,692Air India
Fri, 27 Mar - Sat, 4 Apr
Delta Logo
06:30 - 05:00
MDW
-
SIN
33h 30m2 stops
Delta Logo
01:10 - 22:29
SIN
-
MDW
34h 19m2 stops
S$ 1,694Delta
Thu, 19 Mar - Thu, 2 Apr
Air Canada Logo
15:35 - 07:00
ORD
-
SIN
26h 25m1 stop
Air Canada Logo
07:00 - 22:40
SIN
-
ORD
28h 40m2 stops
S$ 1,696Air Canada
Booking Insights

KAYAK's insights & trends for Chicago to Southeast Asia flights

Get data-powered insights and trends into flights from Chicago to Southeast Asia to help you find the cheapest flights, the best time to fly, and much more.

Can I save money by flying with a stopover from Chicago to Southeast Asia?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of S$ 561, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to Southeast Asia?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Southeast Asia, 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 Chicago to Southeast Asia is February, when tickets cost S$ 1,033 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of return tickets is S$ 2,467 and S$ 1,841 respectively.

What’s the cheapest day of the week to fly from Chicago to Southeast Asia?

The average price of all round-trip flights from Chicago to Southeast Asia clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Southeast Asia on a Wednesday and more expensive on a Saturday. On your return trip to Chicago, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

How far in advance should I book a flight from Chicago to Southeast Asia?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Southeast Asia, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on the flight from Chicago to Southeast Asia, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonAugust
Cheapest flightS$ 456
Best time to beat the crowds (9% less expensive on average)
Most popular time to fly (39% more expensive on average)
Flight from Chicago O'Hare Airport to Singapore

FAQs - booking Southeast Asia flights

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

    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 Chicago to Southeast Asia.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Southeast Asia is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Southeast Asia?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly from Chicago to Southeast Asia with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Southeast Asia?

    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 from Chicago to Southeast Asia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Southeast Asia?

    The cheapest time of day to fly to Southeast Asia is generally in the evening, when retur flights cost S$ 2,320 on average. Morning departures are around 28% more expensive than evening flights, on average. The most expensive time of day to fly to Southeast Asia is generally in the morning, which is peak travel time and where the average cost of a ticket is S$ 2,979.

Reviews of the top airline flying from Chicago to Southeast Asia

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Southeast Asia. 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 Chicago to Southeast Asia? 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.
7.4
United AirlinesOverall score based on 9092 reviews
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
6.6Food
Airline reviews

The movies offered were great. Staff were very pleasant and very efficient.

10.0 ExcellentAnonymous, Dec 2025
ORD - HND
Read more United Airlines reviews

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Everything you need to know for your flight to Southeast Asia

Cabin class types available on flights to Chicago

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.