$99 Cheap Delta flights Chicago (MDW) to Tampa (TPA)

Apply the “Price (lowest to highest)” filter on Expedia to look for cheap Delta Air Lines round-trip flights from $159 from MDW to TPA. Affordable one-way tickets from $99 are available as well.**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.

September is one of the least expensive months to fly to Tampa with Delta Air Lines. You could also find great prices on return and one-way tickets in November.

To find cheap Delta Air Lines fares from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA), start searching one to three months before your intended 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 impact the price you pay. Sunday is generally the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking 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.

Select our “Nonstop” filter when browsing for direct Delta Air Lines flights from MDW to TPA. You’ll also be able to compare other carriers servicing the same direct trip.

Filter your results by “Early Morning” and “Morning” to find the earliest flights from MDW to TPA. Taking off 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.

Tampa Intl. Airport (TPA) is the primary Tampa hub for Delta Air Lines flights from Midway Intl. Airport (MDW).

Delta Air Lines makes flying from MDW to TPA enjoyable with an excellent in-flight experience and a rewarding loyalty program. You could even start earning points with Delta SkyMiles. Be sure to join our free One Key™ rewards program to earn OneKeyCash™*, which can be redeemed 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 your booking, but your airline may charge you after that time. For more information about modifying your reservation, check out your “Trips,” select your flight and click on “Manage Booking.” If you want the freedom to make changes without being charged, tick the “Changes included” or “No cancel fee” filter when organizing your trip.