$766 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 15/10. 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 $1,148.
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 $1,723. Flights from Australia to Chicago on a Saturday will generally be more expensive and average around $2,029. 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 $1,720. Flights in the morning are often more expensive, with an average ticket price of $1,903.
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Australia when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,562 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Australia for as low as $1,302 on momondo.
Cheapest flights to Chicago
Find the cheapest flights to Chicago from your nearest city or airport
| CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEY | March | 29% cheaper | Flying from Sydney to Chicago costs on average just $1,138 in March |
| MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEY | December | 54% more expensive | It costs about $2,447 for flights to Chicago from Sydney in December |
| MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEY | July | 352% more users visited | More momondo users searched in flights to Chicago from Sydney in July than any other month |
Cheap Chicago flight deals and tips
Summary info about Chicago flight prices, duration and airlines
Best One-Way Price | $766 |
|---|---|
Best Round-Trip Price | $1,466 |
Fastest flight time | 20h 46m |
Popular in | December |
Frequently asked questions about flying to Chicago
When is it best to fly to Chicago to go sightseeing?
Sights like 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.
How far in advance should I book a flight to Chicago?
We recommend purchasing flights from Australia to Chicago 87 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 $1,583.
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) or Chicago Greater Rockford Airport (126 km from Chicago city centre).
Is there a cheaper alternative to flying into Chicago?
You can find deals at Chicago Greater Rockford Airport for $146 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 $161/pp from New York, which is 34% 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 West Town?
Yes. To go to West Town, book a flight to Chicago Midway which is in Chicago and is about 13.4 km away from West Town.
What’s the closest airport to River North?
The closest airport to River North is 15.1 km away - Chicago’s Chicago Midway 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?
There are 13 operators available for flights to Chicago as of June 2025.
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.