Madrid & Rome

Both destinations in one trip from Chicago

£989 Best deal

Madrid

Madrid

Madrid, the capital of Spain, is a city known for its vibrant nightlife, world-class museums, and delicious cuisine. Visit the renowned Prado Museum, explore the historic Plaza Mayor, or enjoy a traditional Flamenco show. Madrid's bustling tapas scene, beautiful Retiro Park, and the annual San Isidro festival make it a city brimming with life and culture.

Rome

Rome

Rome, Italy's capital, is a sprawling cosmopolitan city with nearly 3,000 years of globally influential art, architecture, and culture. Visit the iconic Colosseum, explore the historic Roman Forum, or toss a coin into the Trevi Fountain. Rome's delectable cuisine, stunning piazzas, and events like the Festa di Noantri make it a city that beautifully combines the past and the present.

Latest deals

4 + 6 days £989 Wed 5 Aug – Sat 15 Aug

Chicago → Madrid · Wed 5/08 · £343 Go

Madrid → Rome · Sun 9/08 · £31 Go

Rome → Chicago · Sat 15/08 · £615 Go

5 + 5 days £989 Wed 5 Aug – Sat 15 Aug

Chicago → Madrid · Wed 5/08 · £343 Go

Madrid → Rome · Mon 10/08 · £31 Go

Rome → Chicago · Sat 15/08 · £615 Go

6 + 4 days £991 Wed 5 Aug – Sat 15 Aug

Chicago → Madrid · Wed 5/08 · £343 Go

Madrid → Rome · Tue 11/08 · £33 Go

Rome → Chicago · Sat 15/08 · £615 Go

2 + 4 days £991 Sun 9 Aug – Sat 15 Aug

Chicago → Madrid · Sun 9/08 · £343 Go

Madrid → Rome · Tue 11/08 · £33 Go

Rome → Chicago · Sat 15/08 · £615 Go

7 + 3 days £998 Wed 5 Aug – Sat 15 Aug

Chicago → Madrid · Wed 5/08 · £343 Go

Madrid → Rome · Wed 12/08 · £40 Go

Rome → Chicago · Sat 15/08 · £615 Go

2 + 3 days £998 Mon 10 Aug – Sat 15 Aug

Chicago → Madrid · Mon 10/08 · £343 Go

Madrid → Rome · Wed 12/08 · £40 Go

Rome → Chicago · Sat 15/08 · £615 Go

3 + 3 days £998 Sun 9 Aug – Sat 15 Aug

Chicago → Madrid · Sun 9/08 · £343 Go

Madrid → Rome · Wed 12/08 · £40 Go

Rome → Chicago · Sat 15/08 · £615 Go

2 + 8 days £1009 Wed 5 Aug – Sat 15 Aug

Chicago → Madrid · Wed 5/08 · £343 Go

Madrid → Rome · Fri 7/08 · £51 Go

Rome → Chicago · Sat 15/08 · £615 Go

3 + 7 days £1016 Wed 5 Aug – Sat 15 Aug

Chicago → Madrid · Wed 5/08 · £343 Go

Madrid → Rome · Sat 8/08 · £58 Go

Rome → Chicago · Sat 15/08 · £615 Go

4 + 2 days £1018 Sun 9 Aug – Sat 15 Aug

Chicago → Madrid · Sun 9/08 · £343 Go

Madrid → Rome · Thu 13/08 · £60 Go

Rome → Chicago · Sat 15/08 · £615 Go

3 + 2 days £1018 Mon 10 Aug – Sat 15 Aug

Chicago → Madrid · Mon 10/08 · £343 Go

Madrid → Rome · Thu 13/08 · £60 Go

Rome → Chicago · Sat 15/08 · £615 Go

2 + 2 days £1018 Tue 11 Aug – Sat 15 Aug

Chicago → Madrid · Tue 11/08 · £343 Go

Madrid → Rome · Thu 13/08 · £60 Go

Rome → Chicago · Sat 15/08 · £615 Go

8 + 2 days £1018 Wed 5 Aug – Sat 15 Aug

Chicago → Madrid · Wed 5/08 · £343 Go

Madrid → Rome · Thu 13/08 · £60 Go

Rome → Chicago · Sat 15/08 · £615 Go

3 + 5 days £1027 Fri 7 Aug – Sat 15 Aug

Chicago → Madrid · Fri 7/08 · £381 Go

Madrid → Rome · Mon 10/08 · £31 Go

Rome → Chicago · Sat 15/08 · £615 Go

2 + 5 days £1027 Sat 8 Aug – Sat 15 Aug

Chicago → Madrid · Sat 8/08 · £381 Go

Madrid → Rome · Mon 10/08 · £31 Go

Rome → Chicago · Sat 15/08 · £615 Go

4 + 5 days £1027 Thu 6 Aug – Sat 15 Aug

Chicago → Madrid · Thu 6/08 · £381 Go

Madrid → Rome · Mon 10/08 · £31 Go

Rome → Chicago · Sat 15/08 · £615 Go

3 + 6 days £1027 Thu 6 Aug – Sat 15 Aug

Chicago → Madrid · Thu 6/08 · £381 Go

Madrid → Rome · Sun 9/08 · £31 Go

Rome → Chicago · Sat 15/08 · £615 Go

2 + 6 days £1027 Fri 7 Aug – Sat 15 Aug

Chicago → Madrid · Fri 7/08 · £381 Go

Madrid → Rome · Sun 9/08 · £31 Go

Rome → Chicago · Sat 15/08 · £615 Go

5 + 4 days £1029 Thu 6 Aug – Sat 15 Aug

Chicago → Madrid · Thu 6/08 · £381 Go

Madrid → Rome · Tue 11/08 · £33 Go

Rome → Chicago · Sat 15/08 · £615 Go

4 + 4 days £1029 Fri 7 Aug – Sat 15 Aug

Chicago → Madrid · Fri 7/08 · £381 Go

Madrid → Rome · Tue 11/08 · £33 Go

Rome → Chicago · Sat 15/08 · £615 Go

3 + 4 days £1029 Sat 8 Aug – Sat 15 Aug

Chicago → Madrid · Sat 8/08 · £381 Go

Madrid → Rome · Tue 11/08 · £33 Go

Rome → Chicago · Sat 15/08 · £615 Go

5 + 3 days £1036 Fri 7 Aug – Sat 15 Aug

Chicago → Madrid · Fri 7/08 · £381 Go

Madrid → Rome · Wed 12/08 · £40 Go

Rome → Chicago · Sat 15/08 · £615 Go

4 + 3 days £1036 Sat 8 Aug – Sat 15 Aug

Chicago → Madrid · Sat 8/08 · £381 Go

Madrid → Rome · Wed 12/08 · £40 Go

Rome → Chicago · Sat 15/08 · £615 Go

6 + 3 days £1036 Thu 6 Aug – Sat 15 Aug

Chicago → Madrid · Thu 6/08 · £381 Go

Madrid → Rome · Wed 12/08 · £40 Go

Rome → Chicago · Sat 15/08 · £615 Go

2 + 7 days £1054 Thu 6 Aug – Sat 15 Aug

Chicago → Madrid · Thu 6/08 · £381 Go

Madrid → Rome · Sat 8/08 · £58 Go

Rome → Chicago · Sat 15/08 · £615 Go

7 + 2 days £1056 Thu 6 Aug – Sat 15 Aug

Chicago → Madrid · Thu 6/08 · £381 Go

Madrid → Rome · Thu 13/08 · £60 Go

Rome → Chicago · Sat 15/08 · £615 Go

6 + 2 days £1056 Fri 7 Aug – Sat 15 Aug

Chicago → Madrid · Fri 7/08 · £381 Go

Madrid → Rome · Thu 13/08 · £60 Go

Rome → Chicago · Sat 15/08 · £615 Go

5 + 2 days £1056 Sat 8 Aug – Sat 15 Aug

Chicago → Madrid · Sat 8/08 · £381 Go

Madrid → Rome · Thu 13/08 · £60 Go

Rome → Chicago · Sat 15/08 · £615 Go