42 days in New York City, Chicago & Indianapolis Itinerary

42 days in New York City, Chicago & Indianapolis Itinerary

Created using Inspirock United States tour planner

Plan created by another user.Make it yours

Route & dates

1
New York City
— 16 nights
2
Chicago
— 14 nights
3
Indianapolis
— 10 nights

16
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.
Give yourself a bit of retail therapy at Fifth Avenue and Seaport District NYC. Your inner history buff will appreciate 9/11 Memorial and Ellis Island. You'll find plenty of places to visit near New York City: Cloverdale Farm County Park (in Barnegat), Shinnecock East County Park (in Southampton) and Edwin B. Forsythe National Wildlife Refuge (in Oceanville). There's still lots to do: admire the masterpieces at The Metropolitan Museum of Art, enjoy the sand and surf at Cupsogue Beach County Park, don't miss a visit to Central Park, and enjoy breathtaking views from Empire State Building.

For photos, ratings, where to stay, and other tourist information, refer to the New York City road trip planning app.

Lagos, Nigeria to New York City is an approximately 15.5-hour flight. Traveling from Lagos to New York City, you'll gain 6 hours due to the time zone difference. In July, daytime highs in New York City are °C, while nighttime lows are °C. Wrap up your sightseeing on the 30th (Thu) to allow time to travel to Chicago.

Things to do in New York City

Parks Outdoors Museums

Side Trips

Westhampton Beach, Southampton, Hyde Park Trail, Cloverdale Farm County Park, Lido Beach
Find places to stay Jul 14 — 30:
Highlights from your plan
Central Park ©
Central Park
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial

14
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Let the collections at The Art Institute of Chicago and Chicago Cultural Center capture your imagination. The Magnificent Mile and Field Museum are good opportunities to explore the local culture. Explore Chicago's surroundings by going to Grant Park (in South Milwaukee), Atwater Park & Beach (in Shorewood) and Weko Beach Park (in Bridgman). There's still lots to do: get a taste of the local shopping with Ernest Hemingway Birthplace, trek along Little Red Schoolhouse, get curious at Museum of Science and Industry, and admire nature's wide array of creatures at Shedd Aquarium.

To see photos, more things to do, and other tourist information, you can read our Chicago trip itinerary maker.

Getting from New York City to Chicago by flight takes about 5 hours. Other options: drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from New York City to Chicago. Traveling from New York City in July, Chicago is slightly colder at night with lows of °C. Wrap up your sightseeing on the 13th (Thu) to allow time to drive to Indianapolis.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Oak Park, Saint Joseph, Skokie, Highland Park, Whihala Beach
Find places to stay Jul 30 — Aug 13:
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry

10
nights
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.
Satisfy your inner culture vulture at Spring Mill State Park and Belgian Horse Winery. Take a break from the city and head to Exotic Feline Rescue Center and Cardinal Greenway. Explore the numerous day-trip ideas around Indianapolis: Dayton (Dayton Dragons Baseball & America's Packard Museum - The Citizens Motorcar Co.), Goose Pond Fish and Wildlife Area (in Linton) and Starve Hollow State Recreation Area (in Vallonia). There's still lots to do: contemplate the waterfront views at Sodalis Nature Park, admire the majestic nature at Turkey Run State Park, explore the landscape on two wheels at Monon Trail, and trek along Indianapolis Cultural Trail.

To find out how to plan a trip to Indianapolis, use our trip itinerary maker.

Traveling by car from Chicago to Indianapolis takes 3.5 hours. Alternatively, you can fly; or take a bus. You'll lose 1 hour traveling from Chicago to Indianapolis due to the time zone difference. In August, daily temperatures in Indianapolis can reach °C, while at night they dip to °C. Cap off your sightseeing on the 23rd (Sun) early enough to travel back home.

Things to do in Indianapolis

Parks Outdoors Wildlife

Side Trips

Brookville, Dayton, Exotic Feline Rescue Center, Thistlewaite Falls, Mallow Run Winery
Find places to stay Aug 13 — 23:
Highlights from your plan
Exotic Feline Rescue Center ©
Exotic Feline Rescue Center
Starve Hollow State Recreation Area ©
Starve Hollow State Recreation Area
Spring Mill State Park ©
Spring Mill State Park

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