$493 Find Cheap Flights from Singapore to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 9/23. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Singapore to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Singapore to O'Hare Intl 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 round-trip flight deals from Singapore to O'Hare Intl

Thu, Oct 23 - Fri, Oct 31
 Logo
12:20 am - 11:59 pmSIN-ORD
36h 39m2 stops
 Logo
6:30 am - 9:35 amORD-SIN
38h 05m2 stops
Sun, Oct 26 - Fri, Oct 31
Air Canada Logo
8:50 am - 5:10 pmSIN-ORD
45h 20m2 stops
Air Canada Logo
3:40 pm - 7:00 amORD-SIN
26h 20m1 stop
$821Air Canada
Find Deal
Mon, Sep 22 - Thu, Sep 25
ANA Logo
6:15 am - 2:55 pmSIN-ORD
21h 40m1 stop
ANA Logo
12:40 pm - 6:40 amORD-SIN
29h 00m1 stop
$849ANA
Find Deal
Mon, Sep 22 - Thu, Sep 25
ANA Logo
6:15 am - 5:01 amSIN-ORD
35h 46m2 stops
ANA Logo
12:40 pm - 5:15 pmORD-SIN
39h 35m1 stop
$855ANA
Find Deal
Sun, Oct 26 - Fri, Oct 31
Korean Air Logo
7:30 am - 9:30 amSIN-ORD
39h 00m1 stop
Korean Air Logo
12:15 pm - 5:00 amORD-SIN
27h 45m1 stop
$939Korean Air
Find Deal
Mon, Feb 23 - Thu, Mar 12
Korean Air Logo
1:35 am - 8:40 amSIN-ORD
21h 05m1 stop
Korean Air Logo
12:25 pm - 5:00 amORD-SIN
27h 35m1 stop
$942Korean Air
Find Deal
Sun, Oct 26 - Thu, Nov 13
Cathay Pacific Logo
1:25 am - 2:00 pmSIN-ORD
25h 35m1 stop
Cathay Pacific Logo
2:40 pm - 3:45 pmORD-SIN
35h 05m1 stop
$952Cathay Pacific
Find Deal
Tue, Sep 30 - Sun, Oct 5
Cathay Pacific Logo
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
$953Cathay Pacific
Find Deal
Mon, Dec 15 - Mon, Jan 12
United Airlines Logo
10:20 pm - 5:00 amSIN-ORD
20h 40m1 stop
United Airlines Logo
6:47 am - 8:15 pmORD-SIN
23h 28m1 stop
$961United Airlines
Find Deal
Mon, Dec 15 - Mon, Jan 12
United Airlines Logo
10:10 am - 6:02 amSIN-ORD
33h 52m1 stop
United Airlines Logo
6:47 am - 8:15 pmORD-SIN
23h 28m1 stop
$962United Airlines
Find Deal

Everything you should know

When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 12% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
July
Cheapest • 38% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$812
Overall average: $1,025
Multiple Airlines
Thu 10/23Fri 10/31
SIN - ORD • 2 stops
Cheapest one-way
$493
Typical prices: $692-929
Air Canada
Tue 9/23
SIN - ORD • 2 stops
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Booking Insights

KAYAK's insights & trends for flights to O'Hare Intl

Get data-powered insights and trends for flights to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago O'Hare Intl Airport, 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 to Chicago O'Hare Intl Airport is July, where tickets cost $752 on average for return flights. On the other hand, the most expensive months are January and May, where the average cost of tickets from Singapore is $1,759 and $1,751 respectively. For one-way flights, the best month to travel is July with an average price of $752.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago O'Hare Intl Airport, 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, you should book around 2 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$493
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Singapore to Chicago

FAQs - booking Chicago O'Hare Airport flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    The distance between Chicago O'Hare Intl Airport and downtown Chicago is 16 miles.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Monday where round-trip tickets can be as cheap as $1,116. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $1,495 on average.

  • How does KAYAK find such low prices on flights to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport 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 to Chicago O'Hare Airport?

    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 O'Hare Airport 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 Chicago O'Hare Intl Airport?

    The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the afternoon, when round-trip flights cost $1,092 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is $1,386.

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 11,595 direct flights from within Singapore to Chicago O'Hare Intl Airport. The most common day for departures is Sunday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago O'Hare Airport

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago O'Hare Airport flight deals.

Reviews of the top airlines flying from Singapore to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Singapore to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to O'Hare Intl? 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.
7.6
Cathay PacificOverall score based on 993 reviews
8.1Crew
7.3Food
7.9Boarding
7.6Comfort
7.8Entertainment
Airline reviews

they are deley vancouver to hankong 3 hour after honkong 20 hour stay there honkong not visa approved and they cant help to visa so we are stay in airport 20 hour even honkong staf very bad person they cant do for us 6 hour we arround they said you there you go there waste time next time i dont want to go cathay stay in honkong

2.0 MediocreAnonymous, Aug 2025YVR - HKG
Read more Cathay Pacific reviews

they are deley vancouver to hankong 3 hour after honkong 20 hour stay there honkong not visa approved and they cant help to visa so we are stay in airport 20 hour even honkong staf very bad person they cant do for us 6 hour we arround they said you there you go there waste time next time i dont want to go cathay stay in honkong

Just want to do a little more clean up so does not smell like urine.

it was a great experience as far as business class.. but I have had better meals and wine on other airlines.. that said.. the price was a great value for what I got in return.. crew made the difference.

Check in process at the kiosk, crew in flight and overall comfort was good. Food selection could have been better. Flight from Hong Kong to Los Angeles did not have any vegetarian main course option, it was either sea food or chicken. Being a vegetarian I could only eat yogurt and fruit. Most international flights have one vegetarian main course dish which I found missing in Cathay Pacific menu.

They ran out of food and were offering random food to passengers.

The food and service was great. You have to pay a lot for in flight Internet though which is lame.

Flight was delayed at the last minute for six hours. Instead of delaying it to a normal hour, they moved it to 10 pm to essentially make it a redeye. There was no compensation or benefit offered for this inconvenience. Once on the plane, Inpaid for WiFi twice with both times it not working because of a “weak WiFi signal”, according to the flight attendants. They also chose the farther possible gates in both airports from the entrance/exit, even though they were one of the few active flights left so late in the evening. Overall it was pretty horrible.

Special request meals are really below average. Vegetarian options are very limited if you didn't prebook.

I've stomach problems after 2 hours of flight, Iris, the flight purser not only did her best to make me feel comfortable, she went above and beyond providing pain relievers medicines and ointment. She look and found a doctor passenger on the flight to provide advise. She even report on ground staffs about my condition and provide wheelchair upon arrival. Kudos to her and Cathay Pacific!

So so, crew was overly professional and lacks human touch. Equipment is very old, especially the HKG-PVG CX366 flight. That plane along with its decor must have twenty years of history, or at least I had that impression.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Gurnee
South Haven
Oak Brook
Merrillville
Saint Joseph
Tinley Park
Elk Grove Village
Hoffman Estates
Des Plaines
Hammond
Willowbrook
Portage
Delavan
Northbrook
Pleasant Prairie
Elmhurst
South Holland
Valparaiso
Lisle
Lansing

Everything you need to know for your flight to O'Hare Intl

Information on the airport you'll fly into in Chicago

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.