$94 Cheap Delta flights Cleveland (CLE) to Chicago (MDW)

You can discover cheap return Delta Air Lines flights from $127 from CLE to MDW by sorting your results from “Price (lowest to highest)” on Expedia. Or search for options from $94 for a one-way journey.**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.

January is one of the cheapest months to get away to Chicago with Delta Air Lines. You could also find excellent prices on one-way and round-trip fares in February.

For cheap Delta Air Lines fares from Hopkins Intl. Airport (CLE) to Midway Intl. Airport (MDW), start searching one to three months before your planned departure. Securing 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 influence the overall price. Sunday is typically the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your journey 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.

Fill in your dates, press search and check the “Nonstop” filter on Expedia to browse any direct flights from CLE to MDW with Delta Air Lines or another airline.

To find the earliest departures from CLE to MDW with Delta Air Lines, filter your search by “Early Morning” and “Morning.” Choosing an early flight generally 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.

Midway Intl. Airport (MDW) is the main Chicago hub for Delta Air Lines flights from Hopkins Intl. Airport (CLE).

Offering an excellent in-flight experience and a rewarding loyalty program, Delta Air Lines is a popular option for many passengers heading from CLE 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 be used on future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Changes are typically free within 24 hours of making a booking, but your airline may charge a fee after that. For further information about altering your flights, go to your “Trips,” select your flight and click on “Manage Booking.” If you want the flexibility to adjust your plans without additional charges, tick the “Changes included” or “No cancel fee” filter when planning your next escape.