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Find cheap flights to Chicago from S$ 819

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2-6. 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
Wed 12-6
Wed 19-6

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days, travellers have searched 41,771,603 times on KAYAK, and here's why:

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Cheap flight deals to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chicago 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 and deals for you by selecting your travel dates.
Choose your dates
13:10 - 20:45SIN-ORD
20h 35m1 stop
00:30 - 12:00ORD-SIN
22h 30m1 stop
S$ 1,356EVA Air
Find Deal
Fri, 13 Sep - Thu, 19 Sep
13:10 - 20:45SIN-ORD
20h 35m1 stop
00:30 - 13:50ORD-SIN
24h 20m1 stop
S$ 1,362EVA Air
Find Deal
Sat, 21 Sep - Fri, 27 Sep
23:35 - 07:25SIN-ORD
44h 50m1 stop
12:00 - 07:30ORD-SIN
30h 30m1 stop
S$ 1,457Air India
Find Deal
Mon, 16 Sep - Mon, 23 Sep
23:35 - 07:25SIN-ORD
44h 50m1 stop
12:00 - 07:30ORD-SIN
30h 30m1 stop
S$ 1,481Air India
Find Deal
Sat, 21 Sep - Sat, 28 Sep
08:05 - 23:56SIN-ORD
28h 51m2 stops
12:05 - 06:15ORD-SIN
29h 10m1 stop
S$ 1,520Japan Airlines
Find Deal
Mon, 9 Sep - Mon, 16 Sep
01:50 - 19:35SIN-ORD
30h 45m2 stops
07:15 - 06:15ORD-SIN
34h 00m2 stops
S$ 1,530Japan Airlines
Find Deal
Wed, 26 Jun - Sat, 29 Jun
08:45 - 04:56SIN-ORD
33h 11m1 stop
06:00 - 20:15ORD-SIN
24h 15m1 stop
S$ 1,746United Airlines
Find Deal
Mon, 5 Aug - Thu, 16 Jan
21:00 - 06:30SIN-ORD
22h 30m1 stop
06:00 - 20:15ORD-SIN
24h 15m1 stop
S$ 1,750United Airlines
Find Deal
Fri, 28 Jun - Mon, 6 Jan
22:10 - 08:40SIN-ORD
23h 30m1 stop
07:30 - 00:45ORD-SIN
28h 15m2 stops
S$ 1,794ANA
Find Deal
Wed, 4 Sep - Mon, 16 Sep
06:15 - 14:55SIN-ORD
21h 40m1 stop
07:30 - 00:45ORD-SIN
28h 15m2 stops
S$ 1,796ANA
Find Deal
Thu, 5 Sep - Tue, 17 Sep

Flights to Chicago - Travel Insights & Trends

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

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Monday where tickets can be as cheap as S$ 1,695. On the other hand, the most expensive day to fly is Thursday, where prices are S$ 2,487 on average.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, 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 is October, where tickets cost S$ 1,480 on average for one-way flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Singapore is S$ 2,428 and S$ 2,412 respectively. For return trips, the best month to travel is October with an average price of S$ 1,480.

What is the cheapest time of day to fly to Chicago?

The average price for all flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago is generally in the afternoon, when flights cost S$ 1,681 on average. The most expensive time of day to fly to Chicago is generally in the morning, which is peak travel time and where the average cost of a ticket is S$ 1,938.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 88 days before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago O'Hare Intl Airport, with an average flight price of S$ 492.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 77% of all flights arriving there.

How long is the flight to Chicago?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular route to Chicago on KAYAK is from Singapore, which takes 23h 15m.

Good to know

Low season

January

High season

May

Cheapest flight

S$ 819
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Singapore to Chicago O'Hare Airport

When to book flights to Chicago

Are your dates flexible? Find out the best times to travel to Chicago 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. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    Out of the 3 airports in Chicago, Chicago Midway Airport is the nearest to the city center (14 km). You'll travel 26 km to reach the center of Chicago if you land in Chicago O'Hare Airport and 126 km if you land in Chicago Greater Rockford.

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

    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.

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

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

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

    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 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?

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

  • Which airline offers the most flights to Chicago?

    Of the 14 airlines that fly to Chicago, United Airlines offers the most flights, with around 4,878 per week, followed by American Airlines with 4,329 flights per week.

See more FAQs

Top tips for finding cheap flights to Chicago

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

Prefer to fly direct to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Direct departures

Singapore to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Direct returns

Chicago to Singapore

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Top 5 airlines flying to Chicago

 
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 Chicago? 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
ANAOverall score based on 920 reviews
8.8Crew
8.3Comfort
8.0Entertainment
7.8Food
8.6Boarding
Airline reviews

I booked a ANA flight, this was just a regular United flight — as always very bad, dirty, rude service, quite frankly really embarrassing to be flying with this after spending time in Japan.

2.0 MediocreAnonymous, May 2024NRT - EWR
Read more about ANA reviews

I booked a ANA flight, this was just a regular United flight — as always very bad, dirty, rude service, quite frankly really embarrassing to be flying with this after spending time in Japan.

Staff and crew are wonderful, professional and courteous. Meal is delicious and snacks can be improved. Entertainment needs improvement, pls update selections of movies. I appreciate that our flight was on time

I flew economy class so of course it’s not as roomy as business and first class. But overall it was ok and the seat had an interesting way to recline — the seat itself extended forward instead of the backrest. This way the person sitting behind me would not lose space by my reclining—excellent concept. I wish all airlines used these seats.

Flying with ANA is always a breeze. Seats are very comfortable.

For the price of a seat that is obviously crammed together so as to get many more people onboard and combined with the long flight duration, Free WiFi should be an automatic “Thank You for Flying with Us!” To charge an additional fee when so many other businesses offers it is a bit “cheap” on the airline’s part.

Food was high quality. Crew was extremely professional, polite, attentive. Flights were on time. Plane had good media tech.

I wish the serve should leach and drink. Maybe because only 2hr

It was ok I thought because my flight was 1pm i was expecting to have lunch but it didn’t and after 7 hr finally dinner time was only chicken sandwich and next breakfast was an hour before plane land in Tokyo. so I should bring some food with me. Japanese flight attend was nice but the other was chewing gum and how she ask and respond to customers was not professional I felt. Maybe because Japan flight attendant is highly train and everyone looked very dress and professional so I was kind disappointed. I like that the bathroom was very clean .

Lovely airport at Haneda. Great food selection. Spacious and private boarding area with dedicated bathroom for each gate.

They did not get my request for veg food that i made a month ago. Also did not have any backup veg food on board or fruit plate or simething. Very disappointing as i had hward about how grwat ANA was supossed to be. Alsio entertainment was lacking and screen and tech was subpar. Overall just mid to low tie. They are living off reputation and are being passed up by most other carriers.

The type of the food requested (Asian vegetarian) was not properly met with. They have very limited snack items that may compensate for the main meals.

The quality of the food is pretty good. Thank you, EVA Air.

Pleasant crew. Very long flight, a bit uncomfortable at times being seated, but not too bad.

No ice for the drinks. Only gave a half a cup of your beverage. Not enough water. I got very dehydrated.

Eva air is a good airline. The seats on the way to Taipei could have certainly been more comfortable, but all in all it was a pretty good experience.

The crew is so cold and indifferent but I have to appreciate their professionalism. The seat is too hard and not comfortable at all. Entertainment is very limited and not of many choices.

Eva is one of the top airlines in Asia... but often are over priced. Finally found a reasonable rate.

My original flight was rescheduled & EVA did a good job rescheduling my flight & connecting flight.

Polite hard working crew. No complaints really. Meals were not to my liking.

Everything was fantastic! The crew really went above and beyond to make it a great flight. I felt cared for with EVA.

Great service but food taste and options have gone down a few notches.

This airlines is always my favorite. Very consistent customer service and food is good. My last flight with them, I had no idea we landed because it was just that smooth of a land.

At least it was not very cold inside the plane. I noticed there was now a bidet in the bathroom and that’s good! I didn’t like the window seat. Flight was smooth except for 1 turbulence. Plane was on time. Thanks. Food was not that great. Miso and green tea were good! As usual movies were old and there were no changes.

Food as always. PA was not clear, especially the English ones. Very limited Hollywood movies. Unlike the first flight I had, this plane has less leg room and less room for my under seat baggage.

Great crew, Japanese domestic flight is just a drink service but crew are very attentive

I didn’t like the check in process I had to check in at the counter took too much time . Didn’t give the upgrade my seat .

Japan airlines is excellent. I had a great flight with them, and they are the consummate professionals. I booked my flight through Kayak and they sent it on to Underpricer. That felt really scammy. My Oneworld number would not attach to the reservation and I could not choose a seat. I called Japan Airlines and got one but it was in the back. Later I drove to the airport and worked with the excellent agents there to find a better one. Later that day, I got a phone call from Underpricer trying to upsell me the option of choosing a seat. It felt like a Spirit Airlines level crappy move. The flight itself was exactly as nice as you would expect from JAL. The meal was good and the flight crew was awesome.

Need new movies, a lots of them are 20-10 years old or older. It us a very long flight we need good entertainment. Please load more new movies!

Good and movies are so old. Needs to have more up-to-date movies.

It was one of the best experiences. The staff were amazing. JAL is my second favorite Asian Carrier I have flown on. Korean Air was my first. Thank you JAL for bringing me home safely and for such an amazing staff and service.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Very poor experience for the price paid. Airplane interior including seats were old and jaded. Seat tray table did not work properly. Head phone was defective and didn’t work. Food was mediocre

Communication was terrible. Flight was delayed for 4-5 hours in DC (on the front end, and also after we boarded, we had to get off - some issue with fueling the old plane correctly). There was little to no information on timing or what was happening. Once we reach Delhi airspace, apparently there was weather that caused us not to land - we were actually near the ground, saw the run way, and lifted back up to the sky after being sooo close. Then we circled for about 30 minutes, and they decided to go to Jaipur to land until the weather cleared and to refuel. Again, once we landed in Jaipur (wrong city), there was little to no information on timing or what was happening. Then we heard that the crew was reaching their 24 hours. We sat on the place, on the tarmac for another 3 HOURS, with no food and not enough water for everyone on the flight. Then, they kicked us off the plane with no plan, in the wrong city. We went thru customs, got our bags (thank goodness), and had to ask a bunch of staff what was happening and what to do. Eventually, their soltuion was to bus people back to Delhi (like 6 hours we were told) but not everyone would fit on the bus, and unknown timing on when it would leave. At this point it was 9PM (we were scheduled to arrive in Delhi at 11AM...). My husband and I decided to risk it and take a cab that we had to pay ourselves (about $200 US dollars) to get to Delhi (about 5 hour drive). We both had terrible trips back to the US as well - almost missed connecting flight, forced to pay for carry-on luggage (a small back pack!) and duty-free goods by the Air India staff last minute. Just terrible experience all around. Never again with AI! The ONLY good thing was the air hostesses were kind and patient - example: they made sure people with food allergies got their correct. However, the TV's did not work so I'm glad we brought our own entertainment.

The Air India lounge in Delhi , was very disappointing! The food was of poor quality and options were limited especially for vegetarians!! Beverages were fine. The in flight crew was excellent! . They helped me with my seat controls - the controls did not work without a hassle or assistance!! A very poor showing for a Business cabin!!! Post flight , the wheel chair passengers ( including Me) were “ shepherded and left waiting twice (an hour or more) before taking us to immigration! I chose to Fly Air India because I want. to patronize our National carrier with the hope that the experience will improve!!! Regrettably, I will have to look at other options for my next trip to India

Entertainment system was not working and was told I would get a voucher and have not got one. No toiletries were available not even a toothbrush false sweet talk by ground staff

Worst International flight I ever had in my whole life time. Boarding is the worst of all and flight experience was also not good. Screens were not working, seats were not comfortable and lot more.

Very very impressed with the proactive care and alertness with which ABHISHEK Chowdhary took care of us. Quietl,dignified , very alert, and meticulous. Very impressed. Also with SUNiL Kumar who was there for us in a very helpful way. SHERLY ALEX On Flight 119, BOM TO JFK CUSTOMER ON SEAT 21C, 21ST March 2024

If you are traveling to mumbai -- must try SFO - MUM direct flight. It's a game changer when you are traveling to India. Timings are well designed, optimal and makes the travel enjoyable.

Air India needs to launch new planes. Seats are worn out, most of the plane's TV screens wasn't working, USB charging ports wasn't working as well so I can charge my phone & watch my download movies, Food was mediocre, the plane smells. How can Air India put through their customers with this bad experience? This complaint needs to get escalated to the upper management. How shameful is the upper management to improve this plane? The flight is going back & forth from NEW YORK & DELHI. Two of the big cities in the world and this is how your experience is for sitting in a plane for 12+ hrs? Get your planes fixed ASAP Air India (TATA Management do your job right).

One of my worst experiences. Nothing was working in the flight. Entertainment system was broken, seat was very uncomfortable, crew did not offer water until food was provided, lights were not working, attendant call was not working. In short everything was broken and duct taped.

Old aircraft, crew were so so. Meals were mediocre. Flight to delhi was delayed. Lounge needs update and was mediocre too.

Book Cheap Chicago Plane Tickets

Recent return flight deals

 
These are the cheapest return flights to Chicago found on KAYAK in the last 72 hours.
13-9Fri
1 stopEVA Air
20h 35mSIN-ORD
19-9Thu
1 stopEVA Air
22h 30mORD-SIN
S$ 1,356
21-9Sat
1 stopEVA Air
20h 35mSIN-ORD
27-9Fri
1 stopEVA Air
24h 20mORD-SIN
S$ 1,362
16-9Mon
1 stopAir India
44h 50mSIN-ORD
23-9Mon
1 stopAir India
30h 30mORD-SIN
S$ 1,457
21-9Sat
1 stopAir India
44h 50mSIN-ORD
28-9Sat
1 stopAir India
30h 30mORD-SIN
S$ 1,481
9-9Mon
2 stopsJapan Airlines
28h 51mSIN-ORD
16-9Mon
1 stopJapan Airlines
29h 10mORD-SIN
S$ 1,520
26-6Wed
2 stopsJapan Airlines
30h 45mSIN-ORD
29-6Sat
2 stopsJapan Airlines
34h 00mORD-SIN
S$ 1,530
5-8Mon
1 stopUnited Airlines
33h 11mSIN-ORD
16-1Thu
1 stopUnited Airlines
24h 15mORD-SIN
S$ 1,746
28-6Fri
1 stopUnited Airlines
22h 30mSIN-ORD
6-1Mon
1 stopUnited Airlines
24h 15mORD-SIN
S$ 1,750
4-9Wed
1 stopANA
23h 30mSIN-ORD
16-9Mon
2 stopsANA
28h 15mORD-SIN
S$ 1,794
5-9Thu
1 stopANA
21h 40mSIN-ORD
17-9Tue
2 stopsANA
28h 15mORD-SIN
S$ 1,796

Search by stops

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
2-6Sun
3 stops
41h 20mSIN-ORD
S$ 819
8-6Sat
3 stops
55h 17mSIN-ORD
S$ 827
30-10Wed
1 stopEVA Air
20h 30mSIN-ORD
S$ 892
19-5Sun
2 stopsEVA Air
27h 14mSIN-ORD
S$ 1,188
10-6Mon
1 stopJapan Airlines
20h 30mSIN-ORD
S$ 1,232
18-8Sun
2 stopsJapan Airlines
35h 07mSIN-ORD
S$ 1,276
3-6Mon
2 stopsUnited Airlines
30h 55mSIN-ORD
S$ 1,471
19-8Mon
1 stopUnited Airlines
36h 50mSIN-ORD
S$ 1,501
8-6Sat
1 stopAir India
44h 50mSIN-ORD
S$ 3,996
2-6Sun
1 stopAir India
44h 50mSIN-ORD
S$ 4,505

Search by stops

Search by airline

Search by price

Recent domestic flight deals

27-5Mon
directJetBlue
2h 56mJFK-ORD
30-5Thu
directJetBlue
2h 28mORD-JFK
S$ 157
29-5Wed
directJetBlue
2h 56mJFK-ORD
30-5Thu
directJetBlue
2h 28mORD-JFK
S$ 158
27-5Mon
directDelta
2h 35mLGA-ORD
18-6Tue
directDelta
2h 23mORD-LGA
S$ 165
28-5Tue
directJetBlue
2h 56mJFK-ORD
18-6Tue
directJetBlue
2h 25mORD-JFK
S$ 165
9-7Tue
directDelta
2h 47mLGA-ORD
16-7Tue
directDelta
2h 12mORD-LGA
S$ 172
17-9Tue
multi-stopSpirit Airlines
18h 00mEWR-ORD
18-9Wed
multi-stopSpirit Airlines
14h 04mORD-EWR
S$ 180
17-9Tue
multi-stopSpirit Airlines
7h 31mEWR-ORD
18-9Wed
directSpirit Airlines
2h 12mORD-EWR
S$ 181
27-5Mon
directUnited Airlines
2h 35mEWR-ORD
30-5Thu
directUnited Airlines
2h 23mORD-EWR
S$ 275
11-6Tue
directUnited Airlines
2h 37mEWR-ORD
18-6Tue
directUnited Airlines
2h 20mORD-EWR
S$ 302
14-7Sun
multi-stopAmerican Airlines
5h 10mLGA-ORD
21-7Sun
multi-stopAmerican Airlines
5h 29mORD-LGA
S$ 631

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Search by price

Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
18-5Sat
multi-stop
27h 30mSIN-ORD
26-5Sun
multi-stop
32h 40mORD-SIN
S$ 1,777
18-5Sat
multi-stop
25h 35mSIN-ORD
26-5Sun
multi-stop
32h 40mORD-SIN
S$ 1,876
18-5Sat
multi-stopLufthansa
26h 30mSIN-ORD
26-5Sun
multi-stopLufthansa
35h 35mORD-SIN
S$ 1,961
17-5Fri
multi-stopEthiopian Air
43h 05mSIN-ORD
26-5Sun
multi-stopEthiopian Air
39h 35mORD-SIN
S$ 2,386
18-5Sat
multi-stop
45h 30mSIN-ORD
26-5Sun
multi-stop
35h 15mORD-SIN
S$ 2,419
18-5Sat
multi-stop
31h 10mSIN-ORD
26-5Sun
multi-stop
33h 45mORD-SIN
S$ 2,691
17-5Fri
multi-stopEthiopian Air
43h 05mSIN-ORD
26-5Sun
multi-stopEthiopian Air
39h 35mORD-SIN
S$ 2,724
18-5Sat
multi-stopEVA Air
29h 49mSIN-ORD
25-5Sat
multi-stopEVA Air
24h 20mORD-SIN
S$ 4,261
17-5Fri
multi-stopAir India
35h 50mSIN-ORD
15-6Sat
multi-stopAir India
30h 30mORD-SIN
S$ 7,237
17-5Fri
multi-stopEVA Air
20h 50mSIN-ORD
14-6Fri
multi-stopEVA Air
22h 30mORD-SIN
S$ 10,278

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Flights to Chicago

Return flight deals:

Chicago - Singapore

Cabin classes: