CHI - SIN

S$ 608 Find Cheap Flights from Chicago to Singapore

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 Singapore departing on 21-9. 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 Singapore

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore, 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 Singapore, as well as popular online travel agencies
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Everything you should know

Cheapest return fare
S$ 1,549
Delta
Fri 14-8Sat 22-8
MDW - SIN • 2 stops
Cheapest one-way flight
S$ 608
Typical prices: S$ 561-S$ 690
Korean Air
Mon 21-9
ORD - SIN • 1 stop
Top airlines
Cheapest • from S$ 1,549 (return)
Best reviews • 7.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
Not available
There are currently no direct flights between Chicago and Singapore. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
Top stopover airports
Cheapest • Avg S$ 1,164 (return)
Shortest trip • 22h 15m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Singapore!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

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

Fri, 14 Aug - Sat, 22 Aug
Delta Logo
06:05 - 23:55
MDW
-
SIN
28h 50m
2 stops
Delta Logo
22:00 - 16:15
SIN
-
MDW
31h 15m
2 stops
S$ 1,549Delta
Wed, 15 Jul - Wed, 22 Jul
Air Canada Logo
15:40 - 11:15
ORD
-
SIN
30h 35m
2 stops
Air Canada Logo
22:00 - 19:52
SIN
-
ORD
34h 52m
2 stops
S$ 1,550Air Canada
Tue, 28 Jul - Wed, 12 Aug
Air Canada Logo
15:40 - 05:15
ORD
-
SIN
24h 35m
1 stop
Air Canada Logo
06:15 - 20:05
SIN
-
ORD
26h 50m
2 stops
S$ 1,551Air Canada
Sun, 6 Sep - Fri, 11 Sep
Qatar Airways Logo
19:20 - 15:45
ORD
-
SIN
31h 25m
1 stop
Qatar Airways Logo
03:15 - 15:05
SIN
-
ORD
24h 50m
1 stop
S$ 1,556Qatar Airways
Sun, 16 Aug - Fri, 21 Aug
United Airlines Logo
22:00 - 18:35
ORD
-
SIN
31h 35m
1 stop
United Airlines Logo
08:45 - 00:59
SIN
-
ORD
29h 14m
1 stop
S$ 1,558United Airlines
Tue, 28 Jul - Wed, 12 Aug
Air Canada Logo
10:43 - 05:15
ORD
-
SIN
29h 32m
2 stops
Air Canada Logo
06:15 - 20:05
SIN
-
ORD
26h 50m
2 stops
S$ 1,561Air Canada
Sun, 16 Aug - Fri, 21 Aug
United Airlines Logo
21:35 - 18:35
ORD
-
SIN
32h 00m
2 stops
United Airlines Logo
08:45 - 00:59
SIN
-
ORD
29h 14m
1 stop
S$ 1,563United Airlines
Mon, 27 Jul - Tue, 11 Aug
United Airlines Logo
18:20 - 06:15
ORD
-
SIN
22h 55m
1 stop
United Airlines Logo
20:35 - 06:56
SIN
-
ORD
23h 21m
1 stop
S$ 1,564United Airlines
Mon, 27 Jul - Tue, 11 Aug
United Airlines Logo
07:30 - 18:35
ORD
-
SIN
22h 05m
1 stop
United Airlines Logo
08:45 - 23:05
SIN
-
ORD
27h 20m
2 stops
S$ 1,569United Airlines
Fri, 4 Sep - Thu, 10 Sep
Multiple Airlines Logo
14:00 - 12:35
MDW
-
SIN
33h 35m
2 stops
Multiple Airlines Logo
13:45 - 11:15
SIN
-
MDW
34h 30m
2 stops
S$ 1,961Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

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

How much is a return flight from Chicago to Singapore?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Singapore departing in August.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, 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 Singapore is January, where tickets cost S$ 631 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is S$ 1,249 and S$ 1,082 respectively.

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

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 Singapore, 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 Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonApril
Cheapest flightS$ 608
Best time to beat the crowds (23% less expensive on average)
Most popular time to fly (72% more expensive on average)
Flight from Chicago O'Hare Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Singapore

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • What is the cheapest flight from Chicago to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago to Singapore was S$ 641 for a one-way ticket and S$ 1,549 for a return.

  • Which airports will I be using when flying from Chicago to Singapore?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Singapore (Singapore Changi). The cheapest flights are generally found on the Chicago O'Hare Airport to Singapore Changi flight route.

  • Which aircraft models fly most regularly from Chicago to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Singapore?

    Star Alliance is the only airline alliance operating flights between Chicago and Singapore.

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

    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 Singapore.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago 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 Chicago to Singapore?

    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 Singapore with an airline and back to Chicago with another airline.

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

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

KAYAK’s top tips for finding a cheap flight from Chicago to Singapore

  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.

Reviews of the top airline flying from Chicago to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. 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 Singapore? 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.
7.3
Etihad AirwaysOverall score based on 1452 reviews
7.2Food
7.6Boarding
7.3Comfort
7.8Crew
7.2Entertainment
Airline reviews

i have book the flight with baggage. and i have paid $800.00 for the baggage. when i contacted to JUSTFLY Costumer Service they told me that my baggage was included in the booking. then why i have to pay. i am going to file a complain against it. $800.00 is not at all small amount

2.0 MediocreAnonymous, Jun 2026
ATL - AUH
Read more Etihad Airways reviews

i have book the flight with baggage. and i have paid $800.00 for the baggage. when i contacted to JUSTFLY Costumer Service they told me that my baggage was included in the booking. then why i have to pay. i am going to file a complain against it. $800.00 is not at all small amount

They lost the baggage and said it was deleted from the system. I had baggage tag so was able to file the complaint but there was no PIR number and update so far

Very disappointed to not have lounge access The shorter flight seats were uncomfortable

Seats were very comfortable and the staff too was very friendly.

Dear Team, I purchased a full travel package that included 2 checked bags through you and JustFly. However, when I arrived at the airport, my ticket showed 0 checked bags. Since I was traveling internationally to India with 2 bags, It was a $200 per bag at the counter, which was extremely disappointing. For an international trip, why would I ever choose a no‑bag option for only $20–$30 less? This seems like an error in the booking process, and I am requesting clarification and a resolution. I have called JustFly and on phone for 1 hr :53 min and they couldn't help till I show some kind of proof etc which isn't possible but besides that love your service and using it for years !

Good one but just notice that you have to ask several time to get water or coffee .

Ethiad wanted to charge me $1100 for 2 checked bags on a ticket that was $550. Nother the airline or airfare assist was willing to help before arriving at the airport. All parties said it was the other responsibility to help. Never flying ethiad or using kayak again.

No entertainment except on app. No outlets working to charge. Good service

Good flight. There were a few issues with the flat bed. It was some technical issues. Otherwise everything was good

It was mediocre. Honestly, the flight was late but that didn’t bother me as I had plenty of time. The only thing that bothered me is that the crew never asked to make the beds for us in business class. Maybe the crew was exhausted and that just didn’t occur to them.

Everything you need to know for your flight from Chicago to Singapore

Information on your arrival and departure airports