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$771 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 19/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Multiple Airlines
21 Aug
MEL12:55Melbourne
33h 10m
3 stops
ORD07:05Chicago O'Hare Intl
27 Aug
ORD13:17Chicago O'Hare Intl
31h 58m
3 stops
MEL12:15Melbourne
Air New Zealand
10 Aug
MEL08:45Melbourne
30h 14m
2 stops
ORD23:59Chicago O'Hare Intl
22 Aug
ORD15:43Chicago O'Hare Intl
28h 07m
2 stops
MEL10:50Melbourne
Air Canada
4 Sept
SYD09:20Sydney Kingsford Smith
37h 38m
2 stops
ORD07:58Chicago O'Hare Intl
10 Nov
ORD13:06Chicago O'Hare Intl
27h 29m
1 stop
SYD09:35Sydney Kingsford Smith
EVA Air
2 Sept
BNE22:15Brisbane
37h 30m
1 stop
ORD20:45Chicago O'Hare Intl
14 Sept
ORD00:30Chicago O'Hare Intl
28h 30m
1 stop
BNE20:00Brisbane
American Airlines
16 Sept
SYD09:15Sydney Kingsford Smith
34h 10m
1 stop
ORD04:25Chicago O'Hare Intl
1 Oct
ORD19:00Chicago O'Hare Intl
21h 05m
1 stop
SYD07:05Sydney Kingsford Smith
Qantas Airways
14 Aug
SYD09:15Sydney Kingsford Smith
25h 19m
1 stop
ORD19:34Chicago O'Hare Intl
4 Sept
ORD14:55Chicago O'Hare Intl
25h 10m
1 stop
SYD07:05Sydney Kingsford Smith

Find the cheapest one-way flights to Chicago

If you're looking for one-way flights from Sydney to Chicago, view some of our deals below provided by American Airlines, Cathay Pacific and United Airlines
Multiple Airlines
19 Sept
SYD16:20Sydney Kingsford Smith
46h 28m
2 stops
ORD23:48Chicago O'Hare Intl
American Airlines
19 Sept
SYD21:30Sydney Kingsford Smith
29h 45m
1 stop
ORD12:15Chicago O'Hare Intl
Cathay Pacific
16 Oct
MEL00:45Melbourne
29h 40m
1 stop
ORD14:25Chicago O'Hare Intl

Search last-minute flights to Chicago

Air Canada
26 July
BNE10:00Brisbane
34h 36m
1 stop
ORD05:36Chicago O'Hare Intl
19 Aug
ORD08:45Chicago O'Hare Intl
31h 15m
2 stops
BNE07:00Brisbane
United Airlines
6 Aug
BNE10:30Brisbane
34h 05m
2 stops
ORD05:35Chicago O'Hare Intl
11 Aug
ORD16:15Chicago O'Hare Intl
23h 15m
1 stop
BNE06:30Brisbane
Multiple Airlines
31 July
BNE20:45Brisbane
32h 36m
2 stops
ORD14:21Chicago O'Hare Intl
16 Aug
ORD15:40Chicago O'Hare Intl
24h 20m
1 stop
BNE07:00Brisbane
Virgin Australia
31 July
BNE10:30Brisbane
25h 31m
1 stop
ORD21:01Chicago O'Hare Intl
16 Aug
ORD12:50Chicago O'Hare Intl
26h 40m
1 stop
BNE06:30Brisbane
American Airlines
1 Aug
BNE22:00Brisbane
23h 04m
2 stops
ORD06:04Chicago O'Hare Intl
19 Aug
ORD14:46Chicago O'Hare Intl
23h 14m
2 stops
BNE05:00Brisbane
Qantas Airways
29 July
BNE22:00Brisbane
36h 33m
1 stop
ORD19:33Chicago O'Hare Intl
19 Aug
ORD17:07Chicago O'Hare Intl
20h 53m
1 stop
BNE05:00Brisbane

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 May, then you should wait until February to fly from Australia, when ticket prices are also cheap, with an average price of $1,678.

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

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 $1,670. Flights from Australia to Chicago on a Sunday will generally be more expensive and average around $2,010. 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 afternoon. Our users have found flights to Chicago in the afternoon for as low as $1,701. Flights at midday are often more expensive, with an average ticket price of $2,285.

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 20h 04m on average. Another popular route from Australia to Chicago is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 21h 34m. 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 24 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 $1,949.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEYMay15% cheaperFlying from Sydney to Chicago costs on average just $1,672 in May
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEYDecember41% more expensiveIt costs about $2,749 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEYDecember152% more users visitedMore momondo users searched in flights to Chicago from Sydney in December than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$771

Best Round-Trip Price

$1,349

Fastest flight time

21h 53m

Operated By

6 airlines
The best one-way flight price to Chicago from Australia in the last 72 hours is $771 (Sydney Kingsford Smith to Chicago O'Hare Intl).
The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,349 (Melbourne to Chicago O'Hare Intl).
The fastest flight to Chicago from Australia takes 21h 53m (Sydney Kingsford Smith to Chicago O'Hare Intl).
There are 6 airlines operating flights to Chicago, including American Airlines, Air Canada and Singapore Airlines.

Frequently asked questions about flying to Chicago

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

Sights like Wrigley Field, Magnificent Mile, and Cloud Gate 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 Midway Airport (14 km from Chicago city centre).

Is there a cheaper alternative to flying into Chicago?

You can find deals at Chicago Midway Airport for $308 on average, but that price can change based on your departure airport. To save money, try momondo’s Airport-to-Airport Pricing Tool.

What is the absolute cheapest flight to Chicago?

The best price found on momondo to Chicago was $189/pp from Los Angeles, which is 39% cheaper than the average flight price to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Lake View?

Yes. To go to Lake View, book a flight to Chicago O'Hare Intl which is in Chicago and is about 20.7 km away from Lake View.

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.


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.


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Sun 28/7
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Find better results for your trip to Chicago

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


Cheapest flight routes to Chicago

These routes have the cheapest flights to Chicago found by momondo users in Australia
DepartingDestinationBest TimeBest Price
MelbourneChicago23h 50m$1,349
SydneyChicago20h 04m$1,576
AdelaideChicago25h 08m$1,734
CoolangattaChicago23h 21m$1,970
BrisbaneChicago22h 08m$2,037
PerthChicago27h 31m$2,040
CairnsChicago23h 21m$2,306
TownsvilleChicago54h 04m$3,099