14 days in Chicago & New Jersey Itinerary

14 days in Chicago & New Jersey Itinerary

Created using Inspirock United States trip maker

Make it your trip
Fly
1
Chicago
— 5 nights
Fly
2
Jersey City
— 3 nights
Drive
3
Princeton
— 3 nights
Drive
4
Atlantic City
— 2 nights
Drive

S M T W T F S
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23

Chicago

— 5 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 Weber House and Garden (in Streator) and Ottawa (SaltTreeYoga & Washington Square Park). Next up on the itinerary: admire the masterpieces at The Art Institute of Chicago, get a new perspective on nature at Field Museum, get up close and personal with brilliant marine life at Shedd Aquarium, and get curious at Museum of Science and Industry.

To see photos, more things to do, maps, and more tourist information, read our Chicago online vacation builder.

Philadelphia to Chicago is an approximately 4.5-hour flight. You can also drive; or take a bus. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from Philadelphia in January, expect Chicago to be a bit cooler, temps between 32°F and 18°F. Wrap up your sightseeing on the 9th (Sat) to allow time to travel to Jersey City.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums

Side Trips

Jersey City

— 3 nights
Jersey City is the second-most-populous city in the U.S. Explore the numerous day-trip ideas around Jersey City: Melovino Meadery (in Vauxhall), Gun For Hire Shooting Range (in Woodland Park) and High Point Cross Country Ski Center (in Sussex). Next up on the itinerary: relax and rejuvenate at Kur Wellness Studios, go for a walk through Hoboken Waterfront Walkway, buy something for everyone on your list at The Outlet Collection - Jersey Gardens, and see the interesting displays at Silverball Pinball Museum.

To see photos, reviews, ratings, and other tourist information, you can read our Jersey City tour planning tool.

Getting from Chicago to Jersey City by flight takes about 5 hours. Other options: drive; or take a bus. Traveling from Chicago to Jersey City, you'll lose 1 hour due to the time zone difference. Traveling from Chicago in January, expect Jersey City to be a bit warmer, temps between 40°F and 24°F. Finish up your sightseeing early on the 12th (Tue) so you can go by car to Princeton.

Things to do in Jersey City

Museums · Shopping · Winter Sports · Outdoors

Side Trips

Princeton

— 3 nights

College Town

Best known as the home of Princeton University, the town of Princeton centers around the Ivy League school and its stone, vine-covered buildings.
Explore the numerous day-trip ideas around Princeton: Golf House Museum (in Far Hills), Howling Woods Farm (in Jackson) and Henry Hudson Trail (in Marlboro). There's still lots to do: explore the world behind art at Princeton University Art Museum, indulge in some personalized pampering at Alchemy Mind and Body, make a trip to Princeton University Chapel, and hike along Lawrence Hopewell Trail.

To find where to stay, maps, photos, and other tourist information, you can read our Princeton road trip planning app.

Traveling by car from Jersey City to Princeton takes 1.5 hours. January in Princeton sees daily highs of 39°F and lows of 23°F at night. Wrap up your sightseeing on the 15th (Fri) to allow time to drive to Atlantic City.

Things to do in Princeton

Parks · Museums · Trails · Outdoors

Side Trips

Atlantic City

— 2 nights

America's Favorite Playground

The gambling capital of the east coast, Atlantic City is best known for its numerous casinos, colorful boardwalk, and beach.
Start off your visit on the 16th (Sat): try your luck at Borgata Casino, relax in the rural setting at Jersey Shore Alpacas, and then look for gifts at West End Garage. Get ready for a full day of sightseeing on the 17th (Sun): learn about winemaking at Bellview Winery, then learn about winemaking at Valenzano Family Winery, and then learn about winemaking at White Horse Winery.

Plan my day in Atlantic City using traveler tips and tourist information provided by Inspirock.

Traveling by car from Princeton to Atlantic City takes 2 hours. Alternatively, you can do a combination of tram and train; or take a train. In January in Atlantic City, expect temperatures between 42°F during the day and 24°F at night. Wrap up your sightseeing on the 17th (Sun) early enough to drive back home.

Things to do in Atlantic City

Wineries · Casinos · Shopping · Fun & Games

Side Trips

New Jersey travel guide

3.9
Casinos · Shopping Malls · Beaches
The Garden State
Often overshadowed by its legendary neighbor, New York, New Jersey holds its own as a land of thriving industrial cities, sprawling farmland, and lively coastal towns. Called the Garden State, New Jersey is a hub of entertainment and cultural attractions for the east coast, from the famous sandy beaches and carnival-like atmosphere of the Jersey Shore to alluring Atlantic City, the Las Vegas of the east. New Jersey also boasts a wealth of historical places to visit, including battle sites and memorials, such as George Washington's Revolutionary War headquarters.