$129 Cheap Delta flights Jackson (JAN) to Chicago (MDW)

You can find cheap return Delta Air Lines flights from $257 from JAN to MDW by organizing your results from “Price (lowest to highest)” on Expedia. Or search for options from $129 for a one-way trip.**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 least expensive months to jet away to Chicago with Delta Air Lines. You could also find excellent prices on one-way and round-trip fares in February.

Look for cheap Delta Air Lines flights from Evers Intl. Airport (JAN) to Midway Intl. Airport (MDW) one to three months before your departure day. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and journey, the best day of the week to book a domestic flight is usually Sunday and the most expensive day is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**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 browsing for direct Delta Air Lines flights from JAN to MDW. You can also compare other airlines offering the same nonstop journey.

To find the earliest departures from JAN to MDW with Delta Air Lines, filter your search by “Morning” and “Early Morning.” Booking 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.

Get on a Delta Air Lines flight from Evers Intl. Airport (JAN) to Chicago, and you’ll likely land at Midway Intl. Airport (MDW). This is the airline’s main hub here.

Offering a rewarding loyalty program and an excellent in-flight experience, Delta Air Lines is a top choice for many travelers heading from JAN to MDW. 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 used on future travel.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Changes are usually free within 24 hours of booking, but your airline may charge you after that time. For further details about modifying your reservation, head to your “Trips,” select your flight and click on “Manage Booking.” If you want the flexibility to adjust your plans without additional costs, apply the “No cancel fee” or “Changes included” filter when planning your next escape.