23 days in Chicago & New York City Itinerary

23 days in Chicago & New York City Itinerary

Created using Inspirock United States planner

This plan was created by another user. Make it your plan

Route & dates

23 days in Chicago & New York City Itinerary

Start: Hyderabad
Fly:  25​h
1
Chicago
— 2 nights
Fly + Bus:  4​h 45​min
2
New York City
— 7 nights
Bus + Fly:  4​h 45​min
3
Chicago
— 11 nights
Fly:  19​h 30​min
End: Hyderabad

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore and learn at Illinois Holocaust Museum & Education Center and Chicago Children's Museum. There's more to do: appreciate the history behind Cloud Gate.

To find ratings, reviews, other places to visit, and other tourist information, read our Chicago vacation builder website .

Hyderabad, India to Chicago is an approximately 21.5-hour flight. The time zone difference when traveling from Hyderabad to Chicago is minus 11 hours. Traveling from Hyderabad in May, things will get colder in Chicago: highs are around 25°C and lows about 13°C. Finish your sightseeing early on the 5th (Sun) to allow enough time to travel to New York City.

Things to do in Chicago

Museums Childrens Museums Shopping

Side Trip

Illinois Holocaust Museum & Education Center
Highlights from your plan
Chicago Children's Museum ©
Chicago Children's Museum
Cloud Gate ©
Cloud Gate

7
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.
Get a sense of the local culture at Times Square and Statue of Liberty National Monument. The adventure continues: go for a walk through Central Park, snap pictures at Brooklyn Bridge, admire the striking features of Empire State Building, and get a sense of history and politics at New York City Hall.

To see more things to do, where to stay, other places to visit, and more tourist information, you can read our New York City trip planner .

You can do a combination of flight and bus from Chicago to New York City in 5 hours. Alternatively, you can fly; or drive. Traveling from Chicago to New York City, you'll lose 1 hour due to the time zone difference. May in New York City sees daily highs of 24°C and lows of 15°C at night. Cap off your sightseeing on the 12th (Sun) early enough to travel to Chicago.

Things to do in New York City

Neighborhoods Historic Sites Parks
Highlights from your plan
Central Park ©
Central Park
Times Square ©
Times Square
Statue of Liberty National Monument ©

11
nights
Chicago

Chicago ©
Museum-lovers will get to explore Cantigny Park and L. H. Selman Ltd. Get a sense of the local culture at Millennium Park and Oriental Institute Museum. Enjoy Chicago some more: shop like a local with The Magnificent Mile, browse the exhibits of Chicago Cultural Center, admire the striking features of Reliance Building, and stroll through Milton Lee Olive Park.

For more things to do, traveler tips, and tourist information, read Chicago trip itinerary maker app .

You can do a combination of bus and flight from New York City to Chicago in 5 hours. Other options are to fly; or drive. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. On the 23rd (Thu), you'll have the morning to explore before heading back home.

Things to do in Chicago

Parks Museums Zoos & Aquariums

Side Trip

Cantigny Park
Highlights from your plan
Millennium Park ©
Millennium Park
Cantigny Park ©
Cantigny Park
The Magnificent Mile ©
The Magnificent Mile

Similar Plans

24 days in East Coast of USA & Philadelphia BY A USER FROM ISRAEL August, teens, kids, outdoors, beaches, historic sites, shopping, popular sights PREFERENCES: August, teens, kids, outdoors, beaches, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 26 days in New York City & Los Angeles BY A USER FROM BANGLADESH June, outdoors, relaxing, beaches, wildlife, slow & easy, popular sights PREFERENCES: June, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 25 days in Greenville & Chicago BY A USER FROM UNITED STATES May, kids, culture, outdoors, relaxing, beaches, shopping, wildlife, popular sights PREFERENCES: May, kids, culture, outdoors, relaxing, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 27 days in New York City BY A USER FROM BANGLADESH June, outdoors, relaxing, beaches, wildlife, popular sights PREFERENCES: June, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 22 days in United States BY A USER FROM SOUTH AFRICA June, teens, kids, outdoors, beaches, museums, shopping, popular & hidden gems PREFERENCES: June, teens, kids, outdoors, beaches, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 34 days in United States BY A USER FROM AUSTRALIA October, teens, kids, outdoors, beaches, shopping, popular & hidden gems PREFERENCES: October, teens, kids, outdoors, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 26 days in New York City BY A USER FROM INDIA May, outdoors, romantic, beaches, historic sites, museums, popular sights PREFERENCES: May, outdoors, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 25 days in United States BY A USER FROM AUSTRALIA June, fast-paced, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 25 days in United States BY A USER FROM AUSTRALIA December, teens, popular & hidden gems PREFERENCES: December, teens ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans