Cheapest one-way flights from Fort Myers to Chicago in May from 37€

AirHint found the following cheapest one-way flights from Fort Myers (RSW) to Chicago (ORD) in May 2026 (see full year).

One-Way flights

14 May Frontier Airlines direct
10 May Frontier Airlines direct
04 May Frontier Airlines
20 May American Airlines direct
17 May Frontier Airlines direct
18 May Southwest Airlines direct
18 May Avelo Airlines
04 May Southwest Airlines direct
15 May Avelo Airlines
15 May Southwest Airlines direct

Also check the deals for return flights from Fort Myers to Chicago in May.

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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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