12 days in Chicago, Boston & Chennai Itinerary

12 days in Chicago, Boston & Chennai Itinerary

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Plan created by another user. Make it yours
1
Chicago, United States
— 3 nights
2
Boston, United States
— 3 nights
3
Chennai, India
— 2 nights

3
nights
Chicago, United States

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step out of Chicago to go to Homer Glen and see Bengtson's Pumpkin Fest, which is approximately 42 minutes away. There's still lots to do: admire the masterpieces at The Art Institute of Chicago, meet the residents at Shedd Aquarium, don't miss a visit to Cloud Gate, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To see maps, reviews, ratings, and more tourist information, use the Chicago trip maker website.

Chennai, India to Chicago is an approximately 22.5-hour flight. The time zone difference moving from India Standard Time to Central Standard Time is minus 11.5 hours. Plan for colder temperatures traveling from Chennai in October, with highs in Chicago at 21°C and lows at 11°C. Finish up your sightseeing early on the 22nd (Mon) so you can travel to Boston.

Things to do in Chicago

Museums · Events · Parks

Side Trip

Bengtson's Pumpkin Fest
Find places to stay Oct 19 — 22:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park
Millennium Park
Bengtson's Pumpkin Fest ©
Bengtson's Pumpkin Fest

3
nights
Boston, United States

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Boston is known for historic sites, museums, and parks. Your plan includes some of its best attractions: catch a live event at Fenway Park, get to know the fascinating history of Freedom Trail, walk around Boston Common, and take a stroll through North End.

To see more things to do, maps, and other tourist information, you can read our Boston trip itinerary app.

Fly from Chicago to Boston in 4.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In October, daily temperatures in Boston can reach 20°C, while at night they dip to 11°C. Wrap up your sightseeing on the 25th (Thu) early enough to travel to Chennai.

Things to do in Boston

Museums · Parks · Historic Sites
Find places to stay Oct 22 — 25:
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Fenway Park ©
Fenway Park
Freedom Trail ©
Freedom Trail

2
nights
Chennai, India

Chennai ©
Chennai, a city hailed for its vibrant atmosphere and historic attractions, remains one of the most visited places in India.
When in Chennai, make a side trip to see DakshinaChitra Museum in Muttukadu, approximately Muttukadu away. There's much more to do: admire the natural beauty at The Theosophical Society, take a stroll through Fort St. George, make a trip to Indian Institute Of Technology, Madras, and get a sense of history and politics at Madras High Court.

To find ratings, photos, other places to visit, and more tourist information, read Chennai travel itinerary planner.

Traveling by flight from Boston to Chennai takes 23.5 hours. The time zone changes from Eastern Standard Time (EST) to India Standard Time (IST), which is usually a 10.5 hour difference. Expect warmer temperatures when traveling from Boston in October; daily highs in Chennai reach 38°C and lows reach 28°C. Finish your sightseeing early on the 29th (Mon) to allow enough time to travel back home.

Things to do in Chennai

Parks · Beaches · Outdoors

Side Trip

DakshinaChitra Museum
Find places to stay Oct 26 — 29:
Highlights from your plan
Elliot's Beach ©
Elliot's Beach
The Theosophical Society ©
The Theosophical Society
DakshinaChitra Museum ©
DakshinaChitra Museum

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