14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock United States holiday planner

Plan created by another user. Make it yours

Route & dates

1
Chicago
— 2 nights
2
Indianapolis
— 1 night
3
Philadelphia
— 3 nights
4
New York City
— 5 nights

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Change things up with a short trip to Bengtson's Pumpkin Fest in Homer Glen (about 42 minutes away). There's still lots to do: explore the world behind art at The Art Institute of Chicago, get your game on at Bad Axe Throwing, engage your brain at Museum of Science and Industry, and walk around Millennium Park.

To find more things to do, other places to visit, traveler tips, and more tourist information, use the Chicago trip planner.

Sao Paulo, Brazil to Chicago is an approximately 14.5-hour flight. Traveling from Sao Paulo to Chicago, you'll gain 3 hours due to the time zone difference. In October, Chicago is slightly colder than Sao Paulo - with highs of 21°C and lows of 11°C. Finish up your sightseeing early on the 12th (Fri) so you can go by car to Indianapolis.

Things to do in Chicago

Museums · Events · Parks

Side Trip

Bengtson's Pumpkin Fest
Find places to stay Oct 10 — 12:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Bengtson's Pumpkin Fest ©
Bengtson's Pumpkin Fest
Museum of Science and Industry ©
Museum of Science and Industry

1
night
Indianapolis

Indianapolis ©
Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Kick off your visit on the 13th (Sat): look for gifts at Rocket Fizz, then catch a live event at Victory Field, then take in the architecture and atmosphere at Saint John Evangelist Catholic Church, and finally get your game on at Bad Axe Throwing.

To find photos, maps, other places to visit, and more tourist information, read Indianapolis trip itinerary builder app.

Traveling by car from Chicago to Indianapolis takes 3.5 hours. Alternatively, you can fly; or take a bus. The time zone difference when traveling from Chicago to Indianapolis is 1 hour. In October, daytime highs in Indianapolis are 22°C, while nighttime lows are 10°C. Finish your sightseeing early on the 13th (Sat) to allow enough time to travel to Philadelphia.

Things to do in Indianapolis

Fun & Games · Historic Sites · Shopping
Find places to stay Oct 12 — 13:
Highlights from your plan
Bad Axe Throwing ©
Bad Axe Throwing
Saint John Evangelist Catholic Church ©
Saint John Evangelist Catholic Church
Victory Field ©
Victory Field

3
nights
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Step out of Philadelphia to go to Kennett Square and see Longwood Gardens, which is approximately 52 minutes away. There's lots more to do: stroll around Wissahickon Valley Park, enjoy the scholastic atmosphere at University of Pennsylvania, explore the world behind art at Rodin Museum, and get a sense of history and politics at Independence Hall.

For photos, where to stay, ratings, and more tourist information, read our Philadelphia holiday planner.

Getting from Indianapolis to Philadelphia by flight takes about 5 hours. Other options: drive; or take a bus. Expect a daytime high around 24°C in October, and nighttime lows around 13°C. Wrap up your sightseeing on the 16th (Tue) early enough to take a train to New York City.

Things to do in Philadelphia

Museums · Parks · Historic Sites

Side Trip

Longwood Gardens
Find places to stay Oct 13 — 16:
Highlights from your plan
Philadelphia Museum of Art ©
Philadelphia Museum of Art
Wissahickon Valley Park ©
Wissahickon Valley Park
Longwood Gardens ©
Longwood Gardens

5
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, and shopping. Your plan includes some of its best attractions: take in the pleasant sights at Central Park, walk around The High Line, pause for some photo ops at Statue of Liberty National Monument, and enjoy breathtaking views from Top of the Rock.

To see maps, reviews, photos, and other tourist information, read New York City trip itinerary planner.

You can take a train from Philadelphia to New York City in 2 hours. Other options are to drive; or take a bus. In October, plan for daily highs up to 24°C, and evening lows to 16°C. Finish your sightseeing early on the 21st (Sun) so you can travel back home.

Things to do in New York City

Museums · Parks · Historic Sites
Find places to stay Oct 16 — 21:
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

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