$499 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 1/29. 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 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
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Everything you should know

Cheapest round-trip
$812
Overall average: $1,093
Air Canada
Thu 11/13Thu 11/27
SIN - ORD • 2 stops
Cheapest one-way
$499
Typical prices: $879-$1,009
Multiple Airlines
Thu 1/29
SIN - ORD • 2 stops
When to travel
July
Cheapest • 35% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to O'Hare Intl!
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, Nov 13 - Thu, Nov 27
Air Canada Logo
8:50 am - 8:00 pmSIN-ORD
25h 10m2 stops
Air Canada Logo
3:40 pm - 7:00 amORD-SIN
25h 20m1 stop
$812Air Canada
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Thu, Nov 27 - Tue, Dec 2
Air Canada Logo
8:50 am - 8:00 amSIN-ORD
37h 10m2 stops
Air Canada Logo
3:40 pm - 11:15 amORD-SIN
29h 35m2 stops
$818Air Canada
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Sun, Nov 9 - Thu, Nov 13
Air Canada Logo
9:00 pm - 2:41 pmSIN-ORD
31h 41m2 stops
Air Canada Logo
3:40 pm - 7:00 amORD-SIN
25h 20m1 stop
$833Air Canada
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Thu, Nov 20 - Mon, Dec 1
Cathay Pacific Logo
8:15 pm - 12:55 pmSIN-ORD
30h 40m1 stop
Cathay Pacific Logo
2:35 pm - 5:40 amORD-SIN
25h 05m1 stop
$905Cathay Pacific
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Wed, Nov 26 - Mon, Dec 1
Cathay Pacific Logo
7:40 am - 12:55 pmSIN-ORD
19h 15m1 stop
Cathay Pacific Logo
2:35 pm - 5:40 amORD-SIN
25h 05m1 stop
$917Cathay Pacific
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Mon, Nov 10 - Mon, Nov 24
United Airlines Logo
10:20 pm - 1:23 pmSIN-ORD
29h 03m1 stop
United Airlines Logo
5:16 pm - 8:00 amORD-SIN
24h 44m1 stop
$931United Airlines
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Tue, Feb 10 - Fri, Feb 20
United Airlines Logo
10:20 pm - 6:25 amSIN-ORD
22h 05m1 stop
United Airlines Logo
6:25 am - 8:15 pmORD-SIN
23h 50m1 stop
$932United Airlines
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Wed, Apr 15 - Mon, Apr 20
Korean Air Logo
1:10 am - 9:40 amSIN-ORD
21h 30m1 stop
Korean Air Logo
12:20 pm - 11:40 pmORD-SIN
22h 20m1 stop
$953Korean Air
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Wed, Apr 15 - Mon, Apr 20
Korean Air Logo
1:10 am - 9:40 amSIN-ORD
21h 30m1 stop
Korean Air Logo
12:20 pm - 11:40 pmORD-SIN
22h 20m1 stop
$954Korean Air
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Tue, Nov 25 - Mon, Dec 1
Delta Logo
1:35 am - 10:30 pmSIN-ORD
34h 55m2 stops
Delta Logo
6:00 am - 12:10 amORD-SIN
28h 10m2 stops
$956Delta
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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 one-way flights. On the other hand, the most expensive months are May and January, where the average cost of tickets from Singapore is $1,906 and $1,759 respectively. For return trips, the best month to travel is July with an average price of $752.

Good to know

Low seasonJuly
Cheapest flight$499
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Singapore to Chicago O'Hare Airport

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 tickets can be as cheap as $1,116. On the other hand, the most expensive day to fly is Thursday, where 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 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 8,626 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 airline 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.
7.4
United AirlinesOverall score based on 8999 reviews
7.3Comfort
7.7Boarding
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

10.0 ExcellentDr. Joseph, Oct 2025STL - ORD
Read more United Airlines reviews

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

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
Merrillville
Oak Brook
Saint Joseph
Tinley Park
Elk Grove Village
Hoffman Estates
Des Plaines
Hammond
Willowbrook
Portage
Delavan
Northbrook
South Holland
Elmhurst
Lansing
Pleasant Prairie
Valparaiso
Lisle

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

Information on the airport you'll fly into in Chicago

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