Let’s set a great Italy trip for you! Visit Rome and other Italian cities in trip from Chicago, USA for only $275 roundtrip!
Italy can praise the highest amount of artistic evidences and historic monuments around the world and for this reason is the perfect destination for every kind of tourist. Enjoy the cosmopolitan Milan, Italian capital of fashion and packed with bars, restaurants and a vibrant nightlife. Furthermore, don’t miss the opportunity to visit more beautiful cities like Venice, Turin, Florence, Bologna and Verona and to try Italian delicious cuisine!
Travel dates:
April-May 202
Please keep in mind that the dates are quite flexible so you can check more exactly dates on our weekly calendar.
Routing:
Chicago – Rome – Chicago
Sample booking:
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You can have a look for cheap flights from Rome and do an European or Italian circuit:
Cheap Flights from Rome
| Destination | Departure at | Return at | Find tickets |
|---|---|---|---|
| Palermo | 15 October 2025 | 16 October 2025 | from 41 |
| Bari | 11 October 2025 | 14 October 2025 | from 42 |
| Madrid | 2 December 2025 | 10 December 2025 | from 44 |
| Nice | 12 October 2025 | 14 October 2025 | from 45 |
| Catania | 29 October 2025 | 29 October 2025 | from 47 |
| Prague | 22 October 2025 | 31 October 2025 | from 49 |
| Brindisi | 27 September 2025 | 4 October 2025 | from 53 |
| Malta | 5 October 2025 | 9 October 2025 | from 54 |
Or maybe you want to check cheap flights from US Cities to Chicago and connect the deals:
Cheap Flights to Chicago
| Origin | Departure at | Return at | Find tickets |
|---|---|---|---|
| Houston | 7 November 2025 | 9 November 2025 | Tickets from 76 |
| New York | 7 October 2025 | 15 October 2025 | Tickets from 78 |
| Orlando | 4 December 2025 | 8 December 2025 | Tickets from 81 |
| Kirksville | 24 October 2025 | 26 October 2025 | Tickets from 100 |
| Fort Lauderdale | 24 September 2025 | 26 September 2025 | Tickets from 106 |
| Los Angeles | 27 September 2025 | 30 September 2025 | Tickets from 110 |
| Miami | 24 September 2025 | 26 September 2025 | Tickets from 130 |
| Minneapolis | 29 September 2025 | 30 September 2025 | Tickets from 139 |
| Austin | 15 October 2025 | 17 October 2025 | Tickets from 141 |
| Denver | 10 November 2025 | 22 November 2025 | Tickets from 147 |
| Baltimore | 16 October 2025 | 23 October 2025 | Tickets from 150 |
| Washington | 16 October 2025 | 23 October 2025 | Tickets from 151 |
| Detroit | 5 January 2026 | 7 January 2026 | Tickets from 157 |
| Boston | 17 September 2025 | 19 September 2025 | Tickets from 157 |
| Kansas City | 26 September 2025 | 29 September 2025 | Tickets from 170 |
| Pittsburgh | 16 October 2025 | 19 October 2025 | Tickets from 182 |
| Vancouver | 16 October 2025 | 19 October 2025 | Tickets from 184 |
| Ontario | 26 September 2025 | 28 September 2025 | Tickets from 186 |
| Toronto | 13 December 2025 | 5 January 2026 | Tickets from 200 |
| Buffalo | 2 October 2025 | 7 October 2025 | Tickets from 201 |
Popular Hotels Discounted in Rome
| Hotel | Stars | Discount | Price before and discount | Select dates |
|---|---|---|---|---|
| 3 COINS TREVI FOUNTAIN | ★★ | - | - | View Hotel |
| Colosseum B | ★★★ | - | - | View Hotel |
| Augusta Lucilla Palace | ★★★★ | - | - | View Hotel |
| iQ Hotel Roma | ★★★★ | - | - | View Hotel |
| The Guardian | ★★★★ | - | - | View Hotel |
| Hotel Milton Roma | ★★★★ | -18% | 190 157 | View Hotel |
| The Glam | ★★★★ | - | - | View Hotel |
| Hotel Hiberia | ★★★ | - | - | View Hotel |
| YellowSquare Rome | - | - | View Hotel | |
| Hotel Quirinale | ★★★★ | - | - | View Hotel |
| Hotel Artemide | ★★★★ | - | - | View Hotel |
| Smart Hotel Pincio | ★★★ | - | - | View Hotel |
| Starhotels Metropole | ★★★★ | - | - | View Hotel |
| Camping Village Roma | -16% | 65 55 | View Hotel | |
| The Republic | ★★★★ | - | - | View Hotel |
| MEININGER Roma Termini | ★★★ | - | - | View Hotel |
| Hotel Napoleon | ★★★★ | - | - | View Hotel |
| Hotel Nord Nuova Roma | ★★★ | -24% | 189 145 | View Hotel |
| Starhotels Michelangelo Rome | ★★★★ | - | - | View Hotel |
| UNAHOTELS Decò Roma | ★★★★ | - | - | View Hotel |
