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Book cheap flights to Chicago from $27

Last minute flights to Chicago

Book now before it's too late

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.
Sydney Chicago
BEST
DEAL
Fri., 27 Dec. SYD - ORD
Sat., 28 Dec. ORD - SYD
$4523 $4261
Prime price per passenger
Dallas Chicago
BEST
DEAL
Thu., 19 Dec. DFW - ORD
-25 %
$36 $27
Prime price per passenger
Houston Chicago
BEST
DEAL
Tue., 17 Dec. IAH - ORD
Thu., 19 Dec. ORD - IAH
-14 %
$183 $157
Prime price per passenger
Sydney Chicago
BEST
DEAL
Mon., 16 Dec. SYD - ORD
Sat., 21 Dec. ORD - SYD
$3781 $3571
Prime price per passenger
Sydney Chicago
BEST
DEAL
Mon., 16 Dec. SYD - ORD
Sat., 21 Dec. ORD - SYD
$3753 $3592
Prime price per passenger
Houston Chicago
BEST
DEAL
Wed., 18 Dec. IAH - ORD
Thu., 19 Dec. ORD - IAH
-13 %
$215 $188
Prime price per passenger

Popular flight routes to Chicago

DFW
Flights from Dallas to Chicago
-25 %
$36 $27
Prime price per passenger
LAS
Flights from Las Vegas to Chicago
-10 %
$77 $69
Prime price per passenger
NYC
Flights from New York City to Chicago
$81 $74
Prime price per passenger
EWR
Flights from Newark - Nj to Chicago
-20 %
$82 $66
Prime price per passenger
LAX
Flights from Los Angeles to Chicago
$84 $79
Prime price per passenger
BOS
Flights from Boston to Chicago
-17 %
$97 $80
Prime price per passenger

Flights to Chicago

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 $27 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.
Which airlines fly to Chicago from Australia?
Airlines flying direct from Australia to Chicago include:
  • Spirit Airlines, which flies from New York City and Los Angeles to Chicago plus from Newark - Nj.
  • Frontier Airlines, which has flights from Atlanta and Las Vegas as well as Houston to Chicago.
Indirect flights from the Australia to Chicago include:
  • Turkish Airlines, which flies from Skopje and Singapore and also from Dubai.
  • Air Canada, with flights from Skopje and Sydney to Chicago plus Brisbane.
  • Spirit Airlines, which has flights from Melbourne and Brisbane as well as from Newark - Nj to Chicago.

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