Cheap Flights from Islip (ISP) to Chicago (MDW)

Popular airlines from MacArthur Airport (ISP) to Chicago Midway Airport (MDW)

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save on select hotels after you book a flight*
    trophy illustration

    Find the right fit

    We search billions of combinations of flights to help you find your next adventure

Frequently asked questions

Is it cheaper to buy a plane ticket from MacArthur Airport (ISP) to Chicago Airport last minute?
Booking your journey from MacArthur Airport to Midway Airport last minute could save you a pretty penny if you're lucky enough to find a good deal. However, fares usually don't come down in price as the departure date nears. If you wait, flights could also be booked up or the best seats gone (that could mean the middle seat!). If you don't want to hedge your bets, book well in advance of when you want to leave. In fact, some of the best deals are available on Expedia up to a year in advance. If your preferred carrier hasn't released its fares yet, check back regularly as deals are updated on Expedia constantly.
What airports do you fly into for Chicago from Islip?
With Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT) to choose from, flying from Islip to Chicago is a breeze. The city's busiest terminal, Midway Intl. Airport (MDW), is about 14 kilometers southwest of the center. Besides the price of fares, consider factors like the ease of getting from the airport and the distance to your hotel before making your choice. Get your Chicago trip off to an exciting start by visiting Wrigley Field and Millennium Park.
Can I change the date of my flight from ISP to Chicago Airport?
Expedia makes it easy to make amendments to your MacArthur Airport (ISP) to Midway Intl. Airport (MDW) journey yourself. Just go to the Expedia Trips portal and tap "change flight." Look for new flights and book the one that better suits your plans. You'll see an estimate of any flight change costs. Alternatively, visit our Customer Service portal to connect with our Virtual Agent and quickly get answers to all your questions.

Travel information

Travel information

0
Origin airport
MacArthur
Destination airport
Midway Intl.
Distance
1219 km

Book with confidence

Book with confidence

Islip to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Islip 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 Islip 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 ISP to MDW 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!

Islip to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia