Cheap Flights from Dallas (DAL) to Chicago (MDW)

Popular airlines from Love Field Airport (DAL) 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 Dallas Love Field to Midway Intl. Airport (MDW) last minute?
Booking your flight from Dallas Love Field to Midway Intl. Airport (MDW) last minute could save you some dough if you get lucky and find an awesome deal. However, fares don't typically get cheaper as the date of departure nears. If you take a wait-and-see approach, flights could also be booked solid or the best seats taken (don't get stuck in the middle!). If you don't want to hedge your bets, book well in advance of the date you want to leave. Don't forget that some of the biggest bargains can be found up to 12 months in advance. If your favorite airline hasn't released its fares yet, check back regularly as deals are constantly updated on Expedia.
What airports do you fly into for Chicago from Dallas?
From Dallas, you can fly into Chicago via Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT). Research which airport works best for you before making your decision. If you decide to land at Midway Intl. Airport (MDW), it's roughly 14 kilometers southwest of the center of the city. Use the cash you save when booking your ticket with Expedia to enjoy the city's awesome sights, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from DAL to Midway Intl. Airport (MDW)?
We know life happens and plans change, so Expedia is here to help make things as simple as possible. First, find your DAL to Midway Airport itinerary through the Expedia Trips portal and browse the fare rules and conditions about what sorts of changes are allowed. If you booked your plane ticket in the last 24 hours, some carriers will let you cancel without charge and book new flights. If you booked your fare more than 24 hours ago, get in touch with us through our Customer Service portal to learn more about your options.

Travel information

Travel information

Origin airport
Love Field
Destination airport
Midway Intl.
Distance
1270 km
Average flight time
2 hours 13 mins

Book with confidence

Book with confidence

Dallas to Chicago Flights

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

Dallas to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia