S$90 Cheap Flights to Hillside

View S$90 flight on Thu, 22 Jan, 2026Opens in a new window

Popular airlines to Hillside

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Cheap round-trip flights to Hillside

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
Sat, 24 Jan - Mon, 9 Feb
JFK
New York
ORD
Chicago
S$180 Return, found 4 days ago
S$180
Return
found 4 days ago
Select Delta flight, departing Sat, 24 Jan from New York to Chicago, returning Mon, 9 Feb, priced at S$180 found 4 days ago
American Airlines
Tue, 3 Feb - Tue, 10 Feb
JFK
New York
ORD
Chicago
S$271 Return, found 2 days ago
S$271
Return
found 2 days ago
Select American Airlines flight, departing Tue, 3 Feb from New York to Chicago, returning Tue, 10 Feb, priced at S$271 found 2 days ago
Alaska Airlines
Wed, 11 Mar - Tue, 24 Mar
LAX
Los Angeles
ORD
Chicago
S$334 Return, found 19 hours ago
S$334
Return
found 19 hours ago
Select Alaska Airlines flight, departing Wed, 11 Mar from Los Angeles to Chicago, returning Tue, 24 Mar, priced at S$334 found 19 hours ago
United
Sun, 18 Jan - Tue, 3 Feb
LAX
Los Angeles
ORD
Chicago
S$428 Return, found 2 hours ago
S$428
Return
found 2 hours ago
Select United flight, departing Sun, 18 Jan from Los Angeles to Chicago, returning Tue, 3 Feb, priced at S$428 found 2 hours ago
Air India
Fri, 30 Jan - Fri, 13 Feb
DEL
Delhi
ORD
Chicago
S$941 Return, found 5 days ago
S$941
Return
found 5 days ago
Select Air India flight, departing Fri, 30 Jan from Delhi to Chicago, returning Fri, 13 Feb, priced at S$941 found 5 days 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.

Frequently asked questions

What is the name of Hillside's airport?
O'Hare Intl. Airport (ORD) is the main airport in Hillside.
How far is ORD from central Hillside?
If you're staying in central Hillside, it's a good idea to work out how you'll get into the city before you touchdown. The downtown area is about 11 kilometres from O'Hare Airport.
What airport is best to fly into Hillside?
Before flying to Hillside, it's a smart idea to find out which airport is the most convenient. O'Hare Airport is 11 kilometres from the downtown area. If you're landing at Midway Airport, you'll find yourself 16 kilometres away from the city centre.
How many airlines fly to Hillside?
There are 51 airlines connecting Hillside to 237 airports from all over the globe.
Which airlines fly to Hillside?
Most often, travellers opt to fly with United Airlines, American Airlines and Delta when heading to Hillside. The largest number of these flights originate in New York, with United Airlines servicing this route the most frequently.
How many nonstop flights are there to Hillside?
Organising an unforgettable Hillside getaway is a walk in the park when there are 7,564 nonstop flights each week to choose from.
Where are the most popular flights to Hillside departing from?
The most popular flights to Hillside leave from New York, Washington and Dallas airports.
How long is the flight to Hillside Airport?
Which city you depart from determines how much of the in-flight entertainment you'll get to see. From New York to Hillside, the average flight time is 2 hours and 44 minutes. From Washington it takes about 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Hillside?
Don't leave locking in your flight to Hillside until the last possible moment. That's one trick frequent jet-setters use to get the best prices. Booking in advance means more options and less expensive flights. Don't stop there, though. Do some research and find out if there are a few airports at your destination. Ticket prices often differ depending on which airport you pick. Don't forget to compare prices across air carriers as well. Last of all, another easy way to save a few dollars is be ready to book fast. If you stumble on a fantastic deal, don't hesitate — snap it up while you can.
Do you have any tips for my flight to Hillside?
Wherever you're coming from, flying can be a pleasurable experience if you're prepared. Check out these handy tips and tricks that will get your Hillside escape started on the right note. What to pack in your hand luggage:

  • The trick to having a great travel experience is to plan ahead. So, let's start with the essentials: passport, travel docs, credit cards and medications. Next, bring on board items that'll help pass the time, like some electronic devices or a magazine. You'll also want to bring your chargers, a comfy neck pillow and a pair of earphones. Last but not least, don't forget to toss in toiletries like a toothbrush, cleansing wipes and a fresh set of clothes.

Do not pack the following items in your hand luggage:

  • Check carefully that you don't have sharp objects (like a pocket knife) lurking in one of the zippers of your carry-on luggage. Other banned items include explosive or flammable products, such as fuel and matches, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • Comfort should be your highest priority when choosing what to wear during your flight. Loose clothing is a smart option, as are flat, slip-on shoes.
  • Deep vein thrombosis (DVT) can pose a risk on long-haul flights. It results from blood clots forming due to poor circulation, so do some gentle foot and leg exercises in your seat and consider wearing compression tights or socks.

How to get through airport security fast when flying to Hillside?
As seasoned travellers know, the secret is to be well prepared before you get to the security gate. That way, you'll be stepping onto that plane to Hillside in a flash. Follow these helpful tips and get your trip off to a great start:

  • Be sure to have your ID and boarding pass easily accessible. They're the first things you'll be asked for by security.
  • Next up, both you and your hand luggage will be X-rayed. To speed things up, remove anything that is likely to trigger the alarm. Items such as your belt, coat and headphones need to go through the machine.
  • For just a few moments, you'll need to unplug from technology. Your phone, laptop and any other electronic gadgets must also go through the scanner.
  • Don't forget to remove liquids and gels from your carry-on luggage. They often need to be sent through the X-ray scanner 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.
  • The right choice of footwear can save you a few precious minutes. Boots are often required to be removed and separately scanned. Slip-on shoes usually aren't.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, put them in your checked luggage. They won't be allowed on board.

Book with confidence

Find Your Flights to Hillside CHI

Cheap flights to Hillside (CHI)

Get started finding a cheap flight to Hillside 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 Hillside.

Return prices range from S$180 - S$1,129 and one-ways Hillside start as low as S$90.

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 Hillside (CHI)

You have several options for which airline you choose to travel with to Hillside. There are 10 airlines flying into CHI: Delta, American Airlines, United, Alaska Airlines, Air India. 

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 Hillside (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CHI in January and in January 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.

Find Your Flights to Hillside CHI

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$179

Trending flights to Hillside

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.

Korean Air
Fri, 20 Feb - Mon, 2 Mar
SIN
Singapore
ORD
Chicago
S$1,129 Return, found 1 hour ago
S$1,129
Return
found 1 hour ago
Select Korean Air flight, departing Fri, 20 Feb from Singapore to Chicago, returning Mon, 2 Mar, priced at S$1,129 found 1 hour ago

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