Cheap Flights from New York (LGA) to Chicago (PWK)

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Flights from New York (LGA) to Chicago (PWK)
Origin airport
LaGuardia
Destination airport
Chicago Executive
Distance
1170 km

New York to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from New York to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from New York to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Frequently asked questions

Is it cheaper to buy a plane ticket from LaGuardia Airport (LGA) to PWK last minute?
Being a spontaneous soul is a fabulous way to discover the world, but it's not always the wisest method to find a cheap plane ticket. Think about booking your LaGuardia Airport to Chicago Executive Airport journey in advance instead of leaving it until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave all that spontaneity for when you reach your destination!
What airports do you fly into for Chicago from New York?
From New York, you can travel to Chicago through Chicago Executive Airport (PWK), O'Hare Intl. Airport (ORD) and Midway Intl. Airport (MDW). Determine which terminal is the best option for you before you make a decision. If you settle on Chicago Executive Airport (PWK), it's about 32 kilometers northwest of the city center. Use the cash you save when booking your airfare with Expedia to enjoy the city's top attractions, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from LaGuardia Airport to Chicago Executive Airport (PWK)?
You can make changes to your LGA to Chicago Executive Airport (PWK) journey via the Expedia Trips portal. Before you amend times or dates, review the rules and conditions in your itinerary to find out what you're allowed to do and what fees apply for changes. Some carriers have a change fee per person, on top of any difference in ticket prices. But if you booked in the last 24 hours, you may be able to cancel for free and arrange new flights. You can also browse our Customer Service portal for more useful advice and to chat with our Virtual Agent.

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Chicago nearby Airports

Chicago