3 days in Ohio & Chicago Itinerary

3 days in Ohio & Chicago Itinerary

Created using Inspirock United States route planner

Make it your trip
Drive
1
Oberlin
— 1 day
Drive
2
Chicago
— 2 nights

S M T W T F S
27
28
29
30
1
2
3

Oberlin

— 1 day
Oberlin is a city in Lorain County, Ohio, United States, southwest of Cleveland. On the 28th (Mon), stroll through Main Street Beach and then kick your exploration up a notch at Common Ground Canopy Tours.

To find reviews, more things to do, other places to visit, and more tourist information, go to the Oberlin road trip site.

Chicago to Oberlin is an approximately 5-hour car ride. You can also do a combination of flight and car. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Traveling from Chicago in September, plan for little chillier nights in Oberlin, with lows around 55°F. Finish up your sightseeing early on the 28th (Mon) so you can travel to Chicago.

Things to do in Oberlin

Outdoors · Wildlife · Adventure · Tours

Side Trip

Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 29th (Tue), try your luck at Horseshoe Hammond, then get outside with Outdoor Activities, and then get a taste of the local shopping with The Magnificent Mile. Get ready for a full day of sightseeing on the next day: contemplate the long history of Frank Lloyd Wright's Unity Temple, admire the striking features of Frank Lloyd Wright Home and Studio, then stop by Ernest Hemingway Birthplace, then contemplate the long history of Pleasant Home, and finally admire the masterpieces at The Art Institute of Chicago.

For maps, traveler tips, and more tourist information, read Chicago travel itinerary planner.

You can drive from Oberlin to Chicago in 5 hours. Another option is to do a combination of car and flight. You'll gain 1 hour traveling from Oberlin to Chicago due to the time zone difference. Traveling from Oberlin in September, expect somewhat warmer with lows of 61°F in Chicago. Finish up your sightseeing early on the 30th (Wed) so you can travel back home.

Things to do in Chicago

Historic Sites · Shopping · Neighborhoods · Museums

Side Trips

Ohio travel guide

4.2
Specialty Museums · Casinos · Water Parks
The Buckeye State
Nicknamed the "Heart of It All" because of its heart-like shape, Ohio is perhaps best described as a mosaic of big cities and small towns, with vast tracts of farmland in between. Always a major industrial and political player in the country, the state was the home to eight American presidents and the Wright brothers, inventors of the airplane. The first man to walk on the Moon came from Ohio, as did 23 other astronauts. More than just an overachiever in science, industry, and politics, the state is also a serious holiday destination, featuring both traditional Amish farms and bustling cities with a great selection of things to do.