Cheap Flights to Chicago

View AU$1,031 flight on Mon, 17 Nov 2025Opens in a new window

Popular airlines to Chicago

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Cheap Tickets to Chicago

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
Tue, 17 Mar - Mon, 30 Mar
BNE
Brisbane
ORD
Chicago
AU$1,246 Return, found 4 days ago
AU$1,246
Return
found 4 days ago
Select Air Canada flight, departing Tue, 17 Mar from Brisbane to Chicago, returning Mon, 30 Mar, priced at AU$1,246 found 4 days ago
Qantas Airways
Sun, 18 Jan - Tue, 27 Jan
BNE
Brisbane
ORD
Chicago
AU$1,477 Return, found 6 days ago
AU$1,477
Return
found 6 days ago
Select Qantas Airways flight, departing Sun, 18 Jan from Brisbane to Chicago, returning Tue, 27 Jan, priced at AU$1,477 found 6 days ago
American Airlines
Thu, 12 Mar - Mon, 23 Mar
SYD
Sydney
ORD
Chicago
AU$1,483 Return, found 4 days ago
AU$1,483
Return
found 4 days ago
Select American Airlines flight, departing Thu, 12 Mar from Sydney to Chicago, returning Mon, 23 Mar, priced at AU$1,483 found 4 days ago
United
Mon, 13 Oct - Mon, 27 Oct
SYD
Sydney
ORD
Chicago
AU$1,509 Return, found 4 days ago
AU$1,509
Return
found 4 days ago
Select United flight, departing Mon, 13 Oct from Sydney to Chicago, returning Mon, 27 Oct, priced at AU$1,509 found 4 days ago
Delta
Mon, 13 Oct - Mon, 27 Oct
SYD
Sydney
ORD
Chicago
AU$1,509 Return, found 4 days ago
AU$1,509
Return
found 4 days ago
Select Delta flight, departing Mon, 13 Oct from Sydney to Chicago, returning Mon, 27 Oct, priced at AU$1,509 found 4 days ago

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

August is typically the cheapest month to fly

From AU$129 - AU$553 per traveller.

Chicago Flights

A city of extremes, Chicago mingles sophisticated theatres with gritty jazz clubs, massive concrete structures with small patches of lush greenery, mild pastimes with a wild nightlife. Cheap flights to Chicago are relatively easy to find during the majority of the year, which is important, as you will want to spend your money on the city's vast dining menu, cultural sites, and fantastic accommodations.

Best time to go to Chicago

Peak Season:

The months of June through September make up the peak season in Chicago. Despite the high humidity, flights to Chicago tend to be pricey during this period, as visitors crowd the streets to enjoy the warmth, play on the lakefront, or go sightseeing on one of the many local tours.

Shoulder Season:

The shoulder season in Chicago falls in April and May, then again in October to December. The climate ranges from warm and pleasant, to crisp and cool. Although many visitors prefer to avoid the chill, these months are still great as the city sees vibrant flora during spring, romantic reds and oranges during autumn and clean, glimmering snow at the start of winter.

Off Season:

From January through March, Chicago sees its bitterest weather. Although many tourists flee the area in search of warmer climates, this is still a good time to go as you will be able to enjoy the New Years celebrations, take advantage of inexpensive flights and explore the city in solitude.

Chicago Airport and transfer information

Chicago O'Hare International Airport (ORD)

Distance: 27km northwest of city centre

The Go Airport Express shuttle bus is one of the most convenient methods of ground transport. This shuttle offers door-to-door service, is reasonably-priced, and relatively quick. Taxis and public buses are two other convenient methods. Both take around 25 minutes to an hour and half to arrive, depending upon your destination; however, taxis allow for more flexibility, but can be expensive, while the bus system is inexpensive, but is prone to delays. Alternatively, you can rent a car at a slightly higher rate.

Online resources for your travel to Chicago

The Chicago O'Hare International Airport website gives information on flights, transport, and available services. The Smartraveller website offers tips on travelling to America, such as entry and exit requirements, security issues, and important local contacts.

Top Flight Routes from Chicago

Top Flight Routes to Chicago (ORD)

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Frequently asked questions

What is the name of Chicago's airport?
Chicago has more than one airport, but most travellers touch down at O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Chicago?
The journey from O'Hare Intl. Airport (ORD) to downtown Chicago is fairly long. You'll need to travel 26 kilometres before you can check in to your city hotel.
What airport is best to fly into Chicago?
A flight to Chicago means hopping off the plane at O'Hare Airport or Chicago Airport. The first is 26 kilometres away from downtown. The second is 14 kilometres away.
How many airlines fly to Chicago?
There are a total of 51 airlines connecting Chicago with 237 airports globally.
Which airlines fly to Chicago?
Chicago receives the highest number of flights from United Airlines, American Airlines and Delta with United Airlines being the number one choice of airline. New York is the most popular city for passengers to jet off from.
How many nonstop flights are there to Chicago?
With roughly 7,564 nonstop flights running every week, you'll be hitting the runway in Chicago before you can ask, "Are we there yet?"
Where are the most popular flights to Chicago departing from?
The most popular flights to Chicago set off from New York, Washington and Dallas airports.
How long is the flight to Chicago Airport?
If it's New York you're leaving behind, you'll be in the air for around 2 hours and 44 minutes before you arrive in Chicago. Terminal to terminal from Washington generally takes 2 hours and 15 minutes and from Dallas, the average flight time is 2 hours and 18 minutes.
How to book the cheapest flight to Chicago?
Don't leave booking your flight to Chicago until the last minute. That's one trick seasoned travellers use to get the best prices. Booking well in advance means more choices and cheaper flights. Don't stop there, however. Do some research and see if there is more than one airport at your destination. Fares often differ depending on which airport you go for. Don't forget to compare fares across air carriers too. Finally, another easy way to save a few dollars is be ready to book at a moment's notice. If you stumble on a good bargain, don't hold off — grab it while you can.
Do you have any tips for my flight to Chicago?
Depending on where you're coming from, your trip to Chicago could be simple and straightforward or it could go on forever. We've put together some handy tips that will help you start your next unforgettable escape on the right foot. What to pack in your hand luggage:

  • It's simple — first, pack your passport, travel documents, wallet and daily medications. Next, you'll need some in-flight entertainment to while away the hours. A thrilling book and a laptop filled with your favourite shows are some wonderful options. If you intend to take a quick nap, a neck pillow and a pair of earplugs will also be useful. Finally, leave some space for a few toiletry items to ensure you touchdown feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Leave all your full-sized bottles of shampoo and hair gel in your checked luggage. Any gels or liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp or pointed objects, like a Swiss Army knife, and dangerous products which are explosive or flammable, such as spray paint, flares and fireworks, are also restricted.

What to wear on a flight:

  • Choose comfort over style. Prepare for changes in temperature by donning layers, and opt for flat, enclosed shoes like sneakers.
  • Most of us have heard about deep vein thrombosis (DVT), a blood clot condition caused by long periods of inactivity. To reduce your risk on board, stay hydrated, consider wearing compression socks and move your lower limbs often.

How to get through airport security fast when flying to Chicago?
The secret is to be well prepared before you arrive at airport security. That way, you'll be boarding that plane to Chicago in a flash. Follow these helpful tips and get your holiday off to a fantastic start:

  • First things first. Your passport and boarding pass will need to be shown to airport security personnel. Keep them at hand so you don't have to dig around for them.
  • Your belt, jacket, keys and other small items, like your headphones, will need to go through the X-ray machine. Make the whole process faster by removing them as your turn draws near.
  • For just a few moments, you'll need to unplug from the digital world. Your phone, laptop and any other electronic gadgets 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 machine separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a single quart-size (one litre), clear zip-close bag.
  • The right choice of footwear can save you several minutes. Boots are often required to be removed and X-rayed separately. Slip-on shoes usually aren't.
  • Airlines will not allow any sharp objects to come on board with you. If you must bring these kinds of items, check them in.

Flights to Chicago information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
AU$206

Trending flights to Chicago

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
Tue, 17 Mar - Mon, 30 Mar
BNE
Brisbane
ORD
Chicago
AU$1,246 Return, found 4 days ago
AU$1,246
Return
found 4 days ago
Select Air Canada flight, departing Tue, 17 Mar from Brisbane to Chicago, returning Mon, 30 Mar, priced at AU$1,246 found 4 days ago

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