$99 Cheap Delta flights Charlotte (CLT) to Chicago (MDW)

Make use of the “Price (lowest to highest)” filter on Expedia to look for cheap Delta Air Lines return flights from $169 from CLT to MDW. Affordable one-way fares from $99 are also available.**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.

Browse for return or one-way flights to Chicago in January or February. You could find an affordable fare with Delta Air Lines during these off-peak travel months.

Begin your search one to three months before your departure to score cheap fares on Delta Air Lines flights from Charlotte-Douglas Intl. Airport (CLT) to Midway Intl. Airport (MDW). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also cut costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Time it well, and you can enjoy significant savings on domestic journeys.*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.

Use the “Nonstop” filter when searching for direct Delta Air Lines flights from CLT to MDW. You’ll also be able to compare other airlines servicing the same direct route.

To find the earliest departures from CLT to MDW with Delta Air Lines, filter your search by “Morning” and “Early Morning.” Booking an early flight usually means you’ll experience fewer 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.

Hop on a Delta Air Lines flight from Charlotte-Douglas Intl. Airport (CLT) to Chicago, and you’re most likely to come in to Midway Intl. Airport (MDW). This is the airline’s primary hub here.

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

Typically, you can modify or cancel your flight, although there may be additional charges if you booked more than 24 hours ago. Prefer to keep your options open? Make use of Expedia’s “Changes included” or “No cancel fee” filter to find flights that won’t charge extra if you need to adjust your plans. To make changes, head to “Trips,” select your flight and click on “Manage Booking” for more information.