$544 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 7/7. 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.
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Best Singapore Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Singapore
Singapore1 stop$772
Singapore
Singapore1 stop$772

Cheap Flights from Chicago to Singapore

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip 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.

Recent round-trip flight deals from Chicago to Singapore

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Singapore.
Discover the best prices for you by selecting your travel dates on KAYAK.
Air India Logo
12:00 pm - 7:30 amORD-SIN
30h 30m1 stop
Air India Logo
9:00 am - 7:25 amSIN-ORD
35h 25m1 stop
$772Air India
Find Deal
Thu, Oct 2 - Tue, Oct 7
Cathay Pacific Logo
4:00 pm - 5:30 amORD-SIN
24h 30m1 stop
Cathay Pacific Logo
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
$812Cathay Pacific
Find Deal
Mon, Sep 1 - Sun, Sep 7
Turkish Airlines Logo
7:50 pm - 5:55 pmORD-SIN
33h 05m1 stop
Turkish Airlines Logo
11:25 pm - 10:10 amSIN-ORD
24h 45m1 stop
$863Turkish Airlines
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Fri, Oct 17 - Thu, Nov 6
Turkish Airlines Logo
7:50 pm - 8:45 amORD-SIN
23h 55m1 stop
Turkish Airlines Logo
11:10 pm - 10:00 pmSIN-ORD
35h 50m1 stop
$885Turkish Airlines
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Sun, Sep 7 - Sun, Sep 21
EVA Air Logo
12:30 am - 1:50 pmORD-SIN
24h 20m1 stop
EVA Air Logo
1:10 pm - 8:45 pmSIN-ORD
20h 35m1 stop
$1,083EVA Air
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Wed, Oct 1 - Tue, Oct 7
EVA Air Logo
12:30 am - 12:00 pmORD-SIN
22h 30m1 stop
EVA Air Logo
1:15 pm - 7:35 pmSIN-ORD
20h 20m1 stop
$1,085EVA Air
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Thu, Oct 16 - Thu, Nov 6
United Airlines Logo
3:35 pm - 6:15 amORD-SIN
25h 40m2 stops
United Airlines Logo
8:45 am - 5:08 pmSIN-ORD
21h 23m1 stop
$1,098United Airlines
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Mon, Sep 1 - Mon, Sep 8
Delta Logo
7:05 am - 11:40 pmORD-SIN
27h 35m2 stops
Delta Logo
1:10 am - 9:53 pmSIN-ORD
33h 43m2 stops
$1,108Delta
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Mon, Sep 1 - Sun, Sep 7
Delta Logo
6:45 pm - 11:40 pmMDW-SIN
39h 55m2 stops
Delta Logo
10:30 pm - 6:36 pmSIN-MDW
33h 06m2 stops
$1,113Delta
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Sun, Sep 7 - Sun, Sep 21
United Airlines Logo
5:00 am - 6:25 pmORD-SIN
24h 25m2 stops
United Airlines Logo
8:40 pm - 2:51 pmSIN-ORD
31h 11m2 stops
$1,148United Airlines
Find Deal
Fri, Jul 18 - Mon, Jul 28
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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.

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 February, when tickets cost $877 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,692 and $1,507 respectively.

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

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

When flying from Chicago to Singapore, you should consider leaving on a Monday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Thursdays.

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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.


Good to know

Low seasonAugust
High seasonDecember
Cheapest flight$544
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 44% increase in price.
Flight from Chicago O'Hare Airport to Singapore

FAQs - booking Singapore flights

  • 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 from Chicago to Singapore 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 round-trip ticket. You could then fly from Chicago to Singapore 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 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 from Chicago to Singapore 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 Singapore?

    The cheapest time of day to fly to Singapore is generally in the afternoon, when round-trip flights cost $1,156 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Singapore is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,411.

Top 5 airlines serving from Chicago to Singapore

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.
8.4
EVA AirOverall score based on 1186 reviews
8.0Entertainment
8.6Crew
8.4Boarding
8.1Food
8.3Comfort
Airline reviews

Everything is good staff is polite and helpful flights are on time sub sandwhich for a snack was good with a bottle of water only thing maybe more variety of food like breakfast or dinner depends on the time

8.0 ExcellentAnonymous, Mar 2025SGN - TPE
Read more EVA Air reviews

Everything is good staff is polite and helpful flights are on time sub sandwhich for a snack was good with a bottle of water only thing maybe more variety of food like breakfast or dinner depends on the time

For the price, it was better than other airlines; quality of food and service was very good.

I appreciate the email reminders for online check-in which made my entry to the lines less stressful. The flight was on schedule and on time. The baording staff were proactively helpful and approachable. The airplane inflight food, entertainment and comfies as well as provisions are excellent even in the economy seating. The airline transfer was smooth and easy! Luggage safe and intact! Thank you EVA airline for making my trip a reliable safe and comfortable experience.

I was sleep when they brought the food. They had put a note on my seat. There was no food when I asked for food later. There was just one main meal served in this 14 hours flight. They offered me sandwich with ham which I don’t eat since I am pescatarian. Long story short I had to wait to get to TPE to get something to eat. I am extremely disappointed from the service. I have been flying EVA since I was 1 year old. Perhaps no more EVA for me. Seems EVA glorious day is long gone

The food is quite mediocre. I had spaghetti and the tomato based sauce was quite salty and there were no other flavors, no spices used in the sauce.

The app was awful. No accurate info. Paying for internet is a negative (Delta is free). The crew was very nice for the most part although you are not guaranteed to get good service. Some crew would ignore requests for things as simple as a cup of water if you were sleeping when the first serving was made. Food was great. Male crew member was exceptionally kind and responsive.

It was a good flight. I would highly recommend it to family and friends.

The employees were professional and efficient. I consider myself a traveler but have trouble with the international fare served on airplanes. I admit Americans buy their food in the supermarket and we typically don’t eat the ligaments and cartilage. I know that is whiny but as I age, I dislike it more. At least things weren’t covered in cheese. The desserts are terrible! My neighbor didn’t eat her bread so I asked if I could have it. First time for everything but had been traveling a total of 27 hours and was hungry.

The night flight was only 2/3 full, which is always a plus. Room to stretch out for sleeping. Gracious stewardesses, attentive, and slim/attractive (which is rare these days). Good food, and curtesy wine.with meals. Comfortable seats and decent leg room (economy class)

On time service. Seat comfort and the crew service very good .

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

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.

Everything was fine and I have no complaints or things to note.

Overall, it was ok. However, the food was very sub-par.

The economy seats are much indeed roomier. Meals needs improvement.

flight delayed 45 mins - missed connection - 1 hr layover became 8 hr layover waiting for next flight -

Fast boarding flight on time boarded plane back to front instead of stupid zone groups like US airlines do...

Horrible airline. Missed my baggage and don’t want to reimburse for the basis items. Pathetic customer service

Food was hood for airline food with good poftion and variety in meals. Frequency of beverage service was very low and amount of soda with meals was inadequate.

Excellent service provided the flight crew. Food and drinks were very good.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

Very punctual, the onboard staff was friendly and correct, the flight was fortunately very calm, the toilets were clean, in short, an excellent experience Thanks

Ordered Vegan meal - it was ok, but not exceptional. Seat ok row 39 middle section aisle. Nearly full flight - crew was busy but they did the best they could. There was a USB A port at the seat. I listened to my own music and only looked at flight information. One nice thing was the connection information was made available in the screen.

Very nice and friendly crew. Boarding system can be improved.

The Etickets had been changed (Why?) without notice ; Hence, that caused troubles when checking in. Not until I contacted my ticket agent and was given correct Etickets could I then check in.

Cleanliness of seats, trays, storage pockets need more attention, but everything else was good.

A great airline, no complaints at all. My experience with Cheap Tickets was very disappointing however. Two hours after purchasing the flight they called to tell me that the ticket price had gone up. I’ve never heard of such a thing. That is called false advertising; I will never use this ticketing service again and will warn all friends to never use it.

One of the worst check in process at the DIA as well as the boarding counter Changed seat at the last minute and assigned middle seat while I paid for window seat. Requested many times but to no avail . horrible customer service and very poor process Requesting refund for seat that was changed last minute

Good overall flight. Excellent crew. Food options could be improved.

Vegan food tasted good. Restroom could be kept cleaner. Seat tray table was a bit tilted so food tray kept sliding down a bit. Flight crew can be a little more friendly, caring and approachable. Their faces lacked smiles and tone was stern.

Flight was delayed then we had to redirect for medical emergency during which time we had no information on what is the plan. The connecting flight was also delayed.

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

Cabin class types available on flights to Singapore

Cabin classes available on flights to Singapore. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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