Cheap Flights to Chicago from HK$4,360

Cheap round-trip flights to Chicago

Prices were available within the past 7 days and starts at HK$4,360 for one-way flights and HK$6,719 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Etihad Airways
Air Canada
Japan Airlines
Air Canada
Qatar Airways
Cathay Pacific
Air Canada
Japan Airlines
American Airlines

Visit Chicago

The juxtaposition of the natural beauty of Lake Michigan and the urban skyline of the city make Chicago truly beautiful. Therefore, it’s not difficult to see why over 35 million people journey to Chi-Town. It lures with attractions like the art installations of Millennium Park, the iconic Art Institute of Chicago, and the Lincoln Park Zoo. All you’ll need are your bags and a good pair of walking shoes to hit the city streets in search of the bets deep dish pizza. Book your flights to Chicago today on and get ready to be blown away by the Windy City.

When to book Chicago flights

Chicago is no stranger to the seasons, so when you travel to Chi-town, be sure to pack accordingly. Despite dramatically varying temperatures, each season offers something unique to Chicago’s tourists. Cold temperatures in the winter are ideal for exploring the Adler Planetarium and applauding after a performance at the Chicago Theatre; whereas the warm winds of spring are conducive to playing in the arcade at Navy Pier and beaming at the Chicago Botanic Garden. Travelers flock to the city during the summer to cheer on the Cubs at Wrigley Field and sing along at the Lollapalooza music festival. And even if you travel to Chicago in autumn, you’ll be met with events such as the Windy City Wine Festival and the Chicago International Film Festival.

Book your flight with Expedia

Chicago flights don’t need to cost an arm and a leg. After all, you’ll need plenty of spending money in your budget to buy tickets to see a performance by the Second City improvisational theatre troupe. Instead, browse our carefully curated collection of flights to Chicago right here on and select the one best suiting your travel and budgetary needs. What’s more, when you make your travel arrangements with us, you always receive our best prices thanks to our Best Price Guarantee. Meaning you can book confidently and get back to researching the best beaches of Lake Michigan for lounging.

Chicago Airports

Book your flight into either the O’Hare International Airport (ORD) or the Midway International Airport (MDW). O’Hare is a mere 17 miles west of the downtown district while Midway is roughly 11 miles southwest of the city. O’Hare transports close to 55 million passengers each year and is one of the busiest airports in the world. Although Midway has less traffic, it still serves close to 19 million passengers each year. Fortunately, the city of Chicago is very eco-conscious and works to reduce their environmental impact. These efforts are visible at both the ORD and MDW facilities, through programs that monitor waste management, water conservation, and electricity usage.

Transportation from the Airport

Chicago is a bustling hub known for its convenient and numerous public transportation options. If you are arriving at O’Hare, use the Chicago Transit Authority’s (CTA) Blue Line train. This railway will take you to the Forest Park terminal in downtown Chicago where you’ll have the option to hop on a connecting line. Additionally, Metra’s North Central Service train transports passengers to Union Station downtown as well as the north central suburbs.

Adversely, from the Midway Airport you can take CTA’s Orange Line train which makes frequent stops from the airport to downtown Chicago. Both airports are serviced by Pace buses as well throughout the city and its surrounding neighborhoods.

What’s more, you always have the option to rent a car ahead of time here on This way, you can avoid the hassle of navigating bus routes and focus on enjoying your trip to the Windy City instead.

Frequently asked questions

Where can I learn more about changing or cancelling my flight to Chicago?
For more information about updating your flight to Chicago or cancelling it, head over to our Customer Service Portal.
How do I find cheap flights to Chicago that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight you select. When you’re searching for flights to Chicago, you’ll see a “no change fees” filter for you to select.
Can I fly to Chicago now?
Make your flight to Chicago straightforward and simple by first stopping off at our Covid-19 Travel Advisor. This is the easiest way to stay informed about current travel restrictions, including quarantine requirements and the latest official health advisory information.
What is the name of Chicago's airport?
Chicago is served by several airports, but most visitors prefer O’Hare Intl. Airport (ORD).
How far is O'Hare Airport from central Chicago?
The trip between O’Hare Airport and downtown Chicago is reasonably long. You’ll need to travel 26 kilometres before you can drop your bags at your city hotel.
What airport is best to fly into Chicago?
Before booking tickets to Chicago, it’s a wise idea to work out which airport is most convenient. O’Hare Intl. Airport (ORD) is 26 kilometres from the downtown area. If you’re landing at Chicago Airport, you’ll find yourself 14 kilometres away from the city center.
How many airlines fly to Chicago?
There are 44 airlines that jet into Chicago from 235 worldwide airports.
Which airlines fly to Chicago?
Delta, American Airlines and United Airlines are the most frequent fliers to Chicago. The majority of these flights come in from New York, with Delta offering the most services on this route.
How many nonstop flights are there to Chicago?
Organizing an awesome Chicago getaway is easy when there are 8820 nonstop flights every week to get you there.
Where are the most popular flights to Chicago departing from?
Travelers frequently set off from Clinton, Hudson and Belmont airports when flying to Chicago.
How long is the flight to Chicago Airport?
If it’s Clinton you’re leaving behind, you’ll be in the sky for around 2 hours and 26 minutes before you arrive in Chicago. Airport to airport from Hudson takes about 2 hours and 8 minutes and from Belmont, it’s 2 hours and 27 minutes.
How to book the cheapest flight to Chicago?
If you’d like to have some extra spending money on your Chicago vacation, then listen up! As any seasoned jet-setter knows, don’t book at the very last minute. Airfares are often highest just prior to the departure date. Another terrific way to score the most affordable fare is to shop around. If your destination has a few airports, look into the cost of flying into a less busy terminal. Finally, another simple way to save some money is be ready to book at a moment’s notice. If you see a terrific bargain, don’t hesitate — snap it up while the opportunity’s there.
How to survive the flight to Chicago?
If you’re not prepared, traveling can be daunting. But there’s no need to worry. Follow these tips and tricks for a pain-free start to your getaway in Chicago.What to pack in your hand luggage:

  • It’s simple — first, put in your passport, travel documents, bank cards and medications. Next, you’ll want some in-flight entertainment to while away the hours. A juicy book and a tablet filled with your favorite shows are some fantastic options. If you intend to take a short snooze, a quality neck pillow and some noise-canceling headphones will also be useful. Finally, leave space for a toothbrush and some cleansing wipes so you’ll touchdown feeling fresh as a daisy.

Do not pack the following items in your hand luggage:

  • While the list of banned items differs between airlines, the general rule to follow is avoid carrying anything sharp, flammable or explosive. This includes things like box cutters, razor blades, spray paint and fireworks. Sporting equipment like hockey sticks, and items that could injure passengers, such as pepper spray and firearms, aren’t allowed in the cabin either.

What to wear on a flight:

  • The aisles of an airplane are not the best place for a fashion parade. Layer up with comfy clothing and remember to bring a sweater as the temperature can drop inside the cabin during long-haul flights. Enclosed, flat shoes are also recommended.
  • Unfortunately, one risk of flying long distances is developing deep vein thrombosis (DVT), a blood clotting condition caused by prolonged periods of inactivity. To prevent this, take every opportunity to wander around the cabin. Compression socks and tights are another great idea to help lower your risk.

How to get through airport security fast when flying to Chicago?
It’s simple — be prepared. We’ve put together some helpful hints for a stress-free trip through security. Watch out Chicago, here you come:

  • Airport security personnel first need to determine that you have a valid passport and matching travel documents before you can proceed any further. Have them ready to show.
  • Your jacket, belt, keys and other contents of your pockets, like your earphones, will need to go through the X-ray machine. Make your life easier by removing them as it gets closer to your turn.
  • All your electronics, including your tablet and phone, will also need to be scanned separately.
  • Want to bring along your favorite perfume or cologne? As long as the volume is no greater than 3.4 ounces (100 milliliters) and it’s stored in a clear zip-close bag, you can bring it with you in your carry-on luggage.
  • Lightweight sneakers are a clever footwear choice as you’re less likely to have to remove them when going through security. Safety boots and other heavy shoes are usually subjected to extra screening.
  • Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, pack them in your checked baggage. They won’t be allowed on board.

Looking to compare flights to Chicago to find the best Chicago flight deals? No travel company presents more choices than Expedia: more airlines such as American Airlines, Etihad Airways, Air Canada, Japan Airlines, Qatar Airways, Cathay Pacific, cheaper flights, fewer stops, and more departure and arrival times. The average flight time to Chicago is approximately (hr(s) & min(s). Cheapest flight to Chicago is from HK$4,360 one-way and HK$6,719 round-trip, book now while seats available! Expedia provides the cheapest flights to Chicago and you may find even greater savings if you combine your flight to Chicago with a hotel stay. 

Using the Expedia booking engine is simple: just type in your points of travel and preferred dates and does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. You can book your Chicago flights with full confidence knowing that you’ve found the best deal online.

If you're looking to compare flights to Chicago, no travel company presents more choices than Expedia - more airlines, cheaper flights, fewer stops, and more departure and arrival times. Expedia provides the cheapest flights to Chicago and you may find even greater savings if you combine your flight to Chicago with a hotel stay.

Flights to Chicago information
Destination AirportO'Hare Intl.
Destination Airport IATA codeORD
Destination City NameChicago
Flight PriceHK$1,200

Trending flights to Chicago

Prices were available within the past 7 days and starts at HK$4,360 for one-way flights and HK$6,719 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Air Canada