S$102 Cheap Flights to Winfield

View S$102 flight on Thu, 5 Feb, 2026Opens in a new window

Popular airlines to Winfield

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Cheap round-trip flights to Winfield

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 25 Feb - Sat, 28 Feb
JFK
New York
ORD
Chicago
S$177 Return, found 22 hours ago
S$177
Return
found 22 hours ago
Select Delta flight, departing Wed, 25 Feb from New York to Chicago, returning Sat, 28 Feb, priced at S$177 found 22 hours ago
American Airlines
Wed, 25 Feb - Sat, 28 Feb
JFK
New York
ORD
Chicago
S$208 Return, found 22 hours ago
S$208
Return
found 22 hours ago
Select American Airlines flight, departing Wed, 25 Feb from New York to Chicago, returning Sat, 28 Feb, priced at S$208 found 22 hours ago
JetBlue Airways
Thu, 22 Jan - Sat, 24 Jan
RDU
Raleigh
ORD
Chicago
S$387 Return, found 1 day ago
S$387
Return
found 1 day ago
Select JetBlue Airways flight, departing Thu, 22 Jan from Raleigh to Chicago, returning Sat, 24 Jan, priced at S$387 found 1 day ago
United
Thu, 22 Jan - Sun, 25 Jan
RDU
Raleigh
ORD
Chicago
S$624 Return, found 1 day ago
S$624
Return
found 1 day ago
Select United flight, departing Thu, 22 Jan from Raleigh to Chicago, returning Sun, 25 Jan, priced at S$624 found 1 day ago
Cathay Pacific
Thu, 19 Mar - Wed, 25 Mar
MNL
Manila
ORD
Chicago
S$991 Return, found 10 hours ago
S$991
Return
found 10 hours ago
Select Cathay Pacific flight, departing Thu, 19 Mar from Manila to Chicago, returning Wed, 25 Mar, priced at S$991 found 10 hours ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

June is typically the cheapest month to fly

From S$100 - S$411 per traveller.

Find Your Flights to Winfield CHI

Cheap flights to Winfield (CHI)

Get started finding a cheap flight to Winfield on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Winfield.

Return prices range from S$177 - S$1,177 and one-ways Winfield start as low as S$102.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Winfield (CHI)

You have several options for which airline you choose to travel with to Winfield. There are 10 airlines flying into CHI: Delta, American Airlines, United, JetBlue Airways, Philippine Airlines, All Nippon Airways, Cathay Pacific. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Winfield (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CHI in February and in February for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

What is the name of Winfield's airport?
Winfield has several airports, but most people prefer to touch down at O'Hare Intl. Airport (ORD).
How far is ORD from central Winfield?
It's 24 kilometres from ORD to downtown Winfield. Make things easier by researching the quickest way of travelling from the airport to the city centre before you arrive.
What airport is best to fly into Winfield?
If you're planning on jumping on a plane to Winfield, you'll probably land at ORD (24 kilometres from downtown). Midway Intl. Airport (MDW) (32 kilometres from downtown) is the other main airport that services the city.
How many airlines fly to Winfield?
Winfield is serviced by 51 airlines from at least 237 airports across the globe.
Which airlines fly to Winfield?
Winfield receives the highest number of flights from United Airlines, American Airlines and Delta with United Airlines being the favourite choice of carrier. New York is the most popular city for passengers to set off from.
How many nonstop flights are there to Winfield?
Planning an amazing Winfield escape is child's play when there are 7,564 nonstop flights every week to get you there.
Where are the most popular flights to Winfield departing from?
Flights to Winfield from New York, Washington and Dallas airports are always popular.
How long is the flight to Winfield Airport?
If it's New York you're leaving behind, you'll be midair for around 2 hours and 44 minutes before you arrive in Winfield. Airport to airport from Washington takes approximately 2 hours and 15 minutes and from Dallas, the flight time is 2 hours and 18 minutes.
How to book the cheapest flight to Winfield?
If you'd like to have some extra spending money on your trip to Winfield, listen up! As any seasoned jet-setter knows, don't book at the very last minute. Prices are usually more expensive just prior to the departure date. Also, do some online research and compare your options. If your destination has more than one airport, you may be able to pick up a terrific price by flying into a smaller terminal. Lastly, be ready to secure your seat quickly if you find an irresistible price. It might not stick around for long. With a bit of know-how and a little good fortune, the perfect airfare can be yours.
Do you have any tips for my flight to Winfield?
We've rounded up all the info you need to make your flight an enjoyable experience. Follow our tips and you'll be zooming through airport security and discovering Winfield in next to no time. What to pack in your hand luggage:

  • It's simple — first, put in your passport, travel documents, credit cards and daily medications. Next, you'll need some in-flight entertainment to while away the hours. A juicy novel and a laptop crammed with your favourite shows are some terrific options. If you intend to catch a few z's, a neck pillow and some noise-cancelling headphones will also be useful. Finally, make room for a toothbrush and some facial wipes to ensure you step off the plane looking and feeling fresh.

Do not pack the following items in your hand luggage:

  • While the list of restricted items can differ between air carriers, the general rule to follow is nothing flammable, sharp or explosive. This includes knives, scissors, fireworks and fuel. Sports equipment like golf clubs, and objects that could harm passengers, such as firearms and swords, can't come on board with you either.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for temperature changes in the cabin by dressing in layers, and wear flat, slightly roomy shoes like sneakers.
  • The result of sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers on long-distance flights. Reduce the risks by staying hydrated, keeping your legs and feet moving and wearing compression socks to help your circulation.

How to get through airport security fast when flying to Winfield?
It's easy — be prepared. We've rounded up some useful tips for a stress-free trip through airport security. Watch out Winfield, here you come:

  • Have your boarding pass and ID within close reach. They're the first items you'll be asked for by security.
  • Next up, both you and your hand luggage must be X-rayed. To speed things up, take off anything that is likely to set the alarm off. Items such as your belt, jacket and earphones will be required to go through the machine.
  • For just a few minutes, you'll have to unplug from technology. Your tablet, phone and any other electronics will need to go through the scanner.
  • Remove all gels and liquids from your hand luggage. They often need to be sent through the X-ray separately. Each item should be no larger than 3.4 ounces (100 millilitres) and everything must fit in a single quart-size (one litre), clear zip-close bag.
  • There's a possibility that you'll be required to remove your shoes for scanning, so wearing slip-on shoes is always a clever idea.
  • Knives and other sharp items can't be taken on board. They'll be confiscated at security, so put them in your checked luggage.

Flights to Winfield information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$741

Trending flights to Winfield

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, 9 Feb - Thu, 19 Feb
SIN
Singapore
ORD
Chicago
S$1,177 Return, found 3 days ago
S$1,177
Return
found 3 days ago
Select Air Canada flight, departing Mon, 9 Feb from Singapore to Chicago, returning Thu, 19 Feb, priced at S$1,177 found 3 days ago
*Available to Expedia members.