Cheap Flights to Chicago from HK$771

Cheap round-trip flights to Chicago

Prices were available within the past 7 days and start at HK$771 for one-way flights and HK$2,361 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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 canceling my flight to Chicago?
For more information about updating your flight to Chicago or canceling 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?
To get the latest facts about flying in to Chicago, check out the Covid-19 Travel Advisor. Here, you’ll learn about any travel restrictions currently in place and if you’ll be required to go into quarantine after you arrive.
What is the name of Chicago's airport?
Chicago has more than one airport, but most travelers fly into O’Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Chicago?
ORD is 26 kilometres from downtown Chicago, so be prepared for a bit of a journey into the city.
What airport is best to fly into Chicago?
If you’re jumping on a plane to Chicago, you’ll most likely land at O’Hare Intl. Airport (ORD) (26 kilometres from downtown). Midway Intl. Airport (MDW) (14 kilometres from downtown) is the other major airport here.
How many airlines fly to Chicago?
Chicago is serviced by 45 air carriers from at least 220 worldwide airports.
Which airlines fly to Chicago?
In general, travelers fly with American Airlines, United Airlines and Delta Air Lines when going to Chicago. The largest number of these flights come in from Queens Village, with American Airlines flying this route the most frequently.
How many nonstop flights are there to Chicago?
Arranging an unforgettable Chicago getaway is a cinch when there are 8,014 nonstop flights each week to pick from.
Where are the most popular flights to Chicago departing from?
Flights to Chicago departing from Queens Village, Washington and Denver airports are the most sought after.
How long is the flight to Chicago Airport?
If you’re flying to Chicago from Queens Village, you’re looking at a flight duration of 2 hours and 34 minutes. Those leaving from Washington can expect to be traveling for 2 hours and 5 minutes. From Denver it’s approximately 2 hours and 23 minutes away.
How to book the cheapest flight to Chicago?
Don’t leave locking in your flight to Chicago until the very last minute. That’s one move well-versed travelers use to get the best deals. Booking in advance means more options and cheaper flights. Don’t stop there, though. Do some research and see if there is more than one airport at your destination. Ticket prices often differ depending on which airport you pick. Make sure you compare fares across airlines too. And finally, remember that the early bird catches the worm. Know what a typical airfare costs and have your credit card ready to book your ticket as soon as you see a great bargain. The best deals never last long.
How to survive the flight to Chicago?
If you’re not prepared, airports and flying can be testing. But don’t hit the panic button just yet. Follow these useful tips and enjoy a trouble-free start to your getaway in Chicago.What to pack in your hand luggage:

  • It’s simple — first, pack in your passport, important documents, cash and daily medications. Next, you’ll want some entertainment to while away the time. A thrilling novel and a laptop crammed with your favorite movies are some fantastic options. If you intend to take a short snooze, a quality neck pillow and a pair of noise-canceling headphones will also come in handy. Finally, make room for a toothbrush and some facial wipes to ensure you arrive at your destination looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • While the list of prohibited items differs between airlines, the general guide to follow is nothing flammable, sharp or explosive. This includes knives, scissors, spray paint and flares. Sporting equipment like bows and arrows, and objects that could harm passengers, such as pepper spray and firearms, can’t come on board with you either.

What to wear on a flight:

  • Your number one priority is to be as comfortable as possible. Layer up with loose, breathable clothing and remember to bring a pullover in case it gets cool in the cabin. Pick a pair of well-fitting, flat shoes as it’s possible that your feet and ankles will swell a little during the journey. Leave the high heels and hiking boots in your checked baggage.
  • The serious condition by the name of DVT (deep vein thrombosis) is a potential risk on long-haul flights. It’s the result of blood clots forming due to poor circulation. Walking up and down the aisle and doing leg and foot exercises while seated is a great way to prevent this from happening. Wearing a quality pair of compression socks or tights is also recommended.

How to get through airport security fast when flying to Chicago?
A little pre-planning before your flight can make your getaway to Chicago easy and painless. Check out our handy tips and tricks for a stress-free journey past security:

  • First things first. Your passport and travel documents will need to be shown to security personnel. Keep them within easy reach to avoid fumbling around for them.
  • Time to strip down. Well kind of. Your jacket, belt, keys and other contents of your pockets, like your headphones, will need to go on a tray through the X-ray machine. Make the whole process faster by removing them as it gets closer to your turn.
  • All your electronic devices, including your tablet and phone, are also required to be separately scanned.
  • Remember to remove gels and liquids from your hand luggage. They often need to be sent through the X-ray separately. Each product should be no larger than 3.4 ounces (100 milliliters) and everything must fit inside a quart-size (one liter), clear zip-lock bag.
  • Lightweight sneakers are a clever footwear choice as you’re less likely to be asked to remove them when passing through security. Safety boots and other heavy shoes are often subjected to additional screening.
  • Sharp or pointed objects (like knives and scissors) can’t be taken on board. They’ll be confiscated at security, so pack them safely away in your checked bags.

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 Delta, United, American Airlines, 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$771 one-way and HK$2,361 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 airport
O'Hare Intl.
Destination airport IATA code
Destination city name
Return price

Trending flights to Chicago

Prices were available within the past 7 days and start at HK$771 for one-way flights and HK$2,361 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.