Cheapest one-way flights from Fort Myers to Chicago in January from $29

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

One-Way flights

08 Jan Spirit Airlines direct
17 Jan Frontier Airlines direct
23 Jan Spirit Airlines direct
30 Jan Spirit Airlines direct
14 Jan Spirit Airlines direct
29 Jan Spirit Airlines direct
26 Jan Spirit Airlines direct
12 Jan Spirit Airlines direct
27 Jan Spirit Airlines direct
13 Jan Spirit Airlines direct

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

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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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