8 days in Italy & Chicago and Beyond Itinerary

8 days in Italy & Chicago and Beyond Itinerary

Created using Inspirock trip itinerary planner

Make it your trip
Fly
1
Rome, Italy
— 2 nights
Train
2
Florence, Italy
— 1 night
Drive
3
Venice, Italy
— 2 nights
Fly
4
Chicago, United States
— 2 nights

S M T W T F S
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Rome, Italy

— 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 2nd (Mon): don't miss a visit to Spanish Steps, make a trip to Trevi Fountain, explore the ancient world of Pantheon, then get to know the fascinating history of Piazza Navona, and finally make a trip to Roman Forum. Get ready for a full day of sightseeing on the next day: contemplate the long history of Colosseum, then pause for some serene contemplation at St. Peter's Basilica, and then admire the masterpieces at Vatican Museums.

For where to stay, ratings, reviews, and tourist information, use the Rome day trip website.

Chicago, USA to Rome is an approximately 12.5-hour flight. The time zone difference moving from Central Standard Time to Central European Standard Time is 7 hours. When traveling from Chicago in August, plan for a bit warmer days in Rome, with highs around 90°F, while nights are about the same with lows around 69°F. Finish up your sightseeing early on the 3rd (Tue) so you can catch the train to Florence.

Things to do in Rome

Historic Sites · Museums

Side Trip

Find places to stay Aug 1 — 3:

Florence, Italy

— 1 night

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 4th (Wed), admire the masterpieces at Florence Academy of Fine Arts, don't miss a visit to Piazzale Michelangelo, take in the views from Ponte Vecchio, then appreciate the extensive heritage of Piazza del Duomo, then steep yourself in history at Cathedral of Santa Maria del Fiore, and finally take in panoramic vistas at Campanile di Giotto.

Find out how to plan Florence trip without stress by asking Inspirock to help create an itinerary.

Traveling by train from Rome to Florence takes 2.5 hours. Alternatively, you can fly; or drive. Traveling from Rome in August, you can expect nighttime temperatures to be slightly colder in Florence, with lows of 64°F. Cap off your sightseeing on the 4th (Wed) early enough to go by car to Venice.

Things to do in Florence

Historic Sites · Museums
Find places to stay Aug 3 — 4:

Venice, Italy

— 2 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Start off your visit on the 5th (Thu): explore the activities along Canal Grande, take in the views from Ponte di Rialto, enjoy breathtaking views from St Mark's Campanile, then admire the striking features of Basilica di San Marco, and finally enjoy breathtaking views from Torre dell'Orologio. Get ready for a full day of sightseeing on the 6th (Fri): admire the masterpieces at Peggy Guggenheim Collection, take in the views from Ponte dei Sospiri, then don't miss a visit to Piazza San Marco, and finally admire the striking features of Doge's Palace.

To find more things to do, other places to visit, maps, and tourist information, use the Venice travel itinerary planner.

Traveling by car from Florence to Venice takes 3 hours. Alternatively, you can take a train; or take a bus. August in Venice sees daily highs of 85°F and lows of 66°F at night. Cap off your sightseeing on the 6th (Fri) early enough to catch the flight to Chicago.

Things to do in Venice

Historic Sites · Museums · Parks · Nature
Find places to stay Aug 4 — 6:

Chicago, United States

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 7th (Sat): learn about wildlife with up-close encounters at Lincoln Park Zoo, stroll around Millennium Park, then admire the masterpieces at The Art Institute of Chicago, and finally admire the local landmark of Buckingham Fountain. On the 8th (Sun), you'll have a packed day of sightseeing: engage your brain at Museum of Science and Industry, then meet the residents at Shedd Aquarium, then contemplate in the serene atmosphere at Fourth Presbyterian Church, and finally take in panoramic vistas at Skydeck Chicago - Willis Tower.

For more things to do, ratings, reviews, and other tourist information, go to the Chicago online holiday maker.

You can fly from Venice to Chicago in 12 hours. The time zone changes from Central European Standard Time to Central Standard Time, which is usually a -7 hour difference. Expect a daytime high around 83°F in August, and nighttime lows around 67°F. Wrap up your sightseeing on the 8th (Sun) early enough to travel back home.

Things to do in Chicago

Parks · Zoos & Aquariums · Museums · Childrens Museums
Find places to stay Aug 6 — 8:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.