Insights
Latest deals
Look for other cheap flights to Chicago

Cheap flights to Chicago from $1,301

This is the cheapest return flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 4/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
From?
To?
Sun 24/3
Sun 31/3

Deals available from 900+ travel sites.

'This year, momondo is the #1 place for airfares on the internet.'

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$725

Best Round-Trip Price

$1,301

Fastest flight time

27h 20m

Operated By

2 airlines
The best one-way flight price to Chicago from Australia in the last 72 hours is $725 (Brisbane to Chicago O'Hare Intl).
The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,301 (Sydney Kingsford Smith to Chicago O'Hare Intl).
The fastest flight to Chicago from Australia takes 27h 20m (Sydney Kingsford Smith to Chicago O'Hare Intl).
There are 2 airlines operating flights to Chicago, including Air Canada and ANA.

Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in October, then you should wait until November to fly from Australia, when ticket prices are also cheap, with an average price of $2,049.

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

Our data shows that Thursday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $2,098. Flights from Australia to Chicago on a Sunday will generally be more expensive and average around $2,433. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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 evening. Our users have found flights to Chicago in the evening for as low as $1,987. Flights in the afternoon are often more expensive, with an average ticket price of $2,662.

How long does it take to fly to Chicago?

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 22h 20m on average. Another popular route from Australia to Chicago is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 25h 07m. Keep in mind that layovers or delays could extend your travel time.

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

We recommend purchasing flights from Australia to Chicago 56 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 $2,441. In the past 72 hours, momondo users found flights from Australia to Chicago for as low as $1,553.

Cheapest flights to Chicago airports

Find the cheapest flights to these Chicago airports from your nearest city or airport
Sydney
Milwaukee

CHEAPEST ROUTE FROM Sydney TO Chicago

Sydney (SYD) to Chicago O'Hare Intl Airport (ORD)

Typically, flights to Chicago from Sydney are cheaper when flying from Sydney Kingsford Smith to Chicago O'Hare Intl, which has an average price of $2,385

CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEYOctober20% cheaperFlying from Sydney to Chicago costs on average just $1,976 in October
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEYDecember27% more expensiveIt costs about $3,111 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEYJune262% more users visitedMore momondo users searched in flights to Chicago from Sydney in June than any other month

Frequently asked questions about flying to Chicago

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

Sights like Wrigley Field and Magnificent Mile are most enjoyable in months with moderate weather conditions like May or June. Plan your flight to Chicago for those months.

Is there an alternative airport near Chicago?

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 O'Hare Intl Airport (26 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre).

Are there flights to Edgewater?

Yes. To go to Edgewater, book a flight to Chicago O'Hare Intl which is in Chicago and is about 20.1 km away from Edgewater.

What’s the closest airport to Wrigley Field?

The closest airport to Wrigley Field is 20.9 km away - Chicago’s Chicago O'Hare Intl airport.

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago refresh daily.

How many operators does momondo search for flights to Chicago?

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

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.

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

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.


Chicago flight deals found on momondo

Check out some of the best fares from airports in Australia to Chicago found recently by users on momondo
ANA
4 Sept
SYD11:50Sydney Kingsford Smith
32h 38m
2 stops
ORD05:28Chicago O'Hare Intl
1 Oct
ORD17:45Chicago O'Hare Intl
24h 40m
1 stop
SYD09:25Sydney Kingsford Smith
ANA
4 Sept
SYD11:50Sydney Kingsford Smith
42h 05m
1 stop
ORD14:55Chicago O'Hare Intl
2 Oct
ORD17:45Chicago O'Hare Intl
34h 30m
1 stop
SYD19:15Sydney Kingsford Smith
ANA
9 June
SYD11:50Sydney Kingsford Smith
32h 32m
2 stops
ORD05:22Chicago O'Hare Intl
10 July
ORD17:45Chicago O'Hare Intl
34h 30m
1 stop
SYD19:15Sydney Kingsford Smith
ANA
28 Apr
SYD20:55Sydney Kingsford Smith
26h 45m
1 stop
ORD08:40Chicago O'Hare Intl
7 May
ORD07:10Chicago O'Hare Intl
59h 15m
2 stops
SYD09:25Sydney Kingsford Smith
ANA
2 Sept
SYD11:50Sydney Kingsford Smith
32h 38m
2 stops
ORD05:28Chicago O'Hare Intl
2 Oct
ORD17:45Chicago O'Hare Intl
34h 30m
1 stop
SYD19:15Sydney Kingsford Smith
ANA
1 Sept
SYD11:50Sydney Kingsford Smith
32h 38m
2 stops
ORD05:28Chicago O'Hare Intl
1 Oct
ORD17:45Chicago O'Hare Intl
24h 40m
1 stop
SYD09:25Sydney Kingsford Smith

Find the cheapest one-way flights to Chicago

If you're looking for one-way flights from Australia to Chicago, view some of our deals below.
Multiple Airlines
15 Apr
BNE12:05Brisbane
56h 58m
3 stops
ORD06:03Chicago O'Hare Intl
Multiple Airlines
30 May
SYD16:20Sydney Kingsford Smith
34h 18m
3 stops
ORD11:38Chicago O'Hare Intl
Multiple Airlines
18 Apr
BNE12:05Brisbane
56h 58m
3 stops
ORD06:03Chicago O'Hare Intl

Why use momondo?

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

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.

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

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

How can momondo help me find flights to Chicago?

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.

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

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.


An easier way to manage your Chicago trip

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

Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customise your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? Create a price alert to track prices.

Find better results for your stay in Chicago

Popular Flights to Chicago
Popular routes according to searches in the past day on momondo


Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 24/3
Sun 31/3
Email me momondo's favourite deals