Chicago (CHI) Flights as low as NZ$2,029

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Cheap Chicago Flights

The lowest prices to Chicago within the past 7 days were NZ$2,029 for one-way flights and NZ$2,806 for return flights for the period specified. Prices and availability are subject to change. Additional terms apply.

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Deals On This Weekend's Flights

Cheap Flights To Chicago

Everyone from Kanye Westto Frank Sinatra has fallen for this town, and while one might serenade it in a slightly classier fashion, there’s no denying the love is there. If you don’t know by now, we’re talking ‘bout Chi-Town. Jump on our Chicago holiday packages like Yeezy jumps on the microphone at awards shows. You won’t be disappointed.

Getting Around Chicago

Chicago flights touch down about 30km northwest of the city centre at O'Hare International Airport (ORD). Just hop on the “L” Blue Line and you’ll be at your hotel before you can say “deepdish pizza”.

When You Land…

Those on early flights to Chicago can hook up with the Lakefront Trail for a morning walk watching the sun rise over the skyline. Better yet, grab a set of two wheels from the city’s bike-sharing system and roll like a local.

You know how Portland and Austin think they’re so “weird”? Well they don’t have the International Museum of Surgical Science, do they? This lakefront goldmine of the oddly captivating has an old-school iron lung, a few lobotomised skulls and a collection of “asthma cigarettes”. Yep, you read that right.

Landing late at night? You’re probably hungry! Book one of our Chicago hotels in the River North neighbourhood so you can drop your stuff before you stuff your face—with deep dish pizza, obviously.

Live Like a Local

If you’re itching to hear people say things like “Lemme get some tips and links”, go north to Wrigleyville. Yes, it’s home to finger-lickin’ BBQ and the famous Wrigley Field, but it’s also got comedy clubs, fantastic bars and a goat curse. Just ask a local about the Curse of the Billy Goat to learn about that last thing.

One thing that definitely isn’t cursed is lastminute.co.nz’s awesome selection of cheap flights to Chicago. No need to have a billy goat nearby—just book with us and your holiday is sure to be a home run.