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 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 82 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 $1,548.

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 Greater Rockford Airport for $148 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 North Side?

Accepted Answer

Yes. To go to Near North Side, book a flight to Chicago O'Hare Intl which is in Chicago and is about 24.7 km away from Near North 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, Air Canada, United Airlines or Air New Zealand. 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 $1,506 have been found from Brisbane 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 $2,217 (return, from Melbourne, found in the last 72 hours). Over 59 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 424 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 November 2025.

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 March, then you should wait until May to fly from Australia, when ticket prices are also cheap, with an average price of $1,146.

Question 19

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 21h 52m on average. Another popular route from Australia to Chicago is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 24h 01m. Keep in mind that layovers or delays could extend your travel time.

Question 20

What is the cheapest time of day to depart on your flight to Chicago?

Accepted Answer

Our data shows that the cheapest Australia to Chicago flights are usually those with departure times in the afternoon. Our users have found flights to Chicago in the afternoon for as low as $1,735. Flights in the morning are often more expensive, with an average ticket price of $1,920.

Question 21

What is the cheapest day to depart on your flight to Chicago?

Accepted Answer

Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $1,738. Flights from Australia to Chicago on a Saturday will generally be more expensive and average around $2,047. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Question 22

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 $1,510 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 $1,201 on momondo.

CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEY	March	27% cheaper	Flying from Sydney to Chicago costs on average just $1,138 in March
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEY	December	48% more expensive	It costs about $2,293 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEY	July	305% more users visited	More momondo users searched in flights to Chicago from Sydney in July than any other month

Best One-Way Price	$811
Best Round-Trip Price	$1,556
Fastest flight time	24h 37m
Popular in	December

$811 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 5/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in March, then you should wait until May to fly from Australia, when ticket prices are also cheap, with an average price of $1,146.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our data shows that the cheapest Australia to Chicago flights are usually those with departure times in the afternoon. Our users have found flights to Chicago in the afternoon for as low as $1,735. Flights in the morning are often more expensive, with an average ticket price of $1,920.

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

How long does it take to fly to Chicago?

Cheapest flights to Chicago

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Best One-Way Price

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Popular in

Frequently asked questions about flying to Chicago

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

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

Is there an alternative airport near Chicago?

Is there a cheaper alternative to flying into Chicago?

Are there flights to Near North Side?

What’s the closest airport to River North?

When did momondo last update prices for flights to Chicago?

How many operators does momondo search for flights to Chicago?

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

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

Why use momondo?

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

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

How can momondo help me find flights to Chicago?

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

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