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

Return flights

20 Sep - 04 Oct	Frontier Airlines
08 Sep - 17 Sep	Air France
24 Sep - 30 Sep	Delta
09 Sep - 16 Sep	Air France
23 Sep - 07 Oct	Delta
16 Sep - 24 Sep	Delta
07 Sep - 17 Sep	Delta
15 Sep - 15 Oct	Delta
15 Sep - 22 Sep	Delta
08 Sep - 15 Sep	Air France
26 Sep - 06 Oct	Porter Airlines (Canada) Ltd
20 Sep - 02 Oct	Delta
02 Sep - 19 Sep	Porter Airlines (Canada) Ltd
03 Sep - 24 Sep	Delta
21 Sep - 30 Sep	Air France
25 Sep - 04 Oct	Porter Airlines (Canada) Ltd
15 Sep - 06 Oct	Delta
24 Sep - 06 Oct	Delta
23 Sep - 06 Oct	Delta
19 Sep - 04 Oct	Delta

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

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 September from 633€

Return flights