AirHint found the following cheapest return flights from Chicago (MDW) to Rome (FCO) in October 2025 (see full year).

Return flights

23 Oct - 06 Nov	Air France
23 Oct - 07 Nov	Delta
10 Oct - 15 Oct	Frontier Airlines
30 Oct - 08 Nov	Frontier Airlines
25 Oct - 08 Nov	Delta
15 Oct - 22 Oct	Delta
10 Oct - 17 Oct	Frontier Airlines
20 Oct - 03 Nov	Delta
03 Oct - 05 Oct	Frontier Airlines
14 Oct - 19 Oct	Frontier Airlines
07 Oct - 15 Oct	Frontier Airlines
18 Oct - 24 Oct	Frontier Airlines
05 Oct - 16 Oct	Delta
03 Oct - 12 Oct	Frontier Airlines
07 Oct - 14 Oct	Frontier Airlines
10 Oct - 01 Nov	Frontier Airlines

Also check the deals for one-way flights from Chicago to Rome in October.

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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Cheapest return flights from Chicago to Rome in October from $531

Return flights