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

Return flights

19 Oct - 04 Nov	Delta
22 Oct - 05 Nov	Delta
30 Oct - 22 Nov	Frontier Airlines
24 Oct - 19 Nov	Delta
20 Oct - 03 Nov	Delta
26 Oct - 03 Nov	Delta
31 Oct - 04 Nov	Delta
24 Oct - 03 Nov	Delta
31 Oct - 03 Nov	Delta
31 Oct - 10 Nov	Delta
23 Oct - 29 Oct	Frontier Airlines
21 Oct - 28 Oct	Frontier Airlines
22 Oct - 28 Oct	Delta
22 Oct - 31 Oct	Delta
21 Oct - 23 Oct	Frontier Airlines
24 Oct - 28 Oct	Delta
23 Oct - 28 Oct	Delta
20 Oct - 27 Oct	Frontier Airlines
25 Oct - 30 Oct	Frontier Airlines
25 Oct - 28 Oct	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 439€

Return flights