Cheap Flights from Chicago (ORD) to Chicago (MDW)

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Frequently asked questions

How long does it take to fly from O'Hare Intl. Airport (ORD) to Midway Intl. Airport (MDW)?
United Airlines has a direct flight taking off from O'Hare Airport at 12:15PM and touching down at MDW at 1:00PM — a total flight duration of 45 minutes. Book the best seat available, bring some things to keep you amused and the time will race by.
Is it cheaper to buy a plane ticket from ORD to Chicago Airport last minute?
When it's time to book your flights, it pays to be prepared. While it may be possible to pick up a last-minute deal on an O'Hare Intl. Airport (ORD) to MDW flight, tickets usually don't get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international travel it's three to four months.
What airports do you fly into for Chicago from Chicago?
Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT) are your choices when heading off from Chicago to Chicago. Around 14 kilometers southwest of central Chicago, Midway Intl. Airport (MDW) is the city's principal hub. Keep in mind factors such as flight arrival and departure times and the distance to your hotel before deciding where you fly into. Wrigley Field and Millennium Park are two great attractions to visit when you reach your destination.
What are the most popular departure times for flights from ORD to Midway Airport?
For United Airlines flights heading from O'Hare Airport to Chicago Airport, the peak period is between 12:00 PM - 1:00 PM. If you want to avoid holdups, head out in the morning. This way you can dodge the heavy air traffic that builds up in the skyways as the day goes by.
Can I change the date of my flight from O'Hare Airport to Midway Intl. Airport (MDW)?
It's a snap to make changes to your O'Hare Intl. Airport (ORD) to Midway Intl. Airport (MDW) journey yourself. Simply log in to the Expedia Trips portal and select "change flight." Browse around for new flights and secure the one that works best with your plans. You'll get an estimate of any flight change fees. You can also use our Customer Service portal to connect with our Virtual Agent and quickly get answers to your questions.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Midway Intl.
Distance
24 km

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Chicago to Chicago Flights

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

Chicago to Chicago Flights