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

Return flights

22 Oct - 05 Nov	Delta
31 Oct - 05 Nov	Delta
31 Oct - 08 Nov	Delta
03 Oct - 13 Nov	Delta
22 Oct - 28 Oct	Delta
05 Oct - 10 Oct	Porter Airlines (Canada) Ltd
15 Oct - 28 Oct	Delta
01 Oct - 07 Oct	Delta
23 Oct - 28 Oct	Air France
07 Oct - 12 Oct	Porter Airlines (Canada) Ltd
14 Oct - 19 Oct	Delta
16 Oct - 29 Oct	Delta
03 Oct - 07 Oct	Delta
04 Oct - 14 Oct	Delta
29 Oct - 02 Nov	Delta
07 Oct - 15 Nov	KLM
30 Oct - 01 Nov	Air France

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.

Book a cheap hotel in Rome

Cheap car rent in Rome

Cheapest return flights from Chicago to Rome in October from 359€

Return flights