10 days in Cleveland & Chicago Itinerary

10 days in Cleveland & Chicago Itinerary

Created using Inspirock United States travel route planner

Plan created by another user. Make it yours
1
Cleveland
— 3 nights
2
Chicago
— 6 nights

S M T W T F S
18
19
20
21
22
23
24
25
26
27
28
29
30
31

3
nights
Cleveland

Cleveland ©

Forest City

A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Start off your visit on the 19th (Mon): learn more about the world around you at Cleveland Museum of Natural History and then take a stroll through Historic Little Italy in Cleveland. Get ready for a full day of sightseeing on the next day: explore the world behind art at The Cleveland Museum of Art, stroll the grounds of Lake View Cemetery, then look for gifts at b.a. Sweetie Candy Company, and finally admire the landmark architecture of Heinen's Downtown.

For traveler tips, other places to visit, more things to do, and other tourist information, read our Cleveland vacation planner.

Kingston, Canada to Cleveland is an approximately 7.5-hour car ride. You can also do a combination of car and flight; or drive. Traveling from Kingston in August, Cleveland is somewhat warmer at night with lows of 22°C. Wrap up your sightseeing by early afternoon on the 21st (Wed) to allow time for travel to Chicago.

Things to do in Cleveland

Historic Sites · Museums · Neighborhoods · Shopping
Highlights from your plan
Cleveland Museum of Natural History ©
Cleveland Museum of Natural History
Lake View Cemetery ©
Lake View Cemetery
USS Cod Submarine Memorial ©
USS Cod Submarine Memorial

6
nights
Chicago

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Shop till you drop at Lincoln Park and Albanese Candy Factory. You'll explore the less-touristy side of things at Chicago Riverwalk and Milwaukee Art Museum. Explore the numerous day-trip ideas around Chicago: Cantigny Park (in Wheaton), Riverwalk Lot (in Naperville) and Milwaukee (Basilica of St. Josaphat & Pabst Mansion). There's much more to do: take an in-depth tour of Studebaker National Museum, stroll around Millennium Park, admire the masterpieces at The Art Institute of Chicago, and ponder the design of Crown Fountain.

For maps, traveler tips, ratings, and more tourist information, you can read our Chicago online travel route planner.

You can drive from Cleveland to Chicago in 6 hours. Other options are to fly; or drive; or take a train. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In August, plan for daily highs up to 33°C, and evening lows to 22°C. On the 27th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Chicago

Side Trips

Highlights from your plan
Basilica of St. Josaphat ©
Basilica of St. Josaphat
Cantigny Park ©
Cantigny Park
Milwaukee Art Museum ©
Milwaukee Art Museum

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