29 days in New York City & Chicago Itinerary

29 days in New York City & Chicago Itinerary

Created using Inspirock United States route planner

Make it your trip
Fly
1
New York City
— 18 nights
Fly
2
Chicago
— 10 nights
Fly

S M T W T F S
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20

New York City

— 18 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Get out of town with these interesting New York City side-trips: Philadelphia (Kimmel Center for the Performing Arts, Fairmount Water Works Interpretive Education Center, &more). There's lots more to do: go for a walk through Central Park, appreciate the history behind Statue of Liberty National Monument, explore the world behind art at The Museum of Modern Art (MoMA), and browse the exhibits of The Metropolitan Museum of Art.

To see reviews, more things to do, ratings, and tourist information, go to the New York City day trip website.

Charlotte to New York City is an approximately 5-hour flight. You can also drive; or take a bus. Plan for a bit cooler temperatures traveling from Charlotte in February, with highs in New York City at 46°F and lows at 29°F. You will have some time to spend on the 7th (Sun) before leaving for Chicago.

Things to do in New York City

Museums · Historic Sites · Parks · Tours

Side Trips

Chicago

— 10 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore Chicago's surroundings by going to St. Joseph Catholic Church (in Joliet) and Ottawa (Reddick Mansion and Gardens & SaltTreeYoga). There's lots more to do: admire the masterpieces at The Art Institute of Chicago, see the interesting displays at Oriental Institute Museum, learn about wildlife with up-close encounters at Lincoln Park Zoo, and take in the spiritual surroundings of Fourth Presbyterian Church.

Plan my trip to Chicago with suggested itineraries provided by Inspirock.

Traveling by flight from New York City to Chicago takes 5.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Traveling from New York City in March, Chicago is little chillier at night with lows of 30°F. Cap off your sightseeing on the 17th (Wed) early enough to travel back home.

Things to do in Chicago

Museums · Parks · Childrens Museums · Historic Sites

Side Trips