$697 Cheap Delta flights Chicago (MDW) to Sitka (SIT)

Scoring cheap one-way Delta Air Lines flights from MDW to SIT from $697 on Expedia is easy — just filter by "Price (lowest to highest)." Alternatively, check out our affordable return fares from $1,462 for your next exciting adventure.**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.

Start searching one to three months ahead of your departure date to score cheap fares on Delta Air Lines flights from Midway Intl. Airport (MDW) to Sitka Airport (SIT). 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 reduce costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Get your timing right, and you can enjoy significant savings on domestic trips.*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.

To find the earliest departures from MDW to SIT with Delta Air Lines, sort your results by "Morning" and "Early Morning." Choosing an early flight usually means cancellations are less likely.**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 the leading choice for many passengers heading from MDW to SIT. 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 purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.