Question 1

Why should I use momondo to find a flight deal to Chicago?

Accepted Answer

It is quick and easy to find flights to Chicago on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Question 2

Can I find flights to Chicago with flexible booking policies on momondo?

Accepted Answer

Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.

Question 3

How can momondo help me find flights to Chicago?

Accepted Answer

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Chicago.

Question 4

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

Accepted Answer

Yes. momondo can track flight prices for Chicago and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

Question 5

When is it best to fly to Chicago to go sightseeing?

Accepted Answer

Sights like Millennium Park, Chicago Riverwalk, and Art Institute of Chicago are most enjoyable in months with moderate weather conditions like May or June. Plan your flight to Chicago for those months.

Question 6

How far in advance should I book a flight to Chicago?

Accepted Answer

We recommend purchasing flights from Australia to Chicago 61 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago for $1,866. In the past 72 hours, momondo users found flights from Australia to Chicago for as low as $1,229.

Question 7

Is there an alternative airport near Chicago?

Accepted Answer

Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (14 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre).

Question 8

Is there a cheaper alternative to flying into Chicago?

Accepted Answer

You can find deals at Chicago Midway Airport for $374 on average, but that price can change based on your departure airport. To save money, try momondo’s Airport-to-Airport Pricing Tool.

Question 9

Are there flights to Near West Side?

Accepted Answer

Yes. To go to Near West Side, book a flight to Chicago O'Hare Intl which is in Chicago and is about 22.7 km away from Near West Side.

Question 10

What’s the closest airport to River North?

Accepted Answer

The closest airport to River North is 24.1 km away - Chicago’s Chicago O'Hare Intl airport.

Question 11

Which airlines fly to Chicago?

Accepted Answer

When flying to Chicago from Australia, momondo travellers will most often fly with one of these popular airlines: Qantas Airways, United Airlines, Air New Zealand or Air Canada. Depending on what airport in Australia you fly from, you may be able to find flights with any of these popular airlines.

Question 12

Cathay Pacific Flights to Chicago

Accepted Answer

Cathay Pacific will jet to Chicago around 7 times in an average week. Where you fly from will dictate what kind of deals you can get for Cathay Pacific, but prices as low as $1,711 have been found from Melbourne to Chicago. Cathay Pacific has scored 7.6/10 in momondo user reviews.

Question 13

Virgin Australia Flights to Chicago

Accepted Answer

Virgin Australia flights to Chicago can start from as low as $2,185 (return, from Darwin, found in the last 72 hours). Over 73 flights that Virgin Australia operates to Chicago in a normal week, prices can vary significantly. The most popular Virgin Australia flight to Chicago is from Los Angeles. Virgin Australia has been rated 7.6/10 by momondo users, in 479 reviews.

Question 14

When did momondo last update prices for flights to Chicago?

Accepted Answer

Prices for flights to Chicago refresh daily.

Question 15

How many operators does momondo search for flights to Chicago?

Accepted Answer

There are 9 operators available for flights to Chicago as of October 2026.

Question 16

How old do you have to be to fly to Chicago?

Accepted Answer

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Chicago.

Question 17

What documentation or ID do you need to fly to Chicago?

Accepted Answer

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Question 18

What is the cheapest month to fly to Chicago?

Accepted Answer

If you don’t want to visit Chicago in October, then you should wait until March to fly from Australia, when ticket prices are also cheap, with an average price of $1,644.

Question 19

How far in advance should I book a flight to Chicago?

Accepted Answer

You are more likely to see cheaper flights to Chicago from Australia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $2,118 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Australia for as low as $1,259 on momondo.

Question 20

How long does it take to fly to Chicago?

Accepted Answer

Flight times from Australia to Chicago vary, but if you’re flying out of Sydney Kingsford Smith and flying into Chicago O'Hare Intl (one of the most popular routes), then the duration is 20h 01m on average. Another popular route from Australia to Chicago is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 20h 13m. Keep in mind that layovers or delays could extend your travel time.

CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEY	October	17% cheaper	Flying from Sydney to Chicago costs on average just $1,559 in October
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEY	May	28% more expensive	It costs about $2,405 for flights to Chicago from Sydney in May
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEY	December	425% more users visited	More momondo users searched in flights to Chicago from Sydney in December than any other month

Best One-Way Price	$689
Best Round-Trip Price	$1,459
Fastest flight time	22h 20m
Popular in	November

$689 Cheap flights to Chicago

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 10/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Australia to Chicago

Cheap return flights

Cheap one-way flights

Cheap last-minute flights

momondo Fare Finder

Use the filters below to find and compare flights to Chicago that are best for you.

See travel insights to Chicago from

Chicago flights insights and trends

What is the cheapest month to fly to Chicago?

How far in advance should I book a flight to Chicago?

How long does it take to fly to Chicago?

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport

Cheap Chicago flight deals and tips

Best One-Way Price

Best Round-Trip Price

Fastest flight time

Popular in

Frequently asked questions about flying to Chicago

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular Flights to Chicago

Popular routes according to searches in the past day on momondo

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year