AirHint found the following cheapest return flights from Chicago (MDW) to Rome (FCO) in May 2026 (see full year).

Return flights

06 May - 20 May	Delta
06 May - 12 May	Delta
29 May - 02 Jun	Porter Airlines (Canada) Ltd
22 May - 30 May	Porter Airlines (Canada) Ltd
01 May - 12 May	Air France
01 May - 13 May	Air France
30 May - 14 Jun	Porter Airlines (Canada) Ltd
22 May - 31 May	Porter Airlines (Canada) Ltd
01 May - 04 May	Air France
25 May - 09 Jun	Condor
29 May - 03 Jun	Condor
18 May - 06 Jun	Delta
29 May - 11 Jun	Condor
25 May - 06 Jun	Delta
27 May - 07 Jun	Delta
31 May - 07 Jun	Delta
22 May - 05 Jun	Condor
29 May - 31 May	Condor
21 May - 31 May	Condor
07 May - 14 May	KLM

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

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 May from 751€

Return flights