Cheapest return flights from Chicago to Tampa in May from $124

Best time to book flights for Chicago (MDW) to Tampa (TPA) flights at AirHint

AirHint found the following cheapest return flights from Chicago (MDW) to Tampa (TPA) in May 2025 (see full year).

Return flights

03 May - 12 May Frontier Airlines direct
15 May - 21 May Frontier Airlines
15 May - 21 May Southwest Airlines direct
09 May - 17 May Southwest Airlines direct
09 May - 17 May Delta

Also check the deals for one-way flights from Chicago to Tampa in May.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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