￥13,830 Cheap Flights from Dallas (DAL) to Chicago (MDW)

View ￥13,830 flight on Tue, Feb 3, 2026Opens in a new window

Popular airlines from Love Field Airport (DAL) to Chicago Midway Airport (MDW)

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Cheap Flights from Dallas to Chicago (DAL-MDW)

Prices were available within the past 7 days and start at ￥13,830 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Dallas (DAL) to Chicago (MDW)

August is typically the cheapest month to fly

From ￥16,457 - ￥63,524 per traveler.

Frequently asked questions

How much is a flight from Dallas Love Field to MDW?
Based on airfares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights from DAL to Chicago Airport start from . Make your booking ASAP to get the best price for your exciting adventure. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Dallas Love Field to Midway Intl. Airport (MDW)?
When it comes to cancellation fees, every airline has its own set of terms and conditions. If you decide to cancel your trip, head to our Customer Service Portal.
How do I find cheap flights from DAL to Chicago Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Dallas Love Field to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Love Field Airport (DAL) to Midway Intl. Airport (MDW)?
With the average flight time between Dallas Love Field and Chicago Airport a comfortable 2 hours and 10 minutes, you'll be wandering around Chicago in no time.
How far is the flight from DAL to Midway Intl. Airport (MDW)?
That movie you've been eager to see will just have to wait — the flight distance between DAL and Midway Intl. Airport (MDW) is only 1,300 kilometers. The captain will be asking you to buckle up for landing before you know it.
Which airlines fly direct from DAL to Midway Intl. Airport (MDW)?
Right now, no airlines offer flights directly from DAL to MDW. You'll have to book a flight with at least one stop. To score the best connections and price, lock in your fare ahead of time.
Are Dallas Love Field to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes find a bargain, with some of the cheapest fares from DAL to Chicago Airport surfacing a few weeks before the departure date. If you'd rather book ahead, Expedia compares and updates the best flight deals regularly — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines quote prices so far in advance.

Travel information

Origin airport
Love Field
Destination airport
Midway Intl.
Distance
1270 km
Average flight time
2 hours 10 mins

Book with confidence

Dallas to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Dallas to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with DAL to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Dallas for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Dallas to Chicago Flights

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