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  1. Flights
  2. United States
  3. Chicago

Book cheap flights to Chicago from $89

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Discover the cheapest flights to Chicago
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Wed, 10 June - Sun, 14 June
Frontier Airlines
Frontier Airlines1 stop
Philadelphia, PA - Chicago
Frontier Airlines
Frontier AirlinesDirect
Chicago - Philadelphia, PA
203$
196$
Prime price per passenger
Sat, 30 May - Thu, 4 June
American Airlines
American AirlinesDirect
Newark, NJ - Chicago
American Airlines
American AirlinesDirect
Chicago - Newark, NJ
227$
216$
Prime price per passenger
Wed, 20 May - Thu, 21 May
American Airlines
American AirlinesDirect
Boston, MA - Chicago
American Airlines
American AirlinesDirect
Chicago - Boston, MA
234$
233$
Prime price per passenger
Wed, 8 July - Thu, 16 July
Frontier Airlines
Frontier Airlines1 stop
Los Angeles, CA - Chicago
Frontier Airlines
Frontier Airlines1 stop
Chicago - Los Angeles, CA
364$
359$
Prime price per passenger
Mon, 22 June - Mon, 29 June
Frontier Airlines
Frontier AirlinesDirect
Los Angeles, CA - Chicago
Frontier Airlines
Frontier AirlinesDirect
Chicago - Los Angeles, CA
444$
434$
Prime price per passenger
Fri, 17 July - Tue, 28 July
All Nippon Airways
All Nippon Airways2 stops
Sydney - Chicago
All Nippon Airways
All Nippon Airways1 stop
Chicago - Sydney
2231$
2161$
Prime price per passenger
Wed, 20 May
Frontier Airlines
Frontier Airlines1 stop
Boston, MA - Chicago
97$
89$
Prime price per passenger
Sun, 5 July
Frontier Airlines
Frontier AirlinesDirect
Los Angeles, CA - Chicago
136$
128$
Prime price per passenger
Thu, 11 June
American Airlines
American AirlinesDirect
Newark, NJ - Chicago
146$
138$
Prime price per passenger
Thu, 28 May
Frontier Airlines
Frontier Airlines1 stop
San Diego, CA - Chicago
143$
139$
Prime price per passenger
Thu, 16 July
Porter Airlines
Porter AirlinesDirect
Toronto - Chicago
171$
156$
Prime price per passenger
Fri, 26 June
Porter Airlines
Porter AirlinesDirect
Toronto - Chicago
176$
161$
Prime price per passenger
The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Popular flight routes to Chicago

Melbourne
Flights from Melbourneto Chicago
1664$
1588$
Prime price per passenger
Sydney
Flights from Sydneyto Chicago
1601$
1537$
Prime price per passenger
Brisbane
Flights from Brisbaneto Chicago
1662$
1595$
Prime price per passenger
Perth
Flights from Perthto Chicago
1811$
1732$
Prime price per passenger
Los Angeles, CA
Flights from Los Angeles, CAto Chicago
293$
291$
Prime price per passenger
Charlotte, NC
Flights from Charlotte, NCto Chicago
159$
155$
Prime price per passenger

How long’s the flight to Chicago?

If you’re looking to fly to Chicago, we at Opodo have checked the most popular routes to help you plan your trip. From Sydney, the flight takes roughly 19h 10m; from Melbourne, around 21h 3m; and from Brisbane, about 22h 5m.
Flight Time (in hours)
SydneyMelbourneBrisbaneAdelaidePerth
0h 5h 10h 15h 20h 25h
19h 10m
21h 3m
22h 5m
23h 17m
24h 4m

How much does a flight to Chicago cost?

At Opodo you can find flights from Melbourne to Chicago starting from $1,256, with an average price of $2,061. If you depart from other cities such as Brisbane, you can find tickets from $1,300, and from Adelaide starting from $1,434, according to data from the last 72 hours.
Filter by
MelbourneBrisbaneAdelaideCanberraHobart
$1,256
$2,061
$1,300
$2,610
$1,434
$1,802
$1,910
$1,910
$2,126
$2,126
MelbourneCheapest
Cheapest Price: $1,256
Cheapest
Average

Find the best deals on tickets to Chicago

If Chicago is on your travel list, Opodo is here to make your journey affordable and stress-free. Whether you're drawn by Chicago's rich history, stunning architecture, or vibrant cultural scene, this city offers endless opportunities for exploration and adventure.

In Chicago, you can wander through iconic neighborhoods, enjoy local culinary delights, and immerse yourself in the arts and entertainment scene. Whether you’re interested in visiting famous landmarks, exploring museums, or simply soaking in the unique atmosphere, Chicago has something for everyone. No matter the season, this city’s diverse attractions make it a perfect destination for both first-time visitors and seasoned travelers.

Finding the right flight to Chicago is a breeze with our intuitive search engine. Just enter your travel details, and we’ll show you the best flight options tailored to your needs. Whether you're planning a quick getaway or an extended stay, our deals help you experience Chicago without overspending. Plus, our last-minute offers make spontaneous trips more affordable than ever.

Opodo also offers great discounts on accommodations and car rentals in Chicago, making it easy to plan your entire trip in one place. Ready to discover all that Chicago has to offer? Book your flight today and start your adventure with Opodo, where the best of Chicago is just a click away. Bon voyage!

FAQ's about Chicago

How can I find cheap flights to Chicago at Opodo?
At Opodo you can find flights from $89 to Chicago. Our offers are the result of a combination of different technologies, machine learning algorithms and real searches form our customers in our platform, so you can get the options that better suits your needs when flying to Chicago.
When's the best time to book flights to Chicago?
By this we mean when travellers book their tickets. For the best time to actually travel to Chicago, read on.
When's the best time to go to Chicago?
We checked our customers' flight searches, and the winner of best time to fly to Chicago is... April.
The next best month to travel to Chicago is March.
And let's not forget February, the third top choice for when to go to Chicago.
However if you prefer things on the less busy side, we can also tell you (quietly) that the least popular month for flights to Chicago is November.
What are the cheapest airlines flying to Chicago?

Looking at the prices of our customers' bookings from Australia to Chicago, your best bet for cheap flights is:

  • Malaysia Airlines: average one-way price of $1,917.97 , with Sydney to Chicago an average of $1,917.97 and Melbourne from $2,727.96.
  • Fiji Airways (one-way average: $2,300.47) : this includes an average price from Sydney to Chicago of $2,182.14 and also flights from Melbourne costing $2,529.97.
  • IndiGo: average cost for one-way was $2,379.09 , with Sydney to Chicago flights costing an average of $2,057.97 and the price tag from Brisbane being $2,336.47.
Which airlines fly to Chicago from Australia?

Airlines flying direct from Australia to Chicago include:

  • American Airlines, which flies from Los Angeles, CA and Dallas, TX to Chicago plus from Orlando.
  • Frontier Airlines, which has flights from Denver, CO and Helsinki as well as Orlando to Chicago.
  • Spirit Airlines, with flights from Dallas, TX to Chicago and New York City and also from Portland, ME.

Indirect flights from the Australia to Chicago include:

  • Air Canada, which flies from Melbourne and Sydney and also from Perth.
  • Qatar Airways, with flights from Melbourne and Sydney to Chicago plus Kathmandu.
  • Etihad Airways, which has flights from Melbourne and Kathmandu as well as from Hanoi to Chicago.
What is the weather like in Chicago?
If you're looking for summer vibes, the best time to travel to Chicago is in July, August and June, when the average temperature reaches 28º, while September, July and August are the 3 sunniest months of the year, with an average of 21 hours. If you prefer colder temperatures, however, make sure you visit Chicago during the months of January, February and December to experience an average of -7º. For those who don't care too much about temperatures, but want to avoid getting wet in the rain, it's important to avoid travelling during August, July and May, when the average precipitation in Chicago is 104mm, while the months of January, February and December are drier, with an average of 49mm.

Plan your trip

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