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

Return flights

13 May - 06 Jun	Porter Airlines (Canada) Ltd
22 May - 30 May	Air Transat
15 May - 22 May	Porter Airlines (Canada) Ltd
28 May - 03 Jun	Porter Airlines (Canada) Ltd
03 May - 13 May	Delta
03 May - 12 May	Delta
06 May - 13 May	Delta
06 May - 15 May	Delta
08 May - 16 May	Porter Airlines (Canada) Ltd
06 May - 16 May	Delta
27 May - 18 Jun	Delta
26 May - 09 Jun	Delta
07 May - 14 May	Delta
12 May - 22 May	Delta
23 May - 03 Jun	Delta
16 May - 02 Jun	Delta
23 May - 06 Jun	Delta
29 May - 20 Jun	Air France
18 May - 06 Jun	Delta

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 $916

Return flights