$99 Cheap Delta flights Chicago (MDW) to Dallas (DAL)

Landing cheap one-way Delta Air Lines flights from MDW to DAL from $99 on Expedia is a cinch --- just filter by "Price (lowest to highest)." Alternatively, check out our affordable round-trip fares from $177 for your next break.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

To find cheap Delta Air Lines fares from Midway Intl. Airport (MDW) to Love Field Airport (DAL), start searching one to three months before your intended departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also impact the overall price. Sunday is usually the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

Sort your results by "Early Morning" and "Morning" to find the earliest flights from MDW to DAL. Leaving early means you're less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.

With a rewarding loyalty program and an excellent in-flight experience, Delta Air Lines is a top choice for many travelers heading from MDW to DAL. What's more, if you're a Delta SkyMiles and One Key™ member booking through Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which can be put toward future travel.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.